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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
272
# of Listings
3
Avg # of Bedrooms
$428
Avg. $ / Sq.Ft.
$925,284
Med. List Price

Browse Annapolis Real Estate Listings

All listings

Under $250,000

$250,000 - $500,000

$500,000 - $1M

$1M - $3M

$3M - $5M

Over $5M

42 Properties Found. Page 1 of 3.

Charming Home in Heritage Harbour – 55+ Community Living at Its Finest! Welcome to this beautifully maintained single-family home in the highly sought-after Heritage Harbour community! Designed for comfort and convenience, this charming residence offers 2 spacious bedrooms and 2 full baths, perfect for relaxed living. Step inside to find a bright and inviting living and dining area with soaring vaulted ceilings, creating an airy and welcoming ambiance. A cozy den provides the ideal spot for reading, working, or unwinding, while the sunny rear deck offers a semi-private retreat to enjoy the outdoors. Recent update, a brand-new roof (2025), ensuring peace of mind for years to come. Nestled in a quiet, tree-lined neighborhood, this home is perfect for leisurely strolls to the community pond or clubhouse, where endless activities await. The thoughtfully designed floor plan includes a one-car garage, maximizing ease and accessibility. Experience the best of Heritage Harbour, with incredible amenities that offer the perfect balance of social engagement and peaceful living. Don’t miss this opportunity to own a piece of paradise in Heritage Harbour!
#MDAA2129590

ANNAPOLIS

2828 BERTH COURT

2 Beds

2 Baths

1,434 Sq.Ft.

$500,000

MLS#: MDAA2129590

Big Reduction of $24,000! Start your new year off in this 3-bedroom, 1-bath home situated on a spacious lot in the desirable, water-privileged community of Hillsmere Shores. This home features an updated bathroom, beautiful hardwood floors, and a cozy fireplace (as-is). A ductless air conditioning system adds comfort and efficiency. The property offers ample parking and walking to stores, restaurants, county library and Quiet Waters Park. This home is ready for you to move in, with potential for updates to match your personal style. Basement features laundry and utility space with open space and walk out egress. Residents of Hillsmere Shores enjoy access to community amenities including a private beach, marina, boat ramps, pool, and playgrounds—all just minutes from downtown Annapolis. Don’t miss this rare opportunity to own in one of Annapolis’ most sought-after neighborhoods!
#MDAA2124400

ANNAPOLIS

289 HILLSMERE DRIVE

3 Beds

1 Baths

2,352 Sq.Ft.

$495,000

MLS#: MDAA2124400

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!
#MDAA2130318

ANNAPOLIS

78 OLD MILL BOTTOM ROAD N 107

2 Beds

2 Baths

1,318 Sq.Ft.

$489,900

MLS#: MDAA2130318

Exceptionally beautiful 1 BR/1 Bath with stunning sunset views in like-new condition. The only unit available in this Luxurious Condo Building still priced below $500K. Many upgrades: New Bosch HVAC Heat Pump costing $10K, New designer walk-in shower costing $12 K , New carpeting in Bedroom., Hardwood floors, granite counters. Many amenities : 24/7 live person at the Lobby Front Desk, very secure building, One owned/ assigned underground garage parking space with remote opener, Fitness Center, Outdoor Pool and Hot Tub, Two Outdoor Gourmet BBQ kitchens, Gardening Area, Library, Party Room , TV Lounge , Free Shuttle Service to downtown, just blocks to City Dock attractions: restaurants, entertainment venues, shopping. The most luxurious condo residence in this county.
#MDAA2121784

ANNAPOLIS

5 PARK PLACE 431

1 Beds

1 Baths

839 Sq.Ft.

$489,900

MLS#: MDAA2121784

New on site 2 days ago
Perfect Heritage Harbour Location. Lovely end of row unit with additional daylight throughout the home. The home has been professionally painted to neutral colors, and new carpet installed. The kitchen has granite counters and Stainless Appliances. There is a spacious deck in the rear with a rectractable awning. One-time Recreation Fee of $2,075 for your community amenities.
#MDAA2132332

ANNAPOLIS

1984 MARCONI CIRCLE

2 Beds

2 Baths

1,434 Sq.Ft.

