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957 Breakwater Dr, Annapolis
$350,000
2 Beds ⋅ 3 Baths
Experience effortless coastal living at 957 Breakwater Dr. This impeccably maintained townhouse in Mariners Landing balances comfort and convenience. The bright main level flows into a dedicated dining area, perfect for hosting. The fully equipped kitchen boasts generous cabinetry for easy meal prep. A sliding glass door opens to an unfenced backyard, a pristine blank canvas ready for your custom patio or garden design. A powder room and deep storage closet complete the first floor. Upstairs, discover a rare layout featuring TWO primary suites. Both generous bedrooms act as private retreats with plush carpeting, ceiling fans, and en-suite full bathrooms. Upper-level laundry streamlines your routine. Enjoy the community pool, clubhouse, and HOA-provided lawn care. Perfectly positioned near downtown Annapolis, the USNA, and marinas.

957 Breakwater Dr, Annapolis

Listing courtesy of Compass. Contact:

2900 Shipmaster Way Unit 108, Annapolis
$355,000
2 Beds ⋅ 2 Baths
Welcome to 2900 Shipmaster Way, a lovely waterfront condominium in the desirable Clipper Cay section of Heritage Harbour! This inviting first-floor, 2-bedroom, 2-full-bath home offers comfortable one-level living with beautiful river views and a private patio, perfect for relaxing and enjoying the peaceful waterfront setting. The beautifully updated kitchen features crisp white cabinetry, granite countertops, a stylish tile backsplash, stainless steel appliances, and ceramic tile flooring. The bright, comfortable layout offers inviting living spaces, while the convenience of first-floor access and one assigned parking space adds to the home's appeal. Located just a short distance from the community Lodge, residents of this active 55+ community enjoy outstanding amenities, including indoor and outdoor swimming pools, a fitness center, tennis and pickleball courts, walking paths, and numerous clubs and social activities. Conveniently located near historic Downtown Annapolis, shopping, dining, and major commuter routes, this charming waterfront condo offers a wonderful combination of comfort, convenience, and low-maintenance living!

2900 Shipmaster Way Unit 108, Annapolis

Listing courtesy of RE/MAX Allegiance. Contact:

379 Broadview Ln, Annapolis
$2,695,000
4 Beds ⋅ 4 Baths
Life along Broad Creek unfolds at a different pace, where peaceful waters, wooded surroundings, and the ever-changing beauty of the seasons create an extraordinary setting for a truly distinctive home. This remarkable Acorn Deck home has been comprehensively transformed with over $875,000 in improvements by renowned builder GYC Group. Thoughtfully enhanced and updated throughout for effortless modern living, the home beautifully preserves its architectural character while introducing sophisticated finishes and modern conveniences. Soaring wood ceilings, exposed beams, dramatic walls of glass, and sweeping water views create an unforgettable connection to the surrounding landscape. Adding to its appeal is the rare trifecta of public water, public sewer, and natural gas, providing an added measure of peace of mind and ease to everyday living. At the heart of the residence, a spectacular two-story glass solarium brings the outdoors in, offering a stunning setting to appreciate the changing seasons. Warm wood finishes and abundant natural light carry throughout the inviting living spaces, including a beautifully appointed family room with a striking fireplace and custom built-ins. The completely redesigned kitchen features quartz countertops, an expansive island, custom cabinetry, and a welcoming breakfast area, creating an effortless flow for everyday living and entertaining. An elegant dining room provides another inviting gathering space. The upper-level primary suite is a peaceful sanctuary featuring vaulted wood ceilings, expansive windows framing the water, a private balcony, and a beautifully renovated spa-inspired bath with a freestanding soaking tub and walk-in shower. Additional bedrooms offer comfortable accommodations for family and guests, while the lower-level recreation room with wet bar opens to a private patio. Outside, multiple decks and patios invite you to experience waterfront living from every perspective. Morning coffee overlooking the creek, afternoon gatherings surrounded by nature, and evenings watching the sunset become part of the everyday experience. A private tram provides convenient access to approximately 60 feet of shoreline and a 70-foot long deep-water pier with approximately 10 feet MLW, two boat slips, two boat lifts, two jet ski lifts and waterfront shed, an exceptional setting for boating enthusiasts. Extensive improvements to the home's interior, exterior, and landscaping complement its remarkable transformation. Offering four bedrooms, three full baths, a powder room, and 2 car garage, this extraordinary property captures the essence of waterfront living, where architectural beauty, thoughtful enhancements, and endless adventures on the water come together. Conveniently located in the coveted Broadview Estates community with easy access to Riva Road quickly leading to shopping, restaurants and commuter roads. Welcome Home!

