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

164

# of Listings

2

Avg # of Bedrooms

$502

Avg. $ / Sq.Ft.

$965,657

Med. List Price

Browse Annapolis Real Estate Listings

All listings

$250,000 - $500,000

164 Properties Found. Page 3 of 11.

Amazing NEW CONSTRUCTION is now complete! Experience luxury living in this beautifully crafted new home, located in the amenity-rich waterfront community of Arundel on the Bay. Enjoy some partial water views and exceptional design throughout. This quality-built residence features wide-plank hardwood floors, gorgeous, detailed trim work throughout and a thoughtfully designed open-concept layout. The gourmet kitchen boasts contemporary quartz countertops, GE Café appliances including a gas range, microwave drawer, stainless farm sink, center island,and stylish brushed bronze fixtures and lighting! A dedicated office on the main level provides the perfect work-from-home space or 4th bedroom area! The spacious owner's suite offers vaulted ceilings, a custom walk-in closet, and a spa-inspired bath. An additional ensuite bedroom provides comfort and privacy for guests or family. Main garage level has the opportunity for ANOTHER full bath (has rough in) and either another bedroom or large recreational room! Gorgeous TimberTech Decking w/contemporary rails runs entire length of home! Fall in love with everything Arundel on the Bay has to offer! Be sure to see the beach, pier (end of Newport Rd.), boat ramp, canoe racks, and playground area that are just a few blocks down the road! Custom builder C.A.Desimone

ANNAPOLIS

3506 ROCKWAY AVENUE

4 Beds

3 Baths

2,875 Sq.Ft.

$1,299,000

MLS#: MDAA2117330

New on site 2 days ago

Hard Hat Tours are now available by appointment! Early buyers have the opportunity to customize their home's finish colors and materials. Don't wait! Construction is moving along and the builder will make selections for any unreserved homes.
This listing is for an interior home on Lot 6. Sturbridge Homes is offering a generous pre-construction incentive package for early buyers. Submit your deposit now to lock in current pricing and have the ability to customize your home! Sales Center appointments are available now.
Welcome to Towne Row - A community of 18 Luxury Townhomes in the Annapolis Town Center Corridor.
A Towne Row home is superior in every way. The craftsmanship and expansive spaces are apparent immediately. Notice the contemporary exterior, rooftop terrace for entertaining and stargazing, and two-car garage. Savor the spacious kitchen and luxurious owner's suite, privately situated on its own level, and the high-end materials and fixtures throughout. Live graciously and vertically on four generous levels, whisked up and down by your private elevator. This is Towne Row, your haven, your showplace, your new home. It's like none other in Annapolis. Features include: 3,100 Square Feet of Living Space, 3 Bedrooms + Den, 3 Full Baths, 2 Half Baths, Expansive Gourmet Kitchen With Walk-out Deck, Private Elevator, Elegant, Spacious Owner's Suite on Its Own Level, Quartz Countertops Throughout, Four Levels of Finished Living Space, Rooftop Deck With Space for Hot Tub, Two-car Garage, Energy Star & LEED Gold Certified

Location, location, location. Living at Towne Row puts you in the heart of the bustling Annapolis Town Center corridor. You have instant access to an array of upscale and casual restaurants, boutiques and shops, favorite grocery stores, sophisticated fashion and home goods retailers, fitness clubs, movie theaters, and essential services. Plus, you'll be minutes from the Annapolis historic district, endless waterways, nearby marinas, and a short drive to Baltimore and Washington, D.C. It's luxury living and convenience beyond compare.

Lot dimensions, floor plans, and square footage figures are approximate. Architectural renderings are samples only and may not reflect the exact product. Sellew Rd. has not been built and may not appear on some mapping apps. Map to 2555 Riva Rd. for the approximate location.

ANNAPOLIS

108 SELLEW ROAD

3 Beds

3 Baths

3,100 Sq.Ft.

$1,295,000

MLS#: MDAA2135966

Located in coveted West Annapolis, this home offers "LOCATION, LOCATION, LOCATION" ... AND spacious, comfortable living in one of the area’s most desirable in-town settings. Generous spaces and a versatile floor plan create an easy life-style for all walks of life . Extensive recent improvements include a renovated chef’s kitchen, spa-inspired baths, a finished lower level with a 4th bedroom, new HVAC, new insulation (2025), and a new roof (2021)—this is truly is a move-in ready Annapolis residence! Enjoy walking to nearby restaurants, coffee shops, boutiques, the Naval Academy Stadium, and everyday conveniences. One mile from USNA & the downtown waterfront district --- easy access to Fort Meade, NASA Goddard, Washington, D.C., and Baltimore. 112 Melvin Avenue - Its more than Address ... It's a Way of Life.

