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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
274
# of Listings
3
Avg # of Bedrooms
$510
Avg. $ / Sq.Ft.
$1,357,507
Med. List Price

Browse Annapolis Real Estate Listings

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$250,000 - $500,000

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$3M - $5M

Over $5M

274 Properties Found. Page 12 of 19.

New on site today
Charm abounds in this classic, updated Eastport Cottage. Light and Bright with LVT Flooring throughout the main level and a gorgeous, updated Chef's Kitchen with Granite and Stainless. Original Trim and Rounded Archways help maintain the original charm of the home. A finished upper level provides the 3rd Bedroom and the Lower, Walk-out Basement includes a Full Bath, Laundry and a Family/Rec Room and Flex space that could be a 4th Bedroom or Den/Study. A large Deck off the back for family living and entertaining overlooks a large, fenced back yard. Located in Eastport's Parkwood Community with its community Marina (Deep Water Slips) and Park on Back Creek. Also includes a community Boat Ramp for quick access to the Annapolis Harbour and the Bay. With easy access both to commuter routes and to downtown Annapolis with it's iconic waterfront, historic charm and popular restaurants and shops, this one is ready for you to move in and enjoy the lifestyle. Don't miss it.
#MDAA2145356

ANNAPOLIS

8 HIGHLAND AVENUE

3 Beds

2 Baths

1,560 Sq.Ft.

$650,000

MLS#: MDAA2145356

COMMUNITY WIDE OPEN HOUSE THIS SUNDAY! Look no further! Big price reduction on this Chesapeake Harbour condo, in one of Annapolis' most sought after waterfront communities. This beautifully renovated 2 BR | 2 BA | 1200 SF condo on the second level is truly turn key offering over $100K in high end improvements crafted with top of the line materials throughout. Enjoy stunning tranquil marina views from your deck and living space, creating a peaceful coastal retreat. The sumptuous Primary Suite features access to deck, a spa inspired Bath with an impressive walk in shower and custom closet with built-ins. Recent updates include new carpet throughout and a new oversized water heater, ensuring comfort and peace of mind. Residents of Chesapeake Harbour enjoy an exceptional lifestyle with front entrance security , waterfront dining at the Beacon Waterfront Bar, marina access, waterfront pools, tennis, private beach and walking trails and just minutes to Downtown Annapolis.
#MDAA2136184

ANNAPOLIS

7022 CHANNEL VILLAGE COURT 101

2 Beds

2 Baths

1,200 Sq.Ft.

$650,000

MLS#: MDAA2136184

1009 Dulaney Lane in Annapolis, Maryland, offers a rare opportunity to build a custom waterfront home in the sought-after Annapolis Roads community. The 0.47-acre wooded lot is situated at the end of a quiet cul-de-sac, providing privacy and scenic views of Lake Ogleton. With 137 feet of waterfrontage, the elevated lot allows for the potential to maximize water views throughout the property. Residents of Annapolis Roads enjoy community amenities such as a private beach, pavilion with fire pit, boat launch, pier, and walking trails. The location offers easy access to the Chesapeake Bay and is just minutes from downtown Annapolis, Eastport, and the U.S. Naval Academy. Commuters will appreciate the proximity to Route 50 and I-97, providing direct routes to Baltimore, BWI Airport, Fort Meade/NSA, and Washington, D.C. . The lot is connected to public sewer, simplifying the building process. Potential buyers can bring their architect to design a peaceful waterfront retreat that takes full advantage of the natural surroundings and community features .
#MDAA2144350