379 Broadview Ln, Annapolis

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

no property photo
$234,900
2 Beds ⋅ 2 Baths
Welcome to a home with room for your vision and a lifestyle to enjoy! Located in Fairwinds of Annapolis, this inviting two-bedroom, two-bath condominium offers approximately 956 square feet of comfortable, single-level living, ready for your personal touches. The spacious living and dining areas flow together beautifully, providing a welcoming setting for gathering with friends or enjoying a quiet evening at home. The generous primary suite offers ample closet space, a dressing area, and room for a cozy sitting nook—your own personal retreat. The eat-in kitchen features a new stove (2025), along with a refrigerator, dishwasher, and disposal. An updated HVAC system (2024) adds comfort, while an in-unit stacked washer and dryer brings everyday convenience. Step onto your private balcony to savor your morning coffee or unwind at the end of the day. Enjoy community amenities that include an outdoor swimming pool, tennis courts, a playground, and landscaped common grounds. The association fee covers gas for heating and cooking, water, sewer, lawn maintenance, and snow removal, making it easier to spend time doing what you love. Parking is available in the community lot. Nearby shopping, supermarkets, restaurants, and Quiet Waters Park put everyday essentials and recreation within easy reach. Explore historic downtown Annapolis and the U.S. Naval Academy, with convenient access to major commuter routes, Fort Meade, and the Eastern Shore. With some TLC and creative updates, this condo can become a place that feels distinctly yours. Whether you’re looking to be a first time homeowner, simplify your space or explore an investment opportunity, bring your ideas and discover the possibilities. Sold AS IS.

204 Victor Pkwy Unit H, Annapolis

Listing courtesy of Keller Williams Select Realtors of Annapolis. Contact:

1355 Tydings Rd, Annapolis
$410,000
3 Beds ⋅ 3 Baths
Bring your vision to Podickery Point. Tucked away off the beaten path near the mouth of the Magothy River, 1355 Tydings Road offers a private Annapolis on the Broadneck Pennisula setting with park land across the street, Sandy Point Park down the street, and water access available through membership in the Safe Harbour Podickery Point Swim and Marina. Spend summer days on the water and catch the Gibson Island fireworks on the Fourth. This single-level home needs renovation and TLC, and offers real potential in return: three bedrooms, two full baths, a half bath, and laundry, all on the main level with hardword floors. An unfinished basement adds storage and room to grow. Outside, a concrete patio is ready for seating and entertaining, while a detached garage and driveway provide parking and extra storage. Oil heat, heat pump A/C, electric water heater, and private well and septic. Sold AS IS. Bring your contractor and your imagination. Life on the Magothy starts here.

1355 Tydings Rd, Annapolis

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

113 Mckendree Ave, Annapolis
$885,000
3 Beds ⋅ 2 Baths
Step into this beautiful 1924 cedar shake home in Homewood where original character meets thoughtful modern additions and upgrades. This is not a flipped home – one household has lived here for 30 years. It has been meticulously maintained, updated and restored. Almost 1500 square feet of living on one floor provides unexpected space and flow. This doesn’t include a finished basement. The original part of the home is charming and well preserved. It has beautiful plaster walls and ceilings with no cracks – it has been skillfully skim coated throughout. The original Douglas Fir floors have been recently sanded and refinished. French doors divide the dining room and living room, along with a pocket door. The full bath is a reflection of the timeless style of the era, with pedestal sink, black and white tile floor and floating cabinet with custom walnut top, designed by a master craftsman. The tiled walls align this jack and jill bathroom separating 2 bedrooms. The dining room leads to the heart of the home – a one-of-a-kind, custom modern kitchen with Brazilian quartzite countertops, high gloss cabinetry, custom built ins, hand cut porcelain backsplash, skylight, new stainless steel appliances, and custom hand-built fan hood. Attached to the kitchen is a gorgeous, intimate, boutique bar, which adjoins the family room, offering an open living space. The kitchen, bar and family room have unique short-planked 3/4 tongue and groove maple floors. Off the family room are large glass doors, leading to the deck. Next, the large master suite with its own full bathroom, featuring a soaking tub, tile floors, walls and double vanity. The spacious master bedroom features 3 closets and ¾” tongue and groove oak floors. The finished basement adds flexible space for a media room and office or guest suite. The full bathroom features tile floors, a stand alone shower and vanity. The basement also includes finished laundry area, storage room and pantry. The roof was recently inspected and is in good shape. A large unfinished attic, that spans the entire home, offers endless storage space. The entire home has been updated with dimmable LED recessed lighting, providing multiple lighting options in every room. HVAC consists of Trane A/C until and Carrier gas furnace. The beautiful mature, landscaped double lot adds tremendous value to this homestead. It is a private retreat with a beautiful canopy of well-established trees, a large low maintenance composite deck, and separate flagstone patio. The outdoor space is quiet and serene, offering plenty of room to dine, entertain, garden and gather. A cottage-style cedar shake detached garage completes the package. The highly desired Homewood neighborhood is hard to beat. Lined with trees, it’s a short distance to the historic Annapolis waterfront, Navy stadium, and a wide selection of lively restaurants and bars. This home has easy access to Washington DC or Baltimore or the Bay Bridge. Don’t miss the opportunity to own this rare gem! Note: no photos are taken with a wide angle lens – they accurately represent the space.

