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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
291
# of Listings
3
Avg # of Bedrooms
$448
Avg. $ / Sq.Ft.
$1,026,604
Med. List Price

Browse Annapolis Real Estate Listings

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$250,000 - $500,000

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Over $5M

291 Properties Found. Page 8 of 20.

Major Price Improvement! Welcome to luxury living in the highly sought-after Residence at Park Place, located in the heart of historic Annapolis! This beautifully maintained 2-bedroom, 2-full bath condo offers comfort, convenience, and top-tier amenities — all in a secure, resort-style building. Step inside to find generously sized bedrooms, gorgeous hardwood floors, and an open-concept layout filled with natural light. The chef’s kitchen has granite countertops, stainless steel appliances, and plenty of cabinet space — perfect for entertaining. Relax by the cozy fireplace or enjoy your morning coffee in the peaceful setting. The open-concept living area features gleaming hardwood floors, a gas fireplace with a nice white mantle and large windows that fill the space with natural light. This home has been freshly painted, professionally cleaned, and the floors have been buffed and waxed, making it move-in ready. The primary suite includes a spacious walk-in closet, a spa-like bathroom with a separate tub and walk-in shower, and a double vanity with ample counter space. The second bedroom also has its own private full bath with a stand-up shower, offering ideal comfort and privacy for guests. The second bedroom could also be used as a remote-home office. There are 2 deeded and assigned parking spaces in the gated, secure garage with access to secure interior elevators. This upscale building has many unique benefits including a 24-hour front desk concierge in the lobby. The first-class amenities include an outdoor pool, hot tub, fitness center, pool table, meeting rooms, full-kitchen in the common area and several places to gather with your family, friends and neighbors, inside and outside in the courtyard and patio and also has garden plots for the residents. The free Circular Trolley can pick you up right out front and take you to the Annapolis waterfront. This is a pet friendly building and even has its own dog park called Bark Place Dog Park! This exceptional condo combines modern luxury with timeless charm in one of Annapolis’s most sought-after communities. Whether you're looking for a full-time residence, weekend getaway, or investment property, this condo offers the ideal blend of comfort, security, and location. Just steps from the Annapolis waterfront, award-winning restaurants, boutique shopping, and historical landmarks – everything you love about Annapolis is right outside your door! Reasonable commute to Baltimore and Washington DC. Just a few blocks to the Navy-Marine Corps Stadium and not far from the U. S. Naval Academy, Maryland State Capital and is just a few blocks to Maryland Hall, which the center of the culture in this region. Live the Annapolis life in a way few others can. Call today to schedule an appointment!
#MDAA2121090

ANNAPOLIS

5 PARK PLACE 217

2 Beds

2 Baths

1,343 Sq.Ft.

$749,500

MLS#: MDAA2121090

This five-bedroom, three full-bath colonial is situated on a corner lot in the desirable Cape St. Claire neighborhood of Annapolis. This home boasts a charming front porch and relaxing side patio, along with ample off-street parking including a two-car garage and four-car driveway. Step inside to find a home that is truly move-in ready, featuring fresh paint throughout, gleaming hardwood floors, new carpet, crown molding and recessed lighting. The updated kitchen showcases new cabinets and new stainless-steel appliances. The living room features a cozy wood-burning fireplace, adding warmth and character to the heart of the home. A bright and spacious great room, with sunroom area, provides a versatile space perfect for entertaining or relaxing. The main level offers flexible living options with two bedrooms featuring new carpet and an updated full hall bath. Upstairs, the primary suite is a true retreat, featuring cathedral ceilings and an upgraded en-suite bathroom with soaking tub and separate shower. Two additional bedrooms and another updated full hall bath complete the upper level. The lower level includes convenient garage access, rec room with new carpet, laundry closet with a new washer and dryer and a tiled storage room. Nestled in a charming, well-established community known for its welcoming atmosphere and excellent amenities, this move-in ready colonial offers the perfect setting for enjoying the Annapolis lifestyle.
#MDAA2120586

ANNAPOLIS

1014 ST CHARLES DRIVE

5 Beds

3 Baths

3,680 Sq.Ft.

