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Looking for low-maintenance living just minutes from the water? This beautifully updated 2 bedroom, 2 bath home offers the perfect blend of comfort, convenience, and coastal charm. Step inside to a warm and inviting living room featuring a cozy fireplace—perfect for relaxing evenings at home. The spacious layout flows effortlessly into the dining and kitchen areas, making it ideal for entertaining. The primary bathroom has been tastefully redone with modern finishes, creating a private spa-like retreat along with new carpet and and paint. Enjoy the outdoors in the generous backyard—perfect for gardening, BBQs, or simply soaking up the sunshine. As part of a well-kept HOA community, you’ll also have access to a sparkling pool and a clubhouse, great for gatherings and events. This home is so close to downtown Annapolis and the Chesapeake Bay views. Whether you're downsizing, looking for a second home, or just want to simplify your lifestyle near the salty air, this charming home offers everything you need. Come see how easy and enjoyable life can be!

$445,000

Looking for low-maintenance living just minutes from the water? This beautifully updated 2 bedroom, 2 bath home offers the perfect blend of comfort, convenience, and coastal charm. Step inside to a warm and inviting living room featuring a cozy fireplace—perfect for relaxing evenings at home. The spacious layout flows effortlessly into the dining and kitchen areas, making it ideal for entertaining. The primary bathroom has been tastefully redone with modern finishes, creating a private spa-like retreat along with new carpet and and paint. Enjoy the outdoors in the generous backyard—perfect for gardening, BBQs, or simply soaking up the sunshine. As part of a well-kept HOA community, you’ll also have access to a sparkling pool and a clubhouse, great for gatherings and events. This home is so close to downtown Annapolis and the Chesapeake Bay views. Whether you're downsizing, looking for a second home, or just want to simplify your lifestyle near the salty air, this charming home offers everything you need. Come see how easy and enjoyable life can be!

15 Skippers Ct, Annapolis

Listing courtesy of Real Broker, LLC - Dunkirk. Contact:

Selling Office: Berkshire Hathaway HomeServices Homesale Realty.

7026 Channel Village Ct Unit 102, Annapolis

$700,000

OFFER DEADLINE: Sellers have set a deadline of November 8th at 5pm to review offers. Breathtaking Views, Resort-Style Living – Welcome to 7026 Channel Village Ct #102 This beautifully updated 2-bedroom, 2-bath condo is perfectly situated in one of Chesapeake Harbour’s most desirable waterfront locations, offering panoramic views from the marina to the Bay Bridge. Enjoy the unmatched tranquility of sunrise and sunset from your private patio — or watch sailboats and cruise ships glide by for a front-row seat to the Chesapeake’s vibrant waterfront life. Inside, you’ll find thoughtful renovations throughout, including a brand-new kitchen with quartz countertops, modern cabinetry, updated appliances, new luxury vinyl plank flooring, stylish lighting, and refreshed bathrooms. The spacious primary suite features a generous en-suite bathroom with a double vanity — a rare find that adds both comfort and functionality. Chesapeake Harbour is a gated community with resort-level amenities: a full-service marina, private beach, two swimming pools, tennis and pickleball courts, and scenic walking paths along the water. Savor fresh seafood and cocktails at The Beacon Waterfront Galley & Bar, just steps from your door. Located minutes from downtown Annapolis, this home offers the perfect balance of coastal charm, convenience, and lifestyle. Whether you're looking for a weekend escape or a forever home, you’ll love being home here.

OFFER DEADLINE: Sellers have set a deadline of November 8th at 5pm to review offers. Breathtaking Views, Resort-Style Living – Welcome to 7026 Channel Village Ct #102 This beautifully updated 2-bedroom, 2-bath condo is perfectly situated in one of Chesapeake Harbour’s most desirable waterfront locations, offering panoramic views from the marina to the Bay Bridge. Enjoy the unmatched tranquility of sunrise and sunset from your private patio — or watch sailboats and cruise ships glide by for a front-row seat to the Chesapeake’s vibrant waterfront life. Inside, you’ll find thoughtful renovations throughout, including a brand-new kitchen with quartz countertops, modern cabinetry, updated appliances, new luxury vinyl plank flooring, stylish lighting, and refreshed bathrooms. The spacious primary suite features a generous en-suite bathroom with a double vanity — a rare find that adds both comfort and functionality. Chesapeake Harbour is a gated community with resort-level amenities: a full-service marina, private beach, two swimming pools, tennis and pickleball courts, and scenic walking paths along the water. Savor fresh seafood and cocktails at The Beacon Waterfront Galley & Bar, just steps from your door. Located minutes from downtown Annapolis, this home offers the perfect balance of coastal charm, convenience, and lifestyle. Whether you're looking for a weekend escape or a forever home, you’ll love being home here.

7026 Channel Village Ct Unit 102, Annapolis

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

Selling Office: EXP Realty, LLC.

$525,000

Welcome to this inviting split foyer home in the heart of Annapolis! Situated on a desirable corner lot (.27 acres), this well-maintained property offers comfort, convenience, and classic charm. Originally built in 1976 and lovingly owned since 1982, the home features a fully fenced yard, deck and patio area — perfect for outdoor entertaining and everyday relaxation. Inside, you’ll find 4 bedrooms and 2 full baths. Enjoy the warmth of hardwood floors and replacement windows, while the lower level has a family room, laundry area, and sump pump for peace of mind. The roof is approximately 3 years old, and the kitchen includes stainless steel appliances for a modern touch. With your final touches and timeless appeal, this home offers a wonderful opportunity to enjoy Annapolis living — just minutes from shopping, dining, and commuter routes.

4 Beds ⋅ 2 Baths

Welcome to this inviting split foyer home in the heart of Annapolis! Situated on a desirable corner lot (.27 acres), this well-maintained property offers comfort, convenience, and classic charm. Originally built in 1976 and lovingly owned since 1982, the home features a fully fenced yard, deck and patio area — perfect for outdoor entertaining and everyday relaxation. Inside, you’ll find 4 bedrooms and 2 full baths. Enjoy the warmth of hardwood floors and replacement windows, while the lower level has a family room, laundry area, and sump pump for peace of mind. The roof is approximately 3 years old, and the kitchen includes stainless steel appliances for a modern touch. With your final touches and timeless appeal, this home offers a wonderful opportunity to enjoy Annapolis living — just minutes from shopping, dining, and commuter routes.

220 S Southwood Ave, Annapolis

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

Welcome to Broad Creek Condos in Heritage Harbour! This beautifully maintained 2-bedroom, 2-bath condo offers the perfect blend of comfort, convenience, and community living. The bright and inviting floor plan features a spacious living and dining area that opens to a private balcony with a retractable awning — the ideal spot to relax and enjoy serene wooded views. The kitchen offers plenty of cabinet space and flows seamlessly into the main living area, while a separate laundry room and in-unit storage add everyday practicality. The primary bedroom includes a private en-suite bath and generous closet space, while the second bedroom is perfect for guests or a home office. The condo also includes secured indoor parking and an additional storage closet. Move right in and start enjoying all that Heritage Harbour, Annapolis’ premier 55+ community, has to offer — including an on-site restaurant (The Wilder Fresh), golf course, indoor and outdoor pools, tennis and pickleball courts, fitness center with sauna and hot tub, woodworking shop, library, billiard room, community lodge, walking trails, and access to the water with a boat slip, kayak rack and launch area, plus RV storage and so much more! Experience the best of active adult living — peaceful surroundings, resort-style amenities, and a vibrant social community — all just minutes from everything Annapolis has to offer.

$390,000

Welcome to Broad Creek Condos in Heritage Harbour! This beautifully maintained 2-bedroom, 2-bath condo offers the perfect blend of comfort, convenience, and community living. The bright and inviting floor plan features a spacious living and dining area that opens to a private balcony with a retractable awning — the ideal spot to relax and enjoy serene wooded views. The kitchen offers plenty of cabinet space and flows seamlessly into the main living area, while a separate laundry room and in-unit storage add everyday practicality. The primary bedroom includes a private en-suite bath and generous closet space, while the second bedroom is perfect for guests or a home office. The condo also includes secured indoor parking and an additional storage closet. Move right in and start enjoying all that Heritage Harbour, Annapolis’ premier 55+ community, has to offer — including an on-site restaurant (The Wilder Fresh), golf course, indoor and outdoor pools, tennis and pickleball courts, fitness center with sauna and hot tub, woodworking shop, library, billiard room, community lodge, walking trails, and access to the water with a boat slip, kayak rack and launch area, plus RV storage and so much more! Experience the best of active adult living — peaceful surroundings, resort-style amenities, and a vibrant social community — all just minutes from everything Annapolis has to offer.

803 Coxswain Way Unit 103, Annapolis

Listing courtesy of Academy Realty Inc.. Contact:

This charming Rancher features a spacious Living Rm with vaulted ceilings & cozy fireplace, an updated kitchen & seating leading to the deck for your morning coffee, great for entertaining! A walk-out basement waiting for your finishing touches, & possible 4th bedroom. Enjoy this relaxed lifestyle in this desirable water privileged community offering access to beaches & boat ramps. Just a 10 minute drive to downtown Annapolis for shopping, dining, and commuter routes.