ANNAPOLIS

1009 DULANEY LANE

None Beds

None Baths

0.47 acres

$650,000

MLS#: MDAA2144350

Now is your chance to call this HOME! Welcome to this totally updated condo in the desirable Chesapeake Harbor section of Annapolis. Whether you're looking for a worry-free vacation spot or a serene place to call home, this 3-bedroom, 3 full bath sanctuary with a gourmet kitchen and totally updated baths has you covered with over 1,700 square feet of style and comfort. This Bayfront community allows you to vacation at home year round. Take a stroll around the marina or decide if you want to lounge at one of the 2 pools, play tennis or pickle ball, or take your kayak out and watch the sunrise over the Bay Bridge, the choices are endless. Enjoy visiting The Beacon where you can grab a drink at the outdoor bar, Proud Mary's or go inside for brunch or dinner as you watch the boats bob in the marina. Looking for more options? Historic downtown Annapolis's fantastic restaurants and shopping are just a stone's throw away making every day feel like a vacation. Enjoy the tranquility of a pet-friendly environment and embrace the best of both a coastal retreat and vibrant city life!
#MDAA2140810

ANNAPOLIS

2108 CHESAPEAKE HARBOUR DRIVE 201

3 Beds

3 Baths

1,700 Sq.Ft.

$650,000

MLS#: MDAA2140810

This 2 bedroom, 2 bath condo is move-in ready! Freshly painted, and brand new carpet in bedrooms. Park Place boasts numerous amenities that make it one of the best places to live in Annapolis. With an ideal location, you can walk everywhere in town to restaurants and shopping. When you enter the lobby, you will be greeted by the 24/7 staff at the front desk. The party room is perfect for larger gatherings and meetings with friends and neighbors. The Social Committee organizes plenty of events to join in and have fun with your neighbors if you feel like it. s. Grab a book from the library and relax on the back patio. The pool is fabulous, and there is a lifeguard on duty during the season. The dog park is perfect for your pet. Grills for your convenience are also located on the back patio! Walk to the Naval Academy Stadium minutes away and enjoy the lively Football season. Come and see why Park Place is the perfect place to call home!
#MDAA2122622

ANNAPOLIS

5 PARK PLACE 626

2 Beds

2 Baths

1,314 Sq.Ft.

$649,999

MLS#: MDAA2122622

REMARKS AND PICTURE COMING SOON.
#MDAA2137776

ANNAPOLIS

1337 SWAN DRIVE

3 Beds

2 Baths

1,826 Sq.Ft.

$649,000

MLS#: MDAA2137776

Welcome to 7006 Channel Village Ct #101, a beautifully maintained 2-bedroom, 2-bath condo located in the highly desirable Chesapeake Harbour community. This light-filled unit offers an open floor plan, a spacious living area with a fireplace, and a private outdoor space perfect for relaxing or entertaining. Enjoy resort-style living with amenities including multiple pools, tennis courts, private beach access, marina with boat slips, on-site restaurant, and 24-hour gated security. Conveniently located just minutes from historic downtown Annapolis, Naval Academy. shopping, dining, and major commuter routes to Washington, DC, and Baltimore. Ideal for full-time living, weekend retreat, or investment opportunity. Pools - Outdoor Tennis Courts Marina/Boat Slips Private Beach Gated Community 24/7 Security Jog/Walk Path (if available) Club House / Gym Fishing Pier Common Grounds Restaurant Grills
#MDAA2141588

ANNAPOLIS

7006 CHANNEL VILLAGE COURT 101

2 Beds

2 Baths

1,092 Sq.Ft.

$640,000

MLS#: MDAA2141588

Welcome to easy waterfront living in the heart of Eastport. Rarely available and beautifully renovated, this top-floor 2-bedroom, 2-bath condominium in the sought-after Severn House community offers direct views of Back Creek, turnkey interiors, and effortless access to the Annapolis waterfront lifestyle. Inside, the residence has been thoughtfully updated with a clean, coastal feel and comfortable, move-in ready finishes throughout. The open-concept living spaces are bright, inviting, and designed for easy everyday living. The kitchen opens to the dining area and living room, creating a comfortable flow for entertaining, gathering, or simply enjoying the sense of space. From the main living area, sliding glass doors lead to a private balcony with direct views over Back Creek, adding a beautiful waterfront backdrop to the home. The primary suite features an ensuite bathroom and walk-in closet, while the second bedroom offers a gracious closet and utilizes the full hall bath. A washer/dryer combo unit adds everyday convenience. Severn House is one of Eastport’s most beloved waterfront communities, known for its relaxed atmosphere, mature landscaping, and exceptional amenities. Residents enjoy a waterfront pool with spacious patio and deck areas, an outdoor clubhouse pavilion, kayak, canoe, and paddleboard launch, bike storage, communal laundry, on-site management, and available water taxi access from the dock. Adding to the appeal, this unit includes its own deeded 30 foot boat slip, offering direct access to Back Creek, the Severn River, and beyond. Just minutes from downtown Annapolis, Eastport restaurants, shops, marinas, and local favorites, 774-F Fairview Avenue offers a rare turnkey opportunity in one of Annapolis’ most convenient waterfront communities.
#MDAA2145660

