One of the most popular communities provided by {{page_data.agentName}}

Annapolis

One of the most popular communities provided by Maryland Sandbox

Annapolis

About Annapolis

Nestled on the shores of the Chesapeake Bay, Annapolis, Maryland, is a charming and historic community that seamlessly blends waterfront beauty with rich maritime heritage. As the state capital and home to the United States Naval Academy, Annapolis boasts a vibrant downtown area filled with unique shops, gourmet restaurants, and stunning colonial architecture. Residents and visitors alike can enjoy picturesque strolls along the scenic harbor, where sailboats and yachts bob in the water. With its engaging cultural scene, including art galleries, theaters, and annual festivals, Annapolis offers a lively atmosphere for all ages. The community takes pride in its top-rated schools, making it an ideal place for families. Outdoor enthusiasts can explore numerous parks, nature trails, and waterfront activities, while history buffs can immerse themselves in the city's storied past at landmarks such as the Maryland State House. Whether you're seeking a lively urban environment or a peaceful retreat by the bay, Annapolis is a vibrant community that truly has something for everyone.
One of the most popular communities provided by Maryland Sandbox
208
# of Listings
3
Avg # of Bedrooms
$514
Avg. $ / Sq.Ft.
$1,088,715
Med. List Price

Browse Annapolis Real Estate Listings

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Over $5M

208 Properties Found. Page 12 of 14.

HURRY! This location is EVERTHING! Ready for a low-maintenance lifestyle? Experience effortless living in this beautifully updated & meticulously maintained Penthouse/Loft unit in the heart of ALL that is Annapolis. Step inside & prepare to be dazzled by it's soaring ceilings & bright open vibe adorned with all the fun "toppings" necessary for comfort in living. NEW (2021-present) FANTASTIC Chef's kitchen w/PANTRY, wood Floors, custom lighting & more. RARE bonus LOFT- the ideal flex space for home office, overflow entertaining, workout+++ overlooks main living space. You name it, it's been updated and improved for an absolutely turn-key experience. Escape to your bedroom suite with spacious walk-in closet & private bath featuring double vanities, & luxurious spa-inspired walk-in shower. Additional bedroom & bathroom, plus full-sized front load washer & dryer seal the convenience deal. Back Outside, sunny outdoor balcony space with secure storage & AWESOME community amenities await, JUST IN TIME for SPRING/SUMMER sock-free SEASON 2026! Harbour Gate's community swimming pool is literally a "stones-throw" across the parking lot , not to mention walking trails, fitness center, basketball & tennis courts, & much more. With easy access to major commuting routes, legendary shopping, dining, water-oriented pastimes & INCREDIBLY CHARMING historic downtown Annapolis, this little truly special little gem is in the center of it ALL and won't last long.
#MDAA2140524

ANNAPOLIS

605 ADMIRAL DRIVE 301

2 Beds

2 Baths

1,514 Sq.Ft.

$395,000

MLS#: MDAA2140524

This spacious and well-maintained townhouse offers comfortable living in a highly desirable Annapolis location. The main level features a welcoming living room centered around a classic wood-burning fireplace, creating a warm focal point and cozy atmosphere, while the French doors provide access to the backyard, allowing natural light to fill the space while offering an easy transition to outdoor living. A dedicated dining area sits adjacent to the living room, creating an ideal layout for gatherings both casual and formal. The fully equipped kitchen includes all major appliances, generous cabinet and counter space, and all major appliances. The main level also includes a convenient powder room and an oversized storage closet. Upstairs, two generously sized bedrooms each include updated carpeting, ceiling fans and their own private full bathroom, offering a comfortable and flexible layout. The primary bedroom also features an oversized walk-in closet. The convenient upper-level laundry area enhances everyday functionality while maximizing interior space. Situated within the Mariners Landing community, residents enjoy access to a pool and clubhouse, as well as lawn maintenance covered by the association. This location offers exceptional proximity to downtown Annapolis, the U.S. Naval Academy, waterfront marinas, shopping, dining, and major commuter routes! For added peace of mind, a one-year First American Home Warranty is included.
#MDAA2137034

ANNAPOLIS

933 BREAKWATER DRIVE

2 Beds

2 Baths

1,319 Sq.Ft.

