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Selling Office: Berkshire Hathaway HomeServices PenFed Realty.

23 Hull Ave, Annapolis

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

$745,000

Welcome to this thoughtfully updated home in the water-privileged community of Admiral Heights. Beautifully maintained and improved over the years, this inviting home combines comfortable everyday living, stylish updates and wonderful outdoor spaces in an exceptionally convenient Annapolis location. The main level is filled with natural light and features warm hardwood floors and an open, easy flow between the living spaces. Unlike the more traditional layout, the kitchen has been opened to the living room, creating a connected space that is perfect for everyday living and entertaining. The eat-in kitchen offers granite countertops, stainless steel appliances, generous cabinetry with updated hardware, recessed lighting and a large multi-level island with bar seating and built-in wine storage. A door from the kitchen leads directly to the deck and rear yard, making outdoor dining and entertaining easy. The bedrooms on this level are served by a beautifully renovated full bath featuring custom cabinetry, open shelving and beautiful tilework throughout the shower and floor. The finished lower level offers even more room to spread out, with a spacious family room centered around a gas fireplace, an additional bedroom and full bath. Sliding doors open directly to the patio and backyard, while unfinished space provides valuable additional storage. The backyard is truly something special. Designed to be enjoyed, this private, fenced setting offers multiple outdoor living spaces surrounded by mature trees and thoughtfully designed landscaping. Gather on the expansive custom paver patio, dine or relax on the Trex deck, tend the raised garden beds or simply enjoy the peaceful setting. String lights add a fun ambiance in the evening, transforming the patio and deck into an especially inviting place to gather after the sun goes down. A shed provides additional storage, while established plantings and garden areas give the entire yard a welcoming, tucked-away feel. Then there is the Admiral Heights lifestyle. This water-privileged community offers access to Weems Creek with opportunities for kayaking, fishing and swimming, along with community kayak racks and a pier. Membership in the Admiral Heights Improvement Association (AHIA) is voluntary. Separate memberships are available for the Admiral Heights Boat Club and Admiral Heights Swim Club. The Boat Club offers access to its dock and private boat slips, while the Swim Club offers a neighborhood pool and swim team — go Dolphins! All of this is just minutes from West Annapolis, Downtown Annapolis, Navy-Marine Corps Memorial Stadium, shopping and dining, with convenient access to Route 50 and I-97. Thoughtfully improved, beautifully cared for and designed to enjoy both indoors and out, 228 Dewey Drive offers a wonderful opportunity to call Admiral Heights home.

Welcome to this thoughtfully updated home in the water-privileged community of Admiral Heights. Beautifully maintained and improved over the years, this inviting home combines comfortable everyday living, stylish updates and wonderful outdoor spaces in an exceptionally convenient Annapolis location. The main level is filled with natural light and features warm hardwood floors and an open, easy flow between the living spaces. Unlike the more traditional layout, the kitchen has been opened to the living room, creating a connected space that is perfect for everyday living and entertaining. The eat-in kitchen offers granite countertops, stainless steel appliances, generous cabinetry with updated hardware, recessed lighting and a large multi-level island with bar seating and built-in wine storage. A door from the kitchen leads directly to the deck and rear yard, making outdoor dining and entertaining easy. The bedrooms on this level are served by a beautifully renovated full bath featuring custom cabinetry, open shelving and beautiful tilework throughout the shower and floor. The finished lower level offers even more room to spread out, with a spacious family room centered around a gas fireplace, an additional bedroom and full bath. Sliding doors open directly to the patio and backyard, while unfinished space provides valuable additional storage. The backyard is truly something special. Designed to be enjoyed, this private, fenced setting offers multiple outdoor living spaces surrounded by mature trees and thoughtfully designed landscaping. Gather on the expansive custom paver patio, dine or relax on the Trex deck, tend the raised garden beds or simply enjoy the peaceful setting. String lights add a fun ambiance in the evening, transforming the patio and deck into an especially inviting place to gather after the sun goes down. A shed provides additional storage, while established plantings and garden areas give the entire yard a welcoming, tucked-away feel. Then there is the Admiral Heights lifestyle. This water-privileged community offers access to Weems Creek with opportunities for kayaking, fishing and swimming, along with community kayak racks and a pier. Membership in the Admiral Heights Improvement Association (AHIA) is voluntary. Separate memberships are available for the Admiral Heights Boat Club and Admiral Heights Swim Club. The Boat Club offers access to its dock and private boat slips, while the Swim Club offers a neighborhood pool and swim team — go Dolphins! All of this is just minutes from West Annapolis, Downtown Annapolis, Navy-Marine Corps Memorial Stadium, shopping and dining, with convenient access to Route 50 and I-97. Thoughtfully improved, beautifully cared for and designed to enjoy both indoors and out, 228 Dewey Drive offers a wonderful opportunity to call Admiral Heights home.

228 Dewey Dr, Annapolis

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

Selling Office: Douglas Realty LLC.

$635,000

This lovely single-family home is sited in a peaceful, private setting, backing to mature trees. The home offers a spacious living room with gas fireplace, dining room, updated kitchen with breakfast room, and convenient laundry room. The primary suite includes private bath and walk-in closet. Second bedroom and full bath as well as den / office all on one level. Enjoy the serene wooded views from the spacious deck or from the inviting Great Room, featuring a second gas fireplace, vaulted natural-wood ceiling, and dramatic floor-to-ceiling windows. Belonging to Heritage Harbour 55+ community, residents can enjoy an exceptional array of amenities, including golf, tennis, pickleball, canoeing, kayaking, and so much more. Conveniently located between Baltimore and Washington, DC and close to BWI Airport.

This lovely single-family home is sited in a peaceful, private setting, backing to mature trees. The home offers a spacious living room with gas fireplace, dining room, updated kitchen with breakfast room, and convenient laundry room. The primary suite includes private bath and walk-in closet. Second bedroom and full bath as well as den / office all on one level. Enjoy the serene wooded views from the spacious deck or from the inviting Great Room, featuring a second gas fireplace, vaulted natural-wood ceiling, and dramatic floor-to-ceiling windows. Belonging to Heritage Harbour 55+ community, residents can enjoy an exceptional array of amenities, including golf, tennis, pickleball, canoeing, kayaking, and so much more. Conveniently located between Baltimore and Washington, DC and close to BWI Airport.

824 Boatswain Way, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Academy Realty Inc..

$415,000

Enjoy the Annapolis lifestyle with less maintenance and more time for everything you love. This spacious penthouse-style residence in sought-after Riva Trace offers nearly 2,000 square feet of beautifully updated living space, a main-level primary suite, flexible accommodations for guests or a home office, and exceptional community amenities—including South River access and dedicated kayak storage. Inside, an impressive two-story entry opens to a bright, inviting interior with wide-plank luxury vinyl flooring, neutral finishes, abundant natural light, and soaring vaulted ceilings. The open living area is centered around a cozy fireplace with a custom mantel, creating a welcoming setting for entertaining or relaxing at the end of the day. The updated kitchen features stainless steel appliances, generous workspace, stylish lighting, and a peninsula layout that keeps the cook connected to family and guests. Just beyond, the sunroom provides a peaceful place to read, enjoy a cocktail, or simply take in the surrounding greenery. The expansive main-level primary suite feels like a private retreat, complete with vaulted ceilings, an enormous walk-in closet, and an adjoining sitting room that opens directly to the private deck—perfect for morning coffee, outdoor dining, or unwinding beneath the stars. The updated ensuite bath features a beautiful vanity, walk-in shower, and separate soaking tub. Upstairs, a generously sized second bedroom, full bathroom, and expansive loft-style family room offer excellent flexibility for overnight guests, a home office, media room, fitness area, or hobby space. Riva Trace is designed for an active, outdoor-oriented lifestyle. Residents enjoy South River water access, kayak storage, a private lake, nature and fitness trails, biking paths, picnic areas, playgrounds, and tennis, pickleball, and basketball courts. Association fees also include water and sewer. All of this is tucked along a peaceful, tree-lined street just minutes from Annapolis Towne Centre, Historic Annapolis, shopping, dining, healthcare, and countless recreational opportunities. Convenient access to major routes also keeps Washington, D.C., and Baltimore within reach. Offering the space of a townhome, the privacy and architectural character of a penthouse, and the convenience of low-maintenance condominium living, this exceptional home makes every day feel like a getaway.

2 Beds ⋅ 3 Baths

Enjoy the Annapolis lifestyle with less maintenance and more time for everything you love. This spacious penthouse-style residence in sought-after Riva Trace offers nearly 2,000 square feet of beautifully updated living space, a main-level primary suite, flexible accommodations for guests or a home office, and exceptional community amenities—including South River access and dedicated kayak storage. Inside, an impressive two-story entry opens to a bright, inviting interior with wide-plank luxury vinyl flooring, neutral finishes, abundant natural light, and soaring vaulted ceilings. The open living area is centered around a cozy fireplace with a custom mantel, creating a welcoming setting for entertaining or relaxing at the end of the day. The updated kitchen features stainless steel appliances, generous workspace, stylish lighting, and a peninsula layout that keeps the cook connected to family and guests. Just beyond, the sunroom provides a peaceful place to read, enjoy a cocktail, or simply take in the surrounding greenery. The expansive main-level primary suite feels like a private retreat, complete with vaulted ceilings, an enormous walk-in closet, and an adjoining sitting room that opens directly to the private deck—perfect for morning coffee, outdoor dining, or unwinding beneath the stars. The updated ensuite bath features a beautiful vanity, walk-in shower, and separate soaking tub. Upstairs, a generously sized second bedroom, full bathroom, and expansive loft-style family room offer excellent flexibility for overnight guests, a home office, media room, fitness area, or hobby space. Riva Trace is designed for an active, outdoor-oriented lifestyle. Residents enjoy South River water access, kayak storage, a private lake, nature and fitness trails, biking paths, picnic areas, playgrounds, and tennis, pickleball, and basketball courts. Association fees also include water and sewer. All of this is tucked along a peaceful, tree-lined street just minutes from Annapolis Towne Centre, Historic Annapolis, shopping, dining, healthcare, and countless recreational opportunities. Convenient access to major routes also keeps Washington, D.C., and Baltimore within reach. Offering the space of a townhome, the privacy and architectural character of a penthouse, and the convenience of low-maintenance condominium living, this exceptional home makes every day feel like a getaway.

2700 Summerview Way Unit 304, Annapolis

Listing courtesy of RE/MAX Leading Edge. Contact:

Selling Office: Rise Real Estate, LLC.

$565,000

Welcome to 1016 Timber Creek Drive, a well maintained home nestled in the sought-after Timber Creek community of Annapolis. Featuring 3 bedrooms, 3 full baths, and three levels of living space, this home offers the perfect blend of comfort, functionality, and style. The main level showcases hardwood floors, a gas fireplace, and an updated kitchen. Off the kitchen, a spacious side deck provides the perfect spot for grilling or enjoying your morning coffee, while the private, partially fenced backyard with brick patio creates an inviting outdoor gathering space ideal for summer barbecues. Upstairs, the spacious primary suite is complemented by two additional bedrooms and a second full bath. The lower level offers a large family room, full bath, laundry area, and flexible space perfect for guests, a home office, or recreation room. Updated over the years, improvements include the kitchen remodel (2012), installation of a gas line, gas furnace, central air conditioning, and gas fireplace (2012), replacement windows (2016), partial roof replacement (2020), tankless hot water heater (2021). Conveniently located just minutes from Quiet Waters Park, Eastport, and historic downtown Annapolis, as well as shopping, dining, and commuter routes, this move-in-ready home offers easy access to everything Annapolis has to offer.