113 Mckendree Ave, Annapolis

Listing courtesy of Homecoin.com. Contact:

911 Blue Ridge Dr, Annapolis
$525,000
4 Beds ⋅ 2 Baths
Welcome to 911 Blue Ridge Drive, a freshly painted 4-bedroom, 2-bath split foyer just a short walk to Broadneck High School. At .53 acres, this private, tree-lined lot is far larger than most in the neighborhood, offering space and privacy that are hard to find. The heart of the home is the kitchen, featuring refreshed oak cabinetry, brand-new quartz countertops, new hardware, and like-new stainless steel refrigerator, range, and dishwasher (2025). Just beyond, the light-filled living room offers a cozy fireplace and newer carpet (2024), while three upstairs bedrooms and two full baths include a spacious primary suite. The hall bath offers a clean, modern look with new flooring. The walkout lower level adds even more living space, with a large family room centered around a wood-burning stove, a versatile bonus room ideal for a 4th bedroom, office, or den, and a dedicated laundry/utility room. Major systems are already handled, with a new roof (2024), new water heater (2025), whole-home water filtration/Reverse Osmosis system (2025), well tank (2024), well pump (2025), and well certification (2026), giving buyers real peace of mind. Out back, a large deck overlooks the huge, flat, fenced yard, with plenty of room to entertain, garden, or let kids and pets roam, and a low-maintenance turf patio tucked underneath. As a Cape St. Claire resident, you’ll enjoy access to the community’s sought-after amenities, including beaches, boat ramps, a pier, a clubhouse, and playgrounds, all just minutes from Route 50, downtown Annapolis, and Sandy Point State Park. With its oversized lot, generous living space, extensive recent updates, and convenient Cape St. Claire location, 911 Blue Ridge Drive offers the space and flexibility buyers are looking for, both inside and out. Move-in ready and close to schools, community amenities, Annapolis, and major commuter routes, this is a home that is ready to be enjoyed for years to come.

911 Blue Ridge Dr, Annapolis

Listing courtesy of HomeSource Pro Real Estate. Contact:

1660 Secretariat Dr, Annapolis
$399,900
4 Beds ⋅ 2 Baths
Welcome to Revell Downs! This charming 4 bed, 1.5 bath duplex home has so much to offer! The upper level features 3 bedrooms, full bath, living room/ dining room with skylights that bring in so much natural light, and an updated kitchen with granite countertops, maple cabinets, and marble tile floor. The lower level offers a huge family room with a fireplace, a door leading to the backyard, a half bath, a 4th bedroom, and a large storage/ laundry room with the potential of making another room. The spacious backyard is fully fenced in with a privacy fence, 3 sheds (one with electricity), a patio and deck. 2 car driveway in the front next to a beautifully landscaped front yard. The community has tree lined sidewalks for those lovely evening walks; tot-lot is just a couple blocks down. Located in the desirable Broadneck High School District. Sandy Point State Park and the Chesapeake Bay Bridge is less than 5 minutes away, perfect for spending the day at the beach, or boating/ fishing... Revell Downs is a small community located right off of Route 50 and only minutes to downtown Annapolis, Cape Saint Claire, shopping centers, restaurants and more. Last exit before the Bay Bridge where you can find everything the Eastern Shore has to offer. Fantastic neighborhood location, walking distance from Bay Head Park and just around the corner from Sandy Point Beach. Schedule your showing today!

1660 Secretariat Dr, Annapolis

Listing courtesy of The KW Collective. Contact:

219 Riverside Dr, Annapolis
$1,795,000
3 Beds ⋅ 3 Baths
EXPANSIVE WATERVIEWS OF THE SEVERN RIVER!!!! Charming home overlooking fantastic waterviews!! Extensive renovation took place in 2019 included second floor Primary suite addition(includes full bath and walkin closet), beautiful new kitchen, Hardwood floors throughout, new windows, new powder room, new main level laundry, renovated main level full bath, new architectual shingle roof, new electric and HVAC heat pump with gas backup. Whole house generator! recent improvement include new patio pavers and walkway,exterior just painted with new composite shutters and garage door. This home has great curb appeal. Once inside the waterviews are fantastic!! Beautiful kitchen with granite counters opens to the sun filled family room. Hardwood floors are stunning. The Primary addition is a private oasis and again you won't take your eyes off of the WATERVIEWS!! The community offer a beach on the Severn River and community docks. Minutes by car or boat to downtown Annapolis. Perfect party house for Blue Angles!! This truely is a MUST SEE!!

