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
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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Under $250,000

$250,000 - $500,000

$500,000 - $1M

$1M - $3M

$3M - $5M

Over $5M

117 Properties Found. Page 5 of 8.

Experience the pinnacle of downtown Annapolis living at Park Place, the city’s most coveted luxury condominium address. This exquisite 2-bedroom, 2-bath residence offers a refined blend of sophistication, comfort, and effortless urban living—just steps from the waterfront, historic streets, acclaimed dining, boutiques, and cultural landmarks that define this remarkable city. Designed for a lifestyle of ease and indulgence, Park Place delivers an unmatched suite of amenities: a resort-style in-ground pool, state-of-the-art fitness center, dog park, and dedicated office and meeting spaces, all within a vibrant mixed-use community featuring its own restaurants, shops, and service-oriented businesses. Residents enjoy the peace of mind and convenience of a 24-hour concierge, security, package pickup, and dry-cleaning drop off services, elevating everyday living to something truly exceptional. This unit also comes with 2 garage parking spaces and a storage unit. More than just a condominium, Park Place is a lifestyle—where luxury, location, and convenience converge. This is not simply a place to live, but a place to thrive, offering the very best of Annapolis living in one premier, impeccably curated setting.
#MDAA2135262

ANNAPOLIS

5 PARK PLACE 102

2 Beds

2 Baths

1,208 Sq.Ft.

$669,000

MLS#: MDAA2135262

Welcome to your beautifully reimagined home in sought-after Hillsmere Shores—where timeless design meets effortless, move-in-ready living. This thoughtfully renovated 4-bedroom, 2-bath residence has been completely refreshed from top to bottom. At the heart of the home, a brand-new kitchen showcases modern finishes, stylish cabinetry, and all-new appliances, creating a space that’s as functional as it is inviting. Both bathrooms have been fully redesigned with clean, enduring finishes, while other major updates add everyday peace of mind. The sellers approached this renovation with intention—selecting quality materials and classic design choices built to stand the test of time. The result is a home that feels fresh, cohesive, and—most importantly—ready for its next owners to simply move in and enjoy without the burden of immediate updates or repairs. Beyond the home itself, enjoy all that Hillsmere Shores has to offer. This water-privileged community, located just minutes from downtown Annapolis, features a voluntary HOA through the Hillsmere Shores Improvement Association, giving residents the option to access an incredible array of amenities. Lifestyle here centers around the South River and Chesapeake Bay, with community offerings that include: a private marina with boat slips and direct water access, multiple boat ramps and kayak launches, sandy beach with pavilions and waterfront gathering spaces, and more! Residents also enjoy proximity to Quiet Waters Park, along with nearby shopping, dining, and everyday conveniences—blending natural beauty with accessibility. With its combination of thoughtful upgrades, lasting quality, and access to one of Annapolis’ most beloved waterfront communities, this home offers a rare opportunity to enjoy the best of Hillsmere Shores from day one.
#MDAA2143408

ANNAPOLIS

420 EDGEMERE DRIVE

4 Beds

2 Baths

1,725 Sq.Ft.

$665,000

MLS#: MDAA2143408

BOAT SLIP INCLUCED!!! Welcome to Dreams Landing, a picturesque and secluded waterfront community on the banks of the Severn River just minutes from downtown Annapolis. Unit #1002 is one of the few homes in the community having 4 finished levels of living space including the finished walkout lower level with 1/2 bath & built in cabinets. Also included in the sale is a highly coveted boat license for a slip in the community marina. The main level living room is bathed in natural light and adorned with wood flooring, creating an inviting ambiance. The open-concept kitchen provides ample space for dining and seamlessly connects to the deck & fenced courtyard with its handy garden/tool shed. Ascending to the the second floor, you'll find an updated bathroom featuring 2 sinks and a spacious shower plus 2 generously sized bedrooms, each with wood flooring. Stairs from the primary bedroom access the finished, well lit 3rd level with its ample storage areas and open space for a studio, office or den. The main level and lower level have built-in surround sound systems and the entire home includes central vacuum. Additionally, the community offers an array of amenities such as a waterside pool, pool house equipped with shower and party room, marina with kayak and dingy storage, gym, bike storage area, wood working shop plus 4 parking lots providing ample spaces for all residents. Street parking is also available. All this and just minutes from Historic Annapolis and commuter routes leading to the Eastern Shore, Baltimore, Washington DC and BWI Airport & Train Station. Don't let this chance slip away - seize the opportunity to make this exceptional property your own!
#MDAA2141616

ANNAPOLIS

1002 DREAMS LANDING WAY

2 Beds

1 Baths

1,718 Sq.Ft.

$659,000

MLS#: MDAA2141616

Nestled in the prestigious Park Place community, this exquisite mid-rise condominium building offers a luxurious lifestyle defined by elegance and comfort. Step inside to discover a beautifully designed interior featuring a spacious layout with two inviting bedrooms and two full bathrooms, including a soaking tub and a walk-in shower for your personal retreat. The entry-level bedroom provides convenience, while the generous walk-in closet ensures ample storage. Enjoy the warmth of carpeting and hardwood floors, the sophistication of Beaux Arts architecture, complemented by large windows adorned with tasteful treatments that invite natural light. The community amenities elevate your living experience, featuring a state-of-the-art fitness center, a serene library, and a sparkling outdoor pool, dog park and garden area. With concierge services and secure parking, every detail is catered to your comfort. Embrace a lifestyle of leisure and luxury in this remarkable residence, where every day feels like a getaway. In town living with restaurants and shopping steps away!
#MDAA2144656

ANNAPOLIS

5 PARK PLACE 527

2 Beds

2 Baths

1,292 Sq.Ft.

$654,900

MLS#: MDAA2144656

Welcome to the gated community of Chesapeake Harbour, offering a stress-free lifestyle! This second-floor condo features two balconies. The large wrap-around balcony provides stunning views of the marina, while the second balcony, located off the kitchen, offers views of the bay. Inside, the main level features an open-concept living area and a spacious kitchen with stainless steel appliances and abundant cabinet and counter space. The primary suite is also located on this level. Up the beautiful spiral staircase, you will find a loft/bedroom and an additional sitting area. Chesapeake Harbour provides residents with a swimming pool, tennis courts, a beach, and much more. You are also within walking distance of the marina, shopping, and restaurants.
#MDAA2131544

ANNAPOLIS

2106 CHESAPEAKE HARBOUR DRIVE 202

2 Beds

2 Baths

1,688 Sq.Ft.

$650,000

MLS#: MDAA2131544

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

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