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
251
# of Listings
3
Avg # of Bedrooms
$404
Avg. $ / Sq.Ft.
$832,187
Med. List Price

Browse Annapolis Real Estate Listings

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Over $5M

251 Properties Found. Page 9 of 17.

Lovely and spacious 3-bedroom townhome in the sought-after Admirals View community! This beautifully maintained home features 2 full baths and 2 half baths, a gourmet kitchen with granite countertops, stainless steel appliances, double ovens, and an extra-large pantry. Enjoy effortless indoor/outdoor living with a deck off the kitchen, perfect for grilling and entertaining. The open main level offers gorgeous hardwood floors, a gas fireplace, and a large family room filled with natural light. The upper level includes a generous primary suite with a soaking tub, huge walk-in closets, built-ins, and a California Closet system for exceptional organization. Additional highlights include a new washer and dryer, an attached garage, and abundant storage throughout. Ideally located minutes to downtown Annapolis and close to major highways including Rt. 97 and Rt. 50, offering an easy commute to D.C., Baltimore, and surrounding areas. Truly a fantastic opportunity to own in one of the area’s most desirable locations!
#MDAA2132398

ANNAPOLIS

321 BULWARK ALLEY

3 Beds

2 Baths

2,000 Sq.Ft.

$590,000

MLS#: MDAA2132398

Welcome to 2707 Judson Place in Riva Woods. This inviting home sits on a private, fenced corner lot in one of Annapolis’s most peaceful communities. Thoughtfully updated, it offers spacious indoor living and a modern outdoor retreat. Inside, two large open living areas feature hardwood floors and abundant natural light. The kitchen includes stainless steel appliances, pantry storage, and a cozy eat-in nook framed by big front windows. A 21x21 heated sunroom adds versatility, perfect for a gym, playroom, workshop, or studio. Upstairs, three bedrooms and two full baths provide comfort and flexibility. The primary suite offers a walk-in closet and custom built-in storage. The lower level provides another bright gathering space with direct access to the backyard. Outside, a brand-new two-level patio creates a perfect setting for entertaining or relaxing, while simplified landscaping adds beauty with minimal upkeep. Highlights include energy-efficient windows, a newer roof with upgraded gutters, two floored attics for storage, and ample driveway parking. Conveniently located near schools, shopping, dining, and Historic Annapolis, this home combines everyday ease with a tranquil setting. With a voluntary HOA, 2707 Judson Place is ready to welcome its next owners.
#MDAA2126274

ANNAPOLIS

2707 JUDSON PLACE

3 Beds

2 Baths

2,156 Sq.Ft.

$590,000

MLS#: MDAA2126274

Dreaming of a life by the water, with Bay views? Now’s your chance to make it a reality in the coveted, amenity-rich community of Chesapeake Harbour. This serene top-floor 2-bedroom, 2-bath retreat offers sweeping views of the sparkling bay and an easy, light-filled layout designed for comfort. The sunlit living room with its cozy wood-burning fireplace flows effortlessly into the dining area and spacious eat-in kitchen, where you’ll find generous counter space and a large pantry. The updated primary suite includes a walk-in closet and full bath, while the versatile loft upstairs is perfect for a quiet home office, a movie night hideaway, or even a third bedroom. For peace of mind, the A/C has been recently updated, in April 2025 with a 5 year warranty. Step outside and take in the scenery—sip your morning coffee from the enclosed front balcony, or unwind for the evening on the rear balcony overlooking tranquil green space with a view of the Bay. When you’re ready to explore, the community has everything you need to relax and recharge: boating, fishing, swimming, or enjoying a meal by the marina at the new Beacon restaurant—all just a short stroll from your door. Come and make your appointment today to experience the Chesapeake Harbour lifestyle for yourself.
#MDAA2124556

ANNAPOLIS

2010 QUAY VILLAGE COURT 201

2 Beds

2 Baths

1,489 Sq.Ft.

