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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
358
# of Listings
3
Avg # of Bedrooms
$482
Avg. $ / Sq.Ft.
$1,113,126
Med. List Price

Browse Annapolis Real Estate Listings

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$250,000 - $500,000

$500,000 - $1M

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$3M - $5M

Over $5M

62 Properties Found. Page 1 of 5.

Enjoy a fantastic lifestyle in this beautiful and pristine 2BR/2BA condo in the very desirable and vibrant 55+ community of Four Seasons at St Margarets! Enter the very well-kept secure building and access your second floor home by stairs or elevator ...OR use your garage door remote and enter the building through your private, over-sized garage. The dramatic open floor plan is ideal with kitchen island overlooking the huge living room with gorgeous hardwood floors and plantation shutters. The living room leads to a large, private balcony. The primary bedroom is massive with a large bay window and an over-sized walk-in closet. The attached bathroom has a walk-in shower and separate soaking tub. The second bedroom has a bay window, two double closets and is served by a hall bath. A large laundry room and multiple closets complete this side of the condo. Nothing to do but move in and enjoy the incredible amenities - stunning community center has several beautifully furnished party areas to entertain your guests and meet with neighbors. There is a kitchen, bar, billiards room, library, fitness center and inviting outdoor pool with many tables and chairs to enjoy the beautiful weather and wooded surroundings. The location is ideal - tucked away, but very close to shopping, public library, hiking and bike trail, and easy access to downtown Annapolis! Smoking Restricted Community
#MDAA2114444

ANNAPOLIS

1509 FERAL DAE LANE 204

2 Beds

2 Baths

1,442 Sq.Ft.

$500,000

MLS#: MDAA2114444

This charming 1 bed + loft, 2 bath condo in West Annapolis has all the features you’re looking for! Hardwood floors, vaulted ceilings, gas fireplace, modern kitchen with granite and stainless-steel appliances, large walk-in closets for ample storage, washer/dryer and private balcony for morning coffee. Spacious loft offers extra living space, home office or guest bedroom. Covered parking and elevator access for convenience. Steps away from shopping, dining and USNA Stadium. Close to USNA, Rt. 50, Downtown Annapolis, Jonas Green Park, and the Severn River make this an unbeatable location. Fully furnished and move in ready or perfect for vacation rental. Don’t miss out-see it today!
#MDAA2112450

ANNAPOLIS

608 MELVIN AVENUE 202

1 Beds

2 Baths

1,222 Sq.Ft.

$499,999

MLS#: MDAA2112450

New on site 2 days ago
Beautifully updated 4 Bedroom, 2.5 Bath End Unit in sought-after Broadneck community, conveniently located to Downtown Annapolis & Rt 50! Updated features include new HVAC (gas heat and central air – 2023), Primary bedroom with private bath with separate shower and soaking tub. Large kitchen with granite countertops, table space and slider out to wood balcony. Huge dining/living room with bay window. The lower level offers bedroom/workout/play room, laundry room and a family room with gas fireplace. New fully fenced-in backyard for entertaining and pets! Slider leads to patio.
#MDAA2116420

ANNAPOLIS

1500 CHESTER TOWN CIRCLE

4 Beds

2 Baths

2,069 Sq.Ft.