$425,000

3 Beds ⋅ 2 Baths

This charming Rancher features a spacious Living Rm with vaulted ceilings & cozy fireplace, an updated kitchen & seating leading to the deck for your morning coffee, great for entertaining! A walk-out basement waiting for your finishing touches, & possible 4th bedroom. Enjoy this relaxed lifestyle in this desirable water privileged community offering access to beaches & boat ramps. Just a 10 minute drive to downtown Annapolis for shopping, dining, and commuter routes.

1095 Skyway Dr, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Unrepresented Buyer Office.

$59,000

Boating season is just around the corner—embrace the maritime lifestyle with your very own waterfront slip at 319 6th Street, Annapolis, MD 21403. Boat size is limited to 34' length overall. Situated in the heart of Eastport, this sought-after marina places you in the Sailing Capital of the World, where boating isn’t just a pastime—it’s a way of life. Beyond the convenience of docking in a prime location, this slip comes with access to resort-style amenities, including a sparkling pool, fitness center, sauna, game and billiards room, and a party space for gathering with fellow boaters. One of the few marinas in Annapolis that allows liveaboards, this is the perfect opportunity for those looking to fully immerse themselves in the vibrant waterfront culture. With two gated parking spaces and easy in-and-out slip access, you'll enjoy seamless transitions from land to sea. Walk to downtown Annapolis, world-class yacht clubs, sailing schools, waterfront dining, and boutique shops, all while being part of a community that thrives on the water. Whether you’re setting sail for an adventure, cruising the Chesapeake, or simply soaking in the stunning harbor views, this slip offers a front-row seat to the best of Annapolis, including the iconic Eastport Lights Parade. Don’t just dock—live the Annapolis boating lifestyle year-round! (Contract will be contingent for 15 days as Condo bylaws require 15-day right of refusal to other unit owners-see disclosures. )

319 6th St Unit SLIP #39, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

Move-in ready townhome with so much to offer inside and out. This well-loved home overlooks a tranquil pond, providing a surprising sense of quiet and nature you might not expect in a townhome setting. The amenity-rich Annapolis community includes a pool, fitness room, assigned and guest parking, and more. Inside, you will find three levels of comfortable living with bathrooms on each floor. The spacious kitchen easily accommodates a 6+ person table and features beautiful appliances, an apron-front sink, stone countertops, and a stylish herringbone backsplash. The second level offers two generously sized bedrooms, an updated shared bath, a laundry room, and extra storage. The third level is a true primary suite retreat with serene pond views and enough room for a king-sized bed, seating area, and even a home office. The en-suite bath features a five-piece layout, and the walk-in closet completes the space perfectly. Homes in this neighborhood tend to sell quickly, and it is easy to see why. Come experience the community and this wonderful home for yourself.

$350,000

3 Beds ⋅ 3 Baths

Move-in ready townhome with so much to offer inside and out. This well-loved home overlooks a tranquil pond, providing a surprising sense of quiet and nature you might not expect in a townhome setting. The amenity-rich Annapolis community includes a pool, fitness room, assigned and guest parking, and more. Inside, you will find three levels of comfortable living with bathrooms on each floor. The spacious kitchen easily accommodates a 6+ person table and features beautiful appliances, an apron-front sink, stone countertops, and a stylish herringbone backsplash. The second level offers two generously sized bedrooms, an updated shared bath, a laundry room, and extra storage. The third level is a true primary suite retreat with serene pond views and enough room for a king-sized bed, seating area, and even a home office. The en-suite bath features a five-piece layout, and the walk-in closet completes the space perfectly. Homes in this neighborhood tend to sell quickly, and it is easy to see why. Come experience the community and this wonderful home for yourself.

30 Ironstone Ct, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Curtis Real Estate Company.

$2,200,000

Welcome to Eastport living at its finest—where timeless coastal design meets understated luxury just one block from the water. Perfectly situated on the highly sought Eastport Pennisula, this elegant two-story home blends craftsmanship, comfort, and walkable charm in one of Annapolis’s most desirable neighborhoods. Inside, soaring ceilings, coffered detailing, and recessed lighting tucked behind crown molding create a warm, sophisticated ambiance. The open-concept kitchen—with gorgeous Cambria Quartz counters, GE Café appliances, an expansive bar and dining area—flows seamlessly into the living room for easy entertaining. Extra-wide flat-board trim, rich hardwood floors, and designer finishes throughout reflect thoughtful quality at every turn. Upstairs, each bedroom enjoys a private ensuite bath and California Closets storage. The primary suite and a second bedroom open to private verandas with marina and sailboat-mast views. Two fireplaces—one wood-burning in the family room and one gas in the primary suite—add warmth and ambiance. The home is also equipped with a Bose whole-house sound system and central audio hub, all conveying. Outdoor living is equally inviting: a front porch perfect for greeting neighbors, and a private fenced rear veranda and brick patio ideal for gatherings or summer crab feasts, tucked between the home and the detached two-car garage—a rare Eastport feature. As an added bonus, the garage is equipped with a Level 2 EV Charging Station. Located adjacent to Safe Harbor Marina (formerly Mears Marina, Swim and Tennis Club) and close to Eastport Democratic Club (social not political club) as well as Sixth Street Beach on Back Creek. Launch a kayak or paddleboard steps from your home or walk just blocks to Annapolis and Eastport Yacht Clubs, Severn Sailing Association and countless local marinas, restaurants, and coffee shops. Come see what the Eastport Lifestyle is all about!

Welcome to Eastport living at its finest—where timeless coastal design meets understated luxury just one block from the water. Perfectly situated on the highly sought Eastport Pennisula, this elegant two-story home blends craftsmanship, comfort, and walkable charm in one of Annapolis’s most desirable neighborhoods. Inside, soaring ceilings, coffered detailing, and recessed lighting tucked behind crown molding create a warm, sophisticated ambiance. The open-concept kitchen—with gorgeous Cambria Quartz counters, GE Café appliances, an expansive bar and dining area—flows seamlessly into the living room for easy entertaining. Extra-wide flat-board trim, rich hardwood floors, and designer finishes throughout reflect thoughtful quality at every turn. Upstairs, each bedroom enjoys a private ensuite bath and California Closets storage. The primary suite and a second bedroom open to private verandas with marina and sailboat-mast views. Two fireplaces—one wood-burning in the family room and one gas in the primary suite—add warmth and ambiance. The home is also equipped with a Bose whole-house sound system and central audio hub, all conveying. Outdoor living is equally inviting: a front porch perfect for greeting neighbors, and a private fenced rear veranda and brick patio ideal for gatherings or summer crab feasts, tucked between the home and the detached two-car garage—a rare Eastport feature. As an added bonus, the garage is equipped with a Level 2 EV Charging Station. Located adjacent to Safe Harbor Marina (formerly Mears Marina, Swim and Tennis Club) and close to Eastport Democratic Club (social not political club) as well as Sixth Street Beach on Back Creek. Launch a kayak or paddleboard steps from your home or walk just blocks to Annapolis and Eastport Yacht Clubs, Severn Sailing Association and countless local marinas, restaurants, and coffee shops. Come see what the Eastport Lifestyle is all about!

600 Sixth St, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

In the heart of Downtown Annapolis Art District, this Rare, LUXURY PENTHOUSE captures the essence of refined living with sweeping views, refined finishes, and a terrace unlike any other. Perfectly positioned above the bustle of the city yet free from street noise, it offers an unmatched retreat with the Maryland State House as a historic backdrop, and the Blue Angels air shows can even be seen from the comfort of home. A wall of windows and glass doors welcomes you inside, filling the open concept living spaces with natural light and framing the expansive terrace beyond. Wide-plank hardwood flooring flows seamlessly throughout, complemented by striking light fixtures and thoughtful details. Both the living and dining areas open to the terrace through dual access points, while automatic shades provide convenience and privacy at the touch of a button. Professionally decorated and designed with Restoration Hardware style, the interiors elevate every room with timeless sophistication. The chef’s kitchen combines beauty with function, featuring high-end soft-close cabinetry enhanced with custom inserts such as spice racks and roll-out shelving. Quartz countertops and a sleek tile backsplash set the stage, while stainless steel appliances, including a gas cooktop, provide modern efficiency. An island with a breakfast bar anchors the space and encourages gathering. On one side of the home, the primary suite creates a private sanctuary with its own wall of windows, a generous walk-in closet, and a spa-like en-suite bath. Here, a double sink vanity pairs with a floor-to-ceiling tiled shower enclosed in frameless glass for a refined finish. Two additional bedrooms are situated on the opposite side, one with a walk-in closet, direct access to the full hall bath, and a view of the living roof, while the other features a custom closet and a terrace-facing view. A stylish half bath with a pocket door and a dedicated laundry room add ease to everyday living. The terrace stands as the crown jewel of this penthouse, offering remarkable outdoor living with 600 sqft and three automatic awnings for shade and privacy. Living roofs on either side, maintained by the building, provide a serene, green outlook and enhance the sense of retreat. Additional features include a storage box and two assigned parking spaces, with one ideally located beside a community EV charging station. Every detail of this home has been considered, blending sophistication, comfort, and the best of Annapolis living.

