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
392
# of Listings
3
Avg # of Bedrooms
$453
Avg. $ / Sq.Ft.
$1,135,510
Med. List Price

Browse Annapolis Real Estate Listings

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392 Properties Found. Page 14 of 27.

Commercial retail zoning. Great foot traffic 1/2 block from City Dock and Naval Academy in the Historic District. Seller requests closing through Lakeside Title Company. As-is.
#MDAA2119046

ANNAPOLIS

45 RANDALL STREET

None Beds

None Baths

N/A

$599,900

MLS#: MDAA2119046

Live like you’re always on vacation. Chesapeake Harbour is a private, gated waterfront community offering an easy, resort-style lifestyle with marina access, private beach, tennis courts, pools, and on-site waterfront dining. Wake up to Bay breezes, walk your dog along scenic paths, or launch a kayak from the shore—it’s all here. Located in the heart of Maryland’s capital, Annapolis blends small-town charm with historic character and coastal living. Just 30 minutes from Washington, D.C. and Baltimore, and under an hour to Northern Virginia, you can enjoy the ease of a relaxed pace without ever being far from the city. This open concept, modern residence features sought after convenience of walk-out main level living—perfect for pets, entertaining, or simply enjoying the convenience of no stairs. Whether full-time or part-time, this is effortless living at its best
#MDAA2102356

ANNAPOLIS

7044 HARBOUR VILLAGE COURT T1

2 Beds

2 Baths

1,250 Sq.Ft.

$599,900

MLS#: MDAA2102356

COSMOPOLITAN 2BR/2BA CONDO in the GRANDVIEW at TOWNE CENTRE! Condo complex rich in amenities incl. rooftop pool, lounges & bars, fitness center, premier mall shopping/dining, and 2 covered garage assigned parking spaces (EV hook-ups available). Elegant hotel-style lobby with bank of elevators to 8TH FLOOR UNIT with coveted OPEN AIR BALCONY offering PANORAMIC TOWNE CENTRE VIEWS. Decorator neutral palette w/Tuscan tile & carpeted floors. Open concept floor plan combining Living Room & Dining Room boasting custom downlit built-ins flanking gas fireplace, designer-paned picture window, and alfresco dining balcony access. Open stainless & granite chef's Kitchen with buffet ledge/beverage bar. 2 Primary Bedroom Suites with oversized windows, ensuite Tuscan tile spa Baths with dual vanities, & ample walk-in closets. Separate Laundry Room. Step outside to eclectic bistros & eateries, premier brand name shopping, & a buffet of renowned restaurants! Mere minutes to downtown City Dock Harbor, the USNA, AA Medical Center, & bustling Bay boating/marinas. Convenient to commuter RTs 50/97/2. LIVE THE ANNAPOLITAN LIFE IN SUPREME COMFORT & STYLE!
#MDAA2114500

ANNAPOLIS

1915 TOWNE CENTRE BOULEVARD 807

2 Beds

2 Baths

1,246 Sq.Ft.