$585,000

MLS#: MDAA2124556

Location Location location!! Modern rancher style home located near everything Annapolis has to offer! It's just minutes to Downtown Annapolis. The House is much bigger than it looks. A beautiful fenced in backyard with a composite decking awaits for outdoor entertaining. This house also features 5 bedrooms and two full bath. This home is almost 2,000 sf. finished. Entire home was fully renovated in 2025. The finished basement features a laundry room, family room, 2 spacious bedrooms, and one full bathroom. The whole top level features 3 bedrooms, one full bath, open concept style kitchen with island that opens to the dining space and large living room. New HVAC, plumbing and electrical system. Move-in ready, fully furnished!! This home really offers a wonderful opportunity to enjoy Annapolis living — just minutes from shopping, dining, and commuter routes.
#MDAA2130284

ANNAPOLIS

1002 TYLER AVENUE

5 Beds

2 Baths

1,920 Sq.Ft.

$580,000

MLS#: MDAA2130284

Beautifully Updated Annapolis Home Near Navy Stadium!! Welcome to 201 Bowie Ave, a turnkey 4-bedroom, 3-full-bath home in an unbeatable location. Just a short distance to Navy Stadium, local shopping, dining, and commuter routes, this home blends convenience with comfort and style. The interior has been thoughtfully updated throughout, featuring bright, open living spaces and a modern kitchen. Offering flexible living arrangements with a full bath and bedroom on the lower level, and spacious bedrooms, beautifully finished baths, and ample storage on the main level. Step outside to a fully fenced backyard — perfect for pets, gatherings, or relaxing outdoors. Whether you’re looking for a walkable Annapolis lifestyle or an easy move-in ready home, this one checks all the boxes.
#MDAA2129020

ANNAPOLIS

201 BOWIE AVENUE

4 Beds

3 Baths

1,709 Sq.Ft.

$574,900

MLS#: MDAA2129020

Open House Saturday 1-3pm. Welcome Home!!! Beautiful Single Family Home, a peaceful retreat nestled in the water-privileged community of Oyster Harbor. Updates include all new oak hardwood flooring, custom kitchen cabinets with island and lots of counter space, quartz countertops and stainless steel appliances, sun filled living room, dining room, upscale bathrooms w/ custom tile and vanities, large bedrooms, private primary bedroom with full bathroom, screened in porch/sunroom, open floor plan with lots of windows and natural light, large driveway for lots of parking, font and side porches, fenced-in yard, brand new hvac and expansion tank, etc. Owner/Agent. Situated on the picturesque Annapolis Neck peninsula just minutes from downtown Annapolis by boat or car, Oyster Harbor is a private, water-privileged community offering an extraordinary waterfront lifestyle. Residents enjoy access to 3 bodies of water—Oyster Creek, Fishing Creek, and the Chesapeake Bay—along with three marinas, a boat ramp, fishing pier, and views that span from the Chesapeake Bay Bridge to the Thomas Point Shoal Lighthouse and beyond. The community also features two playgrounds, and a welcoming sandy beach. Ideally located close to the community beach, fishing pier, marina, and playground—and with easy access to Routes 50 and 97—this move-in-ready home combines coastal charm, neighborhood warmth, and unmatched convenience. Don’t miss this chance to make your private Annapolis oasis your own—it won’t last long!
#MDAA2130140

ANNAPOLIS

3365 ARUNDEL ON THE BAY ROAD

3 Beds

2 Baths

1,232 Sq.Ft.

$560,000

MLS#: MDAA2130140

BIG PRICE IMPROVEMENT! COSMOPOLITAN ANNAPOLIS TOWNHOME BOASTING SKYLINE ROOFTOP DECK! ADMIRALS SQUARE DUAL ASPECT CORNER UNIT offering 2 levels of living with upscale detailing and finishes! 9-Foot ceilings, terrace-like walls of windows, a turnkey urban neutral palette, brick accent walls, and upgraded flooring to enhance any décor. The entry staircase will take you into an open concept Dining area and chef’s choice restaurant-inspired dining bar Kitchen showcasing sleek quartz & stainless steel surfaces. Adjoining the kitchen is a glass-encased living room with a gas fireplace to further enhance ambiance. Upstairs you’ll find a Generous Primary Bedroom Suite with 2-sided walk-in closet w/organizers & luxe spa Bath! The upper level also has two Additional bright ‘n’ airy Bedrooms (flexible use spaces) and a Full Bath with a double vanity. Stairs ascend to a PANORAMIC ROOFTOP VIEW DECK for alfresco dining and entertaining beneath sun & stars! Extended, rear access parking pad & 1-car garage. Minutes to Downtown City Dock harbor, the USNA, Westfield/Towne Centre Malls, eclectic restaurants & crab cake eateries, marinas/boating, and commuter RTs 50/97/32 . Bring your offers.
#MDAA2121454

