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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

191

# of Listings

3

Avg # of Bedrooms

$516

Avg. $ / Sq.Ft.

$1,054,763

Med. List Price

Browse Annapolis Real Estate Listings

$250,000 - $500,000

$500,000 - $1M

75 Properties Found. Page 2 of 5.

#MDAA2137260

ANNAPOLIS

76 OLD MILL BOTTOM ROAD N 205

3 Beds

3 Baths

1,729 Sq.Ft.

$825,665

MLS#: MDAA2137260

Rarely available colonial in the extremely sought-after, water-privileged community of Admiral Heights!! You will immediately feel at home as soon as you pull up and step inside. Gorgeous, refinished hardwood floors will lead you through the dining room and into the perfectly renovated kitchen with custom cabinetry, marble, yes, marble countertops, and stainless steel appliances. You will now begin to imagine how wonderful it will be to entertain and enjoy this home with seamless transitions to the family room and oversized deck. Enjoy your evenings in the spacious family room anchored by a beautiful brick fireplace and perfectly executed built-ins. You will continue to be impressed upstairs with a primary suite that is uniquely designed to incorporate a dressing/sitting area with 2 double closets, and the ensuite bathroom is nicely renovated with a large stand-up shower. The basement is mostly finished and ready for whatever you desire, with one very large rec area, laundry room, and much-desired storage room. All of this in one of Annapolis' hottest neighborhoods!! Walk to Navy football games...ride your bike or walk to West St and downtown Annapolis...this is truly the Annapolis lifestyle you envisioned!! Priced perfectly for a quick sale - don't hesitate on this one!!

ANNAPOLIS

1703 NIMITZ DRIVE

3 Beds

2 Baths

2,629 Sq.Ft.

$825,000

MLS#: MDAA2135648

Life in Hillsmere revolves around the water — the Chesapeake Bay, the South River, and a lifestyle that most people only experience on vacation. Welcome to 298 Edgemere Drive, located in one of Annapolis’ most beloved waterfront communities, where the rhythm of everyday life is shaped by fresh air, sunset skies, and a neighborhood designed for living well. Hillsmere Shores offers an extraordinary collection of amenities rarely found in a private community. Residents enjoy access to one of the largest private beaches on the South River, where sandy shoreline, panoramic water views, and unforgettable sunsets become part of your daily routine. Just moments away, the marina and community boat ramp provide effortless access — making boating, sailing, fishing, jet skis, and paddleboarding feel like second nature. The lifestyle continues on land with a community pool, playgrounds, kayak storage, volleyball court, and vibrant neighborhood events that bring neighbors together all year long. It’s the kind of place where weekends are spent at the beach, kids ride bikes until sunset, and neighbors quickly become lifelong friends. Within this exceptional setting, is a fantastic property, offering five bedrooms, three full baths, and more than 2,600 square feet of living space — a size and layout that is increasingly rare in this coveted waterfront community. Inside, the home offers bright, welcoming living spaces designed for both everyday comfort and entertaining. Multiple living areas provide flexibility for modern lifestyles — whether hosting friends after a day on the water, creating private work-from-home space, or comfortably accommodating guests and family. But what truly sets this home apart is the lifestyle that surrounds it. Morning walks along the Bay. Launching the boat on the South River. Summer afternoons at the community beach. Evenings watching the sun melt into the Chesapeake. All of it just minutes from Historic Downtown Annapolis, world-class sailing, marinas, waterfront restaurants, and the charm of Maryland’s capital city. Homes offering this amount of space, flexibility, and access to the Hillsmere waterfront lifestyle rarely come to market. 298 Edgemere Drive is more than a home — it’s an invitation to live the Chesapeake Bay life Annapolis is famous for.

ANNAPOLIS

298 EDGEMERE DRIVE

5 Beds

3 Baths

2,600 Sq.Ft.

$800,000

MLS#: MDAA2136726

Nestled in the heart of Eastport, this beautifully appointed three-level townhome offers 2,600 square feet of inviting, light-filled living space designed to embrace you with comfort and ease. With three spacious bedrooms and 3.5 baths, every detail has been thoughtfully curated to create a home that feels both refined and wonderfully welcoming.