ANNAPOLIS

774 FAIRVIEW AVENUE F

2 Beds

2 Baths

1,060 Sq.Ft.

$635,000

MLS#: MDAA2145660

Welcome to 100 Carroll Drive, a fully remodeled four-bedroom, two-bath split foyer in the desirable and sought-after waterfront community of Hillsmere Shores in Annapolis. The upper level features a completely renovated open-concept layout with a stunning kitchen showcasing new cabinetry, new appliances, countertops, and luxury vinyl flooring throughout, flowing seamlessly into the dining and living areas—perfect for everyday living and entertaining. Just off the living room, enjoy an enclosed deck that adds extra flexible space and a great place to relax or entertain. This level also includes three spacious bedrooms and an updated full bathroom. Downstairs, the home continues to impress with tiled flooring throughout, heated floors, and a large primary suite with a private full bathroom, plus walkout access to an enclosed patio featuring a heated exercise pool or hot tub. Outside, the property offers a large cleared lot with beautiful landscaping, an irrigation system, and a shed for additional storage. Hillsmere Shores is known for its exceptional community amenities including a marina, multiple boat ramps and kayak launches, a beach, playground, and access to Quiet Waters Park, with the Key School conveniently located right across the street. An electric vehicle charger is also included, adding even more value and convenience—this move-in ready home is a rare opportunity to enjoy a renovated property and an unmatched Annapolis lifestyle.
#MDAA2126696

ANNAPOLIS

100 CARROLL DRIVE

4 Beds

2 Baths

1,935 Sq.Ft.

$634,900

MLS#: MDAA2126696

Welcome to brand-new luxury living at Element at Mill Creek, a new construction community of modern condominiums designed for style, comfort, and convenience. This spacious, light-filled home offers southern exposure and a private balcony with serene views of lush forest retention—perfect for relaxing or entertaining. Inside, enjoy a chef-inspired kitchen with quartz countertops, upgraded cabinetry, stainless steel appliances, and a large center island. The open-concept living and dining areas create a warm, inviting atmosphere ideal for gatherings or quiet evenings. The primary suite features a generous walk-in closet and a spa-style bath with high-end finishes. Additional features include a full-size washer and dryer, included window treatments, ample storage, and reserved parking. As part of the new Element at Mill Creek community, you’ll enjoy low condo fees, resort-style amenities, and the ease of low-maintenance living in a brand-new home. Inquire today about available floor plans and pricing—your perfect new home is waiting!
#MDAA2137264

ANNAPOLIS

76 OLD MILL BOTTOM ROAD N 310

2 Beds

2 Baths

1,558 Sq.Ft.

