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
361
# of Listings
3
Avg # of Bedrooms
$481
Avg. $ / Sq.Ft.
$1,098,732
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

130 Properties Found. Page 9 of 9.

Price Reduced! Welcome to 746 Warren Drive Annapolis, Maryland —nestled just a block and a half from Back Creek in the highly desirable Greenacres community of Eastport. This charming 5-bedroom, 1.5-bath home sits on a generous lot along a quiet street, offering both privacy and water access. Enjoy first-floor living with a freshly painted interior and exterior, brand new carpet throughout the finished basement and stairs, and abundant natural light pouring in from the beautiful bay window with newly installed side windows. A dedicated office space on the lower level makes working from home a breeze. Step outside to a spacious rear deck—perfect for entertaining—overlooking newly landscaped grounds with fresh sod and updated exterior lighting. The home also features solar panels, off-street parking, and multiple updates within the past couple of weeks. Located in a water-privileged community with access to a large waterfront green space, and close to local restaurants and marinas, this home delivers the ultimate Eastport lifestyle. Don’t miss your chance to live steps from the water in one of Eastport’s most sought-after neighborhoods.
#MDAA2109984

ANNAPOLIS

746 WARREN DRIVE

5 Beds

1 Baths

1,200 Sq.Ft.

$524,900

MLS#: MDAA2109984

Building One Nearly Sold Out - Model Home Now For Sale! Bright, spacious unit showcasing gorgeous design upgrades throughout. Start an exciting new chapter in this amenity-rich 55+ community conveniently located minutes to downtown Annapolis, retail shopping, waterfront dining and Bay Bridge. Reserved parking space included. Turnkey luxury, private balcony... Tour this incredible Model Home today!
#MDAA2095514

ANNAPOLIS

78 OLD MILL BOTTOM ROAD N 207

2 Beds

2 Baths

1,318 Sq.Ft.

$523,655

MLS#: MDAA2095514

Stunning Penthouse in Four Seasons at St. Margaret’s – A Premier 55+ Community! Discover luxury and convenience in this beautifully maintained penthouse unit, nestled in the sought-after Four Seasons at St. Margaret’s. Designed for effortless living, this home features an elevator-equipped building, garage and an inviting open floor plan with soaring vaulted ceilings. Step inside to find gorgeous wood flooring extending through the foyer, living, dining, kitchen, and hallway areas. The updated kitchen boasts granite countertops, stainless steel appliances (2020), a stove with a convection oven option, pantry cabinets with roll-out shelving (2020), and under-cabinet lighting (2020)—perfect for both everyday cooking and entertaining. The spacious primary suite offers a walk-in closet with a built-in safe and a remodeled en-suite bath (2020) featuring a jetted soaking tub, new vanity, countertops, flooring, and a walk-in shower with seat & grab bars and a remote bidet. The hallway bath also includes a bidet and custom tilework. The second bedroom and loft provide flexible space, with carpeting replaced in 2020. Additional highlights include: ✅ Front-load washer/dryer (2020) in a dedicated laundry room with cabinetry ✅ New windows (2021) with a lifetime warranty ✅ Extra storage under the loft stairs ✅ Surge protector added to the main electrical panel ✅ One-car garage with shelving and interior access ✅ Brand-new furnace and A/C unit (2024) and water heater (2019) Enjoy resort-style amenities, including a swimming pool, fitness center, library, meeting/game room, billiard room, community kitchen, and spacious gathering areas. Relax outdoors on the main patio or upper deck overlooking the pool. This exceptional home blends modern upgrades with a vibrant, active lifestyle. Schedule your private tour today!
#MDAA2109724

ANNAPOLIS

903 NOAH WINFIELD TERRACE 303

2 Beds

2 Baths

1,516 Sq.Ft.

