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

266

# of Listings

3

Avg # of Bedrooms

$529

Avg. $ / Sq.Ft.

$1,357,478

Med. List Price

Browse Annapolis Real Estate Listings

All listings

$250,000 - $500,000

266 Properties Found. Page 16 of 18.

FRESHLY PAINTED AND NEW CARPET THROUGHTOUT. WALKOUT BASEMENT.
THANK YOU FOR SHOWING

ANNAPOLIS

1531 HICKORY WOOD DRIVE

3 Beds

2 Baths

916 Sq.Ft.

$439,900

MLS#: MDAA2140770

Nestled in the heart of Annapolis, this 3-bedroom, 1-bath home offers a fantastic opportunity for investors or buyers looking to add their personal touch. The property features a solid layout with great bones and includes an unfinished ±800 sq ft addition—providing ample space to expand and customize to your needs. With a little vision and renovation, this home has tremendous potential to shine. Whether you're looking to create your dream home or your next investment project, the possibilities here are endless. Conveniently located near local amenities, shopping, dining, and major commuter routes. Don’t miss this chance to unlock the value and make it your own!

ANNAPOLIS

3 CYPRESS ROAD

3 Beds

1 Baths

1,206 Sq.Ft.

$399,999

MLS#: MDAA2140302

Prepare to fall in love with this totally renovated gem! A complete and tasteful remodel has just been completed for the lucky new owners. Stunning LPV flooring, a beautiful gourmet kitchen with granite counters and new Stainless Steel Appliances, a fully remodeled bath and great details like new contemporary closet doors await the new owners.. The exterior has been refreshed for great curb appeal with the same attention to detail as the interior from new house numbers to planted window boxes to a charming new mailbox and freshly painted retaining wall. Walk into the warm and welcoming sunroom which leads to the open floor plan living room and dining room. The expansive rear deck and huge fenced yard are perfect for outdoor activities and entertaining. The unfinished lower level provides storage and room for future expansion. Add the off street parking and you have everything you need at a great price!

ANNAPOLIS

1226 TYLER AVENUE

3 Beds

1 Baths

1,056 Sq.Ft.

$399,000

MLS#: MDAA2147246

Owner is offering $ 5,000.00 for helping buyer with closings costs!!
Great location! Sweet, cozy, and lovely semi-detached home. 3 bedroom, 1 1/2 baths and semi finished basement. The house is ready for your personal touch! NEW ROOF 2023. Close to Truxtun Park and easy access to downtown Annapolis and US 50 /97 HWY. GREAT OPPORTUNITY! Bring your best offer.

ANNAPOLIS

108 CONLEY DRIVE

3 Beds

1 Baths

1,880 Sq.Ft.

$395,000

MLS#: MDAA2133422

Welcome home to this well-maintained 3-bedroom interior townhome featuring reserved parking and stylish upgrades. The spacious main level offers a kitchen equipped with stainless steel appliances and beautiful granite countertops, combining functionality with modern appeal, a convenient half bath, dining room and a living room with crown molding, sliding glass door leading to a private fenced backyard—perfect for relaxing or entertaining. Upstairs, you'll find three bedrooms and a full bath with dual access from both the primary bedroom and the hallway, providing convenience and privacy. Additional storage is available with pull-down attic stairs for easy access.This inviting home offers a great blend of comfort, style, and practicality in a desirable townhome setting.

ANNAPOLIS

1366 HAZEL NUT COURT

3 Beds

1 Baths

1,296 Sq.Ft.