$1,480,000

3 Beds ⋅ 3 Baths

In the heart of Downtown Annapolis Art District, this Rare, LUXURY PENTHOUSE captures the essence of refined living with sweeping views, refined finishes, and a terrace unlike any other. Perfectly positioned above the bustle of the city yet free from street noise, it offers an unmatched retreat with the Maryland State House as a historic backdrop, and the Blue Angels air shows can even be seen from the comfort of home. A wall of windows and glass doors welcomes you inside, filling the open concept living spaces with natural light and framing the expansive terrace beyond. Wide-plank hardwood flooring flows seamlessly throughout, complemented by striking light fixtures and thoughtful details. Both the living and dining areas open to the terrace through dual access points, while automatic shades provide convenience and privacy at the touch of a button. Professionally decorated and designed with Restoration Hardware style, the interiors elevate every room with timeless sophistication. The chef’s kitchen combines beauty with function, featuring high-end soft-close cabinetry enhanced with custom inserts such as spice racks and roll-out shelving. Quartz countertops and a sleek tile backsplash set the stage, while stainless steel appliances, including a gas cooktop, provide modern efficiency. An island with a breakfast bar anchors the space and encourages gathering. On one side of the home, the primary suite creates a private sanctuary with its own wall of windows, a generous walk-in closet, and a spa-like en-suite bath. Here, a double sink vanity pairs with a floor-to-ceiling tiled shower enclosed in frameless glass for a refined finish. Two additional bedrooms are situated on the opposite side, one with a walk-in closet, direct access to the full hall bath, and a view of the living roof, while the other features a custom closet and a terrace-facing view. A stylish half bath with a pocket door and a dedicated laundry room add ease to everyday living. The terrace stands as the crown jewel of this penthouse, offering remarkable outdoor living with 600 sqft and three automatic awnings for shade and privacy. Living roofs on either side, maintained by the building, provide a serene, green outlook and enhance the sense of retreat. Additional features include a storage box and two assigned parking spaces, with one ideally located beside a community EV charging station. Every detail of this home has been considered, blending sophistication, comfort, and the best of Annapolis living.

141 West St Unit 403, Annapolis

Listing courtesy of Northrop Realty. Contact:

Welcome to 42 City Gate Lane in the desirable City Gate neighborhood of Annapolis. This move-in ready residence offers 3 bedrooms, 2 full baths, and 2 half baths, thoughtfully updated for modern living. The showpiece main level features a complete open-concept renovation: upgraded cabinetry, a generous center island, sleek quartz counters, and stainless steel appliances—all seamlessly connected to bright living and dining spaces with flowing hardwood floors. Step outside to a private patio that’s ideal for entertaining or a quiet morning coffee. Recent improvements provide peace of mind and curb appeal, including a new roof and gutters installed in 2024, along with a new front door and rear sliding door. With a walkable location just moments to Downtown Annapolis and the Waterfront—as well as the State House, the U.S. Naval Academy, shops, dining, parks, and commuter routes—this home blends style, convenience, and comfort in one exceptional package. Convenient overflow parking at both ends of the street.

$824,900

Welcome to 42 City Gate Lane in the desirable City Gate neighborhood of Annapolis. This move-in ready residence offers 3 bedrooms, 2 full baths, and 2 half baths, thoughtfully updated for modern living. The showpiece main level features a complete open-concept renovation: upgraded cabinetry, a generous center island, sleek quartz counters, and stainless steel appliances—all seamlessly connected to bright living and dining spaces with flowing hardwood floors. Step outside to a private patio that’s ideal for entertaining or a quiet morning coffee. Recent improvements provide peace of mind and curb appeal, including a new roof and gutters installed in 2024, along with a new front door and rear sliding door. With a walkable location just moments to Downtown Annapolis and the Waterfront—as well as the State House, the U.S. Naval Academy, shops, dining, parks, and commuter routes—this home blends style, convenience, and comfort in one exceptional package. Convenient overflow parking at both ends of the street.

42 City Gate Ln, Annapolis

Listing courtesy of RE/MAX Distinctive Real Estate, Inc.. Contact:

Selling Office: TTR Sotheby's International Realty.

$380,000

Beautifully renovated Townhome in the desirable** WHISPERING WOODS** neighborhood! This 3 Bedroom 1.5 Bathroom Interior Townhome is full of new renovations. Renovations include new Architectural shingled roof, attic insulation, windows, PVC Bay window, storm door, totally remodeled Kitchen and bathrooms. Flooring on the main level has been redone with Luxury Vinyl Planking, while the upper level has new carpet throughout. All new interior doors and trim. New recessed lights in kitchen, living room and master suite. New rear fenced-in backyard that includes a raised garden for that person with a Green thumb!! Even the grass is new!!! Community Amenities include a playground, picnic area, and walking/ jogging paths. Conveniently located near parks, shopping, and dining. Easy access to A.A. Community college and major transportation routes. Ten minutes to Historic Annapolis District and the Naval Academy. Don't miss out on this charming retreat,

3 Beds ⋅ 2 Baths

Beautifully renovated Townhome in the desirable** WHISPERING WOODS** neighborhood! This 3 Bedroom 1.5 Bathroom Interior Townhome is full of new renovations. Renovations include new Architectural shingled roof, attic insulation, windows, PVC Bay window, storm door, totally remodeled Kitchen and bathrooms. Flooring on the main level has been redone with Luxury Vinyl Planking, while the upper level has new carpet throughout. All new interior doors and trim. New recessed lights in kitchen, living room and master suite. New rear fenced-in backyard that includes a raised garden for that person with a Green thumb!! Even the grass is new!!! Community Amenities include a playground, picnic area, and walking/ jogging paths. Conveniently located near parks, shopping, and dining. Easy access to A.A. Community college and major transportation routes. Ten minutes to Historic Annapolis District and the Naval Academy. Don't miss out on this charming retreat,

1584 Lodge Pole Ct, Annapolis

Listing courtesy of Save 6, Incorporated. Contact:

Selling Office: Berkshire Hathaway HomeServices PenFed Realty.

$1,549,000

Spectacular Water View Home nestled at the tip of Eastport Peninsula between Spa Creek, Back Creek and the Severn River in the premiere gated community of Chesapeake Landing, with onsite Yacht Club and pool memberships available. 21 Chesapeake Landing embodies the epitome of Eastport’s waterfront lifestyle. The Maritime Republic of Eastport is a vibrant waterfront community deeply rooted in both sailboat racing and pleasure boating traditions. Residents treasure the walkable lifestyle, with more than 50 restaurants, pubs, boutique shops, and historic City Dock and Downtown Annapolis just steps away. This immaculately-maintained home has been thoughtfully designed with meticulous, high-level upgrades, resulting in a seamless blend of elegance, comfort, and timeless design. A private in-law, guest suite or entertainment room on the ground level adds to the homes versatility. On the main level, expansive sliding glass doors open onto one of three decks; an ideal setting for savoring water views, or simply relaxing with evening libations. It’s also a front-row seat for the 4th of July, New Year’s Eve fireworks displays and the annual Blue Angels Airshow. The daily parade of sail and power boats, regattas, navy vessels and pirate ships is a spectacular bonus that makes this home truly unique. At the heart of the home is a spectacular chef’s kitchen: An oversized center island invites casual gatherings, while custom cabinetry, complete with artful display nooks, add depth and functionality. Sleek stainless-steel appliances pair beautifully with the honed-granite countertops, to provide ample prep space for the most discerning gourmet. A private deck just off the kitchen is perfectly positioned for effortless outdoor grilling. The open-concept layout is both flexible and inviting. Island seating flows naturally into the adjacent dining area, which overlooks the living room and captures water views beyond. Rich, gleaming hardwood floors span the main, bedroom, and loft levels, adding warmth and sophistication throughout. The living room is a true retreat, enhanced by 9-foot ceilings and a gas fireplace that adds instant ambiance with the flip of a switch. Upstairs, wake up to enjoys water views of Annapolis Harbor and the Severn River. The graciously sized owner’s suite welcomes you with dramatic vaulted ceilings and abundant natural light. The recently renovated spa-inspired ensuite bath is a sanctuary in itself, featuring a glass-enclosed shower and soaking tub that doubles as a steam room complete with folding chairs for relaxation and the therapeutic benefits of a sauna. Dual vanities, high-end fixtures, and generous storage, all finished in calming, modern tones complete the experience. Two additional bedrooms offer versatility and comfort; ideal for guests, family, or as a dedicated art studio, home gym, or private home office. The ground-level living space adds even more flexibility. Featuring its’ own paver patio and private entrance, a full bath and a custom kitchenette—including a refrigerator, sink, microwave, built-in storage and neutral tile flooring. This area can be completely closed off from the rest of the home, making it a perfect in-law suite, private guest quarters or family entertainment area. Additional amenities include a one-car garage, an extra driveway parking space, a large paver patio, and the freedom to lock, leave, and travel with peace of mind. Outside your front door, the Eastport lifestyle unfolds. Take a leisurely stroll to local waterfront restaurants, pubs, and boutique shops. Catch a water taxi to historic downtown Annapolis, or launch your kayak or paddleboard from nearby Horn Point Beach Park. Eastport offers the charm of a coastal village with the energy of a thriving maritime hub, just across Spa Creek from the U.S. Naval Academy and all the culture, history, and amenities of downtown Annapolis! Don't Miss The Opportunity to Make This Your Home!