$739,900

MLS#: MDAA2120586

Welcome to this beautifully restored and thoughtfully updated 1942 gem. Step inside to find gleaming hardwood floors, sunlit living spaces, and original archtectural details blended seamlessly w contemporary updates. Outdoors, enjoy a peaceful side and rear garden, ideal for morning coffee or quiet evenings under the stars. Just a short walk is a scenic footbridge over Spa Creek to Truxton Park's pool, tennis courts and nature trails. Whether you're drawn by the charm of a historic home, the proximity to the water, or the vibrant culture of nearby downtown Annapolis, this property is the perfect place to call home
#MDAA2120212

ANNAPOLIS

7 SILOPANNA ROAD

4 Beds

3 Baths

2,348 Sq.Ft.

$729,900

MLS#: MDAA2120212

STUNNING Remodeled Colonial in Sought-After Cape St. Claire New Kitchen, 3.5 New Bathrooms, New Flooring, Freshly Painted, New Deck, New Shed, Finished Basement, Expansive Primary En-Suite, Oversized Garage, Extra Wide Driveway, 2 Zone Heating & Cooling! Easy Walk to Community Pool, Shopping & Schools Whether you’re hosting in the brand-new kitchen, relaxing in the updated living spaces, staying put in your HUGE primary suite with extra large walk in closet or entertaining in your completely finished lower level, this home is move-in ready and made for EASY living. Main Level had Hardwood Floors throughout Living Room and Family room. Luxury Vinyl in Halls and Kitchen. Refreshed Front Porch, New Deck off the Back and New Extra Spacious Shed. There is an Extra Deep Garage that is deep enough to hold two smaller cars or 1 + a Workshop Located in the highly rated Broadneck school district and just minutes from community beach, boat ramps, parks, and a vibrant shopping area—this is more than a home, it’s a lifestyle.
#MDAA2121616

ANNAPOLIS

1004 WESTWAY

4 Beds

3 Baths

3,519 Sq.Ft.

$725,000

MLS#: MDAA2121616

Welcome to 3505 Cohasset Ave, a beautifully updated single-family home in the sought-after Arundel on the Bay community—surrounded by water with water access on three sides! This spacious 4-bedroom, 3-bath home offers an inviting open layout with vaulted ceilings, skylights, and an abundance of natural light. Enjoy multiple outdoor living spaces, including a screened three-season room, an upper deck off the primary suite, a front porch/deck with carport underneath, and a backyard patio—perfect for entertaining or relaxing. A versatile storage space beneath the three-season room offers endless possibilities, whether for a workshop, man cave, or she shed. The home has been thoughtfully and continually updated with modern features: new countertops (2025), new front door (2024), kitchen herb window and split rail fencing (2023), rebuilt dining/three-season room with flat roof and new upper deck (2022), primary bath renovation (2021), pellet stove and basement bath (2020), plus siding, rebuilt front deck/carport, new washer & dryer (2019), and a new roof, upgraded lighting, landscaping, and patio (2018). With community water access and a prime Annapolis location, this home combines coastal charm, modern updates, and flexible living spaces—ready to enjoy!
#MDAA2124012

ANNAPOLIS

3505 COHASSET AVENUE

4 Beds

3 Baths

2,650 Sq.Ft.

$715,000

MLS#: MDAA2124012

Welcome home to this beautiful property set on a gorgeous lot with mature trees and thoughtfully designed landscaping. A long driveway leads to the inviting front porch and fenced yard with parking made easy. Inside, hardwood floors span the main level, featuring a formal dining and living room, plus a cozy family room with a brick-accented fireplace. The eat-in kitchen offers stainless steel appliances, ample cabinetry, and a custom backsplash. Step outside from the family room to a large deck with stairs leading to the backyard and patio, perfect for outdoor entertaining. Upstairs, you’ll find generously sized bedrooms, including the primary suite with a dual vanity and stand-up shower. The finished basement adds versatility with an additional room and walkout access to the yard and deck. This home offers space, comfort, and charm, both inside and out!
#MDAA2123814

ANNAPOLIS

1807 GREEN TOP COURT

4 Beds

3 Baths

2,574 Sq.Ft.

