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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

253

# of Listings

3

Avg # of Bedrooms

$405

Avg. $ / Sq.Ft.

$830,016

Med. List Price

Browse Annapolis Real Estate Listings

$250,000 - $500,000

42 Properties Found. Page 1 of 3.

New on site 3 days ago

A rare opportunity to build a home with water views in the exclusive water-privileged neighborhood of Beacon Hill. This lot is virtually ready to build! A buyer can design their own home or use the gorgeous current plans. A smart buyer would fit his plan within the footprint (perimeter) of the current 2500 sq ft, 4-bedroom building plan, with a wrap-around porch. NOTE- Any increase in footprint (surface area) would have a negative impact (increase) on storm water management, setbacks from the septic system, etc.

Beacon Hill is Annapolis' best-kept secret! Situated between the Chesapeake Bay and Sandy Point State Park, this unspoiled, country-like, old Annapolis water-privileged community is only ten minutes from Downtown Annapolis, with the Chesapeake Bay Bridge, the Eastern Shore , Washington and Baltimore, on your doorstep.

Shipsview was originally a community of only forty houses, with twenty lots directly on the Bay and the other twenty with water views. 1546 Shipsview is undoubtedly the best of the ‘ water view’ lots. Directly across the street from 1546 is one of the community's two public water access points. It is the perfect spot to wade into the Bay or sit with a morning coffee and watch the sunrise. 1546 is a rare gem in a highly sought-after community. DO NOT DELAY, or you will miss the opportunity to build in this very special neighborhood. Easy access/commuter routes to the Chesapeake Bay Bridge, the Eastern Shore , Washington and Baltimore.

ANNAPOLIS

1546 SHIPSVIEW ROAD

None Beds

None Baths

0.47 acres

$495,000

MLS#: MDAA2133158

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!

ANNAPOLIS

289 HILLSMERE DRIVE

3 Beds

1 Baths

1,176 Sq.Ft.

$495,000

MLS#: MDAA2124400

#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.

ANNAPOLIS

5 PARK PLACE 431

1 Beds

1 Baths

839 Sq.Ft.

$489,900

MLS#: MDAA2121784

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.

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.

ANNAPOLIS

1012 MASTLINE DRIVE

2 Beds

3 Baths

2,354 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.

ANNAPOLIS

1023 MOUNTAIN TOP DRIVE

4 Beds

2 Baths

1,404 Sq.Ft.

$455,000

MLS#: MDAA2129382

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!

ANNAPOLIS

3426 NARRAGANSETT AVENUE

3 Beds

2 Baths

1,412 Sq.Ft.

$450,000

MLS#: MDAA2132154

Heritage Harbour a 55 plus community. Welcome Home to 1955 Marconi Cir. This two bedroom two bath home with garage offers low maintenance one level living. As you enter from the covered front porch, you'll notice the high vaulted ceilings and lovely hardwood floors throughout. Custom shutters have been added on all windows and slider. Both bedrooms are generous in size. The primary bedroom includes an ensuite bathroom. The rear of the home includes a fenced in patio. Roof is approximately 2 years old and includes solar panels with a monthly fee of $99.00. Heritage Harbour offers lots of amenities including an indoor and outdoor pool, fitness facility, community center with a variety of activities. A golf course is located within the community if homeowners would like to join. Close proximity to Major Roads, Shopping and Restaurants. Historic Annapolis is approximately 20 minutes drive time.

ANNAPOLIS

1955 MARCONI CIRCLE

2 Beds

2 Baths

1,200 Sq.Ft.

$445,000

MLS#: MDAA2131974

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!

ANNAPOLIS

251 CAPE SAINT JOHN ROAD

2 Beds

1 Baths

1,002 Sq.Ft.

$435,000

MLS#: MDAA2124512

New on site 4 days ago

One-level living in the highly desired 55+ community of Heritage Harbour! This well-maintained 2-bedroom, 2-bath villa townhome offers updates including: just installed Andersen windows, roof approximately 3 years old, luxury vinyl plank flooring, carpeted bedrooms, and solar tubes providing added natural light.
The renovated kitchen (approx. 5 years) boasts granite countertops, white cabinetry, and a white appliance package. The primary bedroom offers an ensuite bath and walk-in closet. Enjoy a fenced rear yard with a spacious deck—ideal for outdoor relaxation. Additional features include a 1-car garage, driveway parking, and a stand-up attic with ample storage.
Heritage Harbour is known for its extensive amenities: golf course, indoor and outdoor pools, fitness and community centers, library, tennis and pickleball courts, lawn care, trails for walking/jogging/biking, picnic areas, party rooms, billiards, woodworking studio, snow removal, transportation services, and lake privileges.
Convenient location near shopping: Farmer’s Market, Towne Center, Luminis Health Center, and Major Highways.
Comfortable, Manageable, and Move-in ready—don’t miss this one!
Seller might need rent back up - up to 30 days.

ANNAPOLIS

1943 MARCONI CIRCLE

2 Beds

2 Baths

1,032 Sq.Ft.

$420,000

MLS#: MDAA2132478

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.

ANNAPOLIS

1808 LINCOLN DRIVE

3 Beds

1 Baths

1,008 Sq.Ft.

$419,000

MLS#: MDAA2131008

**AGENTS - Please follow showing instructions. Call Agent before showing. The stairs entering the house are not sturdy and may present a fall hazard for you or your client.

Value is in the land. Owner has a complete set of Builders plan for a complete rehab. Call agent for details. ** Ideal for investors or builders looking for a Waterview lot**

ANNAPOLIS

3535 COHASSET AVENUE

3 Beds

1 Baths

1,512 Sq.Ft.

$415,000

MLS#: MDAA2133094

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.

ANNAPOLIS

926 YACHTSMAN WAY

2 Beds

2 Baths

1,174 Sq.Ft.

$415,000

MLS#: MDAA2132000

Welcome Home to 132 Quiet Waters Place! Nestled in the sought-after Beechwood Hill community, this three-level interior townhome offers a bright, open floor plan and beautifully updated spaces throughout. The main level welcomes you with custom hardwood floors, flowing seamlessly from the spacious living area into the dining space. Just off the dining area, step onto the private back deck—perfect for effortless indoor/outdoor entertaining, morning coffee, or evening unwinding. Upstairs, you’ll find plush carpeting that’s only three years old and freshly professionally cleaned, along with renovated primary and guest bathrooms that bring a modern, refreshed feel to the home. The recently replaced HVAC system (2025) ensures year-round comfort and peace of mind. This home offers an assigned parking space and plenty of street parking for guests. Residents of Beechwood Hill enjoy an unbeatable lifestyle with direct access to Quiet Waters Park through the back gate of the community. Explore over 6 miles of scenic paved trails, playgrounds, pavilions, a dog park, seasonal ice-skating, and endless outdoor recreation—right outside your door. All of this, plus an ideal Annapolis location: just 6 minutes to Eastport and 8 minutes to downtown Annapolis, giving you quick access to the area’s best restaurants, waterfront spots, shops, and beloved local traditions that makes Annapolis one-of-a-kind. If you’ve been searching for a home that blends outdoor access, thoughtful updates, and the best of Annapolis living, 132 Quiet Waters Place is one you will not want to miss.

ANNAPOLIS

132 QUIET WATERS PLACE

3 Beds

2 Baths

1,740 Sq.Ft.

$405,000

MLS#: MDAA2131866

1 2 3

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