ANNAPOLIS

547 LEFTWICH LANE 88

3 Beds

2 Baths

2,600 Sq.Ft.

$560,000

MLS#: MDAA2121454

$20,000.00 Price Reduction! Move-In Ready! Well-taken-care-of 2-story end-unit colonial in Heritage Harbour. This 3-bedroom, 3.5-bath home has been recently updated with brand-new paint and carpet throughout. The kitchen is sporting a new sliding door, flooring, cabinets, range, and microwave! The home's entry level offers a main-level primary with ensuite, while the second floor hosts two more primaries with ensuites and a flex room ready for your office, craft space, or den. Entry and exit from the community is a breeze, as this home sits on the corner of the first street after entering the community on Mastline Dr. The community’s amenities are plentiful, with pools, billiards, a library, water access, and a fitness center, to name a few, as well as 90 activities, clubs, and committees for the residents. Come be part of an active, established community offering beauty, education, and relaxation!
#MDAA2129702

ANNAPOLIS

916 SEXTANT WAY

3 Beds

3 Baths

2,640 Sq.Ft.

$559,995

MLS#: MDAA2129702

Note the dramatic change in the list price. Open house Saturday and Sunday 1 - 3 pm. come and take another look. Quiet tranquil setting for this 2 bedroom 2 bath unit with a view of the Bay in the distance, Windows in second bedroom replaced in 2024. To be sold in As-is condition. Enjoy the community amenities - 24 security, tennis courts, a beach and walking trails.
#MDAA2127108

ANNAPOLIS

2010 QUAY VILLAGE COURT 101

2 Beds

2 Baths

N/A

$555,000

MLS#: MDAA2127108

Beautifully Updated Home with Brand New Roof Just 10 Minutes from Downtown Annapolis! Welcome to 3276 Kitty Duvall Dr, a move-in ready 2-bedroom, 2-bathroom single-family Victorian home offering 1,430 sq. ft. of stylish living space on a beautifully landscaped 17,860 sq. ft. lot—just 4 miles from vibrant Downtown Annapolis. Recent upgrades include a brand-new roof and a freshly paved driveway with parking for up to 6 vehicles, ensuring peace of mind and convenience. Step inside to discover an open-concept layout filled with natural light, fresh paint, recessed lighting, and modern finishes throughout. The heart of the home is the fully updated kitchen, featuring granite countertops, stainless steel appliances, a gas cooktop, handsome cabinetry, tile backsplash, and a large island perfect for entertaining. The kitchen flows seamlessly into the family room, where a sleek electric fireplace creates a cozy atmosphere, and French doors lead to the front deck—ideal for cookouts, relaxing, or enjoying evenings outdoors. Upstairs, you’ll find two spacious bedrooms, a beautifully updated full bathroom, and a laundry area with a modern washer and dryer. The primary suite boasts a generously sized walk-in closet, offering plenty of storage. The second bathroom on the main level has also been stylishly refreshed. From the mudroom, step outside to a level, landscaped backyard with a new shed—perfect for gardening, storage, or hobbies. Located in a quiet neighborhood near shopping, dining, waterfront attractions, and top-rated schools, this home is the perfect blend of comfort, style, and convenience. With its long list of updates and unbeatable location, this Annapolis gem is ready for its next chapter—make it yours today!
#MDAA2125664

ANNAPOLIS

3276 KITTY DUVALL DRIVE

2 Beds

2 Baths

1,434 Sq.Ft.