Spectacular Water View Home nestled at the tip of Eastport Peninsula between Spa Creek, Back Creek and the Severn River in the premiere gated community of Chesapeake Landing, with onsite Yacht Club and pool memberships available. 21 Chesapeake Landing embodies the epitome of Eastport’s waterfront lifestyle. The Maritime Republic of Eastport is a vibrant waterfront community deeply rooted in both sailboat racing and pleasure boating traditions. Residents treasure the walkable lifestyle, with more than 50 restaurants, pubs, boutique shops, and historic City Dock and Downtown Annapolis just steps away. This immaculately-maintained home has been thoughtfully designed with meticulous, high-level upgrades, resulting in a seamless blend of elegance, comfort, and timeless design. A private in-law, guest suite or entertainment room on the ground level adds to the homes versatility. On the main level, expansive sliding glass doors open onto one of three decks; an ideal setting for savoring water views, or simply relaxing with evening libations. It’s also a front-row seat for the 4th of July, New Year’s Eve fireworks displays and the annual Blue Angels Airshow. The daily parade of sail and power boats, regattas, navy vessels and pirate ships is a spectacular bonus that makes this home truly unique. At the heart of the home is a spectacular chef’s kitchen: An oversized center island invites casual gatherings, while custom cabinetry, complete with artful display nooks, add depth and functionality. Sleek stainless-steel appliances pair beautifully with the honed-granite countertops, to provide ample prep space for the most discerning gourmet. A private deck just off the kitchen is perfectly positioned for effortless outdoor grilling. The open-concept layout is both flexible and inviting. Island seating flows naturally into the adjacent dining area, which overlooks the living room and captures water views beyond. Rich, gleaming hardwood floors span the main, bedroom, and loft levels, adding warmth and sophistication throughout. The living room is a true retreat, enhanced by 9-foot ceilings and a gas fireplace that adds instant ambiance with the flip of a switch. Upstairs, wake up to enjoys water views of Annapolis Harbor and the Severn River. The graciously sized owner’s suite welcomes you with dramatic vaulted ceilings and abundant natural light. The recently renovated spa-inspired ensuite bath is a sanctuary in itself, featuring a glass-enclosed shower and soaking tub that doubles as a steam room complete with folding chairs for relaxation and the therapeutic benefits of a sauna. Dual vanities, high-end fixtures, and generous storage, all finished in calming, modern tones complete the experience. Two additional bedrooms offer versatility and comfort; ideal for guests, family, or as a dedicated art studio, home gym, or private home office. The ground-level living space adds even more flexibility. Featuring its’ own paver patio and private entrance, a full bath and a custom kitchenette—including a refrigerator, sink, microwave, built-in storage and neutral tile flooring. This area can be completely closed off from the rest of the home, making it a perfect in-law suite, private guest quarters or family entertainment area. Additional amenities include a one-car garage, an extra driveway parking space, a large paver patio, and the freedom to lock, leave, and travel with peace of mind. Outside your front door, the Eastport lifestyle unfolds. Take a leisurely stroll to local waterfront restaurants, pubs, and boutique shops. Catch a water taxi to historic downtown Annapolis, or launch your kayak or paddleboard from nearby Horn Point Beach Park. Eastport offers the charm of a coastal village with the energy of a thriving maritime hub, just across Spa Creek from the U.S. Naval Academy and all the culture, history, and amenities of downtown Annapolis! Don't Miss The Opportunity to Make This Your Home!

21 Chesapeake Lndg, Annapolis

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

Stunning sunsets and year-round magnificent water views are the backdrop for this top floor corner unit at sought-after President Point. The large deck overlooks Spa Creek and all of its daily charm as sailboats, classic cruisers and water taxi ease by in a panorama that is classic Annapolis. This one-bedroom condo features an east facing kitchen and a second deck overlooking trees and quiet neighboring homes. The spacious primary bedroom of this end unit faces the pool and has a large picture window with more water views. While the large living room and dining area are perfect for relaxing and entertaining, the cozy nook with a wood-burning fireplace and provides extra space for media viewing or an office. The kitchen has plenty of storage with wood cabinets and counter space and includes a new washer and dryer. There is a spiral staircase up to a loft that can be used for guests and can fit two twin beds or one queen bed.....or can serve as a separate office space. So much light from the clerestory windows in the loft that beams down on the living room. Each unit has a spacious 4'x8' storage cage. The Point community offers a waterside swimming pool, clubhouse, picnic area, marina with slips, kayak racks and launch platform....all right on Spa Creek! It's a quick paddle or boat ride out to The Severn. Seasonal water taxi pickups at the community dock to downtown. An easy walk to Eastport restaurants, maritime museum and to Spa Creek Bridge to Main Street stores and dining establishments.

$625,000

2 Beds ⋅ 1 Baths

Stunning sunsets and year-round magnificent water views are the backdrop for this top floor corner unit at sought-after President Point. The large deck overlooks Spa Creek and all of its daily charm as sailboats, classic cruisers and water taxi ease by in a panorama that is classic Annapolis. This one-bedroom condo features an east facing kitchen and a second deck overlooking trees and quiet neighboring homes. The spacious primary bedroom of this end unit faces the pool and has a large picture window with more water views. While the large living room and dining area are perfect for relaxing and entertaining, the cozy nook with a wood-burning fireplace and provides extra space for media viewing or an office. The kitchen has plenty of storage with wood cabinets and counter space and includes a new washer and dryer. There is a spiral staircase up to a loft that can be used for guests and can fit two twin beds or one queen bed.....or can serve as a separate office space. So much light from the clerestory windows in the loft that beams down on the living room. Each unit has a spacious 4'x8' storage cage. The Point community offers a waterside swimming pool, clubhouse, picnic area, marina with slips, kayak racks and launch platform....all right on Spa Creek! It's a quick paddle or boat ride out to The Severn. Seasonal water taxi pickups at the community dock to downtown. An easy walk to Eastport restaurants, maritime museum and to Spa Creek Bridge to Main Street stores and dining establishments.

4 President Point Dr Unit A3, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

Absolutely charming renovated Cape Cod Cottage near Westgate Circle, Maryland Hall, in the little neighborhood of Capital Hill Manor. Large natural stone steps surrounded by lovely perennial gardens lead to this detail oriented 3 bedroom home. 2 bedrooms on main level, 1 in upper level. 1 1/2 bathrooms. Well planned major professional renovations 2013-2014 include new roof, siding, windows, doors, crown molding, Kitchen and all appliances, refinished oak floors thru-out, ceramic tile bathrooms, French doors, fireplace, French drains, sprinkler system, brick patios, window boxes and more. The basement has a half bath, sump pump, dehumidifier, windows and new W/D. This unfinished basement has lots of potential to become your office, work-out room, craft room, media room, etc. Natural gas heat, gas cooking! The cute kitchen has tall wall cabinets and French doors leading to a stunning new backyard, complete with large full width brick patio, newly sodded terraced lawn and a delightful large shed with chandelier, French doors and its own brick patio. Entire back yard has new fencing and an arbor. This professionally renovated and well maintained home is ready for you to move right in! All of this just a few blocks from Maryland Hall, Westgate Circle, shops, restaurants and the West Street vibe. Great in-town location! “ Love where you live! Live where you love!”

$535,000

3 Beds ⋅ 2 Baths

Absolutely charming renovated Cape Cod Cottage near Westgate Circle, Maryland Hall, in the little neighborhood of Capital Hill Manor. Large natural stone steps surrounded by lovely perennial gardens lead to this detail oriented 3 bedroom home. 2 bedrooms on main level, 1 in upper level. 1 1/2 bathrooms. Well planned major professional renovations 2013-2014 include new roof, siding, windows, doors, crown molding, Kitchen and all appliances, refinished oak floors thru-out, ceramic tile bathrooms, French doors, fireplace, French drains, sprinkler system, brick patios, window boxes and more. The basement has a half bath, sump pump, dehumidifier, windows and new W/D. This unfinished basement has lots of potential to become your office, work-out room, craft room, media room, etc. Natural gas heat, gas cooking! The cute kitchen has tall wall cabinets and French doors leading to a stunning new backyard, complete with large full width brick patio, newly sodded terraced lawn and a delightful large shed with chandelier, French doors and its own brick patio. Entire back yard has new fencing and an arbor. This professionally renovated and well maintained home is ready for you to move right in! All of this just a few blocks from Maryland Hall, Westgate Circle, shops, restaurants and the West Street vibe. Great in-town location! “ Love where you live! Live where you love!”