$599,000

MLS#: MDAA2114500

Stunning Hillsmere Shores Home – Water-Privileged & Move-In Ready! Brand New HVAC. Welcome to this beautifully renovated 4-bedroom, 2.5-bathroom home in the highly sought-after Hillsmere Shores community. Nestled on a spacious, level lot, this home has undergone extensive upgrades, blending modern elegance with timeless charm. ✨ Recent Upgrades & Features: 2021: Major renovation, including new windows, flooring, custom kitchen cabinetry, granite countertops, stainless steel appliances, roof, light fixtures, recessed lighting, closet organizers, and a whole-house UV light water treatment system. 2024: Brand-new siding for enhanced curb appeal. 2025: Fresh interior paint in designer colors, creating a stylish and inviting ambiance. Lower-Level Bathroom: Brand-new designer shower with a stunning custom tile wall—offering a spa-like experience right at home. Step inside to discover a polished interior with craftsman-style doors and molding, elevating the home’s refined aesthetic. The open-concept main level seamlessly connects the kitchen and living area, perfect for modern living and entertaining. The lower level features a second spacious open area, highlighted by a whitewashed porcelain-topped wood-burning fireplace, designed for an insert to enhance warmth and ambiance. 🌿 Outdoor Living at Its Best: The low-maintenance rear deck overlooks the expansive backyard oasis, complete with a firepit and storage shed—ideal for outdoor gatherings and relaxation. 🌊 Exclusive Community Perks – Hillsmere Shores Offers: ✅ Community pool membership ✅ Scenic waterfront pavilions & play areas ✅ Private marina with boat slips & direct access to the South River ✅ Two boat ramps for easy water access 🏙 Prime Location – Annapolis Living at Its Finest! Minutes from downtown Annapolis, premier shopping, and local dining hotspots. Adjacent to Quiet Waters Park, a stunning 400-acre county-owned park with: 🚴‍♂️ Walking & biking trails 🐶 Dog park 🏞 Pavilions for gatherings ⛸ Seasonal ice skating rink 💡 Please note: The home next door is currently under renovation. This home is truly move-in ready, offering an unbeatable combination of luxury, convenience, and coastal charm. Don’t miss your chance to own a piece of Hillsmere paradise! 📞 Contact us today to schedule your private tour!
#MDAA2105152

ANNAPOLIS

406 EDGEMERE DRIVE

4 Beds

2 Baths

2,200 Sq.Ft.

$599,000

MLS#: MDAA2105152

Welcome home to the sought-after community of Heritage in Annapolis! This 3 level colonial has so many wonderful features and updates throughout! Features brand new paint, new carpet & LVP flooring, updated fixtures, new drywall/recessed lights in partially finished basement, brand new shower in upper level Jack n Jill bathroom, new hardware, new fridge and freshly painted kitchen cabinets. Other recent upgrades include roof (last 10 yrs), replacement windows, and composite deck! The main level is great for entertaining and has an updated kitchen, formal living/dining room, family room off kitchen, half bath, mud room (with laundry hook-ups) and fully enclosed sunroom with casement windows. The upper level has 4 ample sized bedrooms - primary BR has 2 closets and 2nd / 3rd bedroom have a Jack n Jill bathroom, plus there is a 2nd full bath in hallway. The lower level has a partially finished basement with spacious recreation room and huge storage / utility room with laundry (waterproofing system installed in 2023 with Lifetime warranty)! The fully fenced yard is HUGE and has a storage shed as well! Located within walk distance to Downtown Annapolis and the community features a pool, clubhouse, fields, and footbridge over Spa Creek! Come fall in love today and call this HOME SWEET HOME!
#MDAA2105102

ANNAPOLIS

402 S CHERRY GROVE AVENUE

4 Beds

2 Baths

2,231 Sq.Ft.

$599,000

MLS#: MDAA2105102

Great opportunity for investor or buyer looking to live in one unit and rent the other. This is a good condition legal two unit in Annapolis. Main level unit A has one bedroom, living room, kitchen, full bath, full size washer/dryer. Upper level unit B has separate entrance (side of house) two bedrooms, 1 bath, eat in kitchen, living area, loft room that is finished and is bedroom #2, full size washer/dryer in this unit as well. 1680 finished square feet (924 main level; 756 upstairs unit). Gas heat and cooking; central air conditioning. Off street parking for 3 cars; Nice surprise is the 207' deep lot features a private yard. detached shed in rear offers extra storage. furnishings negotiable
#MDAA2103562

ANNAPOLIS

1201 WEST STREET

3 Beds

2 Baths

1,680 Sq.Ft.

$590,000

MLS#: MDAA2103562

Great opportunity for investor or buyer looking to live in one unit and rent the other. This is a legal two unit in Annapolis. Main level unit A has one bedroom, living room, kitchen, full bath, full size washer/dryer. Upper level unit B has separate entrance (side of house) two bedrooms, 1 bath, eat in kitchen, living area, loft room that is finished and is bedroom #2, full size washer/dryer in this unit as well. 1680 finished square feet (924 main level; 756 upstairs unit). Gas heat and cooking; central air conditioning. Off street parking for 3 cars; Nice surprise is the 127' deep lot features a private yard. detached shed in rear offers extra storage. furnishings negotiable
#MDAA2103558

ANNAPOLIS

1201 WEST STREET

3 Beds

None Baths

1,424 Sq.Ft.