$632,400

MLS#: MDAA2137264

New on site 1 day ago
Experience luxury, comfort, and convenience at The Residence at Park Place! This beautifully maintained two-bedroom, two-bath condominium offers an exceptional blend of elegance and modern living in one of Annapolis’ premier communities. The open-concept floor plan seamlessly connects the living and dining areas, creating a bright and inviting space perfect for everyday living and entertaining. Freshly painted and truly move-in ready, the gourmet kitchen features updated stainless steel appliances (2021–2023), a gas range, recessed LED lighting, granite countertops, and abundant cabinetry for both style and functionality. Retreat to the spacious primary bedroom suite complete with a walk-in closet and a serene ensuite bath featuring a double vanity, updated fixtures, and a beautifully tiled tub/shower combination. The second bedroom is equally impressive with its own large walk-in closet. Both bedrooms feature custom remote-operated room-darkening window treatments for added comfort and privacy. Additional highlights include luxury vinyl plank flooring throughout with no carpet anywhere, a newer HVAC system (2023), in-unit laundry (2022), and a premium assigned garage parking space (S255). Residents of Park Place enjoy resort-style amenities including a secure lobby with concierge service, outdoor pool, hot tub, fitness center, party room, library, beautifully landscaped garden areas, outdoor dining spaces, and a dog park. Ideally located just minutes from dining, shopping, and entertainment, and within walking distance to historic downtown Annapolis, the US Naval Academy, and Navy-Marine Corps Memorial Stadium, this exceptional residence offers upscale Annapolis living at its finest.
#MDAA2145690

ANNAPOLIS

5 PARK PLACE 508

2 Beds

2 Baths

1,336 Sq.Ft.

$632,000

MLS#: MDAA2145690

This exceptional end-unit residence in the stately Village Greens of Annapolis is bathed in natural light from 14 additional windows not found in typical interior models, beautifully highlighting the engineered hardwood floors throughout the main levels. The pristine condition, spacious interior, and amazing location combine to create a move-in-ready home and a fabulous Annapolis lifestyle. The heart of the home is a chef’s dream kitchen, complete with premium cabinetry, a large center island with seating, a pantry, and a cozy gas fireplace, making the space a warm, sophisticated gathering spot. Transition through elegant doors to a private deck, perfect for outdoor relaxation. The main level also provides distinct spaces for both formal dining and comfortable living, beautifully illuminated by newly updated light fixtures, along with a convenient half bath. The upper level features a charming loft-style nook ideal for a library, exercise space, or sun-drenched reading corner. The primary sanctuary boasts soaring high ceilings, four large windows, and two generous walk-in closets, plus a spa-like bath with a double vanity, soaking tub, and separate shower. Two additional bright bedrooms, a second full bath, a linen closet, and a dedicated laundry room complete the top floor. The open and airy main level transforms effortlessly to meet your every need, from a light-filled great room, spacious home office, or high-end home gym, to a creative studio, guest quarters, or in-law/au pair suite with its own entrance and half bath. Functional luxury continues with the attached rear-entry two-car garage and private driveway, which together provide ample parking and additional storage space. The location is second to none, just minutes from Historic Downtown Annapolis, Eastport, and local marinas. Enjoy the convenience of living near the US Naval Academy, with opportunities to tailgate at Navy football games, watch the Blue Angels during commencement week, and attend concerts and events at the Naval Academy Chapel. Nearby Routes 50 and 97 offer a seamless commute to Fort Meade/NSA, BWI Airport, Baltimore, and DC. This elegant, refined, and move-in-ready residence is the upscale Annapolis home you have been dreaming of. Welcome home!
#MDAA2144786

ANNAPOLIS

713 SKIPPERS LANE

3 Beds

2 Baths

2,984 Sq.Ft.

$625,000

MLS#: MDAA2144786

Welcome to 130 Summer Village Drive, a beautifully maintained three-bedroom, two-and-one-half bath townhome located in the highly sought-after Riva Trace community of Annapolis. Nestled within the desirable Summer Village section, this residence offers a rare blend of comfort, charm, and low-maintenance living surrounded by mature landscaping and exceptional community amenities. The main level features an inviting and functional layout enhanced by hardwood flooring, abundant natural light, and thoughtfully designed living spaces. A spacious living and dining area flows seamlessly into a cozy sitting space anchored by a striking two-sided fireplace, creating warmth and character throughout the home. The kitchen features granite countertops, stainless steel appliances, ample cabinetry, and an ideal setup for everyday living and entertaining. Just beyond the main living area, the rear deck provides a peaceful outdoor retreat perfect for morning coffee or unwinding among the natural surroundings. Upstairs, the spacious primary suite serves as a private retreat complete with its own balcony, walk-in closet, and an ensuite bath. Two additional bedrooms and a full hall bath provide comfortable accommodations for family, guests, or flexible workspace needs. The finished lower level adds valuable additional living space and features a custom bar area ideal for entertaining, movie nights, or game-day gatherings. A one-car garage and additional storage space add convenience and functionality. Residents of Riva Trace enjoy coveted water privileges and access to a community dock, along with tennis courts, walking trails, and beautifully maintained common grounds. Ideally located just minutes from Downtown Annapolis, shopping, dining, and major commuter routes, this home offers the perfect balance of tranquility, convenience, and the Chesapeake Bay lifestyle within one of the area’s most desirable communities.
#MDAA2144804