$549,000

MLS#: MDAA2125664

*Seller is offering $7,500 towards Buyer's Closing Costs!* OPEN HOUSE Sat. (12/13) 12-2PM. Welcome to this beautifully maintained 4-bedroom, 2-bathroom home nestled in the highly desirable, water-privileged neighborhood of Cape St. Claire. Freshly painted throughout, this home offers a light-filled layout and a perfect blend of comfort, functionality, and access to sought-after community amenities. The main level features an inviting living room drenched in natural light, a well-appointed kitchen, a dedicated dining area, a full bathroom, and three spacious bedrooms. The fully finished lower level expands your living space with a large family room or sports den featuring a cozy wood-burning stove. The lower level also includes the fourth bedroom with walk-in closet, a second full bathroom, and a separate laundry room. Enjoy outdoor living in the generously sized backyard, or take advantage of the oversized detached garage—a rare find! Measuring 30'x32'x10', the garage offers space for up to three vehicles, boasts ample storage, and has two bay doors as well as a side entrance. The garage is equipped with electricity, and even its own wood-burning stove for working on winter projects. Additional features include a large driveway with room for multiple vehicles, a separate shed for storing yard equipment, and a water heater replaced in 2019. Residents of Cape St. Claire enjoy access to private beaches, a marina, boat ramp, pier, walking trails, playgrounds, and a clubhouse available for rent for special occasions. Conveniently located near I-97 and Route 50 for easy commuting, and close to local attractions like Bay Hills Golf Club and Sandy Point State Park. Don’t miss the opportunity to live in one of Annapolis' most coveted communities—schedule your private showing today!
#MDAA2121438

ANNAPOLIS

1162 SAINT GEORGE DRIVE

4 Beds

2 Baths

1,643 Sq.Ft.

$549,000

MLS#: MDAA2121438

FRESH INTERIOR PAINT THROUGHOUT - A PRISTINE, NEUTRAL PALETTE READY FOR YOUR STYLE!! SELLER IS OFFERING THE BUYER A $5,000 CREDIT AT THE TIME OF CLOSING! ENJOY EXTRA FLEXIBILITY!! PRICE IMPROVEMENT!! COSMOPOLITAN 2BR/2BA CONDO in the GRANDVIEW at TOWNE CENTRE! Condo complex rich in amenities incl. rooftop pool, lounges & bars, fitness center, premier mall shopping/dining, and 2 covered garage assigned parking spaces (EV hook-ups available). Elegant hotel-style lobby with bank of elevators to 8TH FLOOR UNIT with coveted OPEN AIR BALCONY offering PANORAMIC TOWNE CENTRE VIEWS. Decorator neutral palette w/Tuscan tile & carpeted floors. Open concept floor plan combining Living Room & Dining Room boasting custom downlit built-ins flanking gas fireplace, designer-paned picture window, and alfresco dining balcony access. Open stainless & granite chef's Kitchen with buffet ledge/beverage bar. 2 Primary Bedroom Suites with oversized windows, ensuite Tuscan tile spa Baths with dual vanities, & ample walk-in closets. Separate Laundry Room. Step outside to eclectic bistros & eateries, premier brand name shopping, & a buffet of renowned restaurants! Mere minutes to downtown City Dock Harbor, the USNA, AA Medical Center, & bustling Bay boating/marinas. Convenient to commuter RTs 50/97/2. LIVE THE ANNAPOLITAN LIFE IN SUPREME COMFORT & STYLE!
#MDAA2114500

ANNAPOLIS

1915 TOWNE CENTRE BOULEVARD 807

2 Beds

2 Baths

1,246 Sq.Ft.