The open floor plan greets you with warm wood flooring and abundant natural light that flows effortlessly from room to room. The atmosphere is airy, modern, and uplifting. At the heart of the home, the gourmet kitchen features gleaming granite countertops, elegant 42-inch cabinetry, and stainless steel appliances. It is a space perfectly suited for lively gatherings, intimate dinners, and slow, cheerful mornings with coffee in hand.

The second floor is a serene retreat designed for both relaxation and everyday living. The spa-inspired primary suite offers a peaceful escape, complete with a luxurious bath featuring a glass-enclosed stall shower and a deep soaking tub that invites you to unwind at the end of the day. A generous walk-in closet provides both style and practicality. This level also includes a full additional bedroom and a beautifully appointed full bath, offering comfort and privacy for guests or family members. Adding to the ease of daily life, a full-size, quiet washer and dryer are thoughtfully located on this floor within a dedicated laundry space, making chores feel effortless and unobtrusive.

The third level offers even more versatility, with a charming mansard-style bedroom, a full bath, and a rooftop deck that feels like your own private sanctuary. It is the perfect setting for sunset conversations, morning stretches, or simply enjoying fresh air above it all.

Outside, a private back patio creates a cozy extension of your living space. The turf-like dog pad and direct access to the two-car garage with keyless entry add convenience while maintaining the home’s polished feel.

Beyond the beauty of this home, the location offers unparalleled convenience. The easy commute to Washington, D.C., and all points north makes work and travel a breeze, whether for business or pleasure. And for those who enjoy the boating lifestyle, Eastport is the ideal community. It’s a haven for boating enthusiasts, where the rhythm of the water and the excitement of yachting fill the air. Twice a year, the neighborhood comes alive with international boat shows showcasing the finest in motor and sailing boats—an exciting event that draws boating lovers from around the world.

This is more than a townhome. It’s a modern, cheerful haven where comfort meets style, with every space designed to support the life you love. From the tranquility of your home to the vibrancy of the community, this is where your next chapter begins. Come see it for yourself and imagine the life that awaits you here.

ANNAPOLIS

32 BOUCHER PLACE

3 Beds

3 Baths

2,600 Sq.Ft.

$798,888

MLS#: MDAA2137570

Experience upscale urban living in this stunning 3rd-floor Everest model at Grandview, ideally located on the retail boulevard side of Annapolis Town Center. This residence offers a true city feel with unbeatable walkability to premier shopping and dining.
The open-concept living and dining area features bamboo flooring, a dramatic tray ceiling, and floor-to-ceiling glass doors leading to a private balcony filled with natural light. Elegant French doors open to a versatile bonus room, ideal as a home office or third bedroom.
The kitchen is designed for both entertaining and everyday living, showcasing stone and granite countertops, a professional-grade double oven, and a peninsula breakfast bar. A spacious laundry room and additional storage cage add convenience.
Two luxury bedroom suites each feature custom closet organizers. The primary suite includes a spa-inspired bath with a soaking tub and walk-in shower, while the second suite offers a double-sink vanity and walk-in shower—perfect for guests or flexible living.
Enjoy resort-style amenities including concierge services, fitness center, and a rooftop pool with social lounges, plus two assigned garage parking spaces. Walk to Whole Foods, Target, and top restaurants like True Food Kitchen and Cooper’s Hawk. Minutes from Historic Downtown Annapolis, Anne Arundel Medical Center, Annapolis Mall, with easy access to Route 50 and I-97.
A must-see for those seeking a luxury, maintenance-free lifestyle.

ANNAPOLIS

1915 TOWNE CENTRE BOULEVARD 309

2 Beds

2 Baths

1,681 Sq.Ft.