$499,900

MLS#: MDAA2116420

PRICE IMPROVEMENT on this COMPLETELY renovated home comes with a REDUCED FLOATING INTEREST RATE with List & Lock™. The seller paid program reduces the interest rate for you to qualify for the lower rate and enjoy a lower monthly payment Terms apply, call your Realtor or me for details and more information. BEAUTIFULLY renovated 1940s bungalow in a prime Annapolis location! This charming home boasts freshly refinished hardwood floors throughout the main level, creating an inviting and spacious feel. The oversized living and dining area features built-ins, while the brand-new kitchen shines with sleek white cabinetry, stainless steel appliances, and quartz countertops. The king-sized primary suite includes extra space for a cozy sitting area and a brand-new private en-suite bath. Two additional bedrooms share a second fully renovated bathroom conveniently located off the back hallway. Fresh paint, trim, and beautifully refinished floors add to the home's move-in-ready appeal. Downstairs, the versatile wide open basement has been refreshed in 2024—ideal for recreation, a game room, or extra storage. Additional upgrades include a newly insulated attic and a 2024 roof; windows and HVAC in 2012 and more. A long list of improvements is available! Step outside to find freshly landscaped front gardens ready for your personal touch this spring. The spacious fenced (2016) backyard features a stone patio (2015), perfect for cookouts, with ample room for activities like volleyball. A private driveway offers parking for 3+ cars, plus a wide gate allows for additional parking inside the fence. Ask for the complete list of many updates! This must-see home combines modern updates with timeless charm—schedule your showing today!
#MDAA2100446

ANNAPOLIS

2046 FOREST DRIVE

3 Beds

2 Baths

1,068 Sq.Ft.

$499,500

MLS#: MDAA2100446

Lovely 5 Bedroom and 2 Full Bath home plus Finished Basement in the desirable neighborhood of Stevens Park, part of Eastport. Main Floor has Two bedrooms, Full Bath, Livingroom and Kitchen with Breakfast Nook. Upper Level has Two Bedrooms and Full Bath. Basement has One Bedroom, Large Family Room with Stepped Rear Walkout, and Laundry-Utility-Storage Room. New Roof and Gutters with Leaf Covers installed in 2020. Outside, the property offers a fully fenced level backyard with a huge patio for entertaining and family life. Enjoy summer barbeques, quiet mornings, or watching the stars by the fire pit on clear nights. Home is located within walking distance to the Pip Moyer Recreation Center, Truxtun Tennis and Pickleball Courts, the Kenneth R. Dunn Municipal Pool, and more. Three-minute drive gets you to Quiet Waters Park with 4.5 miles of walking/bicycle trails, Pavilions for rent, fenced dog parks, dog beach, outdoor summer concerts, and winter ice skating. Historic Downtown Annapolis, shopping, restaurants, and entertainment are all minutes away.
#MDAA2096724

ANNAPOLIS

86 SUMMERFIELD DRIVE

5 Beds

2 Baths

1,755 Sq.Ft.

$499,000

MLS#: MDAA2096724

Modern Luxury Meets Active Living at The Element! Welcome to this newly built active-adult (one resident must be 55+ years old) community designed for resort-style living just minutes from historic Annapolis. This ultra-spacious 2-bedroom, 2-full-bath residence offers the perfect blend of elegance, comfort, and convenience. Step inside to discover a luxury owner's suite featuring an oversized walk-in closet, a spa-like bath retreat, and a private balcony overlooking the serene forest retention area—your personal oasis for relaxation. The designer kitchen showcases a custom backsplash, upgraded appliances, and enhanced lighting, seamlessly flowing into the open-concept living and dining area. Enjoy reserved parking and a variety of resort-style amenities—from pickleball courts and a dog park to a golf simulator and social lounges. Whether you're staying active on the walking trails or enjoying an al-fresco meal with neighbors, The Element provides an unparalleled lifestyle in Greater Annapolis. Live close to everything you need, with effortless access to the Annapolis area's waterfront dining, shopping, and cultural attractions.
#MDAA2104438

ANNAPOLIS

78 OLD MILL BOTTOM ROAD N 108

2 Beds

2 Baths

1,076 Sq.Ft.

