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

166

# of Listings

2

Avg # of Bedrooms

$499

Avg. $ / Sq.Ft.

$959,198

Med. List Price

Browse Annapolis Real Estate Listings

All listings

$250,000 - $500,000

166 Properties Found. Page 10 of 12.

Welcome to Heritage Harbour, Annapolis’ premier 55+ community offering resort-style amenities and a vibrant, active lifestyle. This 2-bedroom, 2-bath condo is priced to sell and has just been freshly painted and professionally staged, making it shine from the moment you walk in.

Inside, the unit features a bright, open floor plan filled with natural light. The living room and both bedrooms open onto a private balcony overlooking peaceful trees and woods—perfect for morning coffee or unwinding in the evening.

Additional highlights include:
Spacious living and dining areas
Two large bedrooms with ample closet space
Two full baths
In-unit laundry
Elevator building with secure entry
Assigned parking

Residents of Heritage Harbour enjoy unmatched amenities: a clubhouse, golf course, indoor/outdoor pools, fitness center, tennis, pickleball, walking paths, and access to the community’s waterfront lodge with marina and kayak storage.

With its fresh updates and move-in-ready appeal, Unit 203 offers an excellent opportunity to customize and make it your own. Schedule your showing today—this one won’t last.

ANNAPOLIS

803 COXSWAIN WAY 203

2 Beds

2 Baths

1,190 Sq.Ft.

$374,900

MLS#: MDAA2121676

Discover easy, low maintenance living in this updated two bedroom, two bath condo nestled among the treetops of sought after Heritage Harbour, one of Annapolis’s premier 55+ communities. The home features fresh paint and new flooring throughout the main living areas, plus a remodeled kitchen with modern countertops, sleek cabinetry, and newer appliances. Major system updates include a replaced HVAC, water heater, washer, and dryer, so you can move right in and enjoy peace of mind. Relax on your private balcony surrounded by nature, or take advantage of convenient building amenities including an elevator, game room, and indoor/outdoor pools. Heritage Harbour residents enjoy resort-style amenities: a community lodge with a fitness room, billiards room, library, and gathering spaces; golf, tennis, pickleball, water access, boat storage, an additional community pool, and nearby shops and restaurants. Minutes from Downtown Annapolis and the Chesapeake Bay, this location offers comfort, convenience, and community all in one.

ANNAPOLIS

930 ASTERN WAY 405

2 Beds

2 Baths

1,464 Sq.Ft.

$369,900

MLS#: MDAA2122918

Freshly updated Three Bath & Two Bath home featuring new flooring, fresh paint, stainless steel appliances, and updated baths. Enjoy a finished basement, covered front porch, and a rear deck backing to woods for added privacy. Off-street parking and a prime location just minutes to downtown Annapolis. Easy access to Routes 50 & 97 and an ideal commute to Ft. Meade, Washington DC, Baltimore, and Northern VA. Only one exit from the Bay Bridge and all the Eastern Shore has to offer.

ANNAPOLIS

474 RUFFIAN COURT

3 Beds

2 Baths

1,232 Sq.Ft.

$369,500

MLS#: MDAA2131980

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.

ANNAPOLIS

930 ASTERN WAY 512

2 Beds

2 Baths

1,551 Sq.Ft.

$365,000

MLS#: MDAA2132540

Welcome to the ultimate Annapolis lifestyle at 2704 Summerview #103! This charming, light-filled condominium in the desirable Riva Trace community offers the a peaceful, private space and easy access to the vibrant culture of "America's Sailing Capital".
Conveniently Located In Annapolis off of Bestgate Road & close to the Annapolis Mall + only a few minutes to downtown Annapolis' historic charm, the U.S. Naval Academy, and a quick commute to major cities like Baltimore and Washington D.C. The open floor plan features a spacious living room with a cozy wood-burning fireplace, a separate dining area, and a bright sunroom, creating an ideal space for entertaining or quiet relaxation. 2-bedroom, 2-bath Home includes an eat-in kitchen with lots of counter space, a luxurious master suite with a walk-in closet and a spa-like bath featuring a soaking tub and separate shower, and convenient in-unit laundry. Community Perks include a jogging/walk path, picnic areas, a baseball field, basketball, tennis & pickleboard courts & community pier. Enjoy a low-maintenance lifestyle with the HOA covering common area maintenance, exterior building upkeep, water, and sewer, plus security features like smoke detectors and an indoor sprinkler system. Step outside your door and immerse yourself in a city known for its rich history, lively arts scene, and world-class boating. Spend weekends exploring the cobblestone streets of Historic Downtown, dining on famous Maryland blue crabs at local seafood spots, or strolling along Ego Alley watching the parade of boats. This home provides a serene escape while keeping all the excitement of Annapolis within easy reach.
Discover your Annapolis dream home! Schedule your private showing today—this exceptional property won't last long.
The Annapolis Lifestyle Awaits!