$770,000

MLS#: MDAA2135756

**OPEN HOUSE...EVERY DAY! CALL FOR TIMES! **Pristine Beauty...Move-in-Ready 4-Level, End of Row Townhome in the Community of Parkeside Preserve in Annapolis, MD *****The True Definition of Luxury Living with all the Bells & Whistles! This Incredible Home Features 4 Finished Levels with 4 Bedrooms, 3 Full & 1 Half Bathrooms, 2 Car Garage, which features High Grade Epoxy Flooring, Custom bi-level Stone Accent Walls; Ample Storage, and a convenient TESLA Charger! *****Enter on the Main Level either from the Front Door or Garage and Enjoy Entertaining in Your Spacious Family Room with Lots of Natural Light and the Convenience of a Full Bathroom and additional Storage area! *****The 2nd Level features a Spacious Open Floor Plan - Also Great for Entertaining! The Gourmet Kitchen provides Unparalleled Convenience Combined with Casual Comfort and Elegance. Plenty of Counter space with a Kitchen Island and Breakfast Bar; Sep Coffee/Bar Nook, Huge Walk-in Pantry and Half Bath! *****Stainless Steel Appliances; Refrigerator with Water Filtration system; Soft Close Cabinetry. *****Ascend to the Owner's Suite for Ultimate Convenience of your daily routine. Deluxe Bathroom, Sep Water Closet, and a Huge Walk-in Closet; *****Two (2) additional well-appointed Bedrooms and a Shared Hall Bathroom offering Comfort and Privacy. Both rooms feature 9' Ceilings. *****Sep Laundry area and Hallway Linen Closet. *****Venture to the 4th level (use as a 4th Bedroom, Home Office/Flex Area, Serene Retreat) and Enjoy Evenings Under the Stars! Watch the Blue Angels Fly Over as well as July 4th Fireworks! *****Back to the Main Level for a little down time and Enjoy Sitting under your Covered Front Porch and Soak in the Peaceful Surroundings! *****Added Perks: In addition to a TESLA Charger, there's a 'Flo by Moen' device which monitors the Water pressure, Temperature, Flow rate in real-time, and offers Leak Detection and alerts. *****BEST OF ALL ... Enjoy the Benefits of a ‘Flash Heater System’ that provides UNLIMITED Hot Water for the Shower! *****Energy Star Certified Appliances; and Custom Window Blinds; and a Ring System *****Call Me for Details about available GRANT/down Payment Funds; ZERO down payment with NO Mortgage Insurance Loan! **Click the MOVIE Icon Next to the Photos to Navigate through each Level of this Gorgeous Home! **OPEN HOUSE .... EVERY DAY - CALL FOR TIMES! **Video Walk-thru - https://my.matterport.com/show/?m=h6oKEo2go7q&mls=1

ANNAPOLIS

113 TREBLIS WAY

4 Beds

3 Baths

2,348 Sq.Ft.

$769,000

MLS#: MDAA2137872

Overlooking the award-winning Chesapeake Harbour Marina and the Chesapeake Bay, this beautifully renovated residence offers sweeping water views within the gated waterfront community of Chesapeake Harbour. From the first light over the Bay to boats moving through the marina, the views create a constantly changing waterfront backdrop.

With more than 1,700 square feet of living space, this residence is one of the largest in the community and has been thoughtfully designed with sophisticated finishes and an open, light-filled floorplan that blends elegant interiors with the relaxed charm of Annapolis waterfront living. Located in a premier setting within the community, the Beacon Waterfront Galley and Bar is just a short walk away.

Outdoor living is a highlight of this residence. A large wraparound balcony extends from the living room to the primary bedroom, creating a wonderful space to relax while enjoying the views and activity of the marina. A private balcony off the kitchen offers the perfect spot for morning coffee or casual outdoor dining.

The loft level offers exceptional flexibility and easily functions as a home office or guest retreat, featuring a high-end Murphy bed with an integrated sofa and remote-controlled blinds that provide privacy from the level below.

Over $200,000 in improvements have been made over the years, including a renovated kitchen, spa-inspired bathrooms, updated appliances, designer lighting, solid wood interior doors, custom Pella windows, heat pump replacement, wood flooring in the kitchen and entry, high-end floor coverings, and replaced fireplace surround, doors, and chimney.

