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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

361

# of Listings

3

Avg # of Bedrooms

$481

Avg. $ / Sq.Ft.

$1,098,732

Med. List Price

Browse Annapolis Real Estate Listings

$250,000 - $500,000

$500,000 - $1M

130 Properties Found. Page 3 of 9.

#MDAA2109402

ANNAPOLIS

2801 RIVA ROAD

3 Beds

3 Baths

1,680 Sq.Ft.

$799,000

MLS#: MDAA2109402

Time for a Lifestyle Upgrade — Welcome to GrandView at Annapolis Town Center! Step into elegance with this spectacular "Everest" model on the 6th floor — a rare opportunity to own one of the most coveted floorplans in the building. This stunning, move-in-ready home shows like a designer model and boasts an array of luxurious upgrades designed for both comfort and style. Enjoy two spacious primary suites, a guest powder room, and a versatile office/den ideal for remote work or quiet relaxation. The open-concept living and dining area features soaring 10-foot ceilings, gleaming hardwood floors throughout (no carpet!) and custom lighting that create a sophisticated, yet warm atmosphere. The gourmet kitchen is a chef’s dream, equipped with granite countertops, high-end KitchenAid black stainless steel appliances, and rich cabinetry. Additional highlights include a large laundry room, large closets for optimal organization, a newer HVAC system, and a private balcony overlooking the vibrant boulevard — the perfect spot to enjoy a glass of wine and live music during the center’s summer concerts. Located on the highly sought-after retail side of the building, you’ll enjoy a true urban vibe with direct access to the best of Annapolis Town Center — Whole Foods, Target, top-rated restaurants, cafes, and boutique shops, all just steps from your door. GrandView amenities include: two assigned garage parking spaces, concierge service, state-of-the-art fitness center, rooftop pool with panoramic views and secure entry and elegant common spaces. Just minutes to Historic Downtown Annapolis, the Annapolis Mall, Anne Arundel Medical Center, and with easy access to Route 50 and I-97 for commuting to D.C. or Baltimore. Experience elevated living at GrandView — this is a MUST-SEE unit!

ANNAPOLIS

1915 TOWNE CENTRE BOULEVARD 606

2 Beds

2 Baths

1,682 Sq.Ft.

$795,000

MLS#: MDAA2111666

Ameri-Star Homes is pleased to offer this incredible opportunity for a to-be-built, craftsman-style home situated on a beautiful 9,000 square foot lot in the sought-after waterfront community of Cape St. Clare in Annapolis. (There are two lots at this location - One has already sold). *Builder is paying $5,000 TOWARDS CLOSING COSTS with use of builders approved lender and title company. This exciting Sussex J model is appointed with an abundance of features that you deserve, 9-foot ceilings main level, engineered hardwood floors on the entire first floor, granite countertops, upgraded cabinets, ceramic-clad baths and laundry room, stainless appliances, washer and dryer package, stone accents on the exterior, architectural roof shingles, upgraded craftsman style moldings, craftsman newel posts with oak rails with black iron pickets, a garage door opener with wifi, a sodded lawn and generous landscaping package and so much more. ALL STANDARD! A home that you certainly will be proud to drive up to. There is 2,232 square feet of above grade living space to enjoy and plenty of room for expansion including adding an optional finished rec room, an optional basement bedroom and optional full bathroom in the basement at an additional cost. Come home and enjoy the exciting amenities that this incredible water privileged community has to offer. Looking for Lifestyle? This water privileged community has all the lifestyle that you want including 3 community beaches, access to community docks, fishing / crabbing pier, picnic area, boat launches, playgrounds, baseball fields, basketball courts, marinas, boat ramp and slips, community clubhouse and outdoor pool (with membership). All Boats, Kayaks, Canoes and all watercraft are welcome! This location is a convenient commute to Baltimore and Washington DC. This is a rare opportunity for new construction in the Cape St. Claire community. The images illustrated in this listing may be representative of the builder’s work in likeness and quality and may show optional features available. Prices, terms, conditions, and availability are subject to change without prior written notice.