$489,900

MLS#: MDAA2132332

Welcome to this beautifully maintained duplex home in the highly sought-after 55+ Heritage Harbour community, where elegance, comfort, and resort-style living come together. From the moment you arrive, you are greeted by a charming front porch and beautifully landscaped surroundings that set the tone for this pristine residence. Step inside to a welcoming open foyer that leads into a spacious living room, accented by a classic gas fireplace that creates a warm and inviting centerpiece. Tucked just off the living room is a cozy library, offering the perfect spot for a home office or just reading, relaxing, or quiet conversation. A separate dining room provides an elegant space for hosting gatherings, while the updated kitchen offers expanded counter and cabinet space, thoughtfully designed to blend functionality with style. A fabulous three-season room extends the living space, inviting you to relax and enjoy the serene setting in comfort throughout much of the year. While officially listed as a two-bedroom, three-bath home, this property offers a rare and valuable feature: a fully finished basement. This expansive level includes a large family room, full bathroom, a walk-in cedar closet, and a workshop, providing versatility for visiting family, a live-in caretaker, or quiet hobbies. Storage abounds in both the one-car garage and the lower level. Recent updates enhance both beauty and peace of mind, including new luxury vinyl plank flooring on the main level and lower level, an updated roof with gutter guards, and a freshly power-washed and stained deck. These thoughtful improvements complement the home’s timeless design and add to its pristine presentation. Life in Heritage Harbour is centered around resort-style amenities and an active, engaged community. Residents enjoy exclusive access to the Lodge, featuring an atrium, indoor and outdoor pools, fitness center, library, boutique, woodworking shop, game rooms, coffee corner, and meeting spaces. Outdoor amenities abound with tennis and pickleball courts, bocce ball, horseshoes, scenic walking trails, a nine hole golf course with pro shop, and a clubhouse restaurant at Wilder Fresh Kitchen. Water enthusiasts will appreciate the pier with boat slips, kayak launch and storage, and the RV/boat storage lot within the community. Combining modern updates, versatile living spaces, and a wealth of community amenities, this exceptional home offers a lifestyle that is both elegant and effortless. Schedule your private showing today and experience the very best of active adult living in Heritage Harbour. Conveniently located near major routes—including 97, 32, 50, 295, 100, I-95, and 495—it’s an excellent choice for families and professionals commuting to downtown Annapolis, Fort Meade, NSA, CIA, DISA, US Cyber Command, BWI Airport, Washington, D.C., and Northern Virginia.
#MDAA2125472

ANNAPOLIS

1012 MASTLINE DRIVE

2 Beds

3 Baths

2,481 Sq.Ft.

$479,900

MLS#: MDAA2125472

Charming Cape Cod with Endless Potential in Cape St. Claire! Bring your vision to life in this classic 4-bedroom, 2-bath Cape Cod located in the sought-after Cape St. Claire community. Freshly painted , hardwood floors, plenty of natural light, and ready for your personal touch. The main level features a spacious floor plan with living room and dining room combined, featuring a pellet fire place, kitchen, two main-floor bedrooms and updated bath. Upstairs, two additional bedrooms and a second updated bath provide ample space for family or guests. Partially finished basement with plenty of space for storage. This 1/4 acre lot is perfect for outdoor living, gardening, or future additions. Driveway offers ample off street parking. Enjoy all the amenities Cape St. Claire has to offer—private beaches, boat ramps, playgrounds, community marina, and award-winning Broadneck schools. Close to Annapolis, commuter routes, and the Chesapeake Bay.
#MDAA2129382

ANNAPOLIS

1023 MOUNTAIN TOP DRIVE

4 Beds

2 Baths

2,340 Sq.Ft.