Residents of Chesapeake Harbour enjoy resort-style amenities including 24-hour gated security, two swimming pools—one a Bayfront pool located directly on the beach—private sandy beaches, a fishing pier, tennis and pickleball courts, scenic walking paths, kayak launch, an EV charging station, and a deep-water marina with full yacht services.

Come experience this private waterfront community where marina views, sandy beaches, and an active Chesapeake Bay lifestyle are all part of everyday life.

ANNAPOLIS

7046 HARBOUR VILLAGE COURT 201

3 Beds

2 Baths

1,747 Sq.Ft.

$750,000

MLS#: MDAA2138182

#MDAA2137262

ANNAPOLIS

76 OLD MILL BOTTOM ROAD N 102

3 Beds

2 Baths

1,853 Sq.Ft.

$742,425

MLS#: MDAA2137262

New on site today

Welcome Home - this beautiful property is located in the sought after Cape St. Claire community. First floor living meets comfort and charm. This beautifully designed home features a spacious primary suite with a stunning ensuite bath and privte access to the backyard, creating a seamless indoor-outdoor retreat.
Situated on a rare double lot, the outdoor space is truly exceptional. Enjoy your own private oasis with lush seasonal landscaping, a patio with pergola ideal for entertaining and a detached writing studio, perfect for a home office, creative space or quiet escape. Whether hosting gatherings or enjoying peaceful mornings surrounded by nature, this property offers a lifestyle that is both inviting and inspiring. Truly a rare opportunity you won't want to miss.

ANNAPOLIS

1036 MOUNTAIN TOP DRIVE

4 Beds

3 Baths

2,692 Sq.Ft.

$735,000

MLS#: MDAA2139474

Luxurious penthouse condo with tons of natural light and views overlooking the fountain and plaza! 1285 square feet of living space encompassing a spacious Living room with fireplace, Kitchen with granite counters and plenty of cabinet space and 2 spacious bedrooms with ensuite baths. Every room boasts views and sliding doors onto a juliet balcony, perfect for letting in the fresh air and the cool evening breeze. Neutral finishes throughout and recently new refrigerator (1.5 years old) and HVAC unit (2 years old) creates peace of mind and a move-in ready blank canvas. Simplify your life with easy lock and go living. Fabulous 24/7 live concierge services, secure and monitored building, designated parking space and storage area. Even bills are streamlined since most utilities are included in the monthly condo fee. Enjoy the plethora of amenities that the Residences at Park Place provides including outdoor pool, courtyard for entertaining and grilling, hot tub, dog park, party room with billiards table, fitness room and many social activities. Perfectly located within close proximity of everything Annapolis has to offer; walk to the shops and restaurants of West and Main Streets as well as the Historic District, City Dock and the Naval Academy. Traveling or commuting is just as convenient by easily accessing Rt. 50 and 97 which provides direct access to Baltimore, BWI, Ft. Meade/NSA and Washington, DC., or head over the Bay Bridge to the Eastern Shore for a quick beach vacation. Welcome Home!

ANNAPOLIS

5 PARK PLACE 722

2 Beds

2 Baths

1,285 Sq.Ft.

$730,000

MLS#: MDAA2112456

#MDAA2134476

ANNAPOLIS

3029 SOLSTICE LANE

3 Beds

2 Baths

1,894 Sq.Ft.

$729,000

MLS#: MDAA2134476

#MDAA2131464

ANNAPOLIS

524 RIDGE ROAD

4 Beds

3 Baths

2,944 Sq.Ft.