808 Carrollton Ave, Annapolis

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

Selling Office: Berkshire Hathaway HomeServices Homesale Realty.

$715,000

Welcome to this spacious 4 bedroom, 3.5 bath home located in the desirable community of Hunt Meadow. The home offers generous living spaces, including a step down family room with cathedral ceilings and a wood burning fireplace. The large living room flows easily from the kitchen, which features a breakfast area and stainless steel appliances. A bright sunroom with walls of windows opens to the deck, perfect for indoor and outdoor entertaining. The main level also includes a formal dining room with crown and chair rail molding, beautiful hardwood floors, and a convenient half bath. Upstairs, the large primary suite offers a dressing area, walk in closet, and a spacious bath with a walk in shower. Laundry is conveniently located on the bedroom level, along with nicely sized secondary bedrooms. The lower level features a finished recreation room, a fourth bedroom, and a newly added full bathroom. There is also a large unfinished storage area for added flexibility. Major systems include a new water heater from 2021 and HVAC from 2010. Outside, the rear yard provides plenty of space to relax or play. Residents of Hunt Meadow enjoy exceptional amenities including a community pool with clubhouse, tennis courts, playground, and scenic walking and jogging trails, all just minutes from downtown Annapolis.

Welcome to this spacious 4 bedroom, 3.5 bath home located in the desirable community of Hunt Meadow. The home offers generous living spaces, including a step down family room with cathedral ceilings and a wood burning fireplace. The large living room flows easily from the kitchen, which features a breakfast area and stainless steel appliances. A bright sunroom with walls of windows opens to the deck, perfect for indoor and outdoor entertaining. The main level also includes a formal dining room with crown and chair rail molding, beautiful hardwood floors, and a convenient half bath. Upstairs, the large primary suite offers a dressing area, walk in closet, and a spacious bath with a walk in shower. Laundry is conveniently located on the bedroom level, along with nicely sized secondary bedrooms. The lower level features a finished recreation room, a fourth bedroom, and a newly added full bathroom. There is also a large unfinished storage area for added flexibility. Major systems include a new water heater from 2021 and HVAC from 2010. Outside, the rear yard provides plenty of space to relax or play. Residents of Hunt Meadow enjoy exceptional amenities including a community pool with clubhouse, tennis courts, playground, and scenic walking and jogging trails, all just minutes from downtown Annapolis.

311 Canterfield Rd, Annapolis

Listing courtesy of Compass. Contact:

Welcome to 98 Carroll Drive, a charming single-level home in the sought-after Hillsmere Shores community of Annapolis. This 2-bedroom, 1-bath property sits on a fenced corner lot with beautiful landscaping and a full irrigation system. Inside, the home offers a cozy layout with a spacious three-season room perfect for relaxing or entertaining, and it includes a full-home generator for reliable backup power. While ready for updates, the home is full of potential and waiting for a buyer’s personal touch. Living in Hillsmere Shores means access to bay front playgrounds, a private marina, boat ramp, community beach, and pool — all offering unmatched access to the Chesapeake Bay — plus close proximity to Quiet Waters Park and downtown Annapolis.

$410,000

2 Beds ⋅ 1 Baths

Welcome to 98 Carroll Drive, a charming single-level home in the sought-after Hillsmere Shores community of Annapolis. This 2-bedroom, 1-bath property sits on a fenced corner lot with beautiful landscaping and a full irrigation system. Inside, the home offers a cozy layout with a spacious three-season room perfect for relaxing or entertaining, and it includes a full-home generator for reliable backup power. While ready for updates, the home is full of potential and waiting for a buyer’s personal touch. Living in Hillsmere Shores means access to bay front playgrounds, a private marina, boat ramp, community beach, and pool — all offering unmatched access to the Chesapeake Bay — plus close proximity to Quiet Waters Park and downtown Annapolis.

98 Carroll Dr, Annapolis

Listing courtesy of Keller Williams Flagship. Contact:

Welcome to Severn House! A RARE FIND. No renovation headaches for the next owner. Recently renovated in 2025, this unit is fresh, clean and bright. The remodeling work was done to high standards and materials. All new open floor plan with kitchen/living room area. Beautiful quartz island and counters, new appliances including stove/ range with natural gas. Custom designed island with space for 4-6 people for a bar dinner and lots of storage for kitchen gadgets. New tiled baths with spacious walk-in showers. Double sink vanity in primary bedroom. Updated electrical, plumbing, fixtures and HVAC ducting. New professional closet organizers in both bedrooms. Automatic window shades. In-unit washer/dryer added. Refinished original red oak parquet throughout the condo. Located in Eastport with close proximity to restaurants, and downtown Annapolis. A water privileged condominium community, there are fine amenities to enjoy.....marina, kayak and paddle board storage and launch. Beautiful waterside swimming pool, picnic areas, and a clubhouse. This unit is spacious with fine touches. Move in ready. A very congenial community with many enjoyable activities.

$548,000

Welcome to Severn House! A RARE FIND. No renovation headaches for the next owner. Recently renovated in 2025, this unit is fresh, clean and bright. The remodeling work was done to high standards and materials. All new open floor plan with kitchen/living room area. Beautiful quartz island and counters, new appliances including stove/ range with natural gas. Custom designed island with space for 4-6 people for a bar dinner and lots of storage for kitchen gadgets. New tiled baths with spacious walk-in showers. Double sink vanity in primary bedroom. Updated electrical, plumbing, fixtures and HVAC ducting. New professional closet organizers in both bedrooms. Automatic window shades. In-unit washer/dryer added. Refinished original red oak parquet throughout the condo. Located in Eastport with close proximity to restaurants, and downtown Annapolis. A water privileged condominium community, there are fine amenities to enjoy.....marina, kayak and paddle board storage and launch. Beautiful waterside swimming pool, picnic areas, and a clubhouse. This unit is spacious with fine touches. Move in ready. A very congenial community with many enjoyable activities.

759 Fairview Ave Unit 759 F, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

Welcome to easy living in the highly sought-after 55+ community of Heritage Harbour where the amenities rival the finest resorts! This charming one-level home offers a perfect blend of comfort, style, and convenience, plus a private and serene back setting surrounded by trees for an added peaceful feeling. Featuring 2 spacious bedrooms, 2 full bathrooms, a den, and an updated kitchen, this residence is designed for modern living. You'll love the new flooring, fresh paint, and the private back patio—ideal for leisurely mornings or relaxing evenings. Enjoy the ease of a one-car garage and low-maintenance living while taking advantage of everything Heritage Harbour has to offer. Residents enjoy access to indoor and outdoor pools, a fully equipped fitness center, tennis and sport courts, a community library, performance hall, scenic walking trails, and water access for kayaking or boating. All this, plus convenient proximity to shopping, dining, and major commuter routes. Don't miss your chance to live in one of the area's premier active adult communities—where lifestyle meets location!

$496,500

Welcome to easy living in the highly sought-after 55+ community of Heritage Harbour where the amenities rival the finest resorts! This charming one-level home offers a perfect blend of comfort, style, and convenience, plus a private and serene back setting surrounded by trees for an added peaceful feeling. Featuring 2 spacious bedrooms, 2 full bathrooms, a den, and an updated kitchen, this residence is designed for modern living. You'll love the new flooring, fresh paint, and the private back patio—ideal for leisurely mornings or relaxing evenings. Enjoy the ease of a one-car garage and low-maintenance living while taking advantage of everything Heritage Harbour has to offer. Residents enjoy access to indoor and outdoor pools, a fully equipped fitness center, tennis and sport courts, a community library, performance hall, scenic walking trails, and water access for kayaking or boating. All this, plus convenient proximity to shopping, dining, and major commuter routes. Don't miss your chance to live in one of the area's premier active adult communities—where lifestyle meets location!

2601 Compass Dr, Annapolis

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

MOTIVATED SELLER, JUST REDUCED ANOTHER $10,000!! It's a life of luxury amid the Annapolis waterfront shores of the Chesapeake Bay. You've earned this! Sit back, relax and take in the incredible views while someone else takes care of the cooking and cleaning... Nothing to do but live your best life! Immense social opportunities await: meet your friends on the putting green or have cocktails on the waterfront deck, walk the shores of the Chesapeake and never leave your home. Monthly Co-op fees covers all utilities, taxes, insurance, multiple dining options, weekly house cleaning, maintenance/replacement of appliances, including HVAC, local transportation, a wide variety of fitness/social functions. Not to mention, on-site banking, convenience store and beauty/barber shop. Baywoods of Annapolis is a premier retirement community offering all the perks of being a homeowner, with the peace of mind that help is immediately available. It's your New Waterfront Home and you'll never want to leave!