ANNAPOLIS

2704 SUMMERVIEW WAY 103

2 Beds

2 Baths

1,285 Sq.Ft.

$365,000

MLS#: MDAA2128786

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!**

ANNAPOLIS

2015 GOV THOMAS BLADEN WAY 204

2 Beds

2 Baths

1,077 Sq.Ft.

$364,000

MLS#: MDAA2135154

Welcome home to Admiral Reach at Harbour Gates! Wonderful corner unit with unique and open floor plan. Enjoy secure entry and only one flight of stairs to this two bedroom open concept condo with a covered balcony and spacious deck. Numerous updates and custom finishes throughout include dual spacious bedroom suites with private bathrooms, beautiful built-ins, gas fireplace, new flooring in kitchen & baths, quartz counters & a breakfast bar, stainless steel appliances, separate laundry room and ample storage throughout. Hot water heater in 2023 & laundry appliances & primary bath renovation in 2025. Enjoy unmatched amenities- community pool, tennis, clubhouse, gym & much more! Located in the heart of Annapolis close to it all! Shopping, dining, entertainment, Naval Academy, the waterfront and the Downtown lifestyle all just moments away. Easy access to major commuter routes via RT 50 & I 97. Schedule your private tour today!

ANNAPOLIS

633 ADMIRAL DRIVE 308

2 Beds

2 Baths

1,282 Sq.Ft.

$360,000

MLS#: MDAA2135256

Freshly updated 2-bedroom, 2-bath apartment located in the highly desirable Riva Trace community in Annapolis. This first-floor unit offers easy access and a well-designed layout, featuring fresh paint throughout, along with new light fixtures and ceiling fans that give the home a bright, modern feel.

Riva Trace offers a low-maintenance lifestyle, with the HOA handling all exterior maintenance, including landscaping and common areas—so you can enjoy the community without the upkeep.

The neighborhood features an impressive array of amenities, including walking paths, picnic areas, pickleball and tennis courts, a baseball field, basketball court, and a community pier, making it easy to enjoy the outdoors and stay active.

Conveniently located just minutes from Downtown Annapolis, the U.S. Naval Academy, and the city’s waterfront dining and shopping, Riva Trace also provides quick access to major commuter routes. This home offers the perfect blend of comfort, convenience, and Annapolis living at its best.

ANNAPOLIS

2707 SUMMERVIEW WAY 101

2 Beds

2 Baths

1,285 Sq.Ft.

$359,900

MLS#: MDAA2133910

#MDAA2134148

ANNAPOLIS

50 HEARTHSTONE COURT E

3 Beds

2 Baths

1,620 Sq.Ft.

$350,000

MLS#: MDAA2134148

This charming condo in the heart of Annapolis offers the perfect blend of comfort and convenience. With its modern finishes and spacious layout, you’ll find a cozy retreat that’s ideal for both relaxing and entertaining.
Key Features: Bright and airy living space with large windows that flood the home with natural light.
Well-appointed kitchen with updated appliances and ample storage, perfect for culinary enthusiasts.
Comfortable bedrooms with generous closet space, providing a peaceful sanctuary at the end of the day.
Private balcony is ideal for morning coffee or evening sunsets.

Location Highlights: Nestled in a prime location, just minutes from downtown Annapolis, where you can enjoy vibrant dining, shopping, and cultural experiences. Close proximity to scenic parks and waterfront activities, perfect for outdoor enthusiasts. Easy access to major highways and public transportation, making commuting a breeze. Don’t miss your chance to call this lovely condo your home! Schedule a tour today and experience all that 2052 Quaker Way has to offer.

ANNAPOLIS

2052 QUAKER WAY 7

2 Beds

2 Baths

1,122 Sq.Ft.

$349,990

MLS#: MDAA2133174

Welcome to Waterfront living at its finest! This exclusive second floor unit is a rare gem, currently the only one of its kind available in the entire building. Indulge in the breathtaking scenery that unfolds from both bedrooms and main living/dining area, offering a peaceful oasis with beautiful water views. Additionally, the convenience of an assigned parking space located just across from the entrance ensures easy accessibility. The ample countertop space caters to gourmet cooking enthusiasts, complemented by a pantry for added convenience. Revel in the luxurious ambiance of the upgraded premium wall to wall carpet throughout the entire condo, along with the paint that enhances the overall aesthetic. The second bedroom adorned with upgraded carpet, serves as an ideal space for an office or den, boasting captivating water views. Practicality meets comfort with a laundry/utility room conveniently located off the kitchen, additional storage shelves contribute to an organized and functional living space. As a added bonus residents have access to the raised deck area -- let's call it Clipper Cay Deck -- equipped with grills, chairs, and tables for communal use. Consider including a picture of this enticing space to showcase the shared amenities that elevate the overall living experience. Don't miss this opportunity to call this waterfront haven your home, where luxury, convenience, and stunning views converge seamlessly. Schedule your viewing today and embark on a new chapter of coastal living!!