Welcome to 1016 Timber Creek Drive, a well maintained home nestled in the sought-after Timber Creek community of Annapolis. Featuring 3 bedrooms, 3 full baths, and three levels of living space, this home offers the perfect blend of comfort, functionality, and style. The main level showcases hardwood floors, a gas fireplace, and an updated kitchen. Off the kitchen, a spacious side deck provides the perfect spot for grilling or enjoying your morning coffee, while the private, partially fenced backyard with brick patio creates an inviting outdoor gathering space ideal for summer barbecues. Upstairs, the spacious primary suite is complemented by two additional bedrooms and a second full bath. The lower level offers a large family room, full bath, laundry area, and flexible space perfect for guests, a home office, or recreation room. Updated over the years, improvements include the kitchen remodel (2012), installation of a gas line, gas furnace, central air conditioning, and gas fireplace (2012), replacement windows (2016), partial roof replacement (2020), tankless hot water heater (2021). Conveniently located just minutes from Quiet Waters Park, Eastport, and historic downtown Annapolis, as well as shopping, dining, and commuter routes, this move-in-ready home offers easy access to everything Annapolis has to offer.

1016 Timber Creek Dr, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Redfin Corp.

$494,000

Welcome to this beautiful 2 Bedroom + Den, 2 Bath condo in N Haven Cove of Heritage Harbour. This inviting home is a popular floor plan with a spacious, updated eat-in kitchen, attached one car garage and is very well maintained. A vibrant 55+ community offering an exceptional lifestyle and an array of amenities including golf, tennis, pickleball, canoe and kayaking, plus The Lodge featuring indoor and outdoor pools, fitness facilities, library, card room and more. Conveniently located between Baltimore and Washington, DC with easy access to BWI airport.

Welcome to this beautiful 2 Bedroom + Den, 2 Bath condo in N Haven Cove of Heritage Harbour. This inviting home is a popular floor plan with a spacious, updated eat-in kitchen, attached one car garage and is very well maintained. A vibrant 55+ community offering an exceptional lifestyle and an array of amenities including golf, tennis, pickleball, canoe and kayaking, plus The Lodge featuring indoor and outdoor pools, fitness facilities, library, card room and more. Conveniently located between Baltimore and Washington, DC with easy access to BWI airport.

2514 N Haven Cv Unit 102, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Northrop Realty.

$485,000

Meticulously maintained and move-in ready, this spacious sweet duplex offers an exceptional combination of comfort, charm, and convenience in a highly desirable Annapolis location. Featuring beautiful wood floors, fresh paint throughout, 3 bedrooms, and 2.5 updated baths, this home has been thoughtfully upgraded and lovingly cared for. The remodeled kitchen (2010) serves as the heart of the home, and the bright sunroom addition (2006) provides the perfect space to relax year-round. A brand-new slider installed in 2025 opens to the sunroom, while below, a stamped concrete patio is surrounded by beautifully landscaped gardens and lovely fencing, creating a private outdoor retreat. The finished basement offers additional living space and features a cozy wood stove, perfect for warming up on cool winter evenings. You'll also appreciate the abundant storage throughout the home. Recent updates include: New slider to sunroom (2025) New oven (2025) Water heater (2018) Remodeled kitchen (2010) Remodeled bathrooms The community amenities are equally impressive, with a pool, community center, sidewalks, and wonderful walking areas, all complemented by minimal HOA fees. Ideally situated just minutes from restaurants, grocery stores, banks, pharmacies, and downtown Eastport. Quiet Waters Park is even closer, offering easy access to trails, recreation, and waterfront beauty. There is simply too much to list. Come see this wonderful home for yourself and discover all it has to offer!

Meticulously maintained and move-in ready, this spacious sweet duplex offers an exceptional combination of comfort, charm, and convenience in a highly desirable Annapolis location. Featuring beautiful wood floors, fresh paint throughout, 3 bedrooms, and 2.5 updated baths, this home has been thoughtfully upgraded and lovingly cared for. The remodeled kitchen (2010) serves as the heart of the home, and the bright sunroom addition (2006) provides the perfect space to relax year-round. A brand-new slider installed in 2025 opens to the sunroom, while below, a stamped concrete patio is surrounded by beautifully landscaped gardens and lovely fencing, creating a private outdoor retreat. The finished basement offers additional living space and features a cozy wood stove, perfect for warming up on cool winter evenings. You'll also appreciate the abundant storage throughout the home. Recent updates include: New slider to sunroom (2025) New oven (2025) Water heater (2018) Remodeled kitchen (2010) Remodeled bathrooms The community amenities are equally impressive, with a pool, community center, sidewalks, and wonderful walking areas, all complemented by minimal HOA fees. Ideally situated just minutes from restaurants, grocery stores, banks, pharmacies, and downtown Eastport. Quiet Waters Park is even closer, offering easy access to trails, recreation, and waterfront beauty. There is simply too much to list. Come see this wonderful home for yourself and discover all it has to offer!

213 Georgetown, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Berkshire Hathaway HomeServices PenFed Realty.

$1,250,000

Set on 2.5 beautifully landscaped acres in the desirable community of The Meadows, this distinctive three-sided brick home offers an impressive combination of privacy, spacious one-level living, custom features, and exceptional indoor and outdoor entertaining spaces. With four generously sized bedrooms and three full baths on the main level, the home provides a versatile floor plan rarely found today. At the heart of the home is a beautifully appointed chef's kitchen designed for both serious cooking and casual gatherings. Features include stainless steel appliances, granite countertops, an oversized island with seating, two separate convection ovens, an electric cooktop, and quality KraftMaid cabinetry with a double pantry, pull-out storage, and under-lit glass-front cabinets. A custom wet/dry bar with wine cooler, wine rack, oversized sink, and instant hot water creates a dedicated entertaining area. The kitchen opens to the inviting family room with a gas fireplace, while the elegant living and dining rooms feature beautiful stone flooring and an oversized bay window that brings abundant natural light into the home. Plantation shutters add both architectural character and privacy. A spacious main-level laundry and mudroom with rear entrance, garage access, custom shelving, and generous storage makes everyday living exceptionally convenient. The main-level primary suite is truly a private retreat. An extraordinary 12' x 12' walk-in closet professionally organized by California Closets provides exceptional storage. The spa-inspired primary bath features dual vanities, an air-soaking tub, an oversized separate shower, a private water closet with a bidet, and marble tile flooring. The finished lower level dramatically expands the home's possibilities. An expansive clubroom with built-in cabinetry and bookshelves offers plenty of space for a pool table, media center, gaming area, or large gatherings. A separate room currently serves as a home gym but could easily be converted into an office, craft room, or additional flexible space. Multiple exterior entrances provide convenient access to the grounds. A custom hobby/utility area with specialized wiring and a commercial-size sink is ideal for pottery, creative projects, gardening needs, or even a dog-washing station. An additional conditioned storage area with heat and air provides valuable year-round storage. The outdoor spaces are equally impressive. Stone paver walkways lead to an expansive 1,407-square-foot multi-level stone patio, creating a spectacular setting for entertaining, dining, or relaxing outdoors. A Trex deck directly off the kitchen is ideal for grilling, while professionally landscaped gardens and an underground sprinkler system enhance the 2.5-acre setting. An oversized 613-square-foot side-entry two-car garage features a custom organization system, and an additional parking pad provides ample space for guests or oversized vehicles. An owned propane tank supplies the gas range, fireplace, and whole-house generator, providing additional comfort and peace of mind. Dual-zone HVAC includes one unit replaced in 2024. Additional features include public water, a septic system, and a voluntary HOA. Conveniently located for access to Annapolis, Baltimore, and Washington, D.C., this exceptional Meadows property offers a rare opportunity to enjoy acreage and privacy without sacrificing accessibility.

Set on 2.5 beautifully landscaped acres in the desirable community of The Meadows, this distinctive three-sided brick home offers an impressive combination of privacy, spacious one-level living, custom features, and exceptional indoor and outdoor entertaining spaces. With four generously sized bedrooms and three full baths on the main level, the home provides a versatile floor plan rarely found today. At the heart of the home is a beautifully appointed chef's kitchen designed for both serious cooking and casual gatherings. Features include stainless steel appliances, granite countertops, an oversized island with seating, two separate convection ovens, an electric cooktop, and quality KraftMaid cabinetry with a double pantry, pull-out storage, and under-lit glass-front cabinets. A custom wet/dry bar with wine cooler, wine rack, oversized sink, and instant hot water creates a dedicated entertaining area. The kitchen opens to the inviting family room with a gas fireplace, while the elegant living and dining rooms feature beautiful stone flooring and an oversized bay window that brings abundant natural light into the home. Plantation shutters add both architectural character and privacy. A spacious main-level laundry and mudroom with rear entrance, garage access, custom shelving, and generous storage makes everyday living exceptionally convenient. The main-level primary suite is truly a private retreat. An extraordinary 12' x 12' walk-in closet professionally organized by California Closets provides exceptional storage. The spa-inspired primary bath features dual vanities, an air-soaking tub, an oversized separate shower, a private water closet with a bidet, and marble tile flooring. The finished lower level dramatically expands the home's possibilities. An expansive clubroom with built-in cabinetry and bookshelves offers plenty of space for a pool table, media center, gaming area, or large gatherings. A separate room currently serves as a home gym but could easily be converted into an office, craft room, or additional flexible space. Multiple exterior entrances provide convenient access to the grounds. A custom hobby/utility area with specialized wiring and a commercial-size sink is ideal for pottery, creative projects, gardening needs, or even a dog-washing station. An additional conditioned storage area with heat and air provides valuable year-round storage. The outdoor spaces are equally impressive. Stone paver walkways lead to an expansive 1,407-square-foot multi-level stone patio, creating a spectacular setting for entertaining, dining, or relaxing outdoors. A Trex deck directly off the kitchen is ideal for grilling, while professionally landscaped gardens and an underground sprinkler system enhance the 2.5-acre setting. An oversized 613-square-foot side-entry two-car garage features a custom organization system, and an additional parking pad provides ample space for guests or oversized vehicles. An owned propane tank supplies the gas range, fireplace, and whole-house generator, providing additional comfort and peace of mind. Dual-zone HVAC includes one unit replaced in 2024. Additional features include public water, a septic system, and a voluntary HOA. Conveniently located for access to Annapolis, Baltimore, and Washington, D.C., this exceptional Meadows property offers a rare opportunity to enjoy acreage and privacy without sacrificing accessibility.

1812 Millridge Ct, Annapolis

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

Selling Office: RE/MAX United Real Estate.

$565,000

Discover this charming 2-bedroom, 2-bathroom unit in the desirable Park Place community, built in 2007. This mid-rise Luxury Condominium building, located in Annapolis, features a spacious 1,056 sq. ft. layout, perfect for modern living. Enjoy the convenience of stainless steel appliances, including a built-in microwave, gas oven/range, and dishwasher. The community offers exceptional amenities, including a refreshing outdoor pool, gym, party room and a dog park, outdoor patio with grills, catering to an active lifestyle. With 24-hour security and reserved parking in an underground garage, peace of mind is paramount. Located near vibrant local shops and dining options, Park Place is ideal for those seeking a blend of comfort and convenience. The association fee covers essential services, trash removal and snow removal, gas, water, sewer, ensuring a hassle-free living experience. Embrace the lifestyle this community offers, where every day feels like a retreat.

Discover this charming 2-bedroom, 2-bathroom unit in the desirable Park Place community, built in 2007. This mid-rise Luxury Condominium building, located in Annapolis, features a spacious 1,056 sq. ft. layout, perfect for modern living. Enjoy the convenience of stainless steel appliances, including a built-in microwave, gas oven/range, and dishwasher. The community offers exceptional amenities, including a refreshing outdoor pool, gym, party room and a dog park, outdoor patio with grills, catering to an active lifestyle. With 24-hour security and reserved parking in an underground garage, peace of mind is paramount. Located near vibrant local shops and dining options, Park Place is ideal for those seeking a blend of comfort and convenience. The association fee covers essential services, trash removal and snow removal, gas, water, sewer, ensuring a hassle-free living experience. Embrace the lifestyle this community offers, where every day feels like a retreat.