$520,000

MLS#: MDAA2109724

Experience the best of Heritage Harbour in this rarely available penthouse condo—one of the most spacious units in the building! This stunning two-story home is packed with premium features, offering 2 large bedrooms, each with a walk-in closet, 2.5 bathrooms, and ample storage space. Gleaming hardwood floors flow throughout the open floor plan, where the kitchen overlooks the family room, complete with a cozy wood-burning fireplace. Step outside onto your private balcony patio, the perfect retreat on beautiful days. Bonus: A reserved garage parking space conveys with the unit! This exceptional building includes indoor and outdoor pools and a fully equipped gym for your convenience. Plus, Heritage Harbour’s world-class amenities are second to none, featuring: ✅ Indoor & outdoor pools ✅ Hot tub & sauna ✅ Golf course ✅ Tennis & pickleball courts ✅ On-site restaurant ✅ Boat slips & kayak racks ✅ RV/boat storage ✅ The Lodge/Community Center—offering endless social and recreational activities Don’t miss this opportunity to enjoy luxury, space, and an unbeatable 55+ lifestyle in Heritage Harbour!
#MDAA2109828

ANNAPOLIS

930 ASTERN WAY 609

2 Beds

2 Baths

1,926 Sq.Ft.

$519,900

MLS#: MDAA2109828

Move-In Ready! This beautifully updated home features an updated kitchen with modern appliances, a fully renovated bathroom, new washer & dryer, new hot water heater, new HVAC system, refinished hardwood floors, and a new roof. Additional highlights include a wood-burning fireplace, a spacious screened-in rear porch, and a one-car garage that is currently in the process of being converted back into a functional garage. The entire house will also be fully repainted prior to settlement. Located within walking distance to Truxton Park and Annapolis public transit, this home offers convenience, comfort, and charm.
#MDAA2108848

ANNAPOLIS

9 EDELMAR DRIVE

4 Beds

2 Baths

936 Sq.Ft.

$519,900

MLS#: MDAA2108848

Bright, spacious unit at second floor elevation showcases stylish design upgrades throughout! Start an exciting new chapter in this amenity-rich 55+ community conveniently located mere minutes to downtown Annapolis, retail shopping, waterfront dining and Bay Bridge. Reserved parking space included. Turnkey luxury includes window treatments, full-size washer/dryer and more! Building One nearly sold out - tour this stunning new home today!! Virtual staging used to demonstrate the space & layout.
#MDAA2110762

ANNAPOLIS

78 OLD MILL BOTTOM ROAD N 107

2 Beds

2 Baths

1,318 Sq.Ft.

$519,090

MLS#: MDAA2110762

Welcome to this Wonderful home very close to Annapolis & the properties to be in a private area but close proximity to be in the City of Annapolis! Located in close proximity to restaurants , shopping, and entertainmemt . You will enjoy summer evenings dining - out in the over large deck out back! The Home offers an open floor plan that leads you to entertaining with a spacious living room, Dining Room & Remodeled Kitchen with Granite counter tops and New stainless steel Appliances. The dining & Living room boasts beautiful refinished hardwood flooring and Open to a Kitchen . The primary bedroom offers private Full remodeled bath with access to shower In addition to 2 others great size bedrooms and a Full renovated bathroom! Relax in the finished basement that offers large rec room, Additional bedroom/office/playroom and full renovated 3rd bath! You will love this home! Ready for your buyer to move-in!!
#MDAA2101268

ANNAPOLIS

1971 DOMINOE ROAD

4 Beds

3 Baths

2,160 Sq.Ft.

$519,000

MLS#: MDAA2101268

New Phase at Element at Mill Creek! Building B, The Banyan, is already half-sold, featuring lounge areas, party room, 2-story clubroom, upper & lower terraces, and more! Start your exciting new chapter in this amenity-rich 55+ community located minutes to downtown Annapolis, shopping, waterfront dining and Bay Bridge. Spacious home with large private balcony boasts desirable southern exposure and showcases stylish design upgrades throughout. Includes true chefs kitchen, huge owners closet, reserved parking. Low condo fee. Tour this stunning home and the building's incredible amenities today! Virtual staging used to show space & layout.
#MDAA2115854

ANNAPOLIS

76 OLD MILL BOTTOM ROAD N 308

1 Beds

2 Baths

1,076 Sq.Ft.