$275,000

1 Beds ⋅ 1 Baths

MOTIVATED SELLER, JUST REDUCED ANOTHER $10,000!! It's a life of luxury amid the Annapolis waterfront shores of the Chesapeake Bay. You've earned this! Sit back, relax and take in the incredible views while someone else takes care of the cooking and cleaning... Nothing to do but live your best life! Immense social opportunities await: meet your friends on the putting green or have cocktails on the waterfront deck, walk the shores of the Chesapeake and never leave your home. Monthly Co-op fees covers all utilities, taxes, insurance, multiple dining options, weekly house cleaning, maintenance/replacement of appliances, including HVAC, local transportation, a wide variety of fitness/social functions. Not to mention, on-site banking, convenience store and beauty/barber shop. Baywoods of Annapolis is a premier retirement community offering all the perks of being a homeowner, with the peace of mind that help is immediately available. It's your New Waterfront Home and you'll never want to leave!

7101 Bay Front Dr Unit 400, Annapolis

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

Selling Office: Non Subscribing Office.

$685,000

*Offer deadline set for Tuesday 10/28 at noon.* Tucked within the exclusive gated community of The Vineyards of Annapolis, this elegant all-brick townhome blends sophisticated design with the easy, social rhythm of Annapolis living. Featuring three spacious bedrooms, three-and-a-half baths, and refined finishes throughout, this residence is the perfect balance of luxury and comfort. Step inside to find beautifully refinished hardwood floors, fresh paint, and a bright, open-concept layout ideal for entertaining. The gourmet kitchen is a chef’s dream, complete with Wolf appliances, a butler’s pantry, and custom cabinetry that make hosting effortless. After dinner, relax by the gas fireplace with a good book and your favorite music playing through the state of the art speaker system, the perfect cozy retreat at the end of the day. Upstairs, the expansive primary suite offers a true retreat with a multi-jet shower system and luxurious finishes. Two additional large bedrooms and beautifully appointed baths provide comfort for both family and guests. The versatile loft offers endless possibilities - a home gym, office, or private lounge, whatever best suits your lifestyle. Beyond your front door, enjoy the security and serenity of a well-managed gated community with manicured grounds and walking paths. And when you’re ready to explore, you’re just minutes from Annapolis’ vibrant waterfront, boutique shopping, fine dining, and historic downtown charm. Whether boating on the Chesapeake, dining al fresco at City Dock, or catching a sunset over Spa Creek, this address puts you at the center of it all. 201 Burgundy Lane isn’t just a home, it’s a gateway to the true Annapolis lifestyle!

*Offer deadline set for Tuesday 10/28 at noon.* Tucked within the exclusive gated community of The Vineyards of Annapolis, this elegant all-brick townhome blends sophisticated design with the easy, social rhythm of Annapolis living. Featuring three spacious bedrooms, three-and-a-half baths, and refined finishes throughout, this residence is the perfect balance of luxury and comfort. Step inside to find beautifully refinished hardwood floors, fresh paint, and a bright, open-concept layout ideal for entertaining. The gourmet kitchen is a chef’s dream, complete with Wolf appliances, a butler’s pantry, and custom cabinetry that make hosting effortless. After dinner, relax by the gas fireplace with a good book and your favorite music playing through the state of the art speaker system, the perfect cozy retreat at the end of the day. Upstairs, the expansive primary suite offers a true retreat with a multi-jet shower system and luxurious finishes. Two additional large bedrooms and beautifully appointed baths provide comfort for both family and guests. The versatile loft offers endless possibilities - a home gym, office, or private lounge, whatever best suits your lifestyle. Beyond your front door, enjoy the security and serenity of a well-managed gated community with manicured grounds and walking paths. And when you’re ready to explore, you’re just minutes from Annapolis’ vibrant waterfront, boutique shopping, fine dining, and historic downtown charm. Whether boating on the Chesapeake, dining al fresco at City Dock, or catching a sunset over Spa Creek, this address puts you at the center of it all. 201 Burgundy Lane isn’t just a home, it’s a gateway to the true Annapolis lifestyle!

201 Burgundy Ln, Annapolis

Listing courtesy of EXP Realty, LLC. Contact:

Selling Office: EXP Realty, LLC.

$360,000

**OFFER DEADLINE SUNDAY 10/19 @ 12PM (NOON)** Beautifully updated and well maintained 3 bedroom/2.5 bath townhome in the conveniently located Annapolis Overlook community. The main floor features a bright living area, half bath, and updated eat-in kitchen with all new appliances. Two additional bedrooms, a full bath, and laundry room complete the second level. The top floor offers a spacious primary suite with a walk-in closet and en-suite bath. The community has a pool, fitness center, several green spaces (very dog friendly!) and is only minutes away from downtown Annapolis, Quiet Waters Park, Eastport, I‑97 and Route 50. Recent upgrades include: -All new windows -All new flooring throughout the entire home (LVP and carpets) -Whole house painted including ceilings, doors and trim -Freshly painted cabinets in kitchen and bathrooms -All new kitchen appliances (brand new, never used)

3 Beds ⋅ 3 Baths

**OFFER DEADLINE SUNDAY 10/19 @ 12PM (NOON)** Beautifully updated and well maintained 3 bedroom/2.5 bath townhome in the conveniently located Annapolis Overlook community. The main floor features a bright living area, half bath, and updated eat-in kitchen with all new appliances. Two additional bedrooms, a full bath, and laundry room complete the second level. The top floor offers a spacious primary suite with a walk-in closet and en-suite bath. The community has a pool, fitness center, several green spaces (very dog friendly!) and is only minutes away from downtown Annapolis, Quiet Waters Park, Eastport, I‑97 and Route 50. Recent upgrades include: -All new windows -All new flooring throughout the entire home (LVP and carpets) -Whole house painted including ceilings, doors and trim -Freshly painted cabinets in kitchen and bathrooms -All new kitchen appliances (brand new, never used)

10 Ironstone Ct, Annapolis

Listing courtesy of Compass. Contact:

Selling Office: National Realty.

$237,500

Updated. Previously listed tenant occupied. Now vacant, new paint, carpet and full bath. Please take a second look. First floor has an open living / dining room combo with wood fireplace and patio door to a nice deck. Upstairs has two bedrooms with lots of closets and new bath. Well priced in an excellent location near many popular community amenities for purchasers seeking an active lifestyle. Home is a great first home, or rental in an investor friendly community. For purchasers seeking to rent, lister willing to provide rental and management services free for the first year. Call for more information. Across the street from Truxton Park with includes "The Pip Moyer Recreation Center, ball fields, tennis and pickleball courts, a skateboard park, swim center and boat ramp are spread across the park. But what is often overlooked are the trails that wind through the park. To walk a two mile loop through the woods and along the creek, park behind the rec center near a fun new playground and look for a wooded trail head that is closer to the Salvation Army side. The trail is easy to follow. The path goes through the woods and down a slope until you see a pump station. The new pool is in the woods to your right. Continue on until you reach a driveable path coming from the direction of the pool. If you turn left you can cross a wooden bridge and walk on Silopanna until it reaches the Spa Creek Trail which passes the Chesapeake Children’s Museum and ultimately the trail that surrounds Bates Middle School. Following this trail can add significantly to your walk."

Updated. Previously listed tenant occupied. Now vacant, new paint, carpet and full bath. Please take a second look. First floor has an open living / dining room combo with wood fireplace and patio door to a nice deck. Upstairs has two bedrooms with lots of closets and new bath. Well priced in an excellent location near many popular community amenities for purchasers seeking an active lifestyle. Home is a great first home, or rental in an investor friendly community. For purchasers seeking to rent, lister willing to provide rental and management services free for the first year. Call for more information. Across the street from Truxton Park with includes "The Pip Moyer Recreation Center, ball fields, tennis and pickleball courts, a skateboard park, swim center and boat ramp are spread across the park. But what is often overlooked are the trails that wind through the park. To walk a two mile loop through the woods and along the creek, park behind the rec center near a fun new playground and look for a wooded trail head that is closer to the Salvation Army side. The trail is easy to follow. The path goes through the woods and down a slope until you see a pump station. The new pool is in the woods to your right. Continue on until you reach a driveable path coming from the direction of the pool. If you turn left you can cross a wooden bridge and walk on Silopanna until it reaches the Spa Creek Trail which passes the Chesapeake Children’s Museum and ultimately the trail that surrounds Bates Middle School. Following this trail can add significantly to your walk."

290 Hilltop Ln, Annapolis

Listing courtesy of Sell DC Real Estate. Contact:

SHOWINGS START SATURDAY! Spacious 4 BR, 3.5 BA, 2820 SF, 3 level Colonial in popular Bay Dale Estates is waiting for you and offers Blue Ribbon Broadneck Schools and a community tot lot! Single car garage and extra wide parking pad. Nicely painted with neutral colors and hardwood floors throughout main and upper levels. White plantation shutters on all windows and gas fireplace in Family Room! Lower level is carpeted and includes large Recreation Room, full Bath, outside access and lots of storage. Fully fenced large yard, refurbished deck, small shed and mature landscape. Nice quiet location on cul-de-sac street and community playground only a few houses away! Don't let this one get away.!