5 Park Pl Unit 414, Annapolis

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

Very Nice move in ready condo with a nice deck and nice view in the back. Ask about 100 percent loans Hurry while this great home lasts. Buyers loan fell through hurry and make this home yours.

$218,000

2 Beds ⋅ 1 Baths

Very Nice move in ready condo with a nice deck and nice view in the back. Ask about 100 percent loans Hurry while this great home lasts. Buyers loan fell through hurry and make this home yours.

2572 Riva Rd Unit 19B, Annapolis

Listing courtesy of Samson Properties. Contact:

Selling Office: Samson Properties.

$739,500

Multiple Offers received. Best and final offers due byMonday Sept 21st, 3:00pm. Tucked at the end of a private flag-lot driveway and backing to mature woods, this home offers the rare combination of privacy and convenience. A light-filled sunroom overlooks the tree-lined rear yard, while the gas fireplace anchors the main living space for easy year-round comfort. The primary suite is located on the main level, along with a second bedroom/TV den and a hallway full bathroom. Upstairs two more flexible bedrooms can also function as an office, craft room, or workout space, and are joined by another full bathroom upstairs. Freshly painted throughout with brand-new flooring, it's move-in ready from day one. The big-ticket items are already handled: HVAC replaced in 2022, roof approximately three years young, and a tankless water heater installed in 2019 for endless hot water and lower energy costs. An attached two-car garage and in-ground lawn sprinkler system round out the package. Residents of Heritage Harbour enjoy an exceptional array of amenities designed for an active, social, and engaging lifestyle. The list of Heritage Harbour amenities and services is vast, including: a 9-hole, par 3 golf course with pro shop, tennis courts, indoor and outdoor pools, fitness center with exercise classes, sauna, and whirlpool, billiard room, restaurant, library, meeting rooms, auditorium with stage and dance floor, wood shop and craft room, pier with boat slips and kayak storage, RV storage, and a pond - the popular site of remote control boat races. Activities Abound. There’s no excuse for boredom when you live in Heritage Harbour. Residents have access to all kinds of clubs, meetings, and activities, including community college classes on site, bus service to nine standard Annapolis locations and many other special trips, community dances and plays, the Harbour Lights newsletter and HHTV television channel, model boat races, billiard tournaments, community management and leadership, bocce, horseshoes, and lawn games. A Prime Location. The community is located about 10 minutes from Anne Arundel Medical Center and Annapolis Mall. For those who like to snowbird in warmer locations, the Baltimore Washington International airport is about 30 minutes away.

Multiple Offers received. Best and final offers due byMonday Sept 21st, 3:00pm. Tucked at the end of a private flag-lot driveway and backing to mature woods, this home offers the rare combination of privacy and convenience. A light-filled sunroom overlooks the tree-lined rear yard, while the gas fireplace anchors the main living space for easy year-round comfort. The primary suite is located on the main level, along with a second bedroom/TV den and a hallway full bathroom. Upstairs two more flexible bedrooms can also function as an office, craft room, or workout space, and are joined by another full bathroom upstairs. Freshly painted throughout with brand-new flooring, it's move-in ready from day one. The big-ticket items are already handled: HVAC replaced in 2022, roof approximately three years young, and a tankless water heater installed in 2019 for endless hot water and lower energy costs. An attached two-car garage and in-ground lawn sprinkler system round out the package. Residents of Heritage Harbour enjoy an exceptional array of amenities designed for an active, social, and engaging lifestyle. The list of Heritage Harbour amenities and services is vast, including: a 9-hole, par 3 golf course with pro shop, tennis courts, indoor and outdoor pools, fitness center with exercise classes, sauna, and whirlpool, billiard room, restaurant, library, meeting rooms, auditorium with stage and dance floor, wood shop and craft room, pier with boat slips and kayak storage, RV storage, and a pond - the popular site of remote control boat races. Activities Abound. There’s no excuse for boredom when you live in Heritage Harbour. Residents have access to all kinds of clubs, meetings, and activities, including community college classes on site, bus service to nine standard Annapolis locations and many other special trips, community dances and plays, the Harbour Lights newsletter and HHTV television channel, model boat races, billiard tournaments, community management and leadership, bocce, horseshoes, and lawn games. A Prime Location. The community is located about 10 minutes from Anne Arundel Medical Center and Annapolis Mall. For those who like to snowbird in warmer locations, the Baltimore Washington International airport is about 30 minutes away.

954 Shadewater Way, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

Charming English cottage vibe on this thoughtfully revived Cape Cod on nicely landscaped lot with lush gardens and friendly fire pit to congregate around. Enjoy the slow and friendly walkers, runners and bikers with no thru traffic of Whitehall Beach reminiscent of times past with a wooden school bus stop. When you turn at St. Margarets' Church and venture past the pastural Hollywood Farm with organic sheep, waterfront estates, and the Sod/Horse Farm on Pleasant Plains, you will find an exhale of peace. Take a left on St. Margarets Road and take a short cut to downtown Annapolis. Main level opens into gorgeous large living room framed with a wood fireplace and rich hardwoods, a kitchen recently redone with GE stainless appliances, double convection ovens, gold rimmed hardware on cabinets and quartz counters set off with a cool built-in seating area. Step down into a full-length all-season sunroom with walls of crank-out Anderson windows where you can work, play and enjoy the tranquil gardens and escape to a side pretty patio under a pergola. Gardeners will love the raised gardens and sunny flat yard but still room for games. Upstairs, the whole level is a magical primary suite with wood beamed ceilings with a work-out area, sitting area, dressing area and private bath. Lower level has a cozy rec room for chilling and a utility/storage area with a craft area. Roof was replaced in 2025 by Landmark Roofing and comes with transferrable warranty. Desired Broadneck Schools. Community access to dock was damaged by a fallen tree and will be repaired in the future. Community is a volunteer social organization with a $75/year contribution. We need a contingency to find home of choice for two weeks or longer depending on buyers timeline.

$680,000

Charming English cottage vibe on this thoughtfully revived Cape Cod on nicely landscaped lot with lush gardens and friendly fire pit to congregate around. Enjoy the slow and friendly walkers, runners and bikers with no thru traffic of Whitehall Beach reminiscent of times past with a wooden school bus stop. When you turn at St. Margarets' Church and venture past the pastural Hollywood Farm with organic sheep, waterfront estates, and the Sod/Horse Farm on Pleasant Plains, you will find an exhale of peace. Take a left on St. Margarets Road and take a short cut to downtown Annapolis. Main level opens into gorgeous large living room framed with a wood fireplace and rich hardwoods, a kitchen recently redone with GE stainless appliances, double convection ovens, gold rimmed hardware on cabinets and quartz counters set off with a cool built-in seating area. Step down into a full-length all-season sunroom with walls of crank-out Anderson windows where you can work, play and enjoy the tranquil gardens and escape to a side pretty patio under a pergola. Gardeners will love the raised gardens and sunny flat yard but still room for games. Upstairs, the whole level is a magical primary suite with wood beamed ceilings with a work-out area, sitting area, dressing area and private bath. Lower level has a cozy rec room for chilling and a utility/storage area with a craft area. Roof was replaced in 2025 by Landmark Roofing and comes with transferrable warranty. Desired Broadneck Schools. Community access to dock was damaged by a fallen tree and will be repaired in the future. Community is a volunteer social organization with a $75/year contribution. We need a contingency to find home of choice for two weeks or longer depending on buyers timeline.

721 Black Forest Rd, Annapolis

Listing courtesy of RE/MAX Executive. Contact:

Selling Office: Real Broker, LLC - Annapolis.

$703,000

BEAUTIFULLY RENOVATED ONE-LEVEL RANCHER IN HERITAGE HARBOUR Welcome to this beautifully renovated one-level rancher in the sought-after 55+ community of Heritage Harbour in Annapolis! Thoughtfully updated from top to bottom, this home offers the perfect combination of easy one-level living, modern style, and move-in-ready convenience. The extensive interior renovation includes new windows, new flooring, new lighting, and fresh interior paint throughout. The popcorn ceilings have been removed, creating a clean, contemporary look and feel. Even the finishing details have been updated, including new electrical outlets, switches and cover plates, as well as new door hardware throughout the home. The completely redesigned kitchen is a true highlight, featuring a generous 6-foot island, shaker style cabinets, beautiful white, granite countertops, and stainless-steel appliances. The beautiful and spacious island provides an ideal gathering spot for casual meals, entertaining, or simply enjoying your morning coffee. There is also space in the kitchen for a large table next to a sunny window spot. The bathrooms have received stylish refreshes with new vanities, sinks, mirrors, lighting, and fixtures. With its extensive list of renovations and desirable one-level floor plan, this home is truly move-in ready and designed for today's lifestyle. Stately situated on a lovely corner lot, this home offers the perfect balance of outdoor enjoyment and low-maintenance living. The roof, gutters, HVAC & water heater have been updated in the past 5 years giving the next owner additional peace of mind. Enjoy the exceptional Heritage Harbour lifestyle with access to a clubhouse, indoor and outdoor pools, fitness center, golf course, tennis and pickleball courts, walking trails and a vibrant calendar of social activities. Conveniently located near shopping, dining, healthcare, and historic Annapolis this is an outstanding opportunity to move right in and start enjoying one of the area's most desirable active adult communities. Beautifully updated. Thoughtfully renovated. Ideally located. Come see all that this Heritage Harbour home has to offer!

BEAUTIFULLY RENOVATED ONE-LEVEL RANCHER IN HERITAGE HARBOUR Welcome to this beautifully renovated one-level rancher in the sought-after 55+ community of Heritage Harbour in Annapolis! Thoughtfully updated from top to bottom, this home offers the perfect combination of easy one-level living, modern style, and move-in-ready convenience. The extensive interior renovation includes new windows, new flooring, new lighting, and fresh interior paint throughout. The popcorn ceilings have been removed, creating a clean, contemporary look and feel. Even the finishing details have been updated, including new electrical outlets, switches and cover plates, as well as new door hardware throughout the home. The completely redesigned kitchen is a true highlight, featuring a generous 6-foot island, shaker style cabinets, beautiful white, granite countertops, and stainless-steel appliances. The beautiful and spacious island provides an ideal gathering spot for casual meals, entertaining, or simply enjoying your morning coffee. There is also space in the kitchen for a large table next to a sunny window spot. The bathrooms have received stylish refreshes with new vanities, sinks, mirrors, lighting, and fixtures. With its extensive list of renovations and desirable one-level floor plan, this home is truly move-in ready and designed for today's lifestyle. Stately situated on a lovely corner lot, this home offers the perfect balance of outdoor enjoyment and low-maintenance living. The roof, gutters, HVAC & water heater have been updated in the past 5 years giving the next owner additional peace of mind. Enjoy the exceptional Heritage Harbour lifestyle with access to a clubhouse, indoor and outdoor pools, fitness center, golf course, tennis and pickleball courts, walking trails and a vibrant calendar of social activities. Conveniently located near shopping, dining, healthcare, and historic Annapolis this is an outstanding opportunity to move right in and start enjoying one of the area's most desirable active adult communities. Beautifully updated. Thoughtfully renovated. Ideally located. Come see all that this Heritage Harbour home has to offer!

852 Woodmont Rd, Annapolis

Listing courtesy of Next Step Realty, LLC.. Contact:

Selling Office: RE/MAX One.