$590,000

MLS#: MDAA2103558

Welcome to your next home by the Chesapeake Bay. Wake up to amazing sunrises and have your morning coffee and evening wine sitting on your deck that has views of the Chesapeake Bay. This two bedroom, two bath condo with plenty upgrades is the perfect setting for your next home. Upon entering, you are greeted by a bright and open space with skylights that flood the home with natural light. Sliding glass doors off of the family room leads you to a spacious deck that is shared with the primary suite. The primary suite has views of the bay and has its own upgraded primary bath with a walk in closet. Hardwood floors throughout the home with the exception of the kitchen which boasts ceramic tile..The kitchen has granite countertops and back splash, stainless steel appliances and a beverage bar ( installed 2023) that includes a temp controlled wine fridge. Off of the kitchen is a small deck, perfect for a quiet breakfast. The property also includes a versatile loft that can be utilized as an additional bedroom or a home office, offering flexibility to suit your lifestyle. In addition to the luxurious home features, residents of Chesapeake Harbour enjoy access to a wealth of community amenities, including a pool, tennis courts, jogging trails, a marina and marina club, private lake and much more! Chesapeake Harbour is conveniently located, minutes from downtown Annapolis and the US Naval Academy, and short drive to D.C., Baltimore and BWI. Convenient to everything that Annapolis has to offer, including shopping, dining and entertainment. Chesapeake Harbour also offers their own restaurant on the property for those nights that you do not want to drive. This is an exceptional opportunity to experience resort-style living in a picturesque waterfront setting. Don't miss your chance to make this stunning condo your new home.
#MDAA2115108

ANNAPOLIS

2012 QUAY VILLAGE COURT 202

3 Beds

2 Baths

1,502 Sq.Ft.

$589,000

MLS#: MDAA2115108

Cape St. Claire Home sold with Extra Lot and Detached Garage Plans! This lovely Cape St. Claire property boasts an extra lot, offering more space for your family to enjoy. The Seller is working on providing approved plans and permit for a detached garage, adding even more potential. Upon entering the home, you’ll immediately feel at ease. The spacious living room, which could also serve as a formal dining area, features a cozy fireplace. The kitchen, with its wall of windows, brings the outdoors in, providing an abundance of natural light. The first-floor bedroom is perfect for a variety of needs, and the entryway to the family room creates an ideal space for a child’s play or reading area, or simply another comfortable living space. Just a few steps away, the family room invites you to relax or step outside onto the patio, where you can take in the beauty of the natural rear yard. Upstairs, you’ll find an additional roomy bedroom as well as the 17x15 primary bedroom, which comes with its own upgraded private bath, huge bow window and double closets. This 3-bedroom, 2-bath home has undergone numerous upgrades, including new flooring, fresh paint, granite countertops, stainless steel appliances, and updated bathrooms. Other recent improvements include new sidewalks, a new water softener system, and a newer roof. The attached 2-car garage completes this perfect package! See lot listing.
#MDAA2103730

ANNAPOLIS

1165 GREEN HOLLY COURT

3 Beds

2 Baths

2,218 Sq.Ft.