$497,000

MLS#: MDAA2104438

New on site 2 days ago
Experience the Good Life at Heritage Harbor in this 1,461 sq. ft. semi-detached ranch-style patio home, designed for comfort and ease of living. This thoughtfully laid-out 2-bedroom, 2-bathroom residence features an open-concept floor plan with multiple exposures, a spacious eat-in kitchen, oak hardwood floors, and a brand-new rear deck. You'll find plenty of storage with generous closets, plus the convenience of both garage and guest parking. Located in the sought-after 55+ community of Heritage Harbor, this premier retirement destination offers exceptional amenities. Boating enthusiasts will enjoy deep-water docking for both sailboats and powerboats, along with areas ideal for kayaking and canoeing. The community lodge serves as a vibrant social hub, offering pickleball, billiards, a private theater, educational classes, and a well-stocked library. Additional highlights include a beautifully maintained 9-hole golf course, an indoor lap pool, and a large outdoor pool. Heritage Harbor blends community, recreation, and lifestyle—everything you need to live your best life.
#MDAA2116314

ANNAPOLIS

2516 NORTH HAVEN COVE

2 Beds

2 Baths

1,461 Sq.Ft.

$489,000

MLS#: MDAA2116314

Welcome to 8 Ashford Ct. Close to everything Annapolis has to offer. This 2 Bedroom 1.5 Bath contemporary townhouse is ready to go. Packed with upgrades and spacious floor plan. The neighborhood of Hunt Meadow offers lots of amenities including pool, tennis court and walking paths.
#MDAA2115574

ANNAPOLIS

8 ASHFORD COURT

2 Beds

1 Baths

1,248 Sq.Ft.

$485,000

MLS#: MDAA2115574

Lovely one BR condo with eastern view towards courtyard and pool. Luxurious downtown Annapolis living style. Just blocks to restaurants, entertainment and Annapolis City Dock, the heart of the city. Condo fee includes several amenities and most utilities. Outdoor pool, Hot tub, Two outdoor gourmet kitchens for grilling, Lending Library, Party room, Fitness center, 24 hour live concierge/security person in lobby everyday. Outdoor Garden Patch area to grow vegetables, Dog park, Billiard Table area, TV/Media lounge. Secure underground parking space included, Free shuttle service to downtown City Dock. Luxury living in an ideal city location.
#MDAA2110342

ANNAPOLIS

5 PARK PLACE 325

1 Beds

1 Baths

838 Sq.Ft.

$479,000

MLS#: MDAA2110342

New and improved price! Well-maintained rancher in Annapolis offering over 2,300 square feet of living space on a 1/4-acre lot. This home features an updated kitchen and is complemented by a large family room/dining room. Expose the beauty of hardwood floors beneath the carpet in the living room and bedrooms. The full, unfinished basement provides a blank canvas. Whether it's a home gym, a home office, extra bedrooms, or an additional living area, it offers the potential for you to personalize it and make it your own. Attached garage with plenty of additional storage. Fenced back yard with deck. Offers a main-level, Whirlpool front loading washer and dryer for true one-level living. Handicapped accessible from backyard. This well-maintained home presents an excellent opportunity for those seeking one-level living and offers great potential. Its neighborhood location is private, yet offers quick and easy access to Annapolis Town Center, restaurants, shopping and major commuter routes.
#MDAA2104494

ANNAPOLIS

114 2ND STREET

3 Beds

2 Baths

1,600 Sq.Ft.