A rare West Annapolis offering where elevated design, comfortable living, and an exceptional in-town lifestyle come together. Thoughtfully renovated, this home features hardwood floors throughout, a classic brick fireplace, and a beautifully designed kitchen that anchors everyday living and ideal for entertaining. Three bedrooms are located on the upper level, with a finished lower level offering a private fourth bedroom and flexible living space. Outdoor living is equally inviting, with a spacious deck, fenced yard, and mature trees..

Step outside to West Annapolis coffee shops, boutiques, restaurants, a neighborhood brewery, a top-rated elementary school, and the Naval Academy Stadium. Just one mile to the historic downtown waterfront, and easy access to Fort Meade, NASA Goddard, Washington, D.C., and Baltimore.

112 Melvin Avenue: More than an address ... it's a way of life.

ANNAPOLIS

112 MELVIN AVENUE

4 Beds

2 Baths

3,462 Sq.Ft.

$1,275,000

MLS#: MDAA2132602

New on site 2 days ago

Hard Hat Tours are now available by appointment! Early buyers have the opportunity to customize their home's finish colors and materials. Don't wait! Construction is moving along and the builder will make selections for any unreserved homes.
This listing is for an interior home on Lot 16. Sturbridge Homes is offering a generous pre-construction incentive package for early buyers. Submit your deposit now to lock in current pricing and have the ability to customize your home! Sales Center appointments are available now.
Welcome to Towne Row - A community of 18 Luxury Townhomes in the Annapolis Town Center Corridor.
A Towne Row home is superior in every way. The craftsmanship and expansive spaces are apparent immediately. Notice the contemporary exterior, rooftop terrace for entertaining and stargazing, and two-car garage. Savor the spacious kitchen and luxurious owner's suite, privately situated on its own level, and the high-end materials and fixtures throughout. Live graciously and vertically on four generous levels, whisked up and down by your private elevator. This is Towne Row, your haven, your showplace, your new home. It's like none other in Annapolis. Features include: 3,100 Square Feet of Living Space, 3 Bedrooms + Den, 3 Full Baths, 2 Half Baths, Expansive Gourmet Kitchen With Walk-out Deck, Private Elevator, Elegant, Spacious Owner's Suite on Its Own Level, Quartz Countertops Throughout, Four Levels of Finished Living Space, Rooftop Deck With Space for Hot Tub, Two-car Garage, Energy Star & LEED Gold Certified

Location, location, location. Living at Towne Row puts you in the heart of the bustling Annapolis Town Center corridor. You have instant access to an array of upscale and casual restaurants, boutiques and shops, favorite grocery stores, sophisticated fashion and home goods retailers, fitness clubs, movie theaters, and essential services. Plus, you'll be minutes from the Annapolis historic district, endless waterways, nearby marinas, and a short drive to Baltimore and Washington, D.C. It's luxury living and convenience beyond compare.

Lot dimensions, floor plans, and square footage figures are approximate. Architectural renderings are samples only and may not reflect the exact product. Sellew Rd. has not been built and may not appear on some mapping apps. Map to 2555 Riva Rd. for the approximate location.

ANNAPOLIS

109 SELLEW ROAD

3 Beds

3 Baths

3,100 Sq.Ft.

$1,250,000

MLS#: MDAA2135970

None

ANNAPOLIS

1727 BROADLEE TRAIL

5 Beds

3 Baths

3,782 Sq.Ft.

$1,200,000

MLS#: MDAA2135466

She’s one year young. She’s move-in ready. She’s Annapolis. Welcome to 143 Stilly Way, a barely lived-in showpiece in Annapolis’ sought-after Parkside Preserve, offered in true mint condition. This is not a builder sale — this is a fully completed, meticulously upgraded residence where every structural bump-out, every design enhancement, and every premium finish has already been thoughtfully selected and executed. No waiting. No decisions. No construction phase. Simply move in and enjoy. The Fitzgerald model was delivered at the highest level, creating expansive, light-filled interiors that feel polished, intentional, and complete. The open main level flows beautifully for both everyday living and entertaining, anchored by a fully upgraded kitchen featuring premium cabinetry, upgraded countertops, and high-end appliances. Added bump-outs enhance the living and dining areas, creating generous spaces that feel refined and substantial. A composite deck extends seamlessly from the main level for effortless indoor–outdoor living, while the full front porch adds timeless curb appeal and a welcoming presence. Upstairs, beautifully finished bedroom suites and spa-inspired baths continue the home’s elevated aesthetic, while the optional fourth-level retreat offers exceptional versatility—ideal for a private lounge, guest suite, home office, or media room. The fully finished walk-out lower level is a true extension of the home and a standout feature. This level includes a sixth bedroom, a full bath, and an expansive recreation room—perfect for guests, multigenerational living, a home gym, or movie nights—with direct access to the backyard for seamless indoor–outdoor connection. Outdoor living has been thoughtfully curated into a private backyard oasis featuring a custom outdoor fireplace (not a fire pit) and a beautifully designed patio—creating a year-round destination for entertaining and unwinding alike. Located just minutes from historic downtown Annapolis, major commuter routes, shopping, and dining, this home offers all the benefits of new construction without the wait. The seller’s relocation presents a rare opportunity to own a fully built-out, impeccably maintained, move-in-ready residence where every upgrade has already been done.