$585,000

MLS#: MDAA2103730

Build your dream home using your builder or ours! This is truly an amazing 6.7 acre (+/- NOTE THE TAX RECORD IS WRONG) estate-home lot in a beautiful part of the County. The shared portion of the driveway (which connects to the 9+ acre lot behind it) is cleared. Perc is approved. File your grading and building permits and get going!
#MDAA2085492

ANNAPOLIS

BAY HEAD ROAD

None Beds

None Baths

8.0 acres

$575,000

MLS#: MDAA2085492

Build your dream home on this rare .47-acre wooded waterfront lot in Annapolis Roads. Located on a quiet cul-de-sac, this property offers privacy, nature, and scenic views. Enjoy the variety of waterfowl, wildlife and ever-changing scenery of Lake Ogleton and surroundings. Bring your architect and your imagination to create your peaceful waterfront retreat. The elevated lot with 137 ft of waterfrontage provides endless opportunity to maximize the views throughout the property. The coveted Annapolis Roads community features a private beach, pavilion with a fire pit, boat launch, pier, and walking trails. With public sewer access, building is easy and the perfect location on Lake Ogleton gives easy access to the Chesapeake Bay and beyond. Or spend the day strolling the close by artful and nautical streets of Eastport to five-star restaurants, pubs and street-end parks. You'll also find yourself minutes from downtown Annapolis and Naval Academy. Annapolis offers the perfect balance of small-town charm and big world sophistication. Located just 5 miles to Rt. 50 and 97 which provides direct access to Baltimore, BWI, Ft. Meade/NSA and Washington, DC. Welcome Home!
#MDAA2103022

ANNAPOLIS

1009 DULANEY LANE

None Beds

None Baths

0.47 acres

$575,000

MLS#: MDAA2103022

Welcome to 709 Agnes Dorsey Place, a four-level townhome in Annapolis Townes at Neal Farm—a thoughtfully designed, pedestrian-friendly community blending traditional charm with modern convenience. This residence offers a flexible layout with three bedrooms, three full baths, and two half baths across spacious indoor and outdoor living areas. The main level features an open plan that integrates the kitchen, dining, and living areas. Crown molding, hardwood floors, and a gas fireplace contribute to a warm and welcoming space, while built-in bookshelves in the living room add function and character. The kitchen includes soft-close cabinetry, granite countertops, a ceramic tile backsplash, and upgraded Samsung appliances. A deck just off the main living area extends the space for everyday living or casual gatherings. Upstairs, all three bedrooms each have access to their own bathrooms, offering privacy and flexibility. The primary suite includes a granite-topped vanity and upgraded ceramic tile in the bath, along with a deep soaking tub. A separate laundry area with washer and dryer is conveniently located on the bedroom level. The fourth level offers a spacious loft that opens to a private rooftop terrace—ideal for outdoor relaxation or entertaining. A finished lower level includes a flexible space suitable for an additional living area, home office, or guest accommodations, along with a second powder room and interior access to the two-car garage. Outside, the home offers three outdoor living spaces: a brick paver patio, main-level deck, and roof terrace. Hardie Plank siding enhances both durability and curb appeal. Dual-zone heating and cooling support year-round comfort. Residents enjoy access to shared courtyards and walkable paths within the community. Annapolis Townes is adjacent to Annapolis Towne Centre, offering walkable access to shopping, dining, and services. Just two miles from Historic Annapolis and City Dock, the location also provides quick access to Routes 50 and 97 for commuting to major employers in the region, including the U.S. Naval Academy, Anne Arundel Medical Center, and state government offices. Nearby attractions include Quiet Waters Park, the B&A Trail, and the Chesapeake Children’s Museum, along with a wide selection of local restaurants, boutiques, and cultural events. This home presents a practical and connected lifestyle in the heart of Annapolis.
#MDAA2115694

ANNAPOLIS

709 AGNES DORSEY PLACE

3 Beds

3 Baths

2,272 Sq.Ft.