ANNAPOLIS

130 SUMMER VILLAGE DRIVE

3 Beds

2 Baths

2,488 Sq.Ft.

$625,000

MLS#: MDAA2144804

New on site today
Waterfront living at its finest. Welcome to this marina-front gem in the highly sought-after, 24-hour gated Chesapeake Harbour community. This beautifully renovated 1-bedroom, 1.5-bath terrace-level condo offers effortless coastal living paired with resort-style amenities and some of the most breathtaking views in Annapolis. Completely rehabbed from top to bottom, this home features all-new flooring, fresh paint, updated lighting, and full renovations of the kitchen, bathrooms, and separate laundry room. The kitchen shines with brand-new stainless-steel appliances (with warranties in place) and allows the buyer to select a few personal finishing touches. Please be sure to register at the main gate- combo will be supplied after the showing is scheduled. Home Warranty is negotiable. From the updated kitchen or your private patio, enjoy sweeping marina views stretching all the way to the Bay Bridge. Take in unforgettable sunrises and sunsets, watch boats glide by, Blue Angels when in town, and admire the Bay Bridge glowing at night—all set to the soothing rhythm of the Chesapeake Bay. Chesapeake Harbour Amenities Include: On-site dining at Beacon Waterfront Galley & Bar, two bay-view swimming pools and a private sandy beach, Scenic walking and biking trails, Fishing piers, kayak launch, tennis and pickleball courts, playgrounds, and picnic areas, EV charging stations, ample parking, and 24-hour gated security. Chesapeake Harbour Marina features 81 wet slips with water, electric, WiFi, and a full-service yacht facility. Ideally located just minutes from Historic Downtown Annapolis with easy access to Baltimore and Washington, D.C., Chesapeake Harbour is a true waterfront hidden gem. This exceptional home offers the perfect blend of luxury, lifestyle, and convenience. Don’t miss the opportunity to own one of the premier marina-view residences. Seller will hold a private note.
#MDAA2146146

ANNAPOLIS

7036 HARBOUR VILLAGE COURT T1

1 Beds

1 Baths

1,000 Sq.Ft.

$625,000

MLS#: MDAA2146146

Welcome to brand-new luxury living at Element at Mill Creek, a new construction community of modern condominiums designed for style, comfort, and convenience. This spacious, light-filled home offers southern exposure and a private balcony with serene views of lush forest retention—perfect for relaxing or entertaining. Inside, enjoy a chef-inspired kitchen with quartz countertops, upgraded cabinetry, stainless steel appliances, and a large center island. The open-concept living and dining areas create a warm, inviting atmosphere ideal for gatherings or quiet evenings. The primary suite features a generous walk-in closet and a spa-style bath with high-end finishes. Additional features include a full-size washer and dryer, included window treatments, ample storage, and reserved parking. As part of the new Element at Mill Creek community, you’ll enjoy low condo fees, resort-style amenities, and the ease of low-maintenance living in a brand-new home. Inquire today about available floor plans and pricing—your perfect new home is waiting!
#MDAA2136300

ANNAPOLIS

78 OLD MILL BOTTOM ROAD N 112

2 Beds

2 Baths

1,621 Sq.Ft.

$602,602

MLS#: MDAA2136300

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