$511,400

MLS#: MDAA2115854

Nestled in the sought-after Four Seasons Community, this luxurious penthouse condo offers an exceptional living experience for those aged 55 and better. Located in a premier active adult community, this top-floor residence boasts soaring ceilings and an open-concept design, accentuated by a stylish loft that overlooks the main living area. Spanning 1,516 square feet, the condo features two generously sized bedrooms and two full, modern bathrooms, providing ample space and privacy. The gourmet kitchen is a chef’s dream, equipped with stainless steel appliances, granite countertops, and a breakfast bar that seamlessly flows into the bright and airy living and dining areas with balcony access. Expansive windows flood the space with natural light and the versatile loft space, accessible by a sleek staircase, is perfect for a home office, art studio, or cozy reading nook. The primary suite is a true retreat, complete with a spacious walk-in closet and an en-suite bathroom featuring dual vanities, a jetted soaking tub, and a glass-enclosed shower. The second bedroom, ideal for guests or family, is conveniently located near the second full bathroom. Hardwood floors, designer fixtures, and custom finishes throughout elevate the elegance of this sophisticated home. Residents of this exclusive 55+ community enjoy a low-maintenance lifestyle with access to premium amenities such as a fitness center, game room, library, outdoor pool and beautiful, well-maintained grounds. Just minutes from Annapolis’ vibrant downtown, the condo offers easy access to boutique shopping, fine dining, and the city’s renowned waterfront attractions, including the U.S. Naval Academy and historic sailing harbors. With private garage parking and elevator access, this penthouse condo combines luxury, convenience, and the best of Annapolis living for an unparalleled retirement retreat.
#MDAA2105660

ANNAPOLIS

903 NOAH WINFIELD TERRACE 303

2 Beds

2 Baths

1,516 Sq.Ft.

$505,000

MLS#: MDAA2105660

Enjoy a fantastic lifestyle in this beautiful and pristine 2BR/2BA condo in the very desirable and vibrant 55+ community of Four Seasons at St Margarets! Enter the very well-kept secure building and access your second floor home by stairs or elevator ...OR use your garage door remote and enter the building through your private, over-sized garage. The dramatic open floor plan is ideal with kitchen island overlooking the huge living room with gorgeous hardwood floors and plantation shutters. The living room leads to a large, private balcony. The primary bedroom is massive with a large bay window and an over-sized walk-in closet. The attached bathroom has a walk-in shower and separate soaking tub. The second bedroom has a bay window, two double closets and is served by a hall bath. A large laundry room and multiple closets complete this side of the condo. Nothing to do but move in and enjoy the incredible amenities - stunning community center has several beautifully furnished party areas to entertain your guests and meet with neighbors. There is a kitchen, bar, billiards room, library, fitness center and inviting outdoor pool with many tables and chairs to enjoy the beautiful weather and wooded surroundings. The location is ideal - tucked away, but very close to shopping, public library, hiking and bike trail, and easy access to downtown Annapolis! Smoking Restricted Community
#MDAA2114444

ANNAPOLIS

1509 FERAL DAE LANE 204

2 Beds

2 Baths

1,442 Sq.Ft.

$500,000

MLS#: MDAA2114444

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Buyers resources
7 Reasons to Work with a Realtor
7 Principles For Home Buying Success
Getting a Mortgage To Buy a Home
Home Hazards Awareness
Key Items For Home Inspection
Questions When Buying a Condo
Questions When Choosing a Realtor
Sellers resources
8 reasons to work with a realtor
Calculating Capital Gains
Checklist for Better Showing
Cleaning Home For Sale
Improving Odds Of an Offer
Preparing Home for photoshoot
Selling Your Home for More $$

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