$700,000

MLS#: MDAA2123814

Private and Peaceful Eastport Waterfront Community. Market Adjustment! Beautiful townhome with over 2,000 sq. ft. of living space, 3 large waterfront balconies perfect for entertaining or enjoying the serene view; 3 stacked-stone fireplaces for cozy winter nights. Gourmet kitchen with GE Monogram appliances, double oven, and wine fridge. Huge spa-like luxury primary bath with 2-person sauna, hydrotherapy-jetted tub, and custom shower. EV outlet at carport with storage overhead. Community dock with waterside deck. Paddle to town or walk to cafes, restaurants, yacht clubs & vibrant Eastport community events. Peaceful, private setting, low maintenance, fully walkable, and just 33 miles to D.C.— "lock & leave" or live the Annapolis Lifestyle year-round.
#MDAA2114452

ANNAPOLIS

1233 BOUCHER AVENUE

3 Beds

2 Baths

2,052 Sq.Ft.

$700,000

MLS#: MDAA2114452

we've had a price improvement! Stop by and see this beautiful home! OPEN HOUSE 8/24/25 Priced below market value!! Beautiful home in Heritage! Absolute turn-key! This home has a Wonderful, Open floor plan with 2 En Suites on the Main Level. Spacious, updated Kitchen with coffee bar, Living and Dining Area with Tons of Light. Sliding Glass Doors from the Kitchen Area to the Back Deck and on the Lower Level their are sliders to the Patio and Backyard. Renovated Lower Level with Fireplace and with space with doors for an office and workout room. Attached 2-Car Garage fresh paint and updates Galore! The location of the property is ideal with access to Eastport, Downtown and RT 50 within moments. The community pool is just around the corner from the house. There is not an HOA but a community pool included in the property taxes.
#MDAA2121446

ANNAPOLIS

407 MERRYMAN ROAD

4 Beds

3 Baths

1,850 Sq.Ft.

$699,999

MLS#: MDAA2121446

You’ve Got to See This One! Absolutely meticulous from top to bottom, this stunning 4-bedroom, 3-bath home in the charming community of Homewood is bigger than it looks and packed with upgrades. Step inside to find a spacious owner’s suite with a large walk-in closet and a well-designed bathroom, a gorgeous updated kitchen with quartz countertops, stylishly renovated bathrooms, luxury vinyl plank flooring, new carpet, fresh paint, and custom closet systems throughout. Enjoy over 2,400 sq ft of turn-key perfection—just move in and start living! Most windows have been replaced, and extras include a new washer and dryer, wood blinds, and more. Step out back to your screened porch, the perfect spot to relax and unwind. The fully fenced yard features a fire pit, shed, and plenty of space to entertain or play. All this just 1.5 miles from Downtown Annapolis and the Naval Academy—conveniently located near the Navy-Marine Corps Stadium, Poplar Park trails, West Annapolis, and everything downtown has to offer. A completely renovated home inside and out—come experience this incredible property today!
#MDAA2115252

ANNAPOLIS

10 N HOMELAND AVENUE N

4 Beds

3 Baths

2,444 Sq.Ft.

$699,900

MLS#: MDAA2115252

This 2 bedroom, 2 bath condo is move-in ready! Freshly painted, and brand new carpet in bedrooms. Park Place boasts numerous amenities that make it one of the best places to live in Annapolis. With an ideal location, you can walk everywhere in town to restaurants and shopping. When you enter the lobby, you will be greeted by the 24/7 staff at the front desk. The party room is perfect for larger gatherings and meetings with friends and neighbors. The Social Committee organizes plenty of events to join in and have fun with your neighbors if you feel like it. s. Grab a book from the library and relax on the back patio. The pool is fabulous, and there is a lifeguard on duty during the season. The dog park is perfect for your pet. Grills for your convenience are also located on the back patio! Walk to the Naval Academy Stadium minutes away and enjoy the lively Football season. Come and see why Park Place is the perfect place to call home!
#MDAA2122622

ANNAPOLIS

5 PARK PLACE 626

2 Beds

2 Baths

1,314 Sq.Ft.