219 Riverside Dr, Annapolis

Listing courtesy of RE/MAX Leading Edge. Contact:

1233 Washington Dr, Annapolis
$1,475,000
5 Beds ⋅ 5 Baths
*All professional photos expected by 11/11 or 11/12.* Brand-new construction completed in 2026 by a local custom home builder, this stunning home in Oyster Harbor offers the finishes and attention to detail of a custom-built home, without the time and decisions that come with building one yourself. From the moment you step inside, you'll notice the thoughtful design and craftsmanship, starting with a one-of-a-kind glass-enclosed wine room just off the entry. Wide-plank white oak hardwood flooring, 9-foot ceilings, and 8-foot doors in select areas add to the home's open, upscale feel. The kitchen is an absolute showstopper, featuring custom-painted cabinetry with soft-close doors, crown molding, a custom range hood and shelving, KitchenAid appliances, Kohler fixtures, a Zellige tile backsplash, and beautiful Calacatta Miraggio Cove quartz countertops. An oversized island comfortably seats five or more, while a separate coffee/espresso bar and walk-in pantry provide even more functionality. Just off the kitchen, a main-level bedroom offers the flexibility of a guest suite or second primary suite. Upstairs, the spacious primary suite features Pottery Barn sconce lighting, an oversized walk-in closet, and a spa-like bathroom complete with Kohler fixtures, electronic shower controls, and an illuminated shower niche. The two additional bedrooms share a beautifully finished Jack-and-Jill bathroom with custom tilework, and the laundry room is conveniently located on the upper level. The finished lower level features a custom-built entertainment center with space for a future bar, creating another great area to relax or entertain, as well as another bedroom and access to the backyard. Outdoor living is just as impressive, with multiple front balconies, including a screened balcony off the primary suite, and an expansive rear deck off the kitchen. Enjoy partial views of Oyster Creek from both the primary bedroom and main living area. Located in the highly sought-after Annapolis-community of Oyster Harbor, residents enjoy direct water access, a community beach, boat ramp, boat slips, kayak storage, playground, gazebo, and picnic areas. Oyster Harbor operates as a Special Community Benefit District, with community fees collected through Anne Arundel County property taxes rather than a separate HOA fee. A rare opportunity to own a brand-new, thoughtfully designed home in one of Annapolis's established waterfront communities.

1233 Washington Dr, Annapolis

Listing courtesy of Douglas Realty LLC. Contact:

300 Forest Beach Rd, Annapolis
$925,000
4 Beds ⋅ 3 Baths
**COMING SOON – BRAND NEW CONSTRUCTION IN ANNAPOLIS, MD!** Your opportunity to own a stunning new construction home in Annapolis! Thoughtfully designed with modern finishes, spacious living areas, and an open, inviting layout, this beautiful home offers the perfect combination of style, comfort, and functionality. Boasting over 2,500 square feet of above-grade living space, plus an expansive unfinished basement offering the potential for over 3,000 square feet of total space, this home has room to grow! Step inside to discover gorgeous hardwood floors, soaring 9-foot ceilings, and an abundance of living and entertaining space. The main level features both a living room and family room, providing flexibility for everyday living and gatherings. The beautifully designed kitchen features a center island perfect for meal preparation, casual dining, and entertaining. A dedicated dinette and sun-filled morning room with sliding glass doors and a transom window create an inviting space to enjoy your morning coffee or unwind at the end of the day. A convenient main-level bathroom completes this floor. Upstairs, you'll find four generously sized bedrooms, including a spacious primary suite featuring a walk-in closet and private ensuite bath with a luxurious shower complete with a rainfall showerhead and handheld wand. Three additional bedrooms, a full hall bath, and convenient upper-level laundry make everyday living a breeze. The unfinished lower level offers endless possibilities for future living space, complete with a bathroom rough-in and exterior stair access. Whether you envision a recreation room, home gym, office, or additional entertaining space, the possibilities are yours! An attached two-car garage adds even more convenience. Enjoy the peace of mind and low-maintenance appeal that comes with brand-new construction, all in the desirable Annapolis area. **Don't miss the opportunity to make this beautiful new construction home your own!**

300 Forest Beach Rd, Annapolis

Listing courtesy of Berkshire Hathaway HomeServices Homesale Realty. Contact:

513 First St, Annapolis
$2,100,000
4 Beds ⋅ 3 Baths
Homes this charming and inviting located on Horn Point in Eastport don't come on the market that often! This delightful home exudes classic elegance and modern comfort. Updates are already completed so you don't have to do a thing but move right in. The open floor plan with immaculate hard wood flooring invites you to relax or entertain. The kitchen and family room "great room" and gas fireplace overlook the private patio and gardens. A huge bonus is the large, primary bedroom suite on the main level. Loads of natural light everywhere in this home. Beautiful renovation with four spacious bedrooms and two and a half baths, the layout is designed for both relaxation and entertaining. The heart of the home features a family room that flows seamlessly into the kitchen, complete with an inviting island and upgraded countertops. Enjoy cozy evenings by the fireplace, adorned with glass doors and a classic mantel. The hardwood floors throughout add warmth, while built-ins provide both style and functionality. The unfinished basement offers potential for customization, with walkout stairs leading to the landscaped yard, perfect for outdoor gatherings. This urban gem is just blocks from the Severn River, where you can enjoy leisurely walks or hop on a boat and enjoy the Chesapeake Bay. The community is vibrant, with local parks, shops, and dining options that foster a friendly atmosphere. There's ample space for gardening or play. Parking is a breeze with a driveway and on-street options. This home is not just a property; it's a place where memories are made, surrounded by a welcoming community that truly feels like home.