$390,000

MLS#: MDAA2137034

Welcome to 1014 Cedar Ridge Ct in beautiful Annapolis , a stylish 3-bedroom, 2 full bath, 1 half bath townhome designed for easy living in a prime location (21403). This is not your typical HOA. The association fee includes roof repair and replacement, all exterior maintenance (painting and staining), landscaping, gutter cleaning, and parking lot maintenance. Inside, the home is completely carpet-free and thoughtfully updated throughout. The kitchen features stainless steel appliances, while new hardware throughout the home adds a fresh, cohesive feel. The first-floor half bath has been refreshed, and a brand-new 2025 heat pump. Upstairs, the spacious primary suite offers a standout feature — an amazing private balcony, perfect for morning coffee or unwinding in the evening. Step outside to enjoy the beautifully redone backyard with Nicolock pavers and new sod, creating a polished and functional outdoor space. The yard is fully enclosed and includes a convenient storage shed. Positioned at the front of the development, this unit offers easy access in and out, ideal for commuters and everyday convenience.
#MDAA2137612

ANNAPOLIS

1014 CEDAR RIDGE COURT

3 Beds

2 Baths

1,320 Sq.Ft.

$390,000

MLS#: MDAA2137612

Welcome to 198 Clay Street in the heart of Annapolis! This charming row home offers water views of College Creek and a short stroll to downtown and West Annapolis, where shops, dining, entertainment, and the U.S. Naval Academy are right at your doorstep. The location also provides easy commuter access to Routes 50 and 97 for Washington, D.C., Baltimore, and BWI Airport. Thoughtfully updated in the past year, the home features new flooring and paint throughout, all new kitchen appliances, countertops, and sink, new siding, four mini-split units, and all new upstairs windows. Walls were opened between the kitchen, dining, and laundry areas to create a more open flow, and a new upper-deck door leads to an expanded rooftop deck with water views. Additional highlights include exposed brick and beamed ceilings, a fenced rear yard, private access to College Creek, and rare rear parking. With a proven rental history including $21,500 earned on Airbnb in 2024, this home is ideal as a primary residence or investment opportunity.
#MDAA2139810

ANNAPOLIS

198 CLAY STREET

2 Beds

1 Baths

902 Sq.Ft.

$389,000

MLS#: MDAA2139810

Discover the charm of this delightful ranch-style home nestled in the serene Primrose Acres neighborhood. Built in 1956, this well-maintained residence boasts 1,287 square feet of inviting living space, featuring three spacious bedrooms and two full bathrooms, perfect for comfortable living. Step inside to find a warm and welcoming atmosphere, enhanced by thoughtful interior features that create a cozy retreat. The kitchen is equipped with essential appliances, including a refrigerator, stove, dishwasher, washer, and dryer, making daily tasks a breeze. The open layout allows for seamless flow between living areas, ideal for entertaining or enjoying quiet evenings at home. Outside, the property sits on a generous 0.15-acre lot, providing ample space for outdoor activities or gardening. Off-street parking ensures convenience for you and your guests. Primrose Acres is not just a place to live; it's a vibrant community. Residents enjoy easy access to local parks, perfect for leisurely strolls or weekend picnics. The neighborhood is known for its friendly atmosphere and strong sense of community. Nearby schools are highly regarded, offering quality education and enriching programs. With public services readily available and a welcoming environment, this home is a perfect blend of comfort and community. Experience the lifestyle you've been dreaming of in this charming residence-where every day feels like a retreat! Solar Savings Documents in Documents section.
#MDAA2139072

ANNAPOLIS

103 ROSELAWN ROAD

3 Beds

2 Baths

1,287 Sq.Ft.