$575,000

MLS#: MDAA2115694

This exceptional 5th-floor condo offers a one-of-a-kind, unique floor plan with breathtaking panoramic views and an abundance of natural light from its sunny southern exposure. Featuring two generously sized bedrooms with expansive closets, this upscale residence combines comfort and style. Inside, you’ll find beautiful hardwood floors, soaring 10-foot ceilings, and elegant granite countertops throughout. The freshly painted interiors are complemented by custom window treatments that add both privacy and sophistication. Step outside to your private balcony and enjoy sweeping views of the surrounding area. Key Features: 2 spacious bedrooms with large closets Gorgeous hardwood floors Soaring 10-ft ceilings for an open, airy feel Granite countertops in kitchen and baths Freshly painted with custom window treatments Private balcony with stunning views Assigned parking space for convenience Building Amenities: Rooftop pool with panoramic vistas State-of-the-art fitness center Elegant club rooms for gatherings and relaxation Concierge service for a luxurious living experience Ideally located in the vibrant Annapolis Towne Centre, this condo puts you within walking distance of premier shopping, dining, and entertainment options. Whether you're enjoying a meal at one of the area's finest restaurants or exploring local boutiques, everything you need is just moments away. This is a must-see home that blends modern living with the best of Annapolis! Don't miss out on the chance to call this spectacular property yours.
#MDAA2100426

ANNAPOLIS

1915 TOWNE CENTRE BOULEVARD 502

2 Beds

2 Baths

1,485 Sq.Ft.

$575,000

MLS#: MDAA2100426

PRICE REDUCED. Picture this for your next home in historic Annapolis: a bright, open, two-bedroom, two-bath condo in the gorgeous Residences at Park Place. Conveniently located near Rt. 50 and Rt. 97, with easy access to Washington, D.C., Baltimore, and BWI Airport, this home is just a short walk from Annapolis’s finest restaurants, unique boutiques, live entertainment, and the iconic U.S. Naval Academy. Surrounded by the charm of cobblestone streets, waterfront views, and the lively energy of City Dock and Ego Alley, this condo offers luxury living with amenities like a private outdoor pool, an enclosed pet park, a well-equipped exercise room, a community room, secure garage parking for two vehicles, and on-site professional property management. The furnishings in the images have been virtually staged to help you picture the home’s full potential and layout possibilities. Contact your real estate professional to schedule a private tour.
#MDAA2108870

ANNAPOLIS

5 PARK PLACE 314

2 Beds

2 Baths

1,056 Sq.Ft.

$574,000

MLS#: MDAA2108870

The epitome of luxury living resides in Annapolis at Grand View! Reduced for QUICK SALE and best value in the building with a 10th floor location. Experience the pinnacle of sophistication in this exquisite high-rise condominium. Step into a world of elegance as you enter through the secured entrance, providing you with peace of mind and a sense of exclusivity. With on site friendly staff, you can rest assured, your packages will be delivered and handled and you will be greeted with kindness. The moment you step foot into this stunning residence, you'll be captivated by the sleek and stylish wood floors that adorn the living spaces, adding a touch of warmth and refinement. The high ceilings create an atmosphere of grandeur, while the expansive windows allow an abundance of natural light to flood the rooms, creating an inviting and cheerful ambiance. Prepare to be mesmerized by the breathtaking views that surround you from every angle, providing a constant reminder of the beauty that Annapolis has to offer. Indulge in the luxurious amenities that this building has to offer. Take a dip in the rooftop pool, providing you with a tranquil oasis to unwind and soak up the sun. Elevate your social gatherings in the exclusive lounge area, perfect for entertaining guests or simply relaxing in style. Maintain your fitness routine in the state-of-the-art fitness center, ensuring that your well-being is always prioritized. For your convenience, secured storage is included on the basement level, allowing you to stow your belongings with ease and peace of mind. Never worry about finding parking again, as covered parking is provided, with 2 assigned spaces, one near the entry, ensuring your vehicle is protected. To top it all off, a private balcony awaits you, offering a serene outdoor space to enjoy your morning coffee as the sun comes up or a glass of spirits as the sun sets. Don't miss out on this incredible opportunity to elevate your lifestyle to new heights. Experience the luxury, comfort, and conveniences that await you in this high-rise condominium, steps to top restaurants, ease of shopping, and entertainment. Make this exceptional residence your new home and immerse yourself in a world of opulence.
#MDAA2078120

ANNAPOLIS

1915 TOWNE CENTRE BOULEVARD 1013

2 Beds

2 Baths

1,485 Sq.Ft.

$569,900

MLS#: MDAA2078120

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