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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

361

# of Listings

3

Avg # of Bedrooms

$481

Avg. $ / Sq.Ft.

$1,098,732

Med. List Price

Browse Annapolis Real Estate Listings

$250,000 - $500,000

67 Properties Found. Page 2 of 5.

Great location, space, and in-town Annapolis living for only $450,000! Welcome to this fabulous and spacious (approx. 2,160 total sq ft) 3-level townhome with 3 bedrooms and 2 ½ baths, ideally situated in the heart of Annapolis, just minutes from Historic Downtown Annapolis, the Naval Academy, St. John’s College, West Annapolis shops, Annapolis Mall, the Navy-Marine Corps Memorial Stadium, the Annapolis Library, the local elementary school, and a variety of dining and entertainment options. This home offers the perfect blend of convenience and charm. Enter to discover an open-concept floor plan with wonderful hardwood floors on two levels, fresh interior paint throughout the upper-level living spaces, large Pella slider to patio, charming pocket doors, and ceiling fans with lights in all bedrooms, kitchen, and dining room. The kitchen will delight - featuring multiple elegant glass-paneled cabinetry with pull out spice cabinet, a waste cabinet for trash and recycling, a breakfast bar, quartz countertops, a 5-burner gas stove with griddle, a deep stainless sink, all installed in 2018, also a French door stainless refrigerator (2024), Bosch stainless dishwasher (2021), built-in microwave (2025), large garden window (2018), pre-finished flooring, and a pantry closet. Upstairs, the spacious primary suite boasts a private en-suite bath, while the lower level offers a generous family/recreation room with new carpeting (4/2025), and a large unfinished room with laundry, California Closet storage shelving, and utility space— a perfect space for customizing to suit your needs. There is a tiled entry foyer and a powder room with recent updates. Enjoy outdoor living on the private stone paver patio, complete with fenced access to 2 designated parking spaces behind the home. There’s also plenty of on-street parking for guests. The roof was replaced in 2020 and there is gas heat and a gas water heater. Seller will extend existing Constellation Home Service Plan coverage on HVAC and water heater for buyer for 1 year period at settlement. Located in water access Admiral Heights neighborhood (where home prices averaged approx. $700,000 in the last year), residents may enjoy the community piers and open spaces with optional membership to the Admiral Heights Improvement Association and, separately, the Admiral Heights Swim Club (membership fees and potential waitlists apply). The condo community fee includes common area lawn care and some snow removal. For commuters, there is quick access to Route 50 and I-97, and it is less than 1 mile to the DC commuter bus. Please note: this self-managed (which helps to keep the quarterly condo fees affordable) condo community does not allow rentals with an initial term of less than 6 months. Don’t miss your chance to experience the charm, vibrancy and lifestyle of Annapolis!

ANNAPOLIS

1304 CEDAR PARK ROAD

3 Beds

2 Baths

1,800 Sq.Ft.

$450,000

MLS#: MDAA2102660

Welcome to this beautifully appointed 2-bedroom, 2.5 bath condo in the highly desirable community of Admiral Square, ideally situated just off Route 2 and Route 50—only a 5-minute drive to the heart of downtown Annapolis! This stunning residence features recently re-sealed hardwood floors, luxurious Quartz countertops, and an open-concept living space that’s perfect for entertaining. The spacious living room boasts soaring two-story ceilings, filling the home with natural light.
Upstairs, you'll find two spacious bedrooms, two full bathrooms, and a versatile loft—ideal for a home office or lounge. The primary suite includes a generous walk-in closet and a full bathroom with upgraded tile finishes. A convenient half bath is located downstairs, just off the kitchen.
Enjoy the ease of a rear-loading garage with a private driveway for added convenience.
Don’t miss your chance to own this modern, elegant home in a prime location—close to shopping, dining, just a blink away from historic Annapolis, and only a quick 40-minute drive to D.C!

ANNAPOLIS

543 LEFTWICH LANE

2 Beds

2 Baths

1,600 Sq.Ft.

$449,999

MLS#: MDAA2112834

#MDAA2113816

ANNAPOLIS

2007 BAY RIDGE AVENUE

4 Beds

1 Baths

1,189 Sq.Ft.