513 First St, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

611 Harbor Dr, Annapolis
$925,000
6 Beds ⋅ 3 Baths
Imagine ending your day on a wraparound porch, watching the sun set over Hillsmere Lake! Welcome to 611 Harbor Drive, a six-bedroom, three-bath Colonial offering approximately 3,200 square feet of living space, beautiful water views, and the sought-after amenities of Hillsmere Shores. Situated on a generous one-third-acre lot, this home was completely renovated in 2001 and offers an open, inviting floor plan with generously sized living and gathering spaces. The kitchen flows into the dining and living areas and features stainless steel appliances installed in 2025, a gas range, and a vent hood. An electric fireplace, also added in 2025, brings warmth and ambiance, while a separate, spacious family room provides additional room to relax or entertain. A main-level bedroom and full bathroom offer wonderful flexibility for guests, multigenerational living, or a home office. Upstairs, the primary suite overlooks Hillsmere Lake and features a closet with built-in storage and a private bath with a double vanity and bathtub. Several additional bedrooms also enjoy water views, and a dedicated second-floor laundry area adds everyday convenience. Recent improvements include refinished main-level hardwood floors, new carpeting and luxury vinyl plank flooring upstairs, updated kitchen appliances, and the electric fireplace, all completed in 2025. Outdoor living is equally inviting, with multiple seating areas on the wraparound front porch, a new vinyl deck overlooking the fully fenced backyard, and a one-car carport equipped with two Tesla charging stations. As part of the water-privileged Hillsmere Shores community, residents enjoy access to a beach, marina, and boat ramps, with the South River and Chesapeake Bay beyond. There is also a community pool that is home the Hillsmere Hammerhead swim team. Whether you're drawn to the sunset views, flexible living spaces, or the waterfront lifestyle, 611 Harbor Drive offers a wonderful opportunity to enjoy Annapolis living!

611 Harbor Dr, Annapolis

Listing courtesy of EXP Realty, LLC. Contact:

2929 Southaven Dr, Annapolis
$2,997,000
4 Beds ⋅ 4 Baths
Rare Opportunity!!! A private retreat on nearly 5 acres of waterfront property minutes from downtown Annapolis! Singularly situated on the peninsula of Porter Point, the home enjoys panoramic views of the South River and Broad Creek from almost every room. This spacious sanctuary has four bedrooms, four full bathrooms, and multiple living spaces perfect for friends and family gatherings. A private office (possible fifth bedroom) is optimal for work-from-home while the covered flagstone patio and lounge with a wet bar are ideal for entertaining. Every bedroom accesses the wrap-around deck and the primary bedroom enjoys an almost 180 degree view of the water. The top floor is a loft with an unbeatable vista out to the Chesapeake Bay. This spacious interior is complemented by the expansive grounds which include a heated in-ground pool, putting green, and deep water pier with a private tidal beach. With an ideal location only ten minutes to downtown Annapolis, thirty minutes to BWI, and forty minutes to Baltimore or Washington, D.C. - this is seclusion without exclusion! Solar recently installed (late 2024), geothermal HVAC ( 2020), well-water, and generator.

2929 Southaven Dr, Annapolis

Listing courtesy of Smart Realty, LLC. Contact:

982 Mount Holly Dr, Annapolis
$675,000
4 Beds ⋅ 4 Baths
Nestled in the charming Cape St. Claire community, this delightful Colonial home offers a perfect blend of comfort and modern living. With 4 spacious bedrooms and 3.5 bathrooms, provides ample space for relaxation and entertaining. Step inside to discover a warm and inviting interior featuring beautiful hardwood flooring on main level. The heart of the home is the well-appointed kitchen, complete with stainless steel appliances, an eat-in area, and plenty of table space for casual dining. The formal dining room with wood burning fireplace, sets the stage for more elegant gatherings or space could easily be converted to another gathering space. Enjoy the luxury of a private bath ensuite in primary bedroom and take advantage of the walk-in closet for all your storage needs. Natural light floods the home through two bay and double-hung windows, enhancing the inviting atmosphere. Recessed lighting and wainscotting add a touch of sophistication. Lower level with family room and full bath offers an egress window access, The exterior of the home is equally appealing, featuring low-maintenance vinyl siding and thoughtful bump-outs that add character. The corner lot, spanning 0.26 acres, offers a level yard perfect for outdoor activities and gardening. An expansive deck off the kitchen with custom roll out awning is perfect for grilling, dining or simply relaxing. Enjoy serene views of the fenced rear yard and take advantage of the community's water access to the beautiful Magothy River, ideal for kayaking, swimming and fishing enthusiasts. Cape St. Claire is not just a neighborhood; it's a vibrant community with a wealth of amenities. Residents can enjoy access to a ball fields, basketball courts, and picnic areas. Kayak, paddle board or take a quick swim in the water accessed areas. The local beach and playgrounds provide endless opportunities for outdoor fun. Community pool available with membership at additional cost, With well-maintained common areas and a strong sense of community, this area is perfect for those seeking an active lifestyle. Public services are readily available, making daily life convenient and enjoyable. Local shopping nearby include grocery, coffee shop, hardware, restaurants as well as other shops & businesses, This home is more than just a property; it's a place where memories are made. Experience the warmth and charm of Cape St. Claire living, where comfort meets convenience.