ANNAPOLIS

987 ST JOHNS DRIVE - SUSSEX MODEL

4 Beds

2 Baths

2,232 Sq.Ft.

$779,990

MLS#: MDAA2098272

New on site 4 days ago

#MDAA2116466

ANNAPOLIS

1915 TOWNE CENTRE BOULEVARD 610

2 Beds

2 Baths

1,681 Sq.Ft.

$779,000

MLS#: MDAA2116466

Welcome to 651 Genesee Street — a rare find in the heart of Annapolis!

This beautifully private property backs to serene woods on a spacious .45 acre lot, all while being just a short walk to the Naval Academy Stadium, West Annapolis, and downtown across the Rowe Blvd bridge. Enjoy the best of both worlds: peaceful seclusion with city conveniences just steps away.

The home is move-in ready and waiting for its next owners to fall in love. Featuring 3 bedrooms, 2 full bathrooms, and 2 half bathrooms, the layout offers flexible living spaces perfect for everyday living and entertaining. The walkout lower level is mostly finished, providing additional living space plus ample storage. Off the main living room, you’ll find an oversized deck — a perfect spot to relax and enjoy the natural backdrop.

Special Opportunity: The seller is also offering the adjacent lot for sale at $400,000, providing a unique chance for buyers to purchase both the home and lot together. This neighboring lot, which is serviced by public water and sewer, offers exciting potential for a future build. A recent feasibility study for a similar-sized home shows the potential to improve. The seller is motivated and willing to offer a favorable deal to a buyer purchasing both properties together.

Don’t miss this unique opportunity for privacy, location, and future potential all in one package!

ANNAPOLIS

651 GENESSEE STREET

3 Beds

2 Baths

2,468 Sq.Ft.

$750,000

MLS#: MDAA2112870

Amazing opportunity to own a beautiful parcel of land on desirable Shot Town Road area where large estates abound. Build a sprawling estate or subdivision potential giving three smaller estates.

ANNAPOLIS

SHOT TOWN ROAD

None Beds

None Baths

7.83 acres

$750,000

MLS#: MDAA2113200

Don't miss this incredible opportunity to own a charming 5 bedroom (3 in main house, 2 in apartment) ranch-style home in the highly sought-after Parkwood community in Annapolis. Tucked away at the end of a private road and backing to the serene woods and Back Creek, this property offers a unique sense of privacy and tranquility with rental opportunity. The Parkwood community is a water-privileged haven, featuring a marina with a pier, multiple docks, and a convenient waitlist system for boat slips. You'll have front-row seats to exciting events like the Blue Angels and fireworks shows, all while being just steps away from the vibrant Eastport neighborhood and a short distance to the historic Downtown Annapolis, offering shopping, dining, entertainment, and the renowned Naval Academy. This sprawling home provides main-level living at its finest, with two well-designed additions that add extra space and versatility. The attached garage is a dream, accommodating up to four vehicles and boasting a recently updated apartment on the upper level. This apartment includes a great room, 2 bedrooms, a kitchen, and a full bath, making it an ideal in-law/guest suite, a haven for midshipmen, or a rental. Inside the main home, you'll find a cozy living room with crown molding and a brick-accented fireplace, creating the perfect gathering spot. The kitchen offers upgraded stone counters, a tile backsplash, slate flooring, and a convenient breakfast table space. The adjacent dining room features a built-in cabinet and buffet, adding convenience to your dining experiences. A wonderful family room addition is flooded with natural light through its beautiful windows, creating an inviting area for entertaining and hosting holiday gatherings. The primary bedroom boasts an en-suite bath, while two additional bedrooms and a full bath round out the living quarters. The breezeway between the house and garage is a versatile space that can serve as a recreation room or provide extra storage. This house is also equipped with a storage shed and Generac generator. With the perfect blend of comfort, convenience, and opportunity in one of Annapolis's most desirable communities, don’t miss this opportunity to make this house your home. Property Updates: Carpet, paint, HVAC, baths upgraded, electric panel box, family room windows, kitchen backsplash, apartment updates, and more!