$1,100,000

Stately brick traditional in sought-after Bowen Manor community. - Turn key,move- in ready just minutes from Historic Annapolis, major commuter routes, and marinas. Offering spacious, bright living throughout. Built with numerous custom upgrades and additions by the original owner, this beautifully maintained residence combines timeless elegance with thoughtful design and very low maintenance From the moment you open the handsome front doors, you'll appreciate the rich Brazilian cherry hardwood floors,elegant crown molding and timeless architectural details throughout this beautiful home. A private first-floor office with French doors and a sunny window provides the perfect space for working from home, reading or a quiet retreat. Designed for both comfortable living and entertaining, the chef's kitchen features gas cooking, center island, and generous gathering space flowing seamlessly into the inviting family room with a cozy gas fireplace. The luxurious primary suite offers a private sitting room, tray ceilings, and an generous walk- in closet. Four spacious bedrooms provide room for family and guests alike. Bedroom level laundry room. The walkout lower level is ideal fro expansive family room, second gas fireplace, and access to a wonderful brick patio area - perfectly suited for a future hot tub installation. Generous amounts of storage, the insulated under- deck drainage system helps keep the patio protected from rain. Additional highlights include all TVs convey, security system, and electric air filtration system. Perfectly located with convenient access to BWI Airport and just 15 minutes to the Beltway, this exceptional property offers comfort, convenience, and enduring quality. A warm and welcoming home you'll proudly call "Home Sweet Home"

4 Beds ⋅ 5 Baths

Stately brick traditional in sought-after Bowen Manor community. - Turn key,move- in ready just minutes from Historic Annapolis, major commuter routes, and marinas. Offering spacious, bright living throughout. Built with numerous custom upgrades and additions by the original owner, this beautifully maintained residence combines timeless elegance with thoughtful design and very low maintenance From the moment you open the handsome front doors, you'll appreciate the rich Brazilian cherry hardwood floors,elegant crown molding and timeless architectural details throughout this beautiful home. A private first-floor office with French doors and a sunny window provides the perfect space for working from home, reading or a quiet retreat. Designed for both comfortable living and entertaining, the chef's kitchen features gas cooking, center island, and generous gathering space flowing seamlessly into the inviting family room with a cozy gas fireplace. The luxurious primary suite offers a private sitting room, tray ceilings, and an generous walk- in closet. Four spacious bedrooms provide room for family and guests alike. Bedroom level laundry room. The walkout lower level is ideal fro expansive family room, second gas fireplace, and access to a wonderful brick patio area - perfectly suited for a future hot tub installation. Generous amounts of storage, the insulated under- deck drainage system helps keep the patio protected from rain. Additional highlights include all TVs convey, security system, and electric air filtration system. Perfectly located with convenient access to BWI Airport and just 15 minutes to the Beltway, this exceptional property offers comfort, convenience, and enduring quality. A warm and welcoming home you'll proudly call "Home Sweet Home"

216 Bowen Ct, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Berkshire Hathaway HomeServices PenFed Realty.

$1,100,000

Welcome to 783 Sonne Drive, where life on the Chesapeake takes center stage. Perfectly positioned on an elevated waterfront lot just under 1 acre in the sought-after Bon Haven community, this exceptional South River residence offers breathtaking water views and the rare opportunity to embrace the very best of the Chesapeake lifestyle. Designed to maximize its spectacular setting, the home seamlessly blends indoor and outdoor living. Expansive windows fill the interior with natural light, while the wraparound deck creates the perfect backdrop for morning coffee, sunset entertaining, or simply taking in the river's peaceful rhythm. Every day here feels like a vacation. Offering three bedrooms and two full baths, the home presents endless possibilities. Maintain its timeless, traditional character or reimagine the layout with a more open, modern design to suit today's lifestyle. An oversized two-car attached garage provides ample space for parking, storage, and all of your waterfront gear. Step outside to your own private waterfront pier, where boating, kayaking, paddleboarding, fishing, and waterfront entertaining become part of everyday life. With easy access to the Chesapeake Bay, waterfront dining, and historic downtown Annapolis, 783 Sonne Drive offers an exceptional combination of privacy, recreation, and convenience in a very desirable waterfront community.

Welcome to 783 Sonne Drive, where life on the Chesapeake takes center stage. Perfectly positioned on an elevated waterfront lot just under 1 acre in the sought-after Bon Haven community, this exceptional South River residence offers breathtaking water views and the rare opportunity to embrace the very best of the Chesapeake lifestyle. Designed to maximize its spectacular setting, the home seamlessly blends indoor and outdoor living. Expansive windows fill the interior with natural light, while the wraparound deck creates the perfect backdrop for morning coffee, sunset entertaining, or simply taking in the river's peaceful rhythm. Every day here feels like a vacation. Offering three bedrooms and two full baths, the home presents endless possibilities. Maintain its timeless, traditional character or reimagine the layout with a more open, modern design to suit today's lifestyle. An oversized two-car attached garage provides ample space for parking, storage, and all of your waterfront gear. Step outside to your own private waterfront pier, where boating, kayaking, paddleboarding, fishing, and waterfront entertaining become part of everyday life. With easy access to the Chesapeake Bay, waterfront dining, and historic downtown Annapolis, 783 Sonne Drive offers an exceptional combination of privacy, recreation, and convenience in a very desirable waterfront community.

783 Sonne Dr, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact:

Selling Office: CENTURY 21 New Millennium.

$645,000

New price! Welcome to 108 Maple Drive, a beautifully updated rancher in the sought-after waterfront community of Hillsmere Shores. Renovated throughout in 2016, this move-in ready home offers 3 bedrooms, 3 full baths, and the convenience of single-level living in one of Annapolis' most beloved neighborhoods. Inside, you'll find updated finishes, an inviting floor plan, and comfortable living spaces designed for everyday living and entertaining alike. Step outside to enjoy the screened porch overlooking a fully fenced backyard, complete with a large storage shed and plenty of room for pets, play, gardening, or gatherings with family and friends. A spacious driveway provides abundant off-street parking for multiple vehicles, boats, or trailers. Living in Hillsmere Shores means much more than owning a home—it’s a lifestyle. Residents enjoy access to a private marina with South River access, a community pool (additional membership), sandy beach, waterfront pavilions, playgrounds, kayak launches, and boat ramps. The neighborhood is also adjacent to Quiet Waters Park and just minutes from downtown Annapolis, shopping, dining, and commuter routes. Whether you're looking for your first home, your forever home, or the perfect place to enjoy Annapolis waterfront living, 108 Maple Drive offers an incredible opportunity.

New price! Welcome to 108 Maple Drive, a beautifully updated rancher in the sought-after waterfront community of Hillsmere Shores. Renovated throughout in 2016, this move-in ready home offers 3 bedrooms, 3 full baths, and the convenience of single-level living in one of Annapolis' most beloved neighborhoods. Inside, you'll find updated finishes, an inviting floor plan, and comfortable living spaces designed for everyday living and entertaining alike. Step outside to enjoy the screened porch overlooking a fully fenced backyard, complete with a large storage shed and plenty of room for pets, play, gardening, or gatherings with family and friends. A spacious driveway provides abundant off-street parking for multiple vehicles, boats, or trailers. Living in Hillsmere Shores means much more than owning a home—it’s a lifestyle. Residents enjoy access to a private marina with South River access, a community pool (additional membership), sandy beach, waterfront pavilions, playgrounds, kayak launches, and boat ramps. The neighborhood is also adjacent to Quiet Waters Park and just minutes from downtown Annapolis, shopping, dining, and commuter routes. Whether you're looking for your first home, your forever home, or the perfect place to enjoy Annapolis waterfront living, 108 Maple Drive offers an incredible opportunity.

108 Maple Dr, Annapolis

Listing courtesy of Next Step Realty, LLC.. Contact:

Selling Office: Compass.

$1,287,500

Nestled in the highly coveted Murray Hill neighborhood, one of Annapolis' most picturesque enclaves, this exceptional 1925 Craftsman masterpiece effortlessly blends historic charm with sophisticated modern luxury. Rich in architectural character and thoughtfully enhanced with extensive renovations, this remarkable residence offers an unparalleled lifestyle defined by elegance, convenience, and timeless appeal. From the moment you arrive, the home's undeniable curb appeal captivates with its fresh landscaping, newly renovated rear entry steps, and impeccable craftsmanship. Inside, refinished original hardwood floors, fresh designer paint, stylish new lighting, and beautifully curated updates create a seamless balance between historic integrity and contemporary comfort. Significant investments in the home's infrastructure, including a new HVAC system with a transferable 10-year warranty and upgraded electrical service, provide peace of mind while preserving the home's enduring character. Designed for both refined entertaining and comfortable everyday living, the main level showcases expansive gathering spaces filled with warmth and sophistication. Step into the four seasons room with new ceiling fans and surrounding windows. The original living room invites intimate conversation, while the formal dining room offers the perfect backdrop for memorable dinners and celebrations. At the heart of the home lies an impressive chef's kitchen within the thoughtfully designed addition: a true showpiece that combines luxury, functionality, and style. Featuring Brazilian cherry hardwood flooring and cabinet, granite counterops, stainless steel appliances, updated fixtures, generous prep space, an additional fireplace, and room for casual dining, this extraordinary culinary space was designed to inspire everything from morning coffee to elegant dinner parties. Throughout the home, exquisite architectural details including intricate millwork, original craftsmanship, and abundant natural light create an atmosphere that is both welcoming and refined. The luxurious primary serves as a private sanctuary, highlighted by a second fireplace that adds warmth and ambiance. Two expansive walk-in closets offer exceptional flexibility and can easily function as a private office, sitting room, dressing area, or personal retreat. The spa-inspired en-suite bath features dual vanities, a jetted soaking tub, and a spacious walk-in shower, creating a serene escape at the end of each day. Also plumbed for a wet bar and includes a separate closet for laundry. Three additional generously sized bedrooms provide ample accommodations for family and guests, while the home's three full bathrooms and one half bath have been thoughtfully appointed to blend comfort with elegance. The lower level offers exceptional versatility with a bonus room that can serve as an additional bedroom, fitness studio, home office, or recreation space, complemented by a conveniently located half bath. Additional unfinished basement space provides abundant storage or the opportunity for future customization. One of the home's most exciting opportunities lies within the expansive unfinished top level. Featuring soaring ceilings and substantial square footage, this remarkable space offers endless potential to create an additional bedroom suite, media room, executive office, artist's studio, or luxury recreation area while further enhancing the home's value and functionality. Outdoor living is equally impressive. The newly renovated detached two-car garage provides convenience and charm, while the beautifully maintained grounds create inviting spaces to relax and entertain. During the winter months, seasonal water views add yet another layer of distinction to this exceptional property. At the time of sale, the property was in need of a comprehensive renovation***