$380,000

MLS#: MDAA2139072

***PRICE ADJUSTMENT ***. Move-in ready and competitively positioned—schedule your showing today. Motivated seller! Welcome to easy living just minutes from downtown Annapolis. This bright, end-unit two-level townhome offers the privacy, natural light, and flexibility buyers are searching for—without the maintenance of a single-family home. Step inside to a freshly updated interior featuring new flooring, fresh paint, and an open, light-filled main level designed for everyday comfort and effortless entertaining. The efficient heat pump system provides both heating and central A/C, delivering year-round comfort and energy efficiency. Upstairs, you’ll find three well-sized bedrooms including a primary suite with private bath, plus two additional bedrooms and a full hall bath—ideal for guests, home office space, or flexible living. A convenient main-level half bath adds everyday functionality. Enjoy rare end-unit benefits including added windows, enhanced privacy, and a small fenced backyard—perfect for morning coffee, pets, or a quiet outdoor retreat. Ideally located close to Downtown Annapolis, Eastport, Quiet Waters Park, shopping, dining, and major commuter routes, this home offers an exceptional lifestyle at an approachable price point.
#MDAA2132586

ANNAPOLIS

1041 CEDAR RIDGE COURT

3 Beds

2 Baths

1,320 Sq.Ft.

$379,000

MLS#: MDAA2132586

Make an offer!! Nestled in the charming Forest Villa neighborhood, this delightful ranch-style home offers a perfect blend of comfort and functionality. With 1,008 square feet of renovated and well-designed living space, this residence features three inviting bedrooms with new carpet flooring and an updated full bathroom with tub shower, ideal for both relaxation and everyday living. Step inside to discover an open floor plan that seamlessly connects the living and dining areas, creating a warm atmosphere for gatherings. The country-style kitchen, complete with new stainless-steel appliances, upgraded quartz countertops, white shaker soft-close cabinetry and ample table space, invites culinary creativity and casual dining. Built-ins add character and practicality, while the cozy carpet and new luxury vinyl plank flooring enhances the home's inviting ambiance. Outside, the property boasts a lovely front yard and a spacious rear yard, perfect for outdoor activities or serene moments in nature. Enjoy leisurely afternoons on the side porch, where you can unwind and soak in the neighborhood's tranquility. Sidewalks throughout the area encourage leisurely strolls and community engagement. This residence is not just a house; it's a place to create lasting memories. Experience the warmth and comfort of home in this inviting Forest Villa gem.
#MDAA2131008

ANNAPOLIS

1808 LINCOLN DRIVE

3 Beds

1 Baths

1,008 Sq.Ft.

$379,000

MLS#: MDAA2131008

Nestled within the serene Windgate Condominium community, this exquisite 2-bedroom, 2-bathroom, loft residence offers a harmonious blend of contemporary design and luxurious comfort. Spanning 1,440 square feet, this thoughtfully designed unit is perfect for those seeking an elevated lifestyle. As you step inside, you are greeted by an inviting open floor plan that seamlessly connects the living and dining areas, creating an ideal space for both relaxation and entertaining. The elegant curved staircase adds a touch of sophistication, while large windows drench the space in natural light, showcasing the beautiful views of the surrounding trees and woods from the windows and balcony. A spiral staircase takes you up to an expansive loft area overlooking the living room. and entry foyer. The loft also includes a large storage/closet area perfect for keeping those seasonal and occasionally used items. The heart of the home is the well-appointed kitchen, featuring high-end appliances including a gas range, dishwasher, and refrigerator, all designed to make culinary endeavors a delight. Retreat to the primary suite, a serene haven complete with an en-suite bathroom that boasts modern fixtures and finishes. The second bedroom is equally spacious, offering versatility for guests or a home office. Convenience is key with in-unit laundry facilities, ensuring that daily chores are a breeze. This residence is not just about the interior; it also offers a private balcony facing the wooded buffer where you can unwind and soak in the peaceful surroundings and listen to the birds. The community amenities include beautifully maintained common grounds, jogging paths, and playgrounds, fostering a sense of community and outdoor enjoyment. Safety and security are paramount, with features such as a fire detection system, intercom, and indoor sprinkler system, and security enabled building access providing peace of mind for residents. The property is in very good condition, reflecting meticulous care and attention to detail. The Seller has installed new carpet and had it professionally painted throughout. It is truly ‘move-in-ready’. With unassigned parking and a location that offers easy access to local conveniences, this home is a perfect sanctuary for those who appreciate a blend of luxury and comfort. Experience the exclusive lifestyle that Windgate Condominium has to offer, where every day feels like a retreat.
#MDAA2137224

ANNAPOLIS

2058 QUAKER WAY 12

2 Beds

2 Baths

1,440 Sq.Ft.