$645,000

SHOWINGS START SATURDAY! Spacious 4 BR, 3.5 BA, 2820 SF, 3 level Colonial in popular Bay Dale Estates is waiting for you and offers Blue Ribbon Broadneck Schools and a community tot lot! Single car garage and extra wide parking pad. Nicely painted with neutral colors and hardwood floors throughout main and upper levels. White plantation shutters on all windows and gas fireplace in Family Room! Lower level is carpeted and includes large Recreation Room, full Bath, outside access and lots of storage. Fully fenced large yard, refurbished deck, small shed and mature landscape. Nice quiet location on cul-de-sac street and community playground only a few houses away! Don't let this one get away.!

1415 Lehman Ct, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

Welcome to your dream home nestled in a park-like setting! The beautifully updated home boasts fresh new paint and flooring throughout. The spacious main level includes a living room, dining room, family room, and half bath. The heart of the home features a brand new kitchen, equipped with state-of-the-art appliances, sleek countertops, and abundant cabinetry with undermount lighting. Cooking and entertaining have never been easier or more enjoyable! The composite deck is just steps away and the perfect spot to grill. The upper level encompasses a primary suite with vaulted ceiling and attached bath. There are two guest bedrooms and a hall bath, providing ample space for family and guests. The lower level is a hidden gem, boasting a comfortable 4th bedroom and a full 3rd bath, perfect for an in-law or au pair suite. This private space offers flexibility and convenience for multigenerational living or guests. In addition there is a room that could be a game room or home theater. Set on a generous .86-acre lot, this property is a nature lover's paradise! Enjoy your own orchard with fruit trees, including pear and plum, as well as a bounty of blackberries, blueberries, and raspberries. The lush landscape invites outdoor gatherings, playtime, or simply moments of tranquility. A standout feature is the expansive 50-foot carport, ideal for storing your boat or RV. Enjoy the freedom to explore the great outdoors without worrying about where to park your toys! Located in the highly desirable water privileged community of Bon Haven. The voluntary community association members have access to a pier, slips, and a boat ramp, making waterfront activities easily accessible. Imagine spending weekends on the water, fishing, or simply soaking in the sun! Currently, boat slips are available starting at just $300 per year. Despite its secluded feel, this home is perfectly positioned for an easy commute to Washington D.C., Ft. Meade, Baltimore, or the Naval Academy. Enjoy the tranquility of suburban living with all the conveniences of city life just minutes away!

$730,000

Welcome to your dream home nestled in a park-like setting! The beautifully updated home boasts fresh new paint and flooring throughout. The spacious main level includes a living room, dining room, family room, and half bath. The heart of the home features a brand new kitchen, equipped with state-of-the-art appliances, sleek countertops, and abundant cabinetry with undermount lighting. Cooking and entertaining have never been easier or more enjoyable! The composite deck is just steps away and the perfect spot to grill. The upper level encompasses a primary suite with vaulted ceiling and attached bath. There are two guest bedrooms and a hall bath, providing ample space for family and guests. The lower level is a hidden gem, boasting a comfortable 4th bedroom and a full 3rd bath, perfect for an in-law or au pair suite. This private space offers flexibility and convenience for multigenerational living or guests. In addition there is a room that could be a game room or home theater. Set on a generous .86-acre lot, this property is a nature lover's paradise! Enjoy your own orchard with fruit trees, including pear and plum, as well as a bounty of blackberries, blueberries, and raspberries. The lush landscape invites outdoor gatherings, playtime, or simply moments of tranquility. A standout feature is the expansive 50-foot carport, ideal for storing your boat or RV. Enjoy the freedom to explore the great outdoors without worrying about where to park your toys! Located in the highly desirable water privileged community of Bon Haven. The voluntary community association members have access to a pier, slips, and a boat ramp, making waterfront activities easily accessible. Imagine spending weekends on the water, fishing, or simply soaking in the sun! Currently, boat slips are available starting at just $300 per year. Despite its secluded feel, this home is perfectly positioned for an easy commute to Washington D.C., Ft. Meade, Baltimore, or the Naval Academy. Enjoy the tranquility of suburban living with all the conveniences of city life just minutes away!

701 Sonne Dr, Annapolis

Listing courtesy of Blackwell Real Estate, LLC. Contact:

Welcome to 210 Canterwood Court, located in the beautiful community of Old Mill Bottom Estates. Privately situated on 9.71 wooded acres, it is a perfect place for children to enjoy the outdoors, build forts, and explore nature. From the side porch, you’ll feel as though you’re in the middle of a park, surrounded by trees and wildlife. And while this home enjoys all the benefits of the community, it is not subject to HOA fees, a rare and desirable feature. Inside, the gracious foyer opens to the inviting family room, flanked by a formal dining room to the left and a formal living room to the right. Natural light fills the family room, where a wood-burning fireplace creates a warm gathering space. The room lends itself to plenty of family and friend time, whether enjoying Sunday football or an evening of games. A glass-paneled door leads to a lovely screened-in porch, the perfect spot for quiet mornings or relaxed evenings without interruption from pesky bugs. The heart of the home is the newly refreshed kitchen, featuring quartz countertops with soft gray veining, new sinks and faucets and abundant cabinetry. A built-in wine and coffee bar, a new cooktop in the island with seating space for barstools, and room for a large farm table make this kitchen as functional as it is beautiful. The space also opens to the screened porch. Just beyond, you’ll find a walk-in pantry, a private office, and access to the back staircase. The main level also offers a bedroom with adjoining full bath and french doors to the backyard, ideal for guests or multigenerational living. Upstairs, the primary suite is a true retreat with a gas fireplace (currently not hooked up), new lighting and flooring, a built-in coffee bar, an expansive closet, and a luxurious bath with laundry. Three additional bedrooms complete the upper level: an ensuite guest room with a new vanity and flooring, and two front-facing bedrooms that share a Jack & Jill bath and get loads of natural light, with new bathroom flooring and refreshed dual vanity sinks. Thoughtful updates throughout the home include new lighting, new bathroom faucets, fresh paint, plantation shutters, and landscaping. The oversized garage boasts high ceilings and a workbench. No worries about bringing in the outdoors from your adventures in the woods, as there is an outdoor shower perfect for cleaning off before coming inside. The unfinished basement, already plumbed for a bathroom, offers endless possibilities for creating a media room, fitness space, or recreation area tailored to your lifestyle. Whether gathering in the formal spaces, enjoying quiet evenings on the screened porch, or taking in the natural beauty that surrounds the property, this warm and welcoming home offers the perfect balance of comfort, style, and privacy.

$1,300,000

5 Beds ⋅ 4 Baths

Welcome to 210 Canterwood Court, located in the beautiful community of Old Mill Bottom Estates. Privately situated on 9.71 wooded acres, it is a perfect place for children to enjoy the outdoors, build forts, and explore nature. From the side porch, you’ll feel as though you’re in the middle of a park, surrounded by trees and wildlife. And while this home enjoys all the benefits of the community, it is not subject to HOA fees, a rare and desirable feature. Inside, the gracious foyer opens to the inviting family room, flanked by a formal dining room to the left and a formal living room to the right. Natural light fills the family room, where a wood-burning fireplace creates a warm gathering space. The room lends itself to plenty of family and friend time, whether enjoying Sunday football or an evening of games. A glass-paneled door leads to a lovely screened-in porch, the perfect spot for quiet mornings or relaxed evenings without interruption from pesky bugs. The heart of the home is the newly refreshed kitchen, featuring quartz countertops with soft gray veining, new sinks and faucets and abundant cabinetry. A built-in wine and coffee bar, a new cooktop in the island with seating space for barstools, and room for a large farm table make this kitchen as functional as it is beautiful. The space also opens to the screened porch. Just beyond, you’ll find a walk-in pantry, a private office, and access to the back staircase. The main level also offers a bedroom with adjoining full bath and french doors to the backyard, ideal for guests or multigenerational living. Upstairs, the primary suite is a true retreat with a gas fireplace (currently not hooked up), new lighting and flooring, a built-in coffee bar, an expansive closet, and a luxurious bath with laundry. Three additional bedrooms complete the upper level: an ensuite guest room with a new vanity and flooring, and two front-facing bedrooms that share a Jack & Jill bath and get loads of natural light, with new bathroom flooring and refreshed dual vanity sinks. Thoughtful updates throughout the home include new lighting, new bathroom faucets, fresh paint, plantation shutters, and landscaping. The oversized garage boasts high ceilings and a workbench. No worries about bringing in the outdoors from your adventures in the woods, as there is an outdoor shower perfect for cleaning off before coming inside. The unfinished basement, already plumbed for a bathroom, offers endless possibilities for creating a media room, fitness space, or recreation area tailored to your lifestyle. Whether gathering in the formal spaces, enjoying quiet evenings on the screened porch, or taking in the natural beauty that surrounds the property, this warm and welcoming home offers the perfect balance of comfort, style, and privacy.

210 Canterwood Ct, Annapolis

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

Selling Office: Douglas Realty LLC.