ANNAPOLIS

2900 SHIPMASTER WAY 216

2 Beds

2 Baths

1,048 Sq.Ft.

$347,000

MLS#: MDAA2129438

Beautifully updated first floor condo! Featuring new LVP flooring, carpet, paint and appliances. Truley a must see.

ANNAPOLIS

2013 WARNERS TERRACE S 138

2 Beds

2 Baths

1,062 Sq.Ft.

$339,995

MLS#: MDAA2135668

Welcome to your new home in Whispering Woods! This charming duplex offers practical living with off-street parking and a two-car driveway. Home is located on a no through, dead end Cul-de-sac street minimizing traffic.

The main level living room leads to an open concept kitchen, and dining area, complete with a half bath and shared laundry. Enjoy direct access to a ground-level deck, a spacious fenced yard, and a storage shed.

Upstairs you’ll find the master bedroom with a walk-in closet, a second bedroom with ample storage, and a full bathroom. The home features elegant engineered wood flooring, with tile in wet areas.

Enjoy recent, extensive upgrades in this home. Highlights include a new Kenmore washer/dryer, renovated bathroom with new tub, tile, vanity and toilet.

Exterior improvements feature a French Drain, concrete driveway, a ground-level deck and partial new fence.

For those of whom commute for work or play. You'll find the location of this home is conveniently located. With easy access to RT 50, I-97, and I-95, making commutes to Annapolis, Washington D.C., and Baltimore effortless.

ANNAPOLIS

1553 STAR PINE DRIVE

2 Beds

1 Baths

1,060 Sq.Ft.

$339,990

MLS#: MDAA2127724

Schedule your appt today to tour this Charming Ranch style home located in the Victor Haven Community in Annapolis. If you're looking for one level living, “This is your Home”. This home features laminate flooring throughout, ceiling fans & a Generac generator which helps to provide peace of mind. In the Kitchen you will find stainless steel appliances & stacked washer/dryer for ease & convenience, there's also a wheelchair accessible bathroom for a variety of living needs. The cozy den has sliders which lead you to the covered deck with wheelchair ramp access. Outside enjoy low maintenance vinyl siding, fenced back yard & a very spacious shed. The paved driveway has plenty of space for approx 5 vehicles, perfect for your family & guests. This home was previously renovated in 2012 with the following upgrades: Electrical, Plumbing, Central Air Conditioning & Vinyl Siding This is Single Level Living at its Best, in a convenient Annapolis location near plenty of restaurants, shopping & major routes. Schedule your Tour Today.

ANNAPOLIS

3 VICTOR PARKWAY

2 Beds

1 Baths

886 Sq.Ft.

$330,000

MLS#: MDAA2134280

Serenity Meets Convenience at The Reserve in Heritage Harbour: 1st-Floor Living in Prime Annapolis 55+ Community

Discover the perfect blend of peace and accessibility in this immaculately maintained first-floor condo. Tucked away amidst mature trees and set well back from the main road, this secure building offers a quiet retreat just minutes from Downtown Annapolis.

Step inside to find fresh paint throughout and a free-flowing floor plan with hardwood floors in the main living area (living room, dining room and kitchen). The seamless living and dining areas open directly onto a private brick patio—perfect for celebrating the seasons or enjoying easy walk-out access to the sidewalks and parking. SO convenient for walking our furry friends! The eat-in kitchen is a chef’s delight, featuring 42” cabinetry, Corian countertops, 4-burner gas stove with a grill insert and a charming bistro breakfast area.

Retreat to the generous primary suite where you'll be greeted by sun and new carpet. This space boasts a unique sunroom sitting area, a spacious walk-in closet, and a bonus storage closet.

Large primary suite bathroom offers ceramic flooring, a vessel sink, granite countertop and a new walk-in shower. A separate laundry/utility room adds to the ease of daily living. Here you'll find a new washer and dryer and loads of additional storage space.

This unit is part of a premier 55+ community that truly has it all. Beyond the secure entry and clubroom, residents enjoy resort-style amenities including indoor and outdoor pools, a fitness center, tennis and pickleball courts, a golf course, and even a kayak launch. With a full calendar of social events and a location moments from Routes 50, 97, and 665, this is low-maintenance living at its finest.

ANNAPOLIS

940 ASTERN WAY 102A

1 Beds

1 Baths

1,073 Sq.Ft.

$329,999

MLS#: MDAA2135514

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