$699,000

MLS#: MDAA2122622

Gorgeous 4-Bedroom Home with High Ceilings & Flexible Living Spaces. Beautifully maintained and freshly painted, this 4-bedroom, 3.5-bath home offers generous living across three finished levels. The main floor features hardwood floors, a bright family room with fireplace, and an open-concept kitchen with a center island and 42" cabinets—ideal for both everyday living and entertaining. Upstairs, enjoy hardwood floors throughout and vaulted ceilings in the spacious primary suite. The custom-finished lower level includes new carpet, a private office or guest room, a third full bath, and a second family room with walk-out access. Step outside to a no-maintenance deck and a fully fenced rear yard that backs to trees—offering peace, privacy, and the perfect setting for outdoor enjoyment. All just a short walk to local marinas, shops, and minutes from downtown Annapolis.
#MDAA2119980

ANNAPOLIS

916 KING JAMES LANDING ROAD

4 Beds

3 Baths

3,136 Sq.Ft.

$699,000

MLS#: MDAA2119980

Welcome to this stunning, light-filled, and modern four-bedroom townhome located in the private, sought-after community of Primrose Hill in historic Annapolis. This beautifully appointed four-level home offers a spacious and versatile layout, including a top-floor loft with sun-drenched skylights and a full bath, perfect as a guest suite, office, or media room. Featuring 4 bedrooms, 3 full baths, and 2 half baths, this home is designed for both comfort and style. Enjoy warm hardwood floors, upgraded tile in every bath, and a large sundeck complete with a sleek 36” indoor-outdoor twilight gas fireplace, ideal for entertaining year-round. Step outside and enjoy nearby parks, or take a quick bike ride into Eastport and downtown Annapolis to explore boutique shops, waterfront views, and award-winning restaurants. The home offers ample parking with a spacious garage that comfortably fits two cars, plus room for two more in the driveway. There are six designated visitor spots nearby, along with overflow parking available on Milkshake Lane. Our GPS address is 52 Primrose Hill Lane (incorrect map location on 3rd party websites).
#MDAA2118218

ANNAPOLIS

103 NORMA ALLEY

4 Beds

3 Baths

1,880 Sq.Ft.

$695,000

MLS#: MDAA2118218

NEW CONSTRUCTION- MOVE IN READY! Welcome to the Homes at River Birch. A luxury townhome community that celebrates the best of modern design and urban lifestyles. These farmhouse, attached homes are semi-custom with 4 bedroom options within two different floor plans. These homes boasts an abundance of features including wide plank LVP floors, gorgeous quartz countertops, stainless steel appliances, an attached garage, En Suite bath, custom wood cabinets, and an optional rooftop terrace perfect for entertaining. The unbeatable location is within walking distance of the finest shopping and restaurants Annapolis has to offer. Enjoy easy access to major commuting routes to D.C, Baltimore, the Bay Bridge and more! The Homes at River Birch are one of the recent crown jewels of Annapolis Development providing excellent modern craftsmanship and the finest conveniences at your fingertips.
#MDAA2123602

ANNAPOLIS

2075 OLD ADMIRAL COURT

4 Beds

4 Baths

3,200 Sq.Ft.

$689,900

MLS#: MDAA2123602

Extreme Price Improvement! Drastically reduced over $50k!! Motivated Seller!!! 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!
#MDAA2100262

ANNAPOLIS

5 PARK PLACE 102

2 Beds

2 Baths

1,208 Sq.Ft.

$689,000

MLS#: MDAA2100262

Welcome to 212 Duke of Gloucester- a prime development opportunity in the heart of historic Annapolis-- Steps away from Church circle, this 2300 sqft split level property built in 1946 is ready for your vision. While the zoning is C2P which allows both professional offices and residential, this property now has approval from the City of Annapolis to move forward with plans to develop into a single or two unit residential dwelling. This property is ideal for visionary investors or developers seeking to create a signature residential, commercial, or mixed-use project. The upper level, with natural light provided by the high vaulted ceilings and windows across the front facade could accommodate a luxurious board room. The space has a large kitchen, an expansive multi-purpose room and large living area. The lower level includes a spacious reception area, 3 private offices & 1/2 bath. Surrounded by historic charm, waterfront attractions, and top-tier dining and retail, this is a once-in-a-generation chance to make a lasting mark on downtown Annapolis. Sold as-is. Check local zoning for commercial use, but it is set up and zoned for two professional offices. Also listed as a multifamily property: MDAA2121808
#MDAA2120582

ANNAPOLIS

212 DUKE OF GLOUCESTER STREET

None Beds

None Baths

2,304 Sq.Ft.

$675,000

MLS#: MDAA2120582

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