$545,000

MLS#: MDAA2114500

The perfect 1 level living DETACHED home model with attached 2 car garage, 2 huge bedrooms, and 2 bathrooms. The living room has vaulted ceilings and electric fireplace. Off the dining room sliding glass doors lead to all season porch/room - perfect for morning coffee and/or reading a book. Sellers recent improvements include replaced all the polybuteleyne plumbing pipes, replaced all flooring with LVP flooring throughout main level and bedrooms, installed plantation shutters throughout, poured all new concrete at the entry way walkway at the front of the house, new hot water heater, new stove and refrigerator. Heritage Harbour is an active 55+ established community - residents can participate in over 90 activities, clubs and committees. The amenities are endless - indoor and outdoor pools, fitness center, library, boutique, activities room, woodwork shop, game rooms, coffee corner, meeting rooms, multiple tennis and pickleball courts, a nine-hole golf course, a pro shop, a clubhouse dining room, a pier with boat slips and RV and boat storage on a lot in the community. I wasn't kidding, they literally have everything you can imagine.
#MDAA2128050

ANNAPOLIS

825 COXSWAIN WAY

2 Beds

2 Baths

1,691 Sq.Ft.

$545,000

MLS#: MDAA2128050

This exceptional 5th-floor condo offers a one-of-a-kind, unique floor plan with breathtaking panoramic views and an abundance of natural light from its sunny southern exposure. Featuring two generously sized bedrooms with expansive closets, this upscale residence combines comfort and style. Inside, you’ll find beautiful hardwood floors, soaring 10-foot ceilings, and elegant granite countertops throughout. The freshly painted interiors are complemented by custom window treatments that add both privacy and sophistication. Step outside to your private balcony and enjoy sweeping views of the surrounding area. Key Features: 2 spacious bedrooms with large closets Gorgeous hardwood floors Soaring 10-ft ceilings for an open, airy feel Granite countertops in kitchen and baths Freshly painted with custom window treatments Private balcony with stunning views Assigned parking space for convenience Building Amenities: Rooftop pool with panoramic vistas State-of-the-art fitness center Elegant club rooms for gatherings and relaxation Concierge service for a luxurious living experience Ideally located in the vibrant Annapolis Towne Centre, this condo puts you within walking distance of premier shopping, dining, and entertainment options. Whether you're enjoying a meal at one of the area's finest restaurants or exploring local boutiques, everything you need is just moments away. This is a must-see home that blends modern living with the best of Annapolis! Don't miss out on the chance to call this spectacular property yours.
#MDAA2132030

ANNAPOLIS

1915 TOWNE CENTRE BOULEVARD 502

2 Beds

2 Baths

1,485 Sq.Ft.

$545,000

MLS#: MDAA2132030

BACK ON THE MARKET. Buyers misrepresented their financial ability to buy the home. Welcome to 1123 August Drive, an impeccably maintained Annapolis retreat offering the perfect blend of comfort, style, and Chesapeake charm. This beautifully updated home features light-filled living spaces, a modern kitchen with premium finishes, and an open floor plan ideal for everyday living and entertaining. Enter to a find a spacious living room flowing to a kitchen/dining area complete with fireplace, and an attached sunroom overlooking a woodland view. Upstairs, spacious bedrooms provide privacy and flexibility, including a serene primary suite with a walk-in closet and both a shower and soaking tub in the attached primary bath. Laundry on the bedroom level makes for easy household management. The finished basement features a large family room and a workout space, with an additional office or guest bedroom as well as a full bathroom. The lower level provides a walk out to a fenced backyard with low maintenance turf and a peaceful setting for gatherings, play, or relaxing evenings at home. Major systems have been responsibly replaced giving the next homeowner a rare level of readiness and confidence at this price point. Recent improvements include: Roof (2021), HVAC (2020), Washer/Dryer (2021) Sump Pump (2024), Water Heater (2024) and recent enhancements such as newer carpet, custom blinds and interior paint. August Woods is a highly desirable neighborhood just minutes from historic downtown Annapolis and nearby dining and shopping. . Truxton Park is just outside your front door, offering a newly remodeled public pool, recently renovated tennis and pickleball courts, and a community boat launch for small craft and kayaks/paddleboards. You can even call the water taxi for a fun ride into town. This home delivers the lifestyle buyers love—classic, convenient, and move-in ready.
#MDAA2132302

ANNAPOLIS

1123 AUGUST DRIVE

4 Beds

3 Baths

2,485 Sq.Ft.

$545,000

MLS#: MDAA2132302

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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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