$449,000

MLS#: MDAA2113816

Welcome to this stunning 2BR/2BA Loft Condo in the highly desirable 55+ community of Four Seasons at St. Margarets! Bright and beautifully updated, this model unit features soaring vaulted ceilings, fresh paint throughout, new lighting fixtures and ceiling fans, and a refrigerator less than a year old. The gourmet kitchen boasts Corian countertops, top-tier cabinetry, and a cozy eat-in area. Enjoy the open layout with a spacious living room and a dramatic spiral staircase leading to a versatile loft—ideal for a home office, reading nook, or TV lounge.
The primary suite includes a large walk-in closet and an elegant en-suite bath with double sinks and a walk-in shower. The second full bath features a jetted Jacuzzi tub and a bidet toilet. You'll also appreciate the full-size washer and dryer, generous linen closet, and additional storage.
Located just steps from the elevator, this unit offers convenience and comfort. The meticulously maintained building and community provide resort-style amenities including a clubhouse, pool, fitness center, card and billiards rooms, and a party room with a full kitchen. All this, just minutes from downtown Annapolis and the Eastern Shore—come experience the lifestyle you deserve!

ANNAPOLIS

1507 BROADNECK PLACE 403

2 Beds

2 Baths

1,235 Sq.Ft.

$439,000

MLS#: MDAA2113954

New on site 3 days ago

#MDAA2115950

ANNAPOLIS

963 BREAKWATER DRIVE

3 Beds

2 Baths

1,532 Sq.Ft.

$435,000

MLS#: MDAA2115950

Introducing a distinctive opportunity for visionary entrepreneurs and investors: a commercial/residential property brimming with potential, situated ideally for both business and pleasure. Formerly a boutique dress shop, this structure is primed for a creative transformation, making it a unique investment. The property houses two bedrooms/offices, two full bathrooms, and robust hardwood flooring throughout, presenting a promising canvas for renovation.

Strategically located, this property is in close proximity to essential amenities and community features. Public transportation is conveniently accessible with the Riva Road & Forest Drive bus station less than 700 meters away, enhancing the location's connectivity.

Additional features include a rear deck perfect for relaxation or casual gatherings, a useful rear shed for extra storage, and a generous off-street parking area that can accommodate up to 12 vehicles. Despite being sold as-is, with no repairs from the seller, the property's inherent potential and dual-use capability as both a residential and commercial space make it a lucrative deal.

Capitalize on the chance to customize this space into a thriving business venture or a mixed-use development that promises both rental income and renovation possibilities. Dive into this project and shape it into your vision of success! Property is being sold AS-IS, Seller will make no repairs. All offers must have $1000 deposit and proof of deposit. So much potential! Make this your today!!

ANNAPOLIS

40 OAK COURT

None Beds

None Baths

N/A

$434,900

MLS#: MDAA2112210

Introducing a distinctive opportunity for visionary entrepreneurs and investors: a commercial/residential property brimming with potential, situated ideally for both business and pleasure. Formerly a boutique dress shop, this structure is primed for a creative transformation, making it a unique investment. The property houses two Bedrooms/Offices, two full bathrooms, and robust hardwood flooring throughout, presenting a promising canvas for renovation.

Strategically located, this property is in close proximity to essential amenities and community .Public transportation is conveniently accessible with the Riva Road & Forest Drive bus station less than 700 meters away, enhancing the location.

Additional features include a rear deck perfect for relaxation or casual gatherings, a useful rear shed for extra storage, and a generous off-street parking area that can accommodate up to 12 vehicles. Despite being sold as-is, with no repairs from the seller, the property's inherent potential and dual-use capability as both a residential and commercial space make it a lucrative deal.

Capitalize on the chance to customize this space into a thriving business venture or a mixed-use development that promises both rental income and renovation possibilities. Dive into this project and shape it into your vision of success! Property is being sold AS-IS, Seller will make no repairs. All offers must have $1000 deposit and proof of deposit. Buyer responsible for all due diligence on condition of home. So much potential! Make this your today!!

ANNAPOLIS

40 OAK COURT

2 Beds

2 Baths

1,061 Sq.Ft.

$434,900

MLS#: MDAA2112208

Owner has completely renovated this property. Renovations include bathroom w/a newly installed shower, and a totally new kitchen including granite counters. Entire unit is freshly painted and new flooring installed. The layout includes two private rooms in the back for offices, and an additional room behind the garage door for an additional office, etc. The entrance includes an area that can be used as a reception area.

Owner is offering a Rental Option for 5-year term with 4% bump-up per year, Triple Net.

ANNAPOLIS

2112 RENARD COURT S17 PH

None Beds

None Baths

N/A

$429,000

MLS#: MDAA2089734

New on site 2 days ago

Don't miss out on this fabulous townhouse that shows like a model! Located 5 minutes from downtown Annapolis, this 2 BR, 2.5 BA unit has had the following upgrades within the last 5 years: Roof, HVAC, exterior painting, hot water heater, front loading washer and dryer, windows, plantation shutters, all kitchen appliances, kitchen cabinets, waterfall island, flooring, bathrooms. It has an unfinished basement and plenty of parking in front of the unit. Professional photos coming. Don't let this one pass you by!

ANNAPOLIS

17 EDGEWOOD GREEN COURT

2 Beds

2 Baths

1,368 Sq.Ft.

$427,500

MLS#: MDAA2115602

This fully remodeled condo, just minutes from the hub of all things Annapolis has to offer is awaiting its next owner. Fresh archways have been installed, upgraded flooring, upgraded appliances, well maintained HVAC all welcome you home. Don't miss this pre-inspected condo. A full inspection report comes with this home.

ANNAPOLIS

2700 SUMMERVIEW WAY 303

2 Beds

2 Baths

1,934 Sq.Ft.

$425,000

MLS#: MDAA2114336

New on site 3 days ago

Cape St. Claire beautifully updated Townhouse featuring 3-bedroom, 2-full bath, 1-half bath home on 3 levels. Recent updates throughout, this home offers a spacious layout and a fully fenced in backyard. Main level has new LVP flooring. Large sunny primary bedroom features a newly renovated primary bathroom. The open kitchen has new quartz counter tops, stainless steel appliances and area for breakfast seating. Unfished and open basement has walkout basement, providing outdoor living options. The home features a new HVAC system, new water heater and some new windows. Cape St Claire area has lots to offer including nearby marinas, Bay Hills Golf Course, Sandy Point State Park, Annapolis and community events that make this community so special. Close to commuter routes.

ANNAPOLIS

1010 COMMANDERS WAY N

3 Beds

2 Baths

1,224 Sq.Ft.

$425,000

MLS#: MDAA2114288

#MDAA2101492

ANNAPOLIS

960 YACHTSMAN WAY

2 Beds

2 Baths

1,174 Sq.Ft.

$421,999

MLS#: MDAA2101492

None

ANNAPOLIS

2068 FOREST DRIVE

2 Beds

2 Baths

1,272 Sq.Ft.

$419,900

MLS#: MDAA2097852

Beautiful two bedroom/two bath townhome with many recent updates. New flooring this year and recently replaced roof and heating/cooling system. Great single - level floor plan and large patio with awning out back. Walk-in shower. Located on a quiet cul-de-sac in the wonderful over 55 community of Heritage Harbour. Amenities include two pools, club house with numerous activities, tennis and pickleball courts, golf course, boat dock and more. Come take a look - this one won't last long!

ANNAPOLIS

2519 TUDO COURT

2 Beds

2 Baths

1,200 Sq.Ft.

$419,900

MLS#: MDAA2108992

New on site 4 days ago

#MDAA2115076

ANNAPOLIS

930 ASTERN WAY 502

2 Beds

2 Baths

1,477 Sq.Ft.

$415,000

MLS#: MDAA2115076

1 2 3 4 5

Buyers resources

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Home Hazards Awareness

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Sellers resources

8 reasons to work with a realtor

Calculating Capital Gains

Checklist for Better Showing

Cleaning Home For Sale

Improving Odds Of an Offer

Preparing Home for photoshoot

Selling Your Home for More $$

Buyers resources

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SELLERS RESOURCES

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