4 Beds ⋅ 4 Baths

Nestled in the highly coveted Murray Hill neighborhood, one of Annapolis' most picturesque enclaves, this exceptional 1925 Craftsman masterpiece effortlessly blends historic charm with sophisticated modern luxury. Rich in architectural character and thoughtfully enhanced with extensive renovations, this remarkable residence offers an unparalleled lifestyle defined by elegance, convenience, and timeless appeal. From the moment you arrive, the home's undeniable curb appeal captivates with its fresh landscaping, newly renovated rear entry steps, and impeccable craftsmanship. Inside, refinished original hardwood floors, fresh designer paint, stylish new lighting, and beautifully curated updates create a seamless balance between historic integrity and contemporary comfort. Significant investments in the home's infrastructure, including a new HVAC system with a transferable 10-year warranty and upgraded electrical service, provide peace of mind while preserving the home's enduring character. Designed for both refined entertaining and comfortable everyday living, the main level showcases expansive gathering spaces filled with warmth and sophistication. Step into the four seasons room with new ceiling fans and surrounding windows. The original living room invites intimate conversation, while the formal dining room offers the perfect backdrop for memorable dinners and celebrations. At the heart of the home lies an impressive chef's kitchen within the thoughtfully designed addition: a true showpiece that combines luxury, functionality, and style. Featuring Brazilian cherry hardwood flooring and cabinet, granite counterops, stainless steel appliances, updated fixtures, generous prep space, an additional fireplace, and room for casual dining, this extraordinary culinary space was designed to inspire everything from morning coffee to elegant dinner parties. Throughout the home, exquisite architectural details including intricate millwork, original craftsmanship, and abundant natural light create an atmosphere that is both welcoming and refined. The luxurious primary serves as a private sanctuary, highlighted by a second fireplace that adds warmth and ambiance. Two expansive walk-in closets offer exceptional flexibility and can easily function as a private office, sitting room, dressing area, or personal retreat. The spa-inspired en-suite bath features dual vanities, a jetted soaking tub, and a spacious walk-in shower, creating a serene escape at the end of each day. Also plumbed for a wet bar and includes a separate closet for laundry. Three additional generously sized bedrooms provide ample accommodations for family and guests, while the home's three full bathrooms and one half bath have been thoughtfully appointed to blend comfort with elegance. The lower level offers exceptional versatility with a bonus room that can serve as an additional bedroom, fitness studio, home office, or recreation space, complemented by a conveniently located half bath. Additional unfinished basement space provides abundant storage or the opportunity for future customization. One of the home's most exciting opportunities lies within the expansive unfinished top level. Featuring soaring ceilings and substantial square footage, this remarkable space offers endless potential to create an additional bedroom suite, media room, executive office, artist's studio, or luxury recreation area while further enhancing the home's value and functionality. Outdoor living is equally impressive. The newly renovated detached two-car garage provides convenience and charm, while the beautifully maintained grounds create inviting spaces to relax and entertain. During the winter months, seasonal water views add yet another layer of distinction to this exceptional property. At the time of sale, the property was in need of a comprehensive renovation***

107 Monticello Ave, Annapolis

Listing courtesy of EXP Realty, LLC. Contact:

Property Back on the Market due to contract expiration. Buyer could not settle. Settled into a quiet corner of Eastport and surrounded by beautiful homes, this 4-bedroom, 2.5-bath house sits on just over a third of an acre (14,615 sq ft) with a spacious front and back yard, flower beds bursting with potential, and plants that are already doing their part to make this place feel like home. Set along the tranquil waters of Back Creek, this property offers peaceful water views, free from boat traffic and city noise—just enough to remind you why you chose the maritime life.. It’s tucked just far enough off the main path that it feels like a bit of a secret, yet you’re still minutes from downtown Annapolis. Inside, you’ll find a house full of charm, character, and space that’s just waiting for a little love to shine again. The vintage kitchen comes complete with a classic double wall oven, cooktop, dishwasher, and even a retro under-cabinet tuner because every kitchen needs a soundtrack. There's also a serving hatch to the family room that makes meals, snacks, and conversation flow easier. The space is well lit, with two overhanging lights and perimeter in-set lighting that wraps almost all the way around. Yes, the wallpaper and backsplash are original, and they have a whole personality if you're ready to lean into their allure. Even the powder room has something to say, with a classic yet unique pedestal sink that adds just the right amount of traditional comfort and style. And if you find yourself needing a little creative inspiration while making a quick trip to the loo—well, this might just be the place for it. It’s got that kind of charisma! Just around the corner, The family room is anchored by a cozy wood-burning fireplace insert, creating an inviting spot to gather when the weather turns cool. Hardwood floors run throughout the home, offering a warm foundation for whatever expression or design you bring to life. Moving past the stairs and down the hallway toward the bedrooms, you’ll find a large dedicated laundry room complete with a utility sink and counter space making it easy to fold towels or stash those things you’d rather not tackle immediately. Steps away, the primary bathroom offers generous built-in storage, giving you even more space to keep things neat and out of sight. Heading downstairs to finish the tour of the interior, the unfinished basement offers a few already-framed bonus areas ideal for storage, hobbies, or even that future rec room or guest suite you've been imagining. Outside, a white vinyl picket fence surrounds three sides of the property and a private driveway offers convenient off-street parking for one vehicle with plenty of room for guests or extra vehicles nearby. And if you decide to purchase Lot 115 next door, you'll have a fully fenced yard that wraps around both properties—perfect for gardens, gatherings, or simply room to roam. So whether you’re ready to bring this home to life with a refresh or dream of starting from scratch, 703 Glendon Avenue is full of potential in a neighborhood that truly feels like home. For all those wondering, Eastport is known for its strong sense of community, walkability, and a laid-back spirit best summed up by its motto: “Fun With a Purpose.” You’ll find that energy in the local restaurants and watering holes—Vin909, Lewnes Steakhouse, Davis’ Pub, Boatyard Bar & Grill, Chart House, Black Wall Hitch and more—all just a short stroll or bike ride away. According to the President of the Park Wood Association: The Parkwood Civic Association (PCA) is a voluntary group (not an HOA) with $100 annual dues used to maintain community areas like Parkwood & Short Street Park, Hoffman Park, and the docks, as well as fund a fall picnic. PCA membership is required to apply for a dock slip. Applicants must own the boat, registered to their Parkwood address. A waitlist, based on boat size, is managed by the dock master.

$1,470,000

Property Back on the Market due to contract expiration. Buyer could not settle. Settled into a quiet corner of Eastport and surrounded by beautiful homes, this 4-bedroom, 2.5-bath house sits on just over a third of an acre (14,615 sq ft) with a spacious front and back yard, flower beds bursting with potential, and plants that are already doing their part to make this place feel like home. Set along the tranquil waters of Back Creek, this property offers peaceful water views, free from boat traffic and city noise—just enough to remind you why you chose the maritime life.. It’s tucked just far enough off the main path that it feels like a bit of a secret, yet you’re still minutes from downtown Annapolis. Inside, you’ll find a house full of charm, character, and space that’s just waiting for a little love to shine again. The vintage kitchen comes complete with a classic double wall oven, cooktop, dishwasher, and even a retro under-cabinet tuner because every kitchen needs a soundtrack. There's also a serving hatch to the family room that makes meals, snacks, and conversation flow easier. The space is well lit, with two overhanging lights and perimeter in-set lighting that wraps almost all the way around. Yes, the wallpaper and backsplash are original, and they have a whole personality if you're ready to lean into their allure. Even the powder room has something to say, with a classic yet unique pedestal sink that adds just the right amount of traditional comfort and style. And if you find yourself needing a little creative inspiration while making a quick trip to the loo—well, this might just be the place for it. It’s got that kind of charisma! Just around the corner, The family room is anchored by a cozy wood-burning fireplace insert, creating an inviting spot to gather when the weather turns cool. Hardwood floors run throughout the home, offering a warm foundation for whatever expression or design you bring to life. Moving past the stairs and down the hallway toward the bedrooms, you’ll find a large dedicated laundry room complete with a utility sink and counter space making it easy to fold towels or stash those things you’d rather not tackle immediately. Steps away, the primary bathroom offers generous built-in storage, giving you even more space to keep things neat and out of sight. Heading downstairs to finish the tour of the interior, the unfinished basement offers a few already-framed bonus areas ideal for storage, hobbies, or even that future rec room or guest suite you've been imagining. Outside, a white vinyl picket fence surrounds three sides of the property and a private driveway offers convenient off-street parking for one vehicle with plenty of room for guests or extra vehicles nearby. And if you decide to purchase Lot 115 next door, you'll have a fully fenced yard that wraps around both properties—perfect for gardens, gatherings, or simply room to roam. So whether you’re ready to bring this home to life with a refresh or dream of starting from scratch, 703 Glendon Avenue is full of potential in a neighborhood that truly feels like home. For all those wondering, Eastport is known for its strong sense of community, walkability, and a laid-back spirit best summed up by its motto: “Fun With a Purpose.” You’ll find that energy in the local restaurants and watering holes—Vin909, Lewnes Steakhouse, Davis’ Pub, Boatyard Bar & Grill, Chart House, Black Wall Hitch and more—all just a short stroll or bike ride away. According to the President of the Park Wood Association: The Parkwood Civic Association (PCA) is a voluntary group (not an HOA) with $100 annual dues used to maintain community areas like Parkwood & Short Street Park, Hoffman Park, and the docks, as well as fund a fall picnic. PCA membership is required to apply for a dock slip. Applicants must own the boat, registered to their Parkwood address. A waitlist, based on boat size, is managed by the dock master.

703 Glendon Ave, Annapolis

Listing courtesy of EXP Realty, LLC. Contact:

Selling Office: Long & Foster Real Estate, Inc..

$1,100,000

A long private lane beneath a canopy of mature trees leads to a distinctive mid-century modern retreat that feels worlds away, yet is just minutes from the restaurants, shopping, and everyday conveniences of Annapolis. Tucked into the woods in the sought-after Downs on the Severn, this four-season sanctuary offers the best of both worlds, the privacy and escape of a secluded setting paired with the community and resort-style amenities of one of the area’s most desirable water-privileged neighborhoods. Each season brings a different backdrop. Spring arrives with an explosion of color throughout the surrounding landscape, summer fills the property with lush greenery, fall transforms the tree canopy, and winter reveals the quiet architectural beauty of the home and its wooded setting. The result is a property that feels deeply connected to nature throughout the year. The natural setting is truly part of the experience here. A stream winds through the landscape to a beaver pond, becoming increasingly visible as the leaves begin to fall and adding another beautiful dimension to the views. Wildlife is a regular part of daily life, with deer, wild turkeys, birds, ducks on the pond, and more making frequent appearances. Summer evenings bring the sounds of bullfrogs, while owls can often be heard among the trees. For anyone who appreciates nature and wildlife, the property offers an ever-changing view and soundtrack throughout the seasons. Inside, the home blends contemporary style with the warmth and character of its mid-century roots. Vaulted wood ceilings, exposed beams, brick accents, expansive windows, and multiple skylights create a vintage-meets-modern aesthetic while filling the interiors with natural light. The open floor plan feels relaxed and inviting, with a dramatic brick fireplace anchoring the main gathering spaces. The gourmet kitchen flows easily into the living and dining areas, while walls of glass frame the trees beyond and reinforce the home's connection to its surroundings. Outdoor living is equally inviting. An expansive rear deck stretches across the back of the home, creating a private perch among the trees for morning coffee, outdoor dining, entertaining, or simply taking in the peaceful setting. Below, the walkout lower level opens to a spacious patio and offers additional light-filled living space with a family room, two bedrooms, and a full bath. Large windows continue the connection to nature on both levels. The property also offers a two-car garage that can accommodate most standard sedans, along with a detached two-car carport providing additional covered parking. Recent improvements include a new refrigerator (2026), arborist inspection and tree trimming (September 2026), resurfaced asphalt driveway with one-year warranty (September 2026), new wood floors in the primary bedroom (September 2026), upgraded exterior outlets (2026), septic system service (2026), flue and chimney service and cleaning (2026), new washing machine (2025), exterior painting and repairs (2025), rear deck reinforcement and staining (2024), interior painting throughout (2023), and more. Beyond the privacy of home, Downs on the Severn offers a wonderful sense of community with a deep-water marina, a clubhouse, swimming pool, and tennis/pickleball courts. This special property offers the character of a true Annapolis neighborhood with the feeling of a secluded retreat, an architectural sanctuary in the woods with waterfront recreation and the conveniences of town just minutes away. Welcome Home!