ANNAPOLIS

3 PARK LANE

5 Beds

3 Baths

3,235 Sq.Ft.

$750,000

MLS#: MDAA2096836

#MDAA2108742

ANNAPOLIS

3106 RIVERWALK COURT

4 Beds

3 Baths

2,780 Sq.Ft.

$750,000

MLS#: MDAA2108742

Commercially zoned C-1 pad site available adjacent to McDonald's and Wendy's. Just shy of 1 acre. Public Utilities. Great visibility from Rt. 50. Build your office building, a restaurant, retail center, mixed use building, residential apts or condos over ground floor commercial, etc. See documents section for more information.

ANNAPOLIS

1440 WHITEHALL ROAD

None Beds

None Baths

0.92 acres

$749,900

MLS#: MDAA2018250

Nestled in a tranquil corner of Annapolis, this expansive ¾-acre property offers a rare combination of privacy, natural beauty, and opportunity. With serene water views and a peaceful setting, the generous lot size may allow for subdivision—offering the flexibility to build a second home while retaining the existing residence or reimagine the space entirely. Ideally situated near local marinas and the Annapolis sailing school, this location is perfect for boating enthusiasts. Residents can enjoy the quiet surroundings while being just minutes from downtown Annapolis’ renowned dining, shopping, and waterfront attractions. A truly special offering in one of Maryland’s most desirable areas.

See residential listing. MLS is MDAA2108602. See property boundary maps and tons of title info in the document section.

ANNAPOLIS

7033 BEMBE BEACH ROAD

None Beds

None Baths

0.78 acres

$749,900

MLS#: MDAA2108878

Nestled in a tranquil corner of Annapolis, this expansive ¾-acre property offers a rare combination of privacy, natural beauty, and opportunity. With serene water views and a peaceful setting, the generous lot size may allow for subdivision—offering the flexibility to build a second home while retaining the existing residence or reimagine the space entirely. Ideally situated near local marinas and the Annapolis sailing school, this location is perfect for boating enthusiasts. Residents can enjoy the quiet surroundings while being just minutes from downtown Annapolis’ renowned dining, shopping, and waterfront attractions. A truly special offering in one of Maryland’s most desirable areas.

See Land Listing as well. MLS is MDAA2108878. See property boundary maps and tons of title info in the document section.

ANNAPOLIS

7033 BEMBE BEACH ROAD

2 Beds

1 Baths

792 Sq.Ft.

$749,900

MLS#: MDAA2108602

1.485 acre RLD zoned parcel/ lot available adjacent to McDonald's, Wendy's. Potential uses include daycare, veterinarian, assisted living, club, group home, kennel, plant nursery, produce stand, etc. All utilities are available. Easy access on and off of Rt. 50. Refer to documents section.

ANNAPOLIS

1444 WHITEHALL ROAD

None Beds

None Baths

1.49 acres

$749,900

MLS#: MDAA2018258

Step into Luxury Living in this beautiful ground level 2 bedroom 2 bathroom condominium at 5 Park Place, Annapolis' most coveted address. You'll be delighted from the moment you approach the impressive building and impressed again and again by all of the features and amenities that are included for you here. Step inside the grand lobby and your own front door is just a few short steps away! Inside find an open flowing floor plan with everything you could want, all on one level! The living room is spacious and features a handsome gas fireplace, hardwood flooring and sliding glass door to your very own private balcony. The balcony includes space for seating and is a rare find in the building! Enjoy the elegant kitchen with solid wood cabinets, stainless steel appliances and gleaming granite countertops. Enjoy meals in the dining area or by the breakfast bar. The guest suite is large and features 2 closets and direct access to the convenient guest bathroom. The primary suite is neutral and oversized with a wonderfully large walk-in closet and full primary bathroom with double sinks. 2 Garage parking spots are included as well as a valuable bonus garage storage space! Park Place residents enjoy so many conveniences including an outdoor pool, impressive gym, party room, billiards room, several decorated spaces and meeting rooms, a outdoor paths, dog park area, dedicated building manager, a trolly to take you Downtown and more! See it today!