982 Mount Holly Dr, Annapolis

Listing courtesy of Synergy Realty. Contact:

1085 Carriage Hill Ct, Annapolis
$700,000
3 Beds ⋅ 3 Baths
An incredible, rare opportunity in a peaceful and sought-after Annapolis community! Tucked away on a quiet cul-de-sac and set on a lush 0.76-acre lot, 1085 Carriage Hill Court is a charming English Cotswold cottage reproduction offering endless potential for investors, renovators, or buyers looking to build sweat equity. Sold entirely AS-IS, this home is ready for a complete refresh or total transformation. The existing layout boasts strong architectural bones, including a family room with vaulted ceilings and a stacked stone fireplace, a primary suite with a sitting area/loft, and a bonus room over the garage. Outside, the sprawling, peaceful lot backs to trees, offering a private refuge ready for your personal touch. Residents enjoy fantastic neighborhood amenities including basketball courts, tennis and pickleball courts, a playground, and open green space. All of this is ideally located just minutes from historic downtown Annapolis, local dining, shopping, and major commuter routes (I-97 & Route 50). Bring your vision, and capitalize on a premier Annapolis location!

1085 Carriage Hill Ct, Annapolis

Listing courtesy of Compass. Contact:

1349 Yorktown Rd, Annapolis
$1,499,000
16 Beds ⋅ 6 Baths
This brand new, fully renovated 16-bedroom, 6-bathroom residence in Annapolis offers an exceptional opportunity for assisted living or specialized care operations. Thoughtfully redesigned and fully permitted with the county for use as an assisted living facility, the property combines modern upgrades with full regulatory compliance. The spacious layout features three separate living areas, providing flexibility for resident comfort, programming, or private quarters. A full kitchen serves the home, complemented by two additional kitchenettes for added convenience and efficiency. Designed with accessibility and safety as top priorities, the entire home is ADA compliant and equipped with two separate ramp entrances for easy access. Safety features include illuminated exit signage, a fire sprinkler system throughout, and pre-wiring for security cameras to ensure peace of mind. This turnkey, code-compliant property is ideal for operators seeking a move-in-ready assisted living home built to meet today’s safety, accessibility, and comfort standards. Conveniently located minutes from Sandy Point State Park. Additionally the home is close by Luminis Anne Arundel Hospital.

1349 Yorktown Rd, Annapolis

Listing courtesy of EXP Realty, LLC. Contact:

46 Lafayette Ave, Annapolis
$965,000
4 Beds ⋅ 2 Baths
OPEN SUN 11-1pm! Welcome to 46 Lafayette Avenue, nestled in the heart of Murray Hill, one of Annapolis' most desirable and walkable neighborhoods! Perfectly situated in this charming historic community, this exceptional home is within walking distance to Lafayette Waterfront park, and a little more than a block from the vibrant shops and restaurants on West Street and all the excitement of Downtown Annapolis. Rich in character and thoughtfully updated, this beautiful home seamlessly blends historic charm with modern conveniences. Original pine floors welcome you inside, leading to a stunning gourmet Kitchen featuring a gorgeous marble center island, stainless appliances, and classic subway tile backsplash. The Kitchen flows effortlessly into the inviting dining and living spaces,, creating the perfect setting for everyday living and entertaining. Attention to detail is evident with custom plantation shutters, upgraded lighting, convenient main level laundry, and a charming covered front porch, ideal for relaxing and enhjoy the neighborhood atmosphere. Offering 3 finished levels this home features four BR's, a cozy sitting area, and a dedicated home office, providing wonderful flexibility for today's lifestyle. Step outside to your private backyard patio and garden, an inviting retreat perfect for gatherings. There is a full unfinished basement providing convenience and dry storage. Significant improvements since 2018 include updates to the roof, HVAC and exterior adding to this home's appeal. This is your opportunity to own in Murray Hill and enjoy the charm, character and walkable lifestyle of Annapolis.

46 Lafayette Ave, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

203 Autumn Chase Dr, Annapolis
$799,000
4 Beds ⋅ 3 Baths
Ideally situated in the desirable, water-privileged community of Riva Trace, 203 Autumn Chase Drive offers an inviting blend of thoughtful updates, comfortable living, and an exceptional Annapolis location. Set on a desirable corner lot with a level yard, this four-bedroom, two-and-a-half-bath home has been extensively refreshed with all-new interior paint, flooring and carpeting, updated light fixtures throughout, newly added recessed lighting, new kitchen appliances, and new shutters. Additional improvements include a new washer and dryer, new hot water heater, a refreshed fireplace, and an impressive three-panel sliding glass door opening to the backyard, creating a seamless connection between indoor and outdoor living. The result is a fresh, modern feel with a welcoming atmosphere and move-in-ready appeal. The upper level features four bedrooms, including a spacious primary suite, along with the convenience of an upstairs laundry room. The main level offers comfortable gathering spaces and a powder room, while the finished lower level provides additional flexibility for recreation, entertaining, or working from home, with a rough-in for a future bath. A two-car garage adds convenience and additional storage. The basement photo has been virtually staged. Residents of Riva Trace enjoy an array of community amenities, including waterfront access along Gingerville Creek with a community pier and floating dock, tennis and pickleball courts, basketball, playground, picnic areas, walking trails, outdoor fitness stations, and kayak and canoe storage. Just minutes from historic downtown Annapolis, waterfront dining, boutique shopping, and everyday conveniences, the location offers easy access to major commuter routes, including Route 50 and I-97, providing convenient connections to Washington, D.C., Baltimore, and BWI Thurgood Marshall Airport. Offering the perfect balance of neighborhood charm, waterfront recreation, and regional accessibility, 203 Autumn Chase Drive is an exceptional opportunity to experience the best of the Annapolis lifestyle. Welcome Home!

203 Autumn Chase Dr, Annapolis

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

1184 Green Holly Dr, Annapolis
$799,900
4 Beds ⋅ 4 Baths
Nestled in the charming community of Cape St. Claire, this stunning transitional-style home offers a perfect blend of comfort and modern living. Built in 2008, this detached residence boasts 3,252 square feet of thoughtfully designed space, featuring four spacious bedrooms and two and a half bathrooms. The kitchen is a delightful space with a breakfast area, perfect for casual meals, while the combination dining/living area is perfect for entertaining. Enjoy the luxury of a soaking tub and a walk-in shower in the master bath, along with ample storage provided by walk-in closets throughout the home. Beautiful wood floors add warmth and elegance, enhancing the overall ambiance. The fully finished basement offers additional living space, perfect for a home theater, playroom, or office, catering to your lifestyle needs. An upper-floor laundry room adds convenience to your daily routine, making chores a breeze. Outside, the property features a lovely deck and extensive patio, ideal for barbecues or quiet evenings under the stars. The exterior is adorned with tasteful lighting, enhancing the home's curb appeal. With an oversized side-entry garage and a driveway that accommodates 2+ vehicles, parking is never a concern. Cape St. Claire is not just a neighborhood; it's a community that embraces a vibrant lifestyle. Residents enjoy access to a private beach, where swimming, canoeing, and kayaking are just steps away. The nearby bay offers opportunities for boating, making it a haven for water enthusiasts. The neighborhood fosters a sense of belonging, with friendly neighbors and a welcoming atmosphere. Public services are readily available, ensuring convenience and peace of mind for all residents. This home is not just a place to live; it's a sanctuary where memories are made, and a community where you can truly thrive. Experience the best of Cape St. Claire living in this beautiful residence, where comfort meets convenience in a picturesque setting.

1184 Green Holly Dr, Annapolis

Listing courtesy of Samson Properties. Contact:

203 Victor Pkwy Unit L, Annapolis
$255,000
2 Beds ⋅ 2 Baths
Nestled within the serene enclave of Fairwinds of Annapolis, this exquisite penthouse unit offers a harmonious blend of luxury and comfort, perfect for those seeking an elevated lifestyle. With 949 square feet of thoughtfully designed living space, this two-bedroom, two-bathroom residence is a sanctuary of tranquility and sophistication. As you step inside, you are greeted by an inviting atmosphere that exudes warmth and elegance. The classic Colonial architectural style, complemented by rich brick construction, creates a timeless appeal that resonates throughout the home. Natural light floods the open living areas, enhancing the spaciousness and inviting you to unwind in style. The heart of this home is its well-appointed kitchen, designed for both functionality and aesthetics. Each bedroom offers a peaceful retreat, with ample closet space and easy access to beautifully designed bathrooms that provide a spa-like experience. Step outside to discover the community's exceptional amenities, including a sparkling indoor pool, perfect for year-round relaxation and recreation. Enjoy leisurely afternoons at the picnic area or engage in friendly competition on the pickleball courts. For those who appreciate an active lifestyle, the jogging and walking paths weave through the community, inviting you to explore the picturesque surroundings. The Fairwinds Condo community is not just a place to live; it's a lifestyle. With an association that takes care of all ground fees, common area maintenance, gas, water, trash, and snow removal, you can spend more time enjoying the finer things in life. The convenience of in-unit washer and dryer hookups adds to the ease of living, making everyday tasks a breeze. Parking is hassle-free with dedicated spaces available, ensuring that your arrival home is always smooth and welcoming. This penthouse unit is more than just a residence; it's an opportunity to embrace a lifestyle of luxury, comfort, and community. Experience the charm of Fairwinds of Annapolis, where every detail has been curated for your enjoyment. This is not just a home; it's a place where memories are made, and life is lived to the fullest. Don't miss your chance to claim this exceptional property as your own.

203 Victor Pkwy Unit L, Annapolis

Listing courtesy of Douglas Realty LLC. Contact:

1178 Glenwood Dl, Annapolis
$530,000
3 Beds ⋅ 2 Baths
YOUR ANNAPOLIS LIFESTYLE STARTS HERE! Discover move-in-ready comfort, thoughtful updates, and Chesapeake Bay living in the sought-after Cape St. Claire community! Beautifully maintained, this 4-bedroom, 2-bath home offers approximately 1,828 square feet of flexible living space on a welcoming corner lot. Inside, enjoy an inviting living room with a beautifully renovated wood-burning fireplace, an updated kitchen featuring granite countertops and stainless steel appliances, and easy access to the newer wood deck, perfect for morning coffee or weekend entertaining. Three main-level bedrooms and a finished lower level provide plenty of flexibility for everyday living, guests, a home office, or recreation space. MAJOR IMPROVEMENTS ALREADY COMPLETED! Highlights include a newer HVAC system (2024), whole-house humidifier (2025), updated kitchen appliances, renovated fireplace, newer deck, and extensive exterior improvements including professional grading, drainage, retaining walls, walkways, and expanded parking. LOVE WHERE YOU LIVE! Cape St. Claire offers a wonderful Chesapeake Bay lifestyle with neighborhood beaches, marinas, boat access, parks, playgrounds, and community activities. Enjoy nearby Sandy Point State Park, downtown Annapolis, waterfront dining, shopping, and convenient access to Route 50. Beautifully updated, meticulously maintained, and ready for its next chapter! Come experience the home, the neighborhood, and the lifestyle for yourself. Schedule your private tour today! *** Some photos are virtually staged.***

1178 Glenwood Dl, Annapolis

Listing courtesy of Redfin Corp. Contact:

329 Charred Oak Ct, Annapolis
$370,000
3 Beds ⋅ 2 Baths
Welcome to this freshly painted 3-bedroom, 1.5-bath townhouse in Annapolis’s sought-after Whispering Woods community, located in the Blue Ribbon Broadneck school district. The updated kitchen features generous cabinetry, and new GE Café appliances, including an induction stove and dishwasher. LVT flooring flows throughout, and new carpet on the stairs, a new water heater, and new gutters add comfort and peace of mind. A screened-in sunroom and adjoining deck create inviting spaces to relax or entertain while enjoying views of the fenced backyard. The outdoor space also includes a concrete patio and storage shed. Residents can enjoy two separate children’s play areas within the community. Everyday conveniences and local destinations are close by. Broadneck Park and its dog park are about five minutes away, as is Bay Hills Shopping Center, with dining and grocery options. Annapolis Town Center and Annapolis Mall are about 10 minutes away, while Downtown Annapolis, the Naval Academy, and the stadium are roughly 15 minutes away. Marinas and yacht clubs are nearby, and the Bay Bridge is about 10 minutes away. Enjoy comfortable indoor-outdoor living with shopping, dining, recreation, and the Chesapeake Bay all within easy reach. *** Some photos are virtually staged.***

329 Charred Oak Ct, Annapolis

Listing courtesy of Redfin Corp. Contact:

316 Chester Ave, Annapolis
$450,000
2 Beds ⋅ 2 Baths
SIMULCAST AUCTION. Online pre-bidding begins November 17, 2026 at 10:00 AM ET. Live bidding begins November 19, 2026 at 1:00 PM ET, both on-site at 316 Chester Ave and online through the Ashland Auction Group bidding platform. List price is the suggested opening bid. A 10% buyer’s premium will be added to the high bid. On-site bidders must bring a $10,000 cashier’s check. Online bidders must register and complete the required credit card authorization. Pre-auction offers may be accepted. Built in 1920, this detached Eastport home offers 2 bedrooms and 2 full bathrooms. Inside, the home features a living room, dining room, hardwood floors, and an interior staircase. The outdoor space includes a patio and rear yard on approximately 0.07 acres. Butler’s Marina is nearby on Chester Avenue, and the Annapolis Maritime Museum’s waterfront campus is on Second Street. Eastport’s restaurants and marinas are nearby, with downtown Annapolis and City Dock across the Spa Creek Bridge. The property needs updates and is sold as-is.

316 Chester Ave, Annapolis

Listing courtesy of Ashland Auction Group LLC. Contact:

1136 Tyler Ave, Annapolis
$315,000
2 Beds ⋅ 2 Baths
Own your own land in the Eastport area with no condo fee, no HOA, and no pet restrictions. This single-level, two-bedroom, two-full-bath home has a new roof, central air, and a private patio and backyard just outside the sliding glass doors of the primary bedroom. The kitchen is bright from two sides plus a skylight, with a pass-through and eat-in counter for coffee or casual meals. Wood floors, ceiling fans, and a main-floor laundry make daily life easy, and an off-street parking pad and a shed for bikes, tools, and seasonal gear add storage and convenience. At 800 square feet, it’s a manageable, low-upkeep step from a condo or rental into homeownership, about 10 minutes from downtown Annapolis. Photos have been virtually staged.

1136 Tyler Ave, Annapolis

Listing courtesy of Engel & Volkers Washington, DC. Contact:

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