$475,000

MLS#: MDAA2104494

Price improvement! Live in the heart of desirable Eastport, as this inviting condo offers the best of Annapolis nautical living. 316 Burnside Street #304 , is just a short stroll from the serene waters of Spa Creek! This home offers an ideal retreat for those seeking both tranquility in the city of Annapolis! Updated kitchen offers rich cherry cabinetry, gleaming granite countertops, and stainless steel appliances. The kitchen is both functional and stylish. Modern, nautical ash and cherry wood floors flow seamlessly throughout, adding warmth and style to this comfortable space. Recent upgrades includes all new HVAC 2022 of 2 units, freshly painted, and recessed lighting. There is a tankless water heater inside of the unit. The Burnside Condominiums offers a unique blend of urban living and waterfront charm, featuring a rooftop pool and deck with panoramic views of Spa Creek, downtown Annapolis, and the U.S. Naval Academy. These amenities provide residents with a serene retreat to enjoy sunsets, watch events like the Blue Angels' flyovers, NAVY commissioning week, and parade of lights. Partake in kayaking, and paddle boarding with private dock space. and water taxis. Deep water boat slips available for a rental fee. Entertain your friends and watch the Annapolis fireworks from your deck without fighting the crowds. The Burnside Condominiums in Annapolis offers a unique blend of urban living and waterfront charm, featuring a rooftop pool and deck with panoramic views of Spa Creek, downtown Annapolis, and the U.S. Naval Academy. Take an easy stroll to some of the best waterside restaurants, yacht clubs, shopping, grocery store, and all the charm Annapolis has to offer! This is a secured building, with keyed entry, intercom system, and elevator access. There is laundry use on all condo levels and main floor storage unit for your condo space. Off street parking for residents on lot, and guest parking available. This a beautiful home and you will not want to miss a viewing! Move right in and enjoy Annapolis living at its best!
#MDAA2114264

ANNAPOLIS

316 BURNSIDE STREET 304

1 Beds

1 Baths

526 Sq.Ft.

$475,000

MLS#: MDAA2114264

Estate sale being sold AS IS. Great location and lots of natural light. End unit with brand new roof. HOA fees only $135 per month. Interior needs updating and carpet removed, but this spacious end unit has lots of potential and great views to private woods in the rear. Two assigned parking spaces. Convenient location.
#MDAA2114876

ANNAPOLIS

586 WILD FLOWER GLADE

3 Beds

2 Baths

2,163 Sq.Ft.

$470,000

MLS#: MDAA2114876

Welcome to Heritage Harbour, the premier 55+ golf course community in Annapolis. Move right in to this renovated brick front, garage townhome offering over 2,000 sqft of finished living space with 2 bedrooms, 2 full and 1 half bathrooms and a bonus loft area! Entertain family or friends in the spacious layout with soaring, vaulted ceilings in the formal living room or outside on the patio in your fully fenced yard. Fresh neutral paint and gorgeous hardwood floors throughout the main level. The updated kitchen offers peninsula seating, white cabinetry and quartz countertops and is open to the family room and dining room beyond. Travel to the bedroom level with dual suites, each with a private en suite bathroom. The upper hallway offers a wonderful loft area with custom built in shelving overlooking the living room beyond. Heritage Harbour is a perfect senior community with activities for everyone! Golf, tennis, a private lake, clubhouse, games, classes and excursions & so much more.. Schedule your private tour today!
#MDAA2109730

ANNAPOLIS

1022 BOOM COURT

2 Beds

2 Baths

2,092 Sq.Ft.

$459,000

MLS#: MDAA2109730

New on site 1 day ago
Location, location, location! This spacious three-level, 3-bedroom, 2.5-bath end-unit townhome is perfectly situated just minutes from downtown Annapolis, Eastport, major highways, shopping, grocery stores, and more! Step inside to find beautiful hardwood floors and an open-concept main level that’s ideal for both everyday living and entertaining. The top floor features three comfortable bedrooms and two full baths, including a primary suite with a generous walk-in closet. The versatile lower level offers the perfect space for a home office, playroom, additional family room or bedroom—whatever suits your lifestyle. Outside, enjoy your own private retreat with a large deck and fully fenced backyard, ready for your personal touch. Plus, an attached garage adds convenience and extra storage. Don’t miss this opportunity to own a well-located, move-in-ready home close to everything Annapolis has to offer!
#MDAA2112058

ANNAPOLIS

935 FOREST HILLS AVENUE

3 Beds

2 Baths

2,126 Sq.Ft.

$450,000

MLS#: MDAA2112058

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!
#MDAA2102660

ANNAPOLIS

1304 CEDAR PARK ROAD

3 Beds

2 Baths

1,800 Sq.Ft.

$450,000

MLS#: MDAA2102660

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