A long private lane beneath a canopy of mature trees leads to a distinctive mid-century modern retreat that feels worlds away, yet is just minutes from the restaurants, shopping, and everyday conveniences of Annapolis. Tucked into the woods in the sought-after Downs on the Severn, this four-season sanctuary offers the best of both worlds, the privacy and escape of a secluded setting paired with the community and resort-style amenities of one of the area’s most desirable water-privileged neighborhoods. Each season brings a different backdrop. Spring arrives with an explosion of color throughout the surrounding landscape, summer fills the property with lush greenery, fall transforms the tree canopy, and winter reveals the quiet architectural beauty of the home and its wooded setting. The result is a property that feels deeply connected to nature throughout the year. The natural setting is truly part of the experience here. A stream winds through the landscape to a beaver pond, becoming increasingly visible as the leaves begin to fall and adding another beautiful dimension to the views. Wildlife is a regular part of daily life, with deer, wild turkeys, birds, ducks on the pond, and more making frequent appearances. Summer evenings bring the sounds of bullfrogs, while owls can often be heard among the trees. For anyone who appreciates nature and wildlife, the property offers an ever-changing view and soundtrack throughout the seasons. Inside, the home blends contemporary style with the warmth and character of its mid-century roots. Vaulted wood ceilings, exposed beams, brick accents, expansive windows, and multiple skylights create a vintage-meets-modern aesthetic while filling the interiors with natural light. The open floor plan feels relaxed and inviting, with a dramatic brick fireplace anchoring the main gathering spaces. The gourmet kitchen flows easily into the living and dining areas, while walls of glass frame the trees beyond and reinforce the home's connection to its surroundings. Outdoor living is equally inviting. An expansive rear deck stretches across the back of the home, creating a private perch among the trees for morning coffee, outdoor dining, entertaining, or simply taking in the peaceful setting. Below, the walkout lower level opens to a spacious patio and offers additional light-filled living space with a family room, two bedrooms, and a full bath. Large windows continue the connection to nature on both levels. The property also offers a two-car garage that can accommodate most standard sedans, along with a detached two-car carport providing additional covered parking. Recent improvements include a new refrigerator (2026), arborist inspection and tree trimming (September 2026), resurfaced asphalt driveway with one-year warranty (September 2026), new wood floors in the primary bedroom (September 2026), upgraded exterior outlets (2026), septic system service (2026), flue and chimney service and cleaning (2026), new washing machine (2025), exterior painting and repairs (2025), rear deck reinforcement and staining (2024), interior painting throughout (2023), and more. Beyond the privacy of home, Downs on the Severn offers a wonderful sense of community with a deep-water marina, a clubhouse, swimming pool, and tennis/pickleball courts. This special property offers the character of a true Annapolis neighborhood with the feeling of a secluded retreat, an architectural sanctuary in the woods with waterfront recreation and the conveniences of town just minutes away. Welcome Home!

1707 Trinity Pl, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact:

Selling Office: Taylor Properties.

$649,900

Welcome to effortless luxury living in one of downtown Annapolis' most desirable condominium communities. This beautifully appointed 2-bedroom, 2-bath residence offers 1,206 square feet of thoughtfully designed living space, where sophisticated finishes and an unparalleled location combine to create an exceptional place to call home. To attend open houses and/or showings, there is a public pay parking garage under the building to make it a very short walk. The heart of the home is a stunning, fully renovated gourmet kitchen that has been meticulously updated from top to bottom. Featuring elegant quartz countertops, custom cabinetry, premium stainless steel appliances, and newer designer ceramic tile flooring, it is equally suited for everyday living and entertaining. Rich hardwood flooring extends throughout the remainder of the residence, creating a warm, timeless aesthetic that complements virtually any style. The spacious primary suite provides a private retreat, while the second bedroom and full bath offer outstanding flexibility for guests, a home office, or additional living space. Two deeded parking spaces in the secure garage provide the convenience and peace of mind that are increasingly rare in downtown Annapolis. Beyond your front door, you'll enjoy an extraordinary collection of resort-inspired amenities designed to enhance everyday living. Residents have access to a spectacular outdoor swimming pool, beautifully landscaped community patio and gathering areas, a fitness center, dog park, library, elegant clubhouse with a catering kitchen and billiards room, private meeting space, television lounge for entertaining, and the added comfort of a 24-hour concierge. The lifestyle extends well beyond the building itself. The community is home to three outstanding restaurants, boutique shopping, professional services, a convenient dry cleaner, and the Westin Hotel—perfect for hosting family and friends when extra accommodations are needed. With an impressive Walk Score of 83, you're just moments from the waterfront, Navy Football games, City Dock, the United States Naval Academy, award-winning restaurants, art galleries, shopping, entertainment, and countless year-round events that make Annapolis one of Maryland's most treasured destinations. This is the rare opportunity to enjoy all of the charm, culture, dining, and waterfront lifestyle that downtown Annapolis is known for—while leaving behind the maintenance, upkeep, and responsibilities of traditional homeownership. Simply lock the door, travel when you please, and come home to luxury, convenience, and an exceptional lifestyle every single day. Professional interior photos coming 8/10.

Welcome to effortless luxury living in one of downtown Annapolis' most desirable condominium communities. This beautifully appointed 2-bedroom, 2-bath residence offers 1,206 square feet of thoughtfully designed living space, where sophisticated finishes and an unparalleled location combine to create an exceptional place to call home. To attend open houses and/or showings, there is a public pay parking garage under the building to make it a very short walk. The heart of the home is a stunning, fully renovated gourmet kitchen that has been meticulously updated from top to bottom. Featuring elegant quartz countertops, custom cabinetry, premium stainless steel appliances, and newer designer ceramic tile flooring, it is equally suited for everyday living and entertaining. Rich hardwood flooring extends throughout the remainder of the residence, creating a warm, timeless aesthetic that complements virtually any style. The spacious primary suite provides a private retreat, while the second bedroom and full bath offer outstanding flexibility for guests, a home office, or additional living space. Two deeded parking spaces in the secure garage provide the convenience and peace of mind that are increasingly rare in downtown Annapolis. Beyond your front door, you'll enjoy an extraordinary collection of resort-inspired amenities designed to enhance everyday living. Residents have access to a spectacular outdoor swimming pool, beautifully landscaped community patio and gathering areas, a fitness center, dog park, library, elegant clubhouse with a catering kitchen and billiards room, private meeting space, television lounge for entertaining, and the added comfort of a 24-hour concierge. The lifestyle extends well beyond the building itself. The community is home to three outstanding restaurants, boutique shopping, professional services, a convenient dry cleaner, and the Westin Hotel—perfect for hosting family and friends when extra accommodations are needed. With an impressive Walk Score of 83, you're just moments from the waterfront, Navy Football games, City Dock, the United States Naval Academy, award-winning restaurants, art galleries, shopping, entertainment, and countless year-round events that make Annapolis one of Maryland's most treasured destinations. This is the rare opportunity to enjoy all of the charm, culture, dining, and waterfront lifestyle that downtown Annapolis is known for—while leaving behind the maintenance, upkeep, and responsibilities of traditional homeownership. Simply lock the door, travel when you please, and come home to luxury, convenience, and an exceptional lifestyle every single day. Professional interior photos coming 8/10.

5 Park Pl Unit 603, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: CENTURY 21 New Millennium.

$832,500

Welcome to 109 Sunset Drive, a beautifully fully renovated 4-bedroom, 3-full-bath home offering Luxury finishes & approximately 2,500 finished square feet in the highly desirable Hillsmere Shores community of Annapolis. Thoughtfully renovated from top to bottom, this impressive home combines a bright open-concept floor plan, extensive 2026 improvements, a finished lower level & a fabulous fenced backyard retreat complete w/ a refreshing private pool, exceptional privacy & peaceful tree-lined views. Step inside to discover an inviting open layout enhanced by beautifully refinished natural hardwood floors, fresh paint, new interior trim, new interior & exterior doors & new lighting fixtures throughout. The completely refreshed kitchen features new finishes, tile flooring & new appliances and flows seamlessly into the adjoining living & dining spaces, creating an ideal setting for both everyday living & entertaining. Updated bathrooms feature new finishes & tile flooring, while the finished lower level provides additional flexible living space w/ new LVP flooring, perfect for a family room, recreation area, home office, guest space or gym. The extensive 2026 renovations go well beyond the beautiful interior and include a new architectural-shingle roof, new blown-in cellulose insulation throughout the attic, whole-home draft sealing, new HVAC system, new water softener/filter system, new sump pump motor, new kitchen & laundry appliances, new interior & exterior doors, new trim package & new lighting fixtures throughout. Outdoor improvements are equally impressive, including new bluestone front & rear patios w/ custom steel railings. The backyard is designed for relaxation & entertaining, offering a refreshing private pool surrounded by a fenced setting, mature trees & peaceful views. The pool has been professionally opened & serviced, recently fully drained, updated w/ new tile & caulking at the coping & includes a new robotic cleaner. A large tree on the property has also been professionally pruned & assessed for health & safety. And then there is the Hillsmere Shores lifestyle. Residents have access to a private sandy beach overlooking the Chesapeake Bay, private marina w/ boat slips & direct access to the South River, boat ramps, community swimming pool, waterfront pavilions, playgrounds, volleyball courts, picnic areas & an active calendar of events that creates a genuine sense of community. Whether spending summer days at the beach or pool, launching a boat for an afternoon on the water or gathering with neighbors along the waterfront, this is a community designed to enjoy the very best of Annapolis living. There is a voluntary HOA of just $25 annually for those wishing to use the Association. Quiet Waters Park, Hillsmere Elementary School, the library, shopping, restaurants, Eastport, Historic Downtown Annapolis & City Dock are all just minutes away, giving you the perfect blend of convenience, recreation & coastal charm. schedule your showing now to enjoy move-in-ready living and the quintessential Annapolis lifestyle. *** LIST OF UPGRADES IS ONE OF THE LAST PHOTOS ***

Welcome to 109 Sunset Drive, a beautifully fully renovated 4-bedroom, 3-full-bath home offering Luxury finishes & approximately 2,500 finished square feet in the highly desirable Hillsmere Shores community of Annapolis. Thoughtfully renovated from top to bottom, this impressive home combines a bright open-concept floor plan, extensive 2026 improvements, a finished lower level & a fabulous fenced backyard retreat complete w/ a refreshing private pool, exceptional privacy & peaceful tree-lined views. Step inside to discover an inviting open layout enhanced by beautifully refinished natural hardwood floors, fresh paint, new interior trim, new interior & exterior doors & new lighting fixtures throughout. The completely refreshed kitchen features new finishes, tile flooring & new appliances and flows seamlessly into the adjoining living & dining spaces, creating an ideal setting for both everyday living & entertaining. Updated bathrooms feature new finishes & tile flooring, while the finished lower level provides additional flexible living space w/ new LVP flooring, perfect for a family room, recreation area, home office, guest space or gym. The extensive 2026 renovations go well beyond the beautiful interior and include a new architectural-shingle roof, new blown-in cellulose insulation throughout the attic, whole-home draft sealing, new HVAC system, new water softener/filter system, new sump pump motor, new kitchen & laundry appliances, new interior & exterior doors, new trim package & new lighting fixtures throughout. Outdoor improvements are equally impressive, including new bluestone front & rear patios w/ custom steel railings. The backyard is designed for relaxation & entertaining, offering a refreshing private pool surrounded by a fenced setting, mature trees & peaceful views. The pool has been professionally opened & serviced, recently fully drained, updated w/ new tile & caulking at the coping & includes a new robotic cleaner. A large tree on the property has also been professionally pruned & assessed for health & safety. And then there is the Hillsmere Shores lifestyle. Residents have access to a private sandy beach overlooking the Chesapeake Bay, private marina w/ boat slips & direct access to the South River, boat ramps, community swimming pool, waterfront pavilions, playgrounds, volleyball courts, picnic areas & an active calendar of events that creates a genuine sense of community. Whether spending summer days at the beach or pool, launching a boat for an afternoon on the water or gathering with neighbors along the waterfront, this is a community designed to enjoy the very best of Annapolis living. There is a voluntary HOA of just $25 annually for those wishing to use the Association. Quiet Waters Park, Hillsmere Elementary School, the library, shopping, restaurants, Eastport, Historic Downtown Annapolis & City Dock are all just minutes away, giving you the perfect blend of convenience, recreation & coastal charm. schedule your showing now to enjoy move-in-ready living and the quintessential Annapolis lifestyle. *** LIST OF UPGRADES IS ONE OF THE LAST PHOTOS ***

109 Sunset Dr, Annapolis

Listing courtesy of Winning Edge. Contact:

Selling Office: EXP Realty, LLC.