$725,000

MLS#: MDAA2131464

RARE CORNER RESIDENCE FILLED WITH SUNLIGHT, PRIVACY, AND PEACEFUL VIEW.
Welcome to effortless living in Annapolis’ premier active adult community. Completed in 2025, this bright corner condominium offers 1,723 square feet of beautifully designed living space with two bedrooms, two baths, and a versatile den. With twelve windows and a private balcony, the home is filled with natural light while enjoying exceptional privacy and tranquil surroundings.
The open layout and 9-foot ceilings create a spacious, airy feel throughout the main living areas. The kitchen features gas cooking and flows seamlessly into the dining and living spaces—perfect for everyday comfort, entertaining friends, or hosting family gatherings. A den near the entry offers wonderful flexibility for a home office, reading room, or guest space. Just off the primary suite with a custom-built closet, a unique 10’ x 10’ bonus room provides endless possibilities—fitness room, dressing area, hobby studio, or your own peaceful retreat.
As a corner residence, the home enjoys extra windows, natural light, and added privacy rarely found in condominium living. Step onto the private balcony to relax with a morning coffee or unwind at the end of the day, listening to the birds sing.
Life at Element at Mill Creek is designed for both connection and enjoyment. Amenities include pickleball courts, scenic walking trails, a golf simulator, a dog park, and inviting indoor and outdoor gathering spaces that make it easy to stay active and social.
Situated just minutes from downtown Annapolis, you can easily access charming shops, restaurants, marinas, and main routes, all while coming home to comfort, simplicity, and a tranquil community environment.
Elevator building with secure entry and low-maintenance condominium living designed for comfort, convenience, and ease.
A rare opportunity to own a bright corner home in one of the community’s most desirable locations—where sunlight, space, and lifestyle come together beautifully.

ANNAPOLIS

76 OLD MILL BOTTOM ROAD N 301

2 Beds

2 Baths

1,723 Sq.Ft.

$725,000

MLS#: MDAA2134658

Welcome to the highly sought-after “Davenport” corner unit in the prestigious GrandView community — perfectly positioned in one of the most desirable locations in the Annapolis Town Center. This exceptional residence is filled with natural light thanks to a stunning wall of windows, offering breathtaking sunset views each evening. Step outside to your private covered corner balcony and enjoy the outdoor. Inside, you’ll find a thoughtfully designed floor plan featuring: 2 bedrooms, 2 baths, den/home office, hardwood floors throughout (no carpet!), granite countertops, 10-foot coffered ceilings and custom window treatments.
Additional highlights include two assigned garage parking spaces and access to luxury amenities such as concierge services, a fully equipped fitness center, and a rooftop pool. Live just steps from everything the Annapolis Town Center has to offer — including Whole Foods Market, Target, banking, and some of Annapolis’ best restaurants and nightlife. You’re also just minutes from Historic Downtown Annapolis, Annapolis Mall, Anne Arundel Medical Center, and have easy access to Route 50 and I-97 — making commuting a breeze. MUST SEE UNIT! All showings scheduled through ShowingTime.

ANNAPOLIS

1915 TOWNE CENTRE BOULEVARD 503

2 Beds

2 Baths

1,602 Sq.Ft.

$725,000

MLS#: MDAA2137884

WATCH THE SUNSETS & ENJOY THE BREATHTAKING MARINA VIEWS FROM THIS BEAUTIFUL 3 BEDROOM, 3 FULL BATH CONDO IN CHESAPEAKE HARBOUR! ENJOY LIFE BY THE WATER IN THIS TURN KEY RENOVATED CONDO. BOTH THE WATERSIDE PRIMARY AND LIVING ROOM HAVE SLIDERS TO THE WATERSIDE BALCONY. FEATURES INCLUDE GOURMET KITCHEN, DESIGNER LIGHTING, NEW ENTRY WAY, COUNTERTOPS, HVAC, SLIDERS, STAINLESS STEEL APPLIANCES, WASHER/DRYER ALL NEW IN THE PAST 5 YEARS. SUN-DRENCHED ROOMS, UPDATED BATHS & THE LIST GOES ON AND ON. SHORT WALK TO THE WATERSIDE POOLS, TENNIS, PICKLE BALL, BEACH, KAYAK RACKS AND THE BEACON RESTAURANT FOR WATERSIDE DINING. GATED COMMUNITY & JUST A SHORT DRIVE TO DOWNTOWN ANNAPOLIS WITH ALL THE RESTAURANTS AND SHOPS! CLOSE TO DC/BALTIMORE.

ANNAPOLIS

2114 CHESAPEAKE HARBOUR DRIVE E 202

3 Beds

3 Baths

1,748 Sq.Ft.

$725,000

MLS#: MDAA2138418

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