$455,000

MLS#: MDAA2129382

New Price! Just reduced $25,000. Charming and Updated Rambler Near Downtown Annapolis. This beautifully maintained 3–4 bedroom rambler in Lincoln Heights offers comfort, convenience, and value—all just minutes from downtown Annapolis, the U.S. Naval Academy, and the Annapolis Mall. With key system upgrades completed in the last five years—including a new roof, vinyl siding, windows, and HVAC—this home is move-in ready and an excellent opportunity for both homeowners and investors. Featuring approximately 2,000 square feet of finished living space, the main level welcomes you with a warm family room highlighted by hardwood floors, a wood-burning fireplace, and a box bay window that fills the space with natural light. The adjoining kitchen offers wood cabinetry and a brand-new refrigerator, while the nearby dining room makes entertaining easy. Three bedrooms and a full bath complete the main level. The fully finished lower level expands your living options with a spacious recreation room, a versatile bonus room that can serve as a fourth bedroom or home office, a remodeled full bath, and a dedicated laundry area. Fresh paint and new carpet throughout make this home truly move-in ready. Well-priced and ideally located, this home offers exceptional potential in one of Annapolis’s most convenient neighborhoods. Settlement must take place at the office of Brennan Title in Annapolis.
#MDAA2127688

ANNAPOLIS

4 ROOSEVELT DRIVE

4 Beds

2 Baths

2,016 Sq.Ft.

$450,000

MLS#: MDAA2127688

New on site 4 days ago
INVESTOR ALERT!!! This cottage has a newer roof, 2018, and a encapsulated and sump installed in a sealed crawl space 2022. Large back yard with rain garden. She needs some good TLC but excellent investment opportunity! Over 1400 sq ft, 3 bedroom, 2 full bath, Peek-a-boo water view and great location . Close to all the community privledges and being sold strictly "AS IS". More photos are on their way!
#MDAA2132154

ANNAPOLIS

3426 NARRAGANSETT AVENUE

3 Beds

2 Baths

1,412 Sq.Ft.

$450,000

MLS#: MDAA2132154

Step into an unparalleled opportunity to own a piece of Cape St. John — all for under $500,000! This rare gem offers the perfect blend of coastal charm, modern upgrades, and an enviable location in one of the area’s most beloved waterfront communities. Welcome to your dream retreat! Just a short stroll from your door, you’ll find one of the community’s best private beaches, complete with a sandy shoreline, kayak storage, boat ramp, designated swimming area, and dock along the majestic South River. This home packs a big punch for its price, featuring numerous upgrades on a beautifully maintained and usable .34-acre lot with seasonal water views. Imagine sipping your favorite beverage on the inviting front porch, surrounded by mature trees that provide privacy and a serene landscape setting. Location couldn’t be better — just minutes from Mike’s Crab House, Routes 50 and 97, and only 15 minutes from historic Annapolis, while shopping and everyday conveniences are just a short drive away. Why settle for a townhouse when you can have a private lot and single-family home, with multi-million-dollar waterfront estates just a few houses down? Don’t let this rare opportunity slip away — Cape St. John living awaits!
#MDAA2124512

ANNAPOLIS

251 CAPE SAINT JOHN ROAD

2 Beds

1 Baths

1,002 Sq.Ft.

$435,000

MLS#: MDAA2124512

Nestled in the charming Forest Villa neighborhood, this delightful ranch-style home offers a perfect blend of comfort and functionality. With 1,008 square feet of renovated and well-designed living space, this residence features three inviting bedrooms with new carpet flooring and an updated full bathroom with tub shower, ideal for both relaxation and everyday living. Step inside to discover an open floor plan that seamlessly connects the living and dining areas, creating a warm atmosphere for gatherings. The country-style kitchen, complete with new stainless-steel appliances, upgraded quartz countertops, white shaker soft-close cabinetry and ample table space, invites culinary creativity and casual dining. Built-ins add character and practicality, while the cozy carpet and new luxury vinyl plank flooring enhances the home's inviting ambiance. Outside, the property boasts a lovely front yard and a spacious rear yard, perfect for outdoor activities or serene moments in nature. Enjoy leisurely afternoons on the side porch, where you can unwind and soak in the neighborhood's tranquility. Sidewalks throughout the area encourage leisurely strolls and community engagement. This residence is not just a house; it's a place to create lasting memories. Experience the warmth and comfort of home in this inviting Forest Villa gem.
#MDAA2131008

ANNAPOLIS

1808 LINCOLN DRIVE

3 Beds

1 Baths

1,008 Sq.Ft.