$275,000

Wonderful Price Reduction - Motivated Seller!! Perhaps the finest Annapolis has to offer...A premiere, resort style retirement living option for those 60+ Time to let someone one else take care of the daily cooking and cleaning, you only need to relax, socialize with your friends and enjoy all Annapolis, Md has to offer! One monthly fee takes care of ALL utilities, daily meal, weekly cleaning, taxes, insurance, garage parking, maintenance/replacement of all appliances and HVAC. You've earned this!

1 Beds ⋅ 1 Baths

Wonderful Price Reduction - Motivated Seller!! Perhaps the finest Annapolis has to offer...A premiere, resort style retirement living option for those 60+ Time to let someone one else take care of the daily cooking and cleaning, you only need to relax, socialize with your friends and enjoy all Annapolis, Md has to offer! One monthly fee takes care of ALL utilities, daily meal, weekly cleaning, taxes, insurance, garage parking, maintenance/replacement of all appliances and HVAC. You've earned this!

7101 Bay Front Dr Unit 301, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Non Subscribing Office.

$301,249

Discover this charming 2-bedroom, 2-bathroom unit in the desirable Annapolis Overlook community. Spanning 1,229 sq. ft. , this well-maintained garden-style apartment offers a blend of comfort and modern living. The open floor plan seamlessly connects the dining and living areas, enhanced by recessed lighting and a cozy wood-burning fireplace, perfect for relaxation. The kitchen is equipped with upgraded countertops and essential appliances, including a built-in microwave, dishwasher, and self-cleaning electric oven. Enjoy the convenience of a stacked washer and dryer within the unit, making laundry days a breeze. The primary suite features a spacious walk-in closet and an en-suite bathroom, providing a private retreat. Step outside to your private deck, ideal for morning coffee or evening gatherings. The community amenities include a refreshing outdoor pool, exercise room, and playground, catering to an active lifestyle. With assigned parking and maintenance services included in the association fee, convenience is at your fingertips. This property is not only a home but a lifestyle, offering a perfect balance of tranquility and accessibility. Experience the best of community living in a well-appointed space that meets all your needs. Schedule a tour today! Furniture can be sold with the unit as well for a turn-key option if the buyer(s) are looking for that. Please inquire!

Discover this charming 2-bedroom, 2-bathroom unit in the desirable Annapolis Overlook community. Spanning 1,229 sq. ft. , this well-maintained garden-style apartment offers a blend of comfort and modern living. The open floor plan seamlessly connects the dining and living areas, enhanced by recessed lighting and a cozy wood-burning fireplace, perfect for relaxation. The kitchen is equipped with upgraded countertops and essential appliances, including a built-in microwave, dishwasher, and self-cleaning electric oven. Enjoy the convenience of a stacked washer and dryer within the unit, making laundry days a breeze. The primary suite features a spacious walk-in closet and an en-suite bathroom, providing a private retreat. Step outside to your private deck, ideal for morning coffee or evening gatherings. The community amenities include a refreshing outdoor pool, exercise room, and playground, catering to an active lifestyle. With assigned parking and maintenance services included in the association fee, convenience is at your fingertips. This property is not only a home but a lifestyle, offering a perfect balance of tranquility and accessibility. Experience the best of community living in a well-appointed space that meets all your needs. Schedule a tour today! Furniture can be sold with the unit as well for a turn-key option if the buyer(s) are looking for that. Please inquire!

20 Greystone Ct Unit I, Annapolis

Listing courtesy of Compass. Contact:

Selling Office: Compass.

$927,000

Nearly 4,000 square feet of beautifully designed living space, elevated finishes, and thoughtful personal touches—all within walking distance of Navy-Marine Corps Memorial Stadium and an easy bike ride to downtown Annapolis. From the moment you step inside, it becomes clear this is anything but an ordinary home. Custom wood trim, designer lighting, hardwood floors, plantation shutters, high-end remote-controlled blinds, and perfectly placed stone accents come together to create a home that feels sophisticated, warm, and completely finished. At the heart of the main level is an impressive kitchen designed equally well for everyday living and entertaining. A six-burner gas cooktop, dual wall ovens, built-in island microwave, wine refrigerator, walk-in pantry and dedicated water connection ready for your coffee or espresso station are just a few of the thoughtful details. The seamless flow from the kitchen to the dining area and family room—and directly outside to an expansive maintenance-free deck and stone patio—creates an incredible indoor/outdoor entertaining experience. If you haven't already fallen in love on the main level, the primary suite may seal the deal. Vaulted ceilings and abundant natural light introduce a retreat that culminates in one of the most impressive primary bathrooms you will find at this price point. An oversized walk-in shower with rain head, separate dual vanities, freestanding soaking tub and private water closet create a true spa-like experience. And then there is the showstopper—the primary walk-in closet. Expansive, beautifully designed, and outfitted with custom organization and its own center island, the space is finished with a perfectly positioned transom window that fills the room with natural light. It is a feature that needs to be seen to be fully appreciated. The upper level continues with three generously sized secondary bedrooms, each featuring double closets with custom organization, a spacious shared bath with dual vanity, and the convenience of a coveted upstairs laundry room. The finished lower level continues the home's theme of exceptional functionality and attention to detail. A large media and recreation room with built-in surround sound, dry bar, and full bathroom provides another fantastic entertaining space, while an additional room offers the flexibility of a fifth bedroom, home gym, or private guest retreat. Your guests may never want to leave. And because no detail was overlooked, the sellers wisely preserved just the right amount of unfinished space for easily accessible storage. Nearly 4,000 square feet, five potential bedrooms, beautifully curated finishes, exceptional indoor and outdoor entertaining spaces, and a primary suite that truly separates this home from the competition—all in an Annapolis location that puts Navy Stadium within walking distance and downtown just a bike ride away. This is a home where thoughtful design, luxury, and location come together beautifully.

5 Beds ⋅ 4 Baths

Nearly 4,000 square feet of beautifully designed living space, elevated finishes, and thoughtful personal touches—all within walking distance of Navy-Marine Corps Memorial Stadium and an easy bike ride to downtown Annapolis. From the moment you step inside, it becomes clear this is anything but an ordinary home. Custom wood trim, designer lighting, hardwood floors, plantation shutters, high-end remote-controlled blinds, and perfectly placed stone accents come together to create a home that feels sophisticated, warm, and completely finished. At the heart of the main level is an impressive kitchen designed equally well for everyday living and entertaining. A six-burner gas cooktop, dual wall ovens, built-in island microwave, wine refrigerator, walk-in pantry and dedicated water connection ready for your coffee or espresso station are just a few of the thoughtful details. The seamless flow from the kitchen to the dining area and family room—and directly outside to an expansive maintenance-free deck and stone patio—creates an incredible indoor/outdoor entertaining experience. If you haven't already fallen in love on the main level, the primary suite may seal the deal. Vaulted ceilings and abundant natural light introduce a retreat that culminates in one of the most impressive primary bathrooms you will find at this price point. An oversized walk-in shower with rain head, separate dual vanities, freestanding soaking tub and private water closet create a true spa-like experience. And then there is the showstopper—the primary walk-in closet. Expansive, beautifully designed, and outfitted with custom organization and its own center island, the space is finished with a perfectly positioned transom window that fills the room with natural light. It is a feature that needs to be seen to be fully appreciated. The upper level continues with three generously sized secondary bedrooms, each featuring double closets with custom organization, a spacious shared bath with dual vanity, and the convenience of a coveted upstairs laundry room. The finished lower level continues the home's theme of exceptional functionality and attention to detail. A large media and recreation room with built-in surround sound, dry bar, and full bathroom provides another fantastic entertaining space, while an additional room offers the flexibility of a fifth bedroom, home gym, or private guest retreat. Your guests may never want to leave. And because no detail was overlooked, the sellers wisely preserved just the right amount of unfinished space for easily accessible storage. Nearly 4,000 square feet, five potential bedrooms, beautifully curated finishes, exceptional indoor and outdoor entertaining spaces, and a primary suite that truly separates this home from the competition—all in an Annapolis location that puts Navy Stadium within walking distance and downtown just a bike ride away. This is a home where thoughtful design, luxury, and location come together beautifully.

215 Windell Ave, Annapolis

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

Selling Office: Engel & Volkers Annapolis.

$1,525,000

Spectacular water-view home nestled at the tip of the Eastport Peninsula in coveted Chesapeake Landing, a premier gated community. Set within the vibrant Maritime Republic of Eastport, deeply rooted in sailboat racing and pleasure-boating traditions. 23 Chesapeake Landing offers an exceptional blend of comfort, convenience and the Annapolis waterfront lifestyle. Residents treasure the neighborhood’s walkability, with an array of restaurants, pubs, boutiques, historic City Dock and Downtown Annapolis just steps from your door! Take a water taxi across Spa Creek to downtown or lauch a kyak or paddleboard from nearby Horn Point Park. Well maintained and freshly painted, this thoughtfully designed end-unit townhome, providing an abundance of natural light is equally suited to relaxed everyday living and effortless entertaining. The kitchen features sleek stainless-steel appliances, granite countertops, custom cabinetry and abundant storage. A casual dining area encourages relaxed gatherings, while the adjoining deck is perfectly positioned for outdoor grilling. Overlooking the living room and the water views beyond, the separate dining room provides an elegant setting for more formal occasions. The inviting living room is enhanced with taller ceilings, hardwood flooring and a wood-burning fireplace that adds warmth and ambience during the cooler months. Expansive sliding glass doors, fitted with plantation shutters, open to one of three newly rebuilt and expanded decks providing an ideal setting for savoring the water views or relaxing with your favorite beverage. This remarkable vantage point also provides front-row views of Fourth of July and New Year’s Eve fireworks, the annual Blue Angels Airshow and the ever-changing parade of sailboats, powerboats, regattas, naval vessels and the occasional pirate ship. The generously sized owner’s suite welcomes you with dramatic vaulted ceilings, abundant natural light, an en-suite bath and a private deck for even more water viewing pleasure. A second bedroom, full bath and laundry area complete the bedroom level. The loft level offers tremendous flexibility and may be adapted as additional bedroom space, a home office, art studio, fitness room or whatever best complements your lifestyle. The ground floor level, warmed by a second fireplace and enhanced by updated luxury vinyl plank flooring provides additional comfortable living space with exceptional flexibility, including its own private entrance. A full bath provides the perfect setup as an additional guest suite. French doors open to a private patio overlooking the beautifully landscaped grounds. Designed for easy lock-and-leave living, this home allows you to travel with peace of mind. The Annapolis Maryland Capital Yacht Club owns and manages the marina, pool and clubhouse. For the boating enthusiast, marina slips available for lease provide easy access to the Chesapeake Bay and its many waterfront destinations including use of the pool and clubhouse. Just outside your door, The Maritime Republic of Eastport combines the charm of a coastal village with the energy of a thriving maritime community - all just across Spa Creek from the U. S. Naval Academy and the culture, history and amenities of downtown Annapolis. Don't miss an opportunity to make this exceptional Eastport residence your home!