$1,135,000

As autumn unfolds and the holiday season approaches, discover a home where timeless elegance meets effortless waterfront living. This beautifully updated 4-bedroom, 2.5-bath residence offers a refined retreat in sought-after Bay Highlands, where clean, swimmable waters and serene views become part of your everyday life. Step outside to your private pier and enjoy mornings spent kayaking, paddleboarding, or taking a refreshing dip right from your backyard. Inside, sophisticated updates and thoughtful details create a seamless blend of comfort and luxury — from the brand-new 2024 kitchen and open-concept living spaces to the inviting stone fireplace perfect for cozy fall evenings. The main-level primary suite offers a spa-like escape with heated floors and a soaking tub, while upstairs, a private deck off one bedroom overlooks tranquil creek views. Outdoors, a spacious stone patio sets the stage for elegant entertaining and unforgettable holiday gatherings by the water. With a new 2023 roof (50-year warranty), Coastal HVAC system (2024), 10KW Wiesmann generator, and more, this home is fully turnkey and designed for peace of mind. Waterfront opportunities in Bay Highlands are rare — and this one delivers the complete package: style, lifestyle, and setting. Make this Annapolis retreat your own before the holidays and experience luxury waterfront living at its finest.

4 Beds ⋅ 3 Baths

As autumn unfolds and the holiday season approaches, discover a home where timeless elegance meets effortless waterfront living. This beautifully updated 4-bedroom, 2.5-bath residence offers a refined retreat in sought-after Bay Highlands, where clean, swimmable waters and serene views become part of your everyday life. Step outside to your private pier and enjoy mornings spent kayaking, paddleboarding, or taking a refreshing dip right from your backyard. Inside, sophisticated updates and thoughtful details create a seamless blend of comfort and luxury — from the brand-new 2024 kitchen and open-concept living spaces to the inviting stone fireplace perfect for cozy fall evenings. The main-level primary suite offers a spa-like escape with heated floors and a soaking tub, while upstairs, a private deck off one bedroom overlooks tranquil creek views. Outdoors, a spacious stone patio sets the stage for elegant entertaining and unforgettable holiday gatherings by the water. With a new 2023 roof (50-year warranty), Coastal HVAC system (2024), 10KW Wiesmann generator, and more, this home is fully turnkey and designed for peace of mind. Waterfront opportunities in Bay Highlands are rare — and this one delivers the complete package: style, lifestyle, and setting. Make this Annapolis retreat your own before the holidays and experience luxury waterfront living at its finest.

1230 Crummell Ave, Annapolis

Listing courtesy of RE/MAX Advantage Realty. Contact:

Selling Office: Curtis Real Estate Company.

$489,000

This lovely home in Annapolis is now available at a reduced price! 4bd, 1.5ba Raised Rancher with a large 2.5 Bay garage and plenty of parking in the driveway. The main level has LVT flooring with 3bd/1 Full bath, a sun filled living room and the kitchen features 42" Oak cabinets, corian countertops and newer appliances as well as access to a private backyard deck with a new sun awning. The lower level boasts a private bedroom with ceiling fan, large family room with new LVT flooring, wood stove with glass viewing window to better enjoy a warm fire , a utility room/half bath with Samsung Over/Under Washer/Dryer, utility shower, refrigerator & mechanicals. The garage is a full 2.5 bays with automatic door entry, plenty of room for storage and/or a work bench as well as entries to the backyard, driveway and the lower level interior. The spacious yard has freshly mulched & well maintained gardens with lots of perennials and a thriving banana tree. The home is within walking distance to Pip Moyer Rec Center, the Chesapeake Children's Museum and a short walk across a bridge to Truxtun Park Pool, Skate board park, Tennis & Pickleball courts and a public boat ramp for boating enthusiasts. Nearby as well, is Maryland Hall for theater & concerts, West Street with restaurants & shopping as well as Dining under the stars in season. You are no more than 10 minutes to Downtown Annapolis, Annapolis Town Center, Anne Arundel Medical Center as well as Aris Allen Blvd which takes you to Rte 50 and any direction you'd like to go.

4 Beds ⋅ 2 Baths

This lovely home in Annapolis is now available at a reduced price! 4bd, 1.5ba Raised Rancher with a large 2.5 Bay garage and plenty of parking in the driveway. The main level has LVT flooring with 3bd/1 Full bath, a sun filled living room and the kitchen features 42" Oak cabinets, corian countertops and newer appliances as well as access to a private backyard deck with a new sun awning. The lower level boasts a private bedroom with ceiling fan, large family room with new LVT flooring, wood stove with glass viewing window to better enjoy a warm fire , a utility room/half bath with Samsung Over/Under Washer/Dryer, utility shower, refrigerator & mechanicals. The garage is a full 2.5 bays with automatic door entry, plenty of room for storage and/or a work bench as well as entries to the backyard, driveway and the lower level interior. The spacious yard has freshly mulched & well maintained gardens with lots of perennials and a thriving banana tree. The home is within walking distance to Pip Moyer Rec Center, the Chesapeake Children's Museum and a short walk across a bridge to Truxtun Park Pool, Skate board park, Tennis & Pickleball courts and a public boat ramp for boating enthusiasts. Nearby as well, is Maryland Hall for theater & concerts, West Street with restaurants & shopping as well as Dining under the stars in season. You are no more than 10 minutes to Downtown Annapolis, Annapolis Town Center, Anne Arundel Medical Center as well as Aris Allen Blvd which takes you to Rte 50 and any direction you'd like to go.

102 Boxwood Rd, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Redfin Corp.

$470,250

Under Contract but accepting backup offers. Well maintained 2-bedroom, 2-bathroom townhouse located in the sought-after Annapolis community of Hunt Meadow. This charming home offers convenient one-level living with an open and inviting layout, featuring vaulted ceilings perfect for both relaxing and entertaining. The spacious living room features a cozy gas fireplace and opens to the new deck, backing to open space—ideal for outdoor dining or morning coffee Enjoy peace of mind with a recently replaced roof, new walk-in shower in the primary bedroom and fresh new carpet in the semi-finished basement, which offers great bonus space for a home office, rec room or guest area, and ample storage space or space for a large craft or workshop area. Nestled in a quiet, well-kept neighborhood with reasonable HOA fees of $250/mo., covers pool, tennis, jogging and cycling trails, professional off-site management, lawn maintenance, trash and snow removal. Just minutes from downtown Annapolis, shopping, dining, and commuter routes.

Under Contract but accepting backup offers. Well maintained 2-bedroom, 2-bathroom townhouse located in the sought-after Annapolis community of Hunt Meadow. This charming home offers convenient one-level living with an open and inviting layout, featuring vaulted ceilings perfect for both relaxing and entertaining. The spacious living room features a cozy gas fireplace and opens to the new deck, backing to open space—ideal for outdoor dining or morning coffee Enjoy peace of mind with a recently replaced roof, new walk-in shower in the primary bedroom and fresh new carpet in the semi-finished basement, which offers great bonus space for a home office, rec room or guest area, and ample storage space or space for a large craft or workshop area. Nestled in a quiet, well-kept neighborhood with reasonable HOA fees of $250/mo., covers pool, tennis, jogging and cycling trails, professional off-site management, lawn maintenance, trash and snow removal. Just minutes from downtown Annapolis, shopping, dining, and commuter routes.

7 Ashford Ct, Annapolis

Listing courtesy of Anne Arundel Properties, Inc.. Contact:

Bay Ridge with Iconic Views | 90 River Drive **Active Under Contract – Accepting Backup Offers Discover timeless waterfront living in the heart of Bay Ridge, Annapolis. This beautifully appointed 3–4 bedroom, 4-bath home features a detached guest house—perfect for visitors, a home office, or creative studio space. Enjoy sweeping Bay Bridge views and direct access to one of the area’s most spectacular private beaches. Set within the highly coveted Bay Ridge community, this property combines lifestyle, location, and luxury. Residents enjoy resort-style amenities including a scenic pool and clubhouse, private community beaches on both the Bay and River, and a marina with a newly renovated clubhouse. A rare opportunity to own a home that embodies coastal charm, waterfront beauty, and vibrant community living. 📞 Schedule your private showing today at 90 River Drive. ⸻

$2,000,000

Bay Ridge with Iconic Views | 90 River Drive **Active Under Contract – Accepting Backup Offers Discover timeless waterfront living in the heart of Bay Ridge, Annapolis. This beautifully appointed 3–4 bedroom, 4-bath home features a detached guest house—perfect for visitors, a home office, or creative studio space. Enjoy sweeping Bay Bridge views and direct access to one of the area’s most spectacular private beaches. Set within the highly coveted Bay Ridge community, this property combines lifestyle, location, and luxury. Residents enjoy resort-style amenities including a scenic pool and clubhouse, private community beaches on both the Bay and River, and a marina with a newly renovated clubhouse. A rare opportunity to own a home that embodies coastal charm, waterfront beauty, and vibrant community living. 📞 Schedule your private showing today at 90 River Drive. ⸻

90 River Dr, Annapolis

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