$372,000

MLS#: MDAA2137224

Resort-style living awaits in this 1,551 sq ft, 2-bedroom, 2-bath condominium located in the one-of-a-kind South River 55+ Condominium within the highly sought-after community of Heritage Harbour. The secured building features a grand lobby entrance, meeting rooms, elevator access, indoor and outdoor pools including an indoor spa pool, a second-floor fitness center, resident lounge, and outdoor BBQ patio. The unit opens to a welcoming foyer with tile flooring and flows into a well-appointed kitchen featuring recessed lighting, a cooktop, and double oven. Hardwood flooring extends throughout the living room, dining area, hallways, and both bedrooms. The spacious primary suite offers two walk-in closets and a private full bath with stylish tile floors and surrounds, jetted tub, dual vanities with stone countertops, and a separate shower. There is a 2nd bedroom and a 2nd full bath. Enjoy fresh air from the private exterior balcony, along with a utility room with washer and dryer. Additional conveniences are the nearby storage closet and trash chute on the same floor, plus a mailbox in the main lobby. Heritage Harbour offers an exceptional lifestyle with neighborhood amenities such as pickleball and tennis courts, golf, a library, shops, dining options, and scenic walking trails. Everything you’ve been looking for is here, so schedule your tour and discover why Heritage Harbour is the perfect place to call home.
#MDAA2132540

ANNAPOLIS

930 ASTERN WAY 512

2 Beds

2 Baths

1,551 Sq.Ft.

$365,000

MLS#: MDAA2132540

Welcome to 2015 #204 Governor Thomas Bladen Way**Freshly painted Unit w/Neutral Paint on Walls and Ceilings**Kitchen was Updated with New Cabinets and Appliances in 2021**Eating Space in Kitchen**Large Living Area w/Breakfast Bar and Gas Fireplace**Newly Carpeted Living/Dining/Bedrooms**New Washer and Dryer**Private Balcony**Spacious Primary Bedroom w/Private Bath and Walk In Closet**Second Bedroom has Plenty of Natural Light**Full Bath in Hallway**Neighborhood has Community Pool and Private Gym**Close to Shopping, Restaurants and Minutes to Major Highways to DC/Baltimore**You Can be in Downtown Annapolis Quickly!**
#MDAA2135154

ANNAPOLIS

2015 GOV THOMAS BLADEN WAY 204

2 Beds

2 Baths

1,077 Sq.Ft.

$364,000

MLS#: MDAA2135154

NEW KITCHEN just installed! The eat-in kitchen has been updated with NEW tall, white kitchen cabinetry w/brushed bronze handles, NEW upgraded quartz countertops,NEW lighting, freshly painted, and boasts all stainless steel appliances including a gas range, french door refrigerator, dishwasher, and microwave—all installed within the past year. Enjoy Annapolis living with a community pool and fitness center—right at home! This beautiful townhome-style condo features a sprawling top-floor Owner’s Suite with a private bath, soaking tub, separate shower, double vanity, and oversized walk-in closet. The second level offers two additional large bedrooms and a full bath, ideal for guests, family, roommates, or a home office. Recent upgrades include a brand-new roof, newer gas HVAC (approx. 1.5 yrs), full-size washer & dryer (approx. 2 yrs), and newer stain-resistant carpet with pad. The main level shines with luxury vinyl tile flooring for a modern, low-maintenance lifestyle. Convenient main-level half bath. Reasonable condo fees cover the pool, fitness center, roof, fencing, and lawn care—truly lock-and-leave living. Ideally located just minutes from downtown Annapolis, this home includes one reserved parking space plus one additional parking permit. Comfort, convenience, and carefree living—all in one place. 🏡✨
#MDAA2134148

ANNAPOLIS

50 HEARTHSTONE COURT E

3 Beds

2 Baths

1,620 Sq.Ft.