3 Beds ⋅ 4 Baths

Spectacular water-view home nestled at the tip of the Eastport Peninsula in coveted Chesapeake Landing, a premier gated community. Set within the vibrant Maritime Republic of Eastport, deeply rooted in sailboat racing and pleasure-boating traditions. 23 Chesapeake Landing offers an exceptional blend of comfort, convenience and the Annapolis waterfront lifestyle. Residents treasure the neighborhood’s walkability, with an array of restaurants, pubs, boutiques, historic City Dock and Downtown Annapolis just steps from your door! Take a water taxi across Spa Creek to downtown or lauch a kyak or paddleboard from nearby Horn Point Park. Well maintained and freshly painted, this thoughtfully designed end-unit townhome, providing an abundance of natural light is equally suited to relaxed everyday living and effortless entertaining. The kitchen features sleek stainless-steel appliances, granite countertops, custom cabinetry and abundant storage. A casual dining area encourages relaxed gatherings, while the adjoining deck is perfectly positioned for outdoor grilling. Overlooking the living room and the water views beyond, the separate dining room provides an elegant setting for more formal occasions. The inviting living room is enhanced with taller ceilings, hardwood flooring and a wood-burning fireplace that adds warmth and ambience during the cooler months. Expansive sliding glass doors, fitted with plantation shutters, open to one of three newly rebuilt and expanded decks providing an ideal setting for savoring the water views or relaxing with your favorite beverage. This remarkable vantage point also provides front-row views of Fourth of July and New Year’s Eve fireworks, the annual Blue Angels Airshow and the ever-changing parade of sailboats, powerboats, regattas, naval vessels and the occasional pirate ship. The generously sized owner’s suite welcomes you with dramatic vaulted ceilings, abundant natural light, an en-suite bath and a private deck for even more water viewing pleasure. A second bedroom, full bath and laundry area complete the bedroom level. The loft level offers tremendous flexibility and may be adapted as additional bedroom space, a home office, art studio, fitness room or whatever best complements your lifestyle. The ground floor level, warmed by a second fireplace and enhanced by updated luxury vinyl plank flooring provides additional comfortable living space with exceptional flexibility, including its own private entrance. A full bath provides the perfect setup as an additional guest suite. French doors open to a private patio overlooking the beautifully landscaped grounds. Designed for easy lock-and-leave living, this home allows you to travel with peace of mind. The Annapolis Maryland Capital Yacht Club owns and manages the marina, pool and clubhouse. For the boating enthusiast, marina slips available for lease provide easy access to the Chesapeake Bay and its many waterfront destinations including use of the pool and clubhouse. Just outside your door, The Maritime Republic of Eastport combines the charm of a coastal village with the energy of a thriving maritime community - all just across Spa Creek from the U. S. Naval Academy and the culture, history and amenities of downtown Annapolis. Don't miss an opportunity to make this exceptional Eastport residence your home!

23 Chesapeake Lndg, Annapolis

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

Selling Office: EXP Realty, LLC.

$720,000

Nestled in the prestigious Park Place community, this exquisite mid-rise Condominium building offers a harmonious blend of luxury and comfort. Spanning 1,328 square feet, this beautifully designed residence features two spacious bedrooms and two elegantly appointed bathrooms, including a walk-in shower and a relaxing tub shower, perfect for unwinding after a long day. Step inside to discover a warm and inviting atmosphere, enhanced by rich wood floors and carpeting that create a cozy yet sophisticated ambiance.The open layout seamlessly connects the living and dining areas, ideal for entertaining or enjoying quiet evenings at home. Enjoy the convenience of an entry-level bedroom and a generous walk-in closet, providing ample storage space. Recessed lighting throughout adds a touch of elegance, illuminating the space beautifully. As part of the Park Place community, residents have access to a wealth of amenities, including a refreshing outdoor pool, a well-equipped exercise room, and beautifully maintained common grounds. With assigned underground parking for two vehicles and a dedicated dog park, this property caters to a lifestyle of ease and luxury. Walk to restaurants and shopping. Enjoy all the intown activities that Annapolis offers. Experience the perfect blend of comfort and sophistication in this remarkable home, where every detail has been thoughtfully curated for an exclusive living experience.

Nestled in the prestigious Park Place community, this exquisite mid-rise Condominium building offers a harmonious blend of luxury and comfort. Spanning 1,328 square feet, this beautifully designed residence features two spacious bedrooms and two elegantly appointed bathrooms, including a walk-in shower and a relaxing tub shower, perfect for unwinding after a long day. Step inside to discover a warm and inviting atmosphere, enhanced by rich wood floors and carpeting that create a cozy yet sophisticated ambiance.The open layout seamlessly connects the living and dining areas, ideal for entertaining or enjoying quiet evenings at home. Enjoy the convenience of an entry-level bedroom and a generous walk-in closet, providing ample storage space. Recessed lighting throughout adds a touch of elegance, illuminating the space beautifully. As part of the Park Place community, residents have access to a wealth of amenities, including a refreshing outdoor pool, a well-equipped exercise room, and beautifully maintained common grounds. With assigned underground parking for two vehicles and a dedicated dog park, this property caters to a lifestyle of ease and luxury. Walk to restaurants and shopping. Enjoy all the intown activities that Annapolis offers. Experience the perfect blend of comfort and sophistication in this remarkable home, where every detail has been thoughtfully curated for an exclusive living experience.

5 Park Pl Unit 506, Annapolis

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

Selling Office: Compass.

$364,000

New Price Improvement! Welcome to Creekside Cove! This beautifully maintained, multi-level end-unit condo offers the perfect blend of convenience, comfort, and privacy in a tucked-away community just minutes from everything Annapolis has to offer. Inside, you are greeted with an open-concept layout features hardwood floors, crown molding, and a gourmet kitchen with stainless steel appliances, 42" maple cabinetry, and granite countertops. Fresh paint & carpet as well! Stay comfortable year-round because the HVAC and water heater were both replaced within the last two years. The spacious primary suite provides a relaxing retreat with a whirlpool tub. Enjoy the ease of condo living with no yard work or weekend maintenance to worry about, giving you more time to relax, entertain, and enjoy the Annapolis lifestyle. A one-car garage plus driveway parking provides added convenience and plenty of space for your vehicle and guests. Tucked away in the peaceful Creekside Cove community yet conveniently close to Anne Arundel Medical Center, Downtown Annapolis, the U.S. Naval Academy, Annapolis Mall, and Route 50, this home puts everything within easy reach. Come home, unwind, and enjoy the best of Annapolis without the upkeep of a traditional home!

New Price Improvement! Welcome to Creekside Cove! This beautifully maintained, multi-level end-unit condo offers the perfect blend of convenience, comfort, and privacy in a tucked-away community just minutes from everything Annapolis has to offer. Inside, you are greeted with an open-concept layout features hardwood floors, crown molding, and a gourmet kitchen with stainless steel appliances, 42" maple cabinetry, and granite countertops. Fresh paint & carpet as well! Stay comfortable year-round because the HVAC and water heater were both replaced within the last two years. The spacious primary suite provides a relaxing retreat with a whirlpool tub. Enjoy the ease of condo living with no yard work or weekend maintenance to worry about, giving you more time to relax, entertain, and enjoy the Annapolis lifestyle. A one-car garage plus driveway parking provides added convenience and plenty of space for your vehicle and guests. Tucked away in the peaceful Creekside Cove community yet conveniently close to Anne Arundel Medical Center, Downtown Annapolis, the U.S. Naval Academy, Annapolis Mall, and Route 50, this home puts everything within easy reach. Come home, unwind, and enjoy the best of Annapolis without the upkeep of a traditional home!

2144 Hideaway Ct Unit 29, Annapolis

Listing courtesy of RE/MAX One. Contact:

Selling Office: Keller Williams Flagship.

2016 Gov Thomas Bladen Way Unit 102, Annapolis

$390,000

***PENDING*** Get ready to be wowed! TIDEWATER COLONY is one of Annapolis’ most conveniently located communities! This inviting three-bedroom, two-bath condominium offers a comfortable, move-in ready interior complemented by a peaceful wooded backdrop. HARDWOOD FLOORS & CROWN MOLDING enhance the main living areas, while the kitchen was thoughtfully redesigned to create a more open floor plan and easy connection to the dining and living spaces. Stainless steel appliances, Silestone countertops and generous workspace along with custom cabinetry which extends beyond the workspace as a functional and uniquely tasteful extension of the cabinetry into to the breakfast room. This BEAUTIFULLY RENOVATED KITCHEN goes beyond the ordinary and is equally suited for everyday living and entertaining!! THE VIEWS from the kitchen, breakfast room and bedroom 2 are a lovely wooded setting and pond providing a wonderful sense of privacy. Step outside to the deck off the living room for morning coffee, an evening beverage, or simply a quiet place to enjoy the surrounding trees and sounds of nature. The spacious floor plan includes three bedrooms and two full baths, each stylishly updated! The PRIMARY BEDROOM SUITE is generously sized to accommodate king and queen sized furnishings, dual closets and a beautiful en-suite bathroom! ADDITIONAL IMPROVEMENTS include the HVAC and clothes dryer replaced in 2022 and hot water heater replaced in 2025. Tidewater Colony offers an exceptional array of community amenities just outside your door, including an outdoor swimming pool, tennis courts, fitness center, clubhouse/community room available for private gatherings, two tot lots and a walking trail. ENJOY AN ANNAPOLITAN LIFESTYLE with shopping, restaurants and everyday conveniences nearby, along with easy access to historic Downtown Annapolis, Quiet Waters Park, Route 50 and Route 97 for commuting toward Washington, D.C. and Baltimore. A wonderful combination of comfortable living, community amenities and a peaceful wooded setting—all in a convenient Annapolis location.

***PENDING*** Get ready to be wowed! TIDEWATER COLONY is one of Annapolis’ most conveniently located communities! This inviting three-bedroom, two-bath condominium offers a comfortable, move-in ready interior complemented by a peaceful wooded backdrop. HARDWOOD FLOORS & CROWN MOLDING enhance the main living areas, while the kitchen was thoughtfully redesigned to create a more open floor plan and easy connection to the dining and living spaces. Stainless steel appliances, Silestone countertops and generous workspace along with custom cabinetry which extends beyond the workspace as a functional and uniquely tasteful extension of the cabinetry into to the breakfast room. This BEAUTIFULLY RENOVATED KITCHEN goes beyond the ordinary and is equally suited for everyday living and entertaining!! THE VIEWS from the kitchen, breakfast room and bedroom 2 are a lovely wooded setting and pond providing a wonderful sense of privacy. Step outside to the deck off the living room for morning coffee, an evening beverage, or simply a quiet place to enjoy the surrounding trees and sounds of nature. The spacious floor plan includes three bedrooms and two full baths, each stylishly updated! The PRIMARY BEDROOM SUITE is generously sized to accommodate king and queen sized furnishings, dual closets and a beautiful en-suite bathroom! ADDITIONAL IMPROVEMENTS include the HVAC and clothes dryer replaced in 2022 and hot water heater replaced in 2025. Tidewater Colony offers an exceptional array of community amenities just outside your door, including an outdoor swimming pool, tennis courts, fitness center, clubhouse/community room available for private gatherings, two tot lots and a walking trail. ENJOY AN ANNAPOLITAN LIFESTYLE with shopping, restaurants and everyday conveniences nearby, along with easy access to historic Downtown Annapolis, Quiet Waters Park, Route 50 and Route 97 for commuting toward Washington, D.C. and Baltimore. A wonderful combination of comfortable living, community amenities and a peaceful wooded setting—all in a convenient Annapolis location.

2016 Gov Thomas Bladen Way Unit 102, Annapolis

Listing courtesy of CENTURY 21 New Millennium. Contact: