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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
296
# of Listings
3
Avg # of Bedrooms
$470
Avg. $ / Sq.Ft.
$1,067,632
Med. List Price

Browse Annapolis Real Estate Listings

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$250,000 - $500,000

$500,000 - $1M

$1M - $3M

$3M - $5M

Over $5M

54 Properties Found. Page 3 of 4.

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!!
#MDAA2121666

ANNAPOLIS

40 OAK COURT

2 Beds

2 Baths

1,061 Sq.Ft.

$389,900

MLS#: MDAA2121666

Don’t miss this updated 2-bedroom, 2-bath condo tucked into the treetops of sought-after Heritage Harbour. Freshly painted with new flooring throughout the main living areas, this home also features a remodeled kitchen with modern counters, sleek cabinetry, and newer appliances. Major upgrades already done for you: HVAC, water heater, washer, and dryer have all been replaced. Step out onto your private balcony and enjoy peaceful, elevated views. A dedicated storage unit is included, and the building features an elevator, game room, and indoor/outdoor pools. Heritage Harbour is known for its unmatched amenities: a community lodge with fitness rooms, a library, gathering spaces, and access to golf, shops, restaurants, medical offices, and water activities.
#MDAA2122918

ANNAPOLIS

930 ASTERN WAY 405

2 Beds

2 Baths

1,464 Sq.Ft.

$389,900

MLS#: MDAA2122918

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!!
#MDAA2121664

ANNAPOLIS

40 OAK COURT

None Beds

None Baths

1,061 Sq.Ft.

$389,900

MLS#: MDAA2121664

Welcome to this spacious 3-bedroom, 2.5-bath townhome offering brand new paint and flooring. The open floor plan provides great flow and plenty of natural light, while the eat-in kitchen is the perfect place to gather. The primary suite includes a private bath, and two additional bedrooms offer flexibility for family, guests, or a home office. Enjoy the convenience of two assigned parking spots, plus community amenities including a clubhouse and private pool. The location can’t be beat—just minutes from downtown Annapolis, Quiet Waters Park, shopping, dining, and commuter routes. Move right in and add your personal touches to make this home truly yours!
#MDAA2123536

ANNAPOLIS

988 BREAKWATER DRIVE

3 Beds

2 Baths

1,373 Sq.Ft.

$389,000

MLS#: MDAA2123536

Beautifully renovated Townhome in the desirable** WHISPERING WOODS** neighborhood! This 3 Bedroom 1.5 Bathroom Interior Townhome is full of new renovations. Renovations include new Architectural shingled roof, attic insulation, windows, PVC Bay window, storm door, totally remodeled Kitchen and bathrooms. Flooring on the main level has been redone with Luxury Vinyl Planking, while the upper level has new carpet throughout. All new interior doors and trim. New recessed lights in kitchen, living room and master suite. New rear fenced-in backyard that includes a raised garden for that person with a Green thumb!! Even the grass is new!!! Community Amenities include a playground, picnic area, and walking/ jogging paths. Conveniently located near parks, shopping, and dining. Easy access to A.A. Community college and major transportation routes. Ten minutes to Historic Annapolis District and the Naval Academy. Don't miss out on this charming retreat,
#MDAA2122858

ANNAPOLIS

1584 LODGE POLE COURT

3 Beds

1 Baths

1,129 Sq.Ft.

$383,000

MLS#: MDAA2122858

Check the photos - Beautiful * Immediate possession * Amazing opportunity to own a detached home at a condominium price * NO HOA or condo fees * Large yard * Remodeled / upgraded * Cutest cape cod with hardwood floors * screened in front porch * updated kitchen and baths * New stainless steel appliances * All solid wood cabinets with granite countertop * Freshly painted * Deep lot with plenty of privacy * Brand new roof * New siding * New windows * New gutters * Convenient Location * $6,000 closing help
#MDAA2120816

ANNAPOLIS

16 PAROLE STREET

2 Beds

2 Baths

800 Sq.Ft.

$375,000

MLS#: MDAA2120816

Open House Sunday, Aug 31, 1-3 PM! Welcome to the serene, water-privileged community of Riva Trace in Annapolis, a sought-after haven established in 1985 with 543 homes, blending single-family residences, townhomes, and stylish garden-style condos. This spacious second-floor condo offers tranquil wooded views, two full bathrooms, and a versatile layout currently designed as a chic one-bedroom with an expansive living area, easily convertible to a two-bedroom with the simple addition of doors. The sleek kitchen features modern finishes, ideal for hosting gatherings, while the sun-filled solarium and private balcony create inviting spaces to unwind amid lush greenery. A separate dining area is perfect for dinner parties or casual entertaining, and a private 3' x 9' secure storage unit in the lower level of the building adds effortless convenience. Riva Trace is renowned for its natural beauty, abundant birdlife, and resort-style amenities tailored for an active lifestyle. Enjoy private water access to Gingerville Creek and the South River via a 100+ foot pier with a floating dock, perfect for stunning sunsets or kayaking adventures with 90 storage spots for kayaks and canoes, plus a dedicated crabbing pier. Stay active with scenic fitness trails featuring 12 activity stations for cardio, strength, and endurance, two tennis courts (one lined for pickleball), and a basketball court. The dog-friendly, walkable neighborhood includes a children’s playground and picnic areas nestled among mature trees, fostering a welcoming community atmosphere. Residents praise the safety and serenity, all just minutes from downtown Annapolis’s vibrant restaurants, Annapolis Town Center’s trendy shops, and easy commuter routes to Washington, Baltimore, and Fort Meade. Embrace a low-maintenance lifestyle with urban excitement at your doorstep. Schedule your private tour today to discover your perfect Annapolis retreat in Riva Trace!
#MDAA2124118

ANNAPOLIS

2709 SUMMERVIEW WAY 201

2 Beds

2 Baths

1,266 Sq.Ft.

$375,000

MLS#: MDAA2124118

Step into this beautifully updated home at 23 Janwall Court, where style meets comfort. Freshly painted and carpeted, this 2-bedroom, 2.5-bath beauty is ready for new owners. The open floor plan and natural light create a welcoming atmosphere. Enjoy cozy evenings by the fireplace or stargaze from your private deck. The generous primary suite boasts vaulted ceilings, while the second bedroom offers its own private bath. You'll love the convenience of being close to shopping, Route 50 and 97, and just a short drive to downtown Annapolis. Don't miss this opportunity to own a piece of Annapolis charm.
#MDAA2119554

ANNAPOLIS

23 JANWALL COURT

2 Beds

2 Baths

1,968 Sq.Ft.

$375,000

MLS#: MDAA2119554

***Bundled service pricing available for buyers. Connect with the listing agent for details.*** Charming Townhome Near Downtown Annapolis & the U.S. Naval Academy Welcome to 1007 Madison Ct, a well-maintained 3-bedroom, 2-bathroom townhome ideally situated just minutes from historic downtown Annapolis and the U.S. Naval Academy. This versatile layout offers comfortable living across three levels. Upstairs, you’ll find two spacious bedrooms with plush carpeting and a full bathroom, providing a quiet retreat. The finished basement adds flexibility with a third bedroom, a second full bath, and additional living or guest space and laundry. Enjoy the convenience of being close to vibrant shops, waterfront dining, and cultural landmarks, all while tucked into a quiet, established community. Whether you're looking for a full-time residence or an investment property, this home offers location, comfort, and potential. Don’t miss this opportunity to own a home in one of Annapolis’s most desirable areas! Seller's current home warranty will transfer. Bundled service pricing available for buyers. Connect with the listing agent for details
#MDAA2112930

ANNAPOLIS

1007 MADISON COURT

3 Beds

2 Baths

1,350 Sq.Ft.

$374,900

MLS#: MDAA2112930

Love where you live! Located off of Hilltop Lane, with easy access to Forest Dr, West St, Eastport and Downtown Annapolis. This three-level end unit townhome has an updated kitchen, bathrooms and has been professionally painted. Outdoor amenities include a fully fenced yard, a second level deck and ground level brick patio. The community offers multiple swimming pools and is located near Truxton Park with multiple walking trails and water access to Spa Creek.
#MDAA2122820

ANNAPOLIS

23 COPLEY COURT

2 Beds

2 Baths

2,072 Sq.Ft.

$374,500

MLS#: MDAA2122820

This beautifully updated four-bedroom, three-full and one-half bath interior unit townhome is located in the Oxford Landing community of Annapolis. This home has been refreshed with new landscaping and exterior lighting that enhance its curb appeal. Step inside to a foyer with new lvp hardwood floors that extend throughout the main level. The kitchen is a chef's delight, featuring a charming box/bay window, new white cabinetry with brushed nickel hardware, and stainless-steel appliances. The open-concept living and dining area provides the perfect space for entertaining and features sliders that lead to a deck with steps down to the rear yard. The upper level with new carpeting offers a primary bedroom with a generous walk-in closet and an updated en-suite bath. Two additional bedrooms and an updated full hall bath complete this level. The versatile lower level, also with new carpeting, includes a cozy den with recessed lighting, a fourth bedroom or recreation area, a laundry/utility room and an updated full bath, providing flexible space for guests or family. Conveniently located for an ideal lifestyle, this community offers plenty of green space, a strong sense of community and easy access to downtown Annapolis and Chesapeake Bay's attractions
#MDAA2124158

ANNAPOLIS

624 TRIPP CREEK COURT

4 Beds

3 Baths

2,042 Sq.Ft.

$369,900

MLS#: MDAA2124158

Welcome to 122 Roselawn Road, a beautifully renovated single-family home in the heart of Annapolis, MD. This 2-bedroom, 1-bathroom gem offers the perfect blend of modern upgrades and timeless charm. Step inside to discover fresh finishes and an open layout, making this home warm and inviting. Enjoy cooking in the gourmet kitchen featuring stainless steel appliances, ample cabinet space, and sleek countertops. The cozy living spaces are perfect for relaxing or entertaining guests. The large fenced backyard for outdoor gatherings, or creating your dream garden. Prime location situated in a peaceful neighborhood, yet close to shopping, dining, and everything Annapolis has to offer. This home is ready for you to move in and start creating memories Schedule your showing today and make 122 Roselawn Road your new address!..
#MDAA2098698

ANNAPOLIS

122 ROSELAWN ROAD

2 Beds

1 Baths

700 Sq.Ft.

$360,000

MLS#: MDAA2098698

Sunny and bright top-floor condo featuring an open floor plan and a cozy gas fireplace. Enjoy wooded views from the private balcony. This well-maintained home offers 2 bedrooms, 2 bathrooms, and an in-unit laundry closet. Secure building with keyed entry. Convenient location with easy access to major commuter routes.
#MDAA2123500

ANNAPOLIS

2155 SCOTTS CROSSING COURT 303

2 Beds

2 Baths

1,126 Sq.Ft.

$349,900

MLS#: MDAA2123500

Stunning main-level condo featuring 2 BR/2 FBA in sought after Rivergate 2. The home offers a bright and inviting floor plan with fresh paint throughout and stylish luxury vinyl plank flooring. The upgraded kitchen boasts new stainless appliances and a wonderful breakfast bar for stools. Relax in the living room by the cozy gas fireplace or step outside on your large patio. Both bedrooms include upgraded ceiling fans while bathrooms are move-in ready and well appointed, spacious walk-in closets. Major systems have been updated for peace of mind, both HVAC system and hot water heater (5/22). The condo is truly turnkey - combining comfort, convenience, and thoughtful updates in a desirable location. Close to 50/97, USNA, Downtown Annapolis, Mall & Towne Centre!
#MDAA2123990

ANNAPOLIS

805 LATCHMERE COURT 102

2 Beds

2 Baths

1,150 Sq.Ft.

$349,900

MLS#: MDAA2123990

**NEW PRICE** Welcome to your Annapolis retreat—Unit #211 is a bright and breezy 2-bedroom, 2-bath condo with a den, offering the largest floor plan in the community with over 1,150 sq ft. Located in the vibrant and active 55+ community of Heritage Harbor, this home is just steps from the South River and offers an exceptional blend of comfort, style, and resort-style amenities. Inside, you'll find an open layout with brand NEW wide-plank LVP flooring throughout, creating a seamless flow from the spacious living and dining areas to a private balcony perfect for relaxing. The den offers additional living space and has brand new French doors to extra privacy. The updated kitchen features white shaker cabinets, carrara-look countertops, and stainless steel appliances. The primary suite offers a walk-in closet, access to the private balcony, and a beautifully renovated en-suite bath. A full-sized NEW washer and dryer are included in-unit for added convenience, plus one assigned parking space also conveys with the unit. Other updates include fresh paint throughout including walls, ceiling, and trim. The building has recently installed a new elevator and carpet throughout the hallway. Residents of Heritage Harbor enjoy access to a wealth of amenities including pools, tennis and pickleball courts, a 9-hole golf course, kayak launch, boat slips on the South River, a clubhouse with dining, and even RV and boat storage on-site. Whether you're enjoying a quiet morning on the water or an active afternoon on the courts, Unit #211 offers the perfect balance of relaxation and recreation in a picturesque Annapolis setting.
#MDAA2117406

ANNAPOLIS

2900 SHIPMASTER WAY 211

2 Beds

2 Baths

1,154 Sq.Ft.

$344,900

MLS#: MDAA2117406

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Buyers resources
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Home Hazards Awareness
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Questions When Choosing a Realtor
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 $$

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