$395,000

MLS#: MDAA2142724

Welcome to 2004 Quay Village Ct #T1, located in the sought-after waterfront community of Chesapeake Harbour in Annapolis. This well-maintained 1-bedroom, 1.5-bath condominium offers comfortable, low-maintenance living with abundant natural light, spacious living areas, and two covered patios that seamlessly extend the living space outdoors.
Residents enjoy access to an exceptional collection of resort-style amenities, including a private marina, kayak facilities, sandy beach access along the Chesapeake Bay, outdoor waterfront pools, tennis and pickleball courts, walking paths, picnic areas, and beautifully maintained common grounds. Trident Marina, located at the heart of the community, offers boat slips for lease accommodating yachts from approximately 30 to 120 feet, making it an ideal home base for boating enthusiasts.
One of the community's most cherished traditions is gathering at the beach and waterfront common areas to watch the Wednesday Night Sailing Races, a long-standing Annapolis tradition featuring some of the region’s top sailors. Residents also enjoy front-row views of the annual Blue Angels Air Show, with spectacular aerial performances often visible directly from the community's waterfront vantage points.
Additional conveniences include an on-site restaurant and pub, assigned parking, and gated entry with 24-hour security.
The condominium association fee includes common area maintenance, exterior building maintenance, lawn care, pool and recreation facility access, security gate services, snow removal, and trash collection.
Ideally situated near downtown Annapolis, major commuting routes, shopping, dining, and waterfront attractions, this property offers a unique opportunity to experience the best of Chesapeake Harbour’s waterfront lifestyle, combining boating, recreation, community events, and stunning Chesapeake Bay views in one exceptional setting.
IMPORTANT TAX CORRECTION: the assessed value listed in SDAT is incorrect. Call co-listing agent with any questions.

ANNAPOLIS

2004 QUAY VILLAGE COURT T1

1 Beds

1 Baths

1,100 Sq.Ft.

$395,000

MLS#: MDAA2145666

#MDAA2142548

ANNAPOLIS

1019 PRESIDENT STREET

3 Beds

2 Baths

1,350 Sq.Ft.

$390,000

MLS#: MDAA2142548

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.
As of 5/28/26 a new EPDM rubber roof/membrane with additional sealant and chimney closure have been installed.

ANNAPOLIS

198 CLAY STREET

2 Beds

1 Baths

902 Sq.Ft.

$389,000

MLS#: MDAA2139810

Exceptional Rivergate loft-style condominium offering the perfect blend of modern updates and urban convenience. This stunning two-bedroom, two-full-bath residence showcases soaring vaulted ceilings, an open-concept design, and sophisticated finishes throughout. The 2026 remodeled gourmet kitchen is highlighted by quartz countertops, stainless steel appliances, and stylish LVT flooring extending through the kitchen, dining, and living areas. The dramatic loft overlooks the main living space and provides ideal flexibility for a private office, media room, or additional lounge area. Both expansive bedroom suites feature walk-in closets and adjoining full baths, including a beautifully remodeled primary bath retreat. Step outside to the oversized balcony—perfect for outdoor entertaining or quiet evenings. A/C 2020 and newer Thompson Creek Windows. Ideally situated minutes from Downtown Annapolis, the U.S. Naval Academy, major commuter routes including 50 and 97, dining, shopping, and waterfront destinations.

ANNAPOLIS

2003 WARNERS TERRACE N 324

2 Beds

2 Baths

1,072 Sq.Ft.

$389,000

MLS#: MDAA2144518

Welcome to Conte Gardens, one of Eastport's most desirable condominium communities! This
spacious and beautifully maintained 2-bedroom, 2-bath residence offers comfort, security, and easy
low-maintenance living. With elevator access and secure building entry. This move-in-ready home is
ideally located in the heart of Eastport, just minutes from downtown Annapolis.

This light-filled condo features an open floor plan with multiple windows and a sliding glass door
leading to a charming French balcony. Terra cotta-style tile flooring throughout adds warmth and
Mediterranean character, while stainless steel appliances, gas heat, ceiling fans, and a space-saving
all-in-one washer/dryer provide everyday comfort and convenience. Lightly used and exceptionally
well cared for, this home shows beautifully.

The spacious primary bedroom offers a comfortable private retreat with two closets, plus an
additional closet that can be used for linens or extra storage. The room is large enough to
accommodate a sitting area, reading corner, or small workspace. The primary bath adds comfort and
privacy. The second bedroom is also well-sized and flexible, making it ideal for guests, family, or a
home office, with a nearby full hall bath for convenience.