$419,000

MLS#: MDAA2131008

New on site 3 days ago
Welcome to 926 Yachtsman Way — a rare single-level home in the City of Annapolis offering an easy, open layout in a cul-de-sac setting. Vaulted ceilings and large windows bring great natural light into the living and dining areas, and the wood-burning fireplace creates a strong focal point. The kitchen offers a functional layout with direct access to the back deck for simple indoor–outdoor use. Both bedrooms are well sized with vaulted ceilings, and the primary suite features a private bath and walk-in closet. The rear deck overlooks a usable yard area with some trees. Community amenities include an outdoor pool, clubhouse, and nearby green space. Located minutes to Eastport, downtown Annapolis, shopping, and commuter routes — a great blend of location and everyday convenience.
#MDAA2132000

ANNAPOLIS

926 YACHTSMAN WAY

2 Beds

2 Baths

1,174 Sq.Ft.

$415,000

MLS#: MDAA2132000

Beautiful 2 bedroom 2 bath home in highly sought after Mariners Point. The house has a brand new roof, kitchen cabinets, and new flooring has been installed throughout the house. The exterior of the house was freshly painted this summer. HOA is only $105 a month, can't beat that in Annapolis! This home is perfect for a those looking to get away from paying rent, or to downsize. Also great for potential short term rentals. Buyer can also save on closing costs by purchasing the underlying LLC. All offers will be entertained. House is for sale by owner - please contact the owner directly - Patrick **Disclosure - The owner is my son.**
#MDAA2098628

ANNAPOLIS

986 YACHTSMAN WAY

2 Beds

2 Baths

1,174 Sq.Ft.

$405,999

MLS#: MDAA2098628

Beautifully well maintained and updated townhouse in the heart of Oxford Landing featuring 3 bedrooms, 3.5 baths, stainless steel appliances, new flooring throughout main level and upper level, granite countertops, recently painted in 2024, roof replaced in 2023. Living room has bay window, hallway bath with tiles. Primary master bedroom has a full bath with tiles and granite vanity. Basement is fully finished with a rec room and walk out level. Sold As-Is. Conveniently to shopping and restaurants.
#MDAA2132028

ANNAPOLIS

612 SEVERN ISLAND COURT

3 Beds

2 Baths

1,772 Sq.Ft.

$399,999

MLS#: MDAA2132028

Welcome to the exquisite penthouse level sanctuary at 1507 Broadneck Place, Unit 404, Annapolis, MD. This elegant loft-style condominium, offering 1,235 square feet, is a testament to comfort and convenience. Revel in the grandeur of vaulted ceilings and the abundance of natural light that cascades through expansive windows, enhancing every corner of this remarkable home. Thoughtfully designed, the unit features two bedrooms, two luxurious bathrooms, updated appliances, and chic luxury vinyl flooring throughout. The loft offers additional space for relaxing, working, or entertaining. Relax on your private balcony, a serene retreat for quiet evenings. Enjoy afternoons poolside at the community pool, just a short walk around the corner. The community enriches your lifestyle with a suite of amenities, including an elevator, gym, billiards room, and game room, ensuring every convenience is within reach. Experience unparalleled living in this refined oasis. Easy access to Rt, 50, shopping, dining, entertainment, and recreation, makes this a highly sought-after 55+ community in Annapolis.
#MDAA2120592

ANNAPOLIS

1507 BROADNECK PLACE 404

2 Beds

2 Baths

1,235 Sq.Ft.

$399,000

MLS#: MDAA2120592

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