ANNAPOLIS

5 PARK PLACE 102

2 Beds

2 Baths

1,208 Sq.Ft.

$748,000

MLS#: MDAA2100262

This stunning penthouse in an exclusive 55+ community offers low-maintenance living a few minutes from Annapolis. The expansive fourth-floor corner unit offers a quiet respite from everyday life. Nine-foot upgraded tray ceilings and plank flooring add an elegant touch throughout. LVL flooring throughout the unit. The gourmet kitchen is an entertainer's dream with a huge island, stunning countertops, tile backsplash, and tons of quality cabinetry. Upgraded kitchen appliances. Kitchen faucets are "touchless". Samsung high-efficiency washer/dryer included. The living and dining area offers room for large seating areas for relaxing in front of the game and a dedicated space for gracious dining. Pendant lights over kitchen peninsula, dining room Two bedrooms each feature an ensuite bath with high-quality finishes and a spa-like feel. The two bedrooms are separated with a long hallway for optimum privacy, and each has customized closets in the owner suite step in, spare bedroom. Also custom shelving in the pantry and guest bathroom. There are two bonus living spaces that can be used for additional sleeping areas, exercise/media room, or offices. Custom-built cabinets in the space next to "owners' suite". Three ceiling fans included.
The Element at Mill Creek offers a fitness center, golf/sports simulator, and walking trails. Pickleball courts and a dog park are in the works. With a secure entry, garage parking, and elevator access, life is safe and easy! Assigned garage space (#CG-24) is included and valued at $25,000. Assigned storage cage (#26) is included. You will be a hop, skip, and a jump from Annapolis and restaurants and waterfront activities. You will have quick access to Route 50 and major arteries.

ANNAPOLIS

78 OLD MILL BOTTOM ROAD N 411

2 Beds

2 Baths

1,723 Sq.Ft.

$740,000

MLS#: MDAA2113036

Come see this great 3 bedroom, 3.5 bath rancher set on 2 acres located in the highly sought after neighborhood of Rolling hills located close to Historic Annapolis and convenient to shopping, restaurants and health care! The beautiful spacious kitchen is a welcoming place for entertaining and is complete with a large island with a cooktop with a downdraft, stainless steel appliances that include a wall oven and built-in microwave, dishwasher and refrigerator and TONS of counter space. The kitchen also has plenty of room for a large kitchen table. Next to the kitchen is the large dining room with its crystal chandelier, huge bay window to let in all of the light and also has chair molding. Also off of the kitchen is the laundry room that doubles as a powder room as well. There is where you will find the door out to the large 2-car garage. The kitchen also has a door out to the deck with steps down to your new amazing IDEAL backyard, where you will find out why the neighborhood is called Rolling Hills. The views are over the top! Back inside, the family room is spacious and has the door out to the 3-season room where you can enjoy views of the backyard again, and you'll love the vaulted ceiling with a ceiling fan, surrounded with windows and a slider out to the deck again. The main level also has the primary suite with an en suite bathroom , ceiling fan and 2-closets. The 2nd bedroom is also on the main level plus a 2nd full bathroom for guests. The lower level has the 3rd bedroom with a ceiling fan and 3rd full bathroom that has an expansive custom built shower with a seamless glass enclosure, pedestal sink and custom tile throughout. The lower level also has a HUGE 2nd family room with porcelain tiled flooring to look like hardwood, wood-burning stove, recessed lighting, crown molding and a slider out to the large covered concrete patio. The lower level also has a large storage room. There is also a separate 2nd storage room that can be accessed from the outside. It could be used for a home gym, more storage, workshop, you name it! All of this and you will feel like you live in the country while still being so close to major commuting routes, Annapolis Mall, Naval Academy, Downtown waterfront, etc.... Check out the virtual tour!

ANNAPOLIS

515 CORBIN PARKWAY

3 Beds

3 Baths

2,540 Sq.Ft.

$735,000

MLS#: MDAA2114392

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