The home also offers excellent everyday storage options. A large closet in the living area provides
room for household essentials, while the kitchen includes a convenient pantry. Just off the kitchen, a
small utility room houses the all-in-one washer and dryer, water heater, and HVAC system, with
additional space for cleaning supplies and other small household items.

Residents enjoy a controlled-access building with security glass entry doors and security camera
monitoring. A well-maintained common garden offers a peaceful outdoor sitting area, along with
dedicated small planting spaces where residents can grow aromatic herbs and enjoy a touch of
community gardening.

Located directly across from Eastport Shopping Center, you'll have easy access to restaurants, a
coffee shop, carryout and catering options, a pharmacy, fitness facilities, and other everyday services.
Historic Downtown Annapolis is just minutes away, offering brick-lined streets, boutique shops, cozy
cafés, award-winning restaurants, waterfront attractions, and scenic views of Annapolis Harbor.

Enjoy seasonal festivals, maritime charm, and the unique lifestyle that makes Annapolis so special.
The U.S. Naval Academy, Eastport marinas, parks, and downtown entertainment are all within easy
reach. A free shuttle service provides convenient transportation throughout Annapolis, connecting
residents to shopping, dining, cultural venues, local events, and waterfront destinations.

One assigned parking space conveys with the unit, along with guest parking in the Conte Gardens
parking lot. Rarely available, this beautifully maintained condominium offers comfort, security,
walkability, and an exceptional Eastport location.

Whether you're looking for a full-time residence, a weekend retreat, or an easy low-maintenance
lifestyle, this inviting home offers the perfect blend of convenience, charm, and community.

ANNAPOLIS

936 BAY RIDGE AVENUE 201

2 Beds

2 Baths

1,175 Sq.Ft.

$388,000

MLS#: MDAA2148540

Welcome to this meticulously updated interior townhome, fully renovated in 2022 and thoughtfully maintained since. With modern upgrades and a neutral, move‑in‑ready palette, this home is the perfect canvas for its next owner.
Step inside to find new luxury flooring, fresh neutral paint, and stylish lighting throughout. The kitchen impresses with new cabinetry, modern appliances, and clean lines designed for cooking and entertaining. Both the full and half baths have been completely renovated with contemporary finishes.
Major updates include a new roof, gutters, windows, and siding—providing peace of mind and lasting curb appeal.
This home combines modern comfort with timeless style, ready for you to move in and make it your own.

ANNAPOLIS

1410 FOXWOOD COURT

3 Beds

1 Baths

1,280 Sq.Ft.

$380,000

MLS#: MDAA2148170

#MDAA2147286

ANNAPOLIS

1808 LINCOLN DRIVE

3 Beds

1 Baths

1,008 Sq.Ft.

$375,000

MLS#: MDAA2147286

Rarely available duplex in the heart of Annapolis at an amazing price with this proximity and level of access to downtown Annapolis. The entire home has been freshly painted, with new flooring, a renovated primary bathroom, and a new dishwasher - this is truly turnkey. Once you step in, you will immediately appreciate the vaulted ceilings and wonderful flow and space of the main living area. The skylights and vaulted ceiling completely change the feel of the home with added natural light and space. You will continue to be impressed with the size of the 2 bedrooms, including the primary suite with an oversized closet and renovated shower and shower area. The backyard is spacious and cleared with a full privacy fence. You will simply not find a better place, in a better location, at this amazing price!! Don't hesitate, this one will be popular!!

ANNAPOLIS

1132 TYLER AVENUE

2 Beds

2 Baths

800 Sq.Ft.

$375,000

MLS#: MDAA2148576

#MDAA2146586

ANNAPOLIS

15 COPLEY COURT

2 Beds

1 Baths

1,704 Sq.Ft.

$374,900

MLS#: MDAA2146586

#MDAA2146804

ANNAPOLIS

1503 LODGE POLE COURT

3 Beds

1 Baths

1,120 Sq.Ft.

$367,500

MLS#: MDAA2146804

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