$360,000

MLS#: MDAA2134148

New on site 1 day ago
Beautifully maintained 3-level townhome in the desirable Annapolis Overlook community in Annapolis! This spacious home offers approximately 1,680 sq ft with 3 bedrooms, 2.5 baths, and a functional layout designed for comfortable living. The main level features a bright living area, separate dining space, and an updated kitchen with ample cabinet storage and room for entertaining. Upstairs you’ll find generously sized bedrooms including a primary suite with private bath and great closet space. Enjoy low-maintenance living in a well-established community conveniently located near downtown Annapolis, the Naval Academy, shopping, restaurants, and major commuter routes. The 21403 area is known for its coastal lifestyle, outdoor recreation, and close proximity to the Chesapeake Bay.  Perfect for first-time buyers, investors, or anyone looking for easy living in a prime Annapolis location!
#MDAA2140034

ANNAPOLIS

40 IRONSTONE COURT J

3 Beds

2 Baths

1,680 Sq.Ft.

$359,999

MLS#: MDAA2140034

Move-in ready condo in the sought-after Riva Trace community! Freshly painted with brand-new carpet throughout, this home features a bright solarium, a spacious primary bedroom with a walk-in closet, and a primary bath complete with a soaking tub and separate shower. All appliances convey, making this home truly turnkey. Step outside to enjoy your own private patio. The Riva Trace community offers an impressive array of amenities, including scenic walking paths, picnic areas, pickleball and tennis courts, a baseball field, basketball court, and a community pier—perfect for enjoying the outdoors and staying active. Conveniently located just minutes from downtown Annapolis, with quick access to major commuter routes.
#MDAA2136078

ANNAPOLIS

2702 SUMMERVIEW WAY 103

2 Beds

2 Baths

1,285 Sq.Ft.

$355,000

MLS#: MDAA2136078

Live the Severn House waterfront lifestyle along scenic Back Creek, with beautifully maintained grounds and an unmatched setting. Enjoy a waterfront swimming pool with expansive patio and marina views, grilling and picnic areas, pier access, a small craft launch for kayaks, canoes, and paddleboards, and EV charging stations. Walk to restaurants, fitness options, and shopping, or hop the water taxi to Downtown Annapolis. This freshly painted 2-bedroom, 1-bath condo features an open, light-filled layout with thoughtful updates throughout, including luxury vinyl plank flooring and an upgraded kitchen with stainless steel appliances and granite countertops. Spacious bedrooms offer walk-in closets, and a generous private balcony overlooks a peaceful, park-like setting—perfect for morning coffee or evening unwinding. Additional storage and a convenient lower-level laundry area add everyday ease. Cinch Home Warranty A rare opportunity to enjoy low-maintenance living in one of Annapolis’s most walkable waterfront communities. IMPORTANT – Severn House Condo Association Rules: NO PETS and NO COMMERCIAL VEHICLES.
#MDAA2134172

ANNAPOLIS

790 FAIRVIEW AVENUE C 790 C

2 Beds

1 Baths

989 Sq.Ft.

$350,000

MLS#: MDAA2134172

2002 Phillips Terrace – Apartment 6 Annapolis, Maryland 21401 March 9, 2026 Beautifully updated two bedroom, two bathroom second floor condo in the Windgate community of Annapolis. Updated kitchen with a breakfast area and granite countertops. Ceiling fans in the living room and both bedrooms and luxury vinyl plank flooring throughout. Large open plan living and dining area with a gas fireplace and private balcony. Great location off Bestgate Road with easy access to RT 50, Naval Academy, and downtown Annapolis. Tree-lined community with playground. Condo fee includes master insurance, water, grounds maintenance, snow removal, trash collection, professional management. Recent upgrades include: • New gas HVAC system – April 2025 • Gas hot water tank • Remodeling (granite counter tops, LVP floors throughout – December 2024 • New garbage disposal – February 2025 • New microwave – June 2022 • New dryer – November Type: Condo •
#MDAA2138598

ANNAPOLIS

2002 PHILLIPS TERRACE 6

2 Beds

2 Baths

1,127 Sq.Ft.

$349,000

MLS#: MDAA2138598

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