ANNAPOLIS

143 STILLY WAY

6 Beds

4 Baths

5,370 Sq.Ft.

$1,199,000

MLS#: MDAA2133692

Welcome to this lovely, affordable waterfront ranch home and boat house at water's edge in the highly sought-after community of Bon Haven, sited on over one acre of tranquil land along the scenic South River. Zone R2 with possible subdivision (check w/county). Thoughtfully renovated and featuring a newly constructed private pier with swimming deck ready for your boat or jet skis! This property offers an outstanding lifestyle for boating enthusiasts and nature lovers alike.

Upon arrival, you are welcomed by an expansive front lawn, a generous driveway leading to this beautiful brick home and charming front porch. Inside, beautifully refinished hardwood floors flow throughout the main living areas, creating warmth and continuity. The living room/formal dining showcases a wood-burning fireplace with a custom marble mantel and large picture windows that flood the space with natural light.

The oversized family room offers an additional wood-burning fireplace with a custom wood mantel and provides direct access to the fenced rear yard, waterfront views, and private pier. This inviting space also connects seamlessly to the attached two-car garage.

The renovated eat-in kitchen is both stylish and functional, featuring custom cabinetry, granite countertops, new luxury vinyl plank flooring, and newly installed Roman shades that enhance the abundance of natural light.

Down the hall, the private primary suite includes an en-suite bathroom and walk-in closet. Two additional generously sized bedrooms and a spacious newly updated hall bathroom provide ample accommodations for family and guests.

The lower level offers a large 4th bedroom, office, gym or playroom and unfinished space with laundry and abundant storage space, ready to be customized to suit your needs and imagination.

Recent updates include a remodeled kitchen, new HVAC system, water heater, and water softening system, privacy fencing, fresh paint, updated flooring, and a newly built private pier. The property also includes a charming chalet/boat house used by the Sellers for crab feasts and overnight guests.

Enjoy a wide range of water activities on the South River, including power boating, kayaking, canoeing, sailing, waterskiing, swimming, fishing and crabbing! This remarkable property offers the perfect opportunity to experience the beauty of waterfront living throughout all four seasons.

Schedule your private tour today and discover everything this exceptional home has to offer.

ANNAPOLIS

2762 BON HAVEN LANE

4 Beds

2 Baths

1,809 Sq.Ft.

$1,150,000

MLS#: MDAA2134402

30K Price Improvement! Seller motivated! Incredible West Annapolis home that has been renovated from top to bottom with high end finishes,, and reconfigured interior that includes a primary bedroom on the main level. Lovely fenced yard, new roof, new everything! Main Level Master Suit with walk in closets! Buyer agents warmly welcome and appreciated!

ANNAPOLIS

1 TUCKER STREET

3 Beds

2 Baths

1,869 Sq.Ft.

$1,115,000

MLS#: MDAA2125152

*** A must-see opportunity in the desirable Eastport Peninsula! This unique property features two attached dwellings in one, offering exceptional flexibility and income potential. The original dwelling, once a charming church, has been thoughtfully converted into a 2-bedroom, 1.5-bath home with an open-concept main level full of character and charm.
The second dwelling, located at the rear, is a cozy cottage complete with 1 bedroom, loft, and kitchen —perfect for rental income, guests, or extended family. A truly special property with endless possibilities—don’t miss it!

ANNAPOLIS

200 CHESAPEAKE AVENUE

2 Beds

1 Baths

2,942 Sq.Ft.

$1,099,000

MLS#: MDAA2131796

Spacious and elegant, this 4-bedroom, 4.5-bath home offers approximately 4,400 sq. ft., with the option to expand to 5,300 sq. ft. with a fourth level. The gourmet kitchen features double wall ovens (upper with air-fry), a 36" gas cooktop, and choice of cabinetry or stainless steel hood. Enjoy a sunroom, cozy fireplace, 9-foot ceilings on all levels, and a finished basement with full bath. Energy-efficient upgrades include a tankless water heater and two-zone HVAC. Private setting near Quiet Waters Park. Fully furnished model available. Estimated move-in July/August.

ANNAPOLIS

113 STILLY WAY

4 Beds

4 Baths

4,700 Sq.Ft.

$1,079,990

MLS#: MDAA2134880

Spacious and elegant home offering 4 bedrooms, 3.5 bathrooms, and approximately 4,400 sq. ft. of living space, with the option to expand to 5,300 sq. ft. by adding a fourth level. The gourmet kitchen features double wall ovens (upper oven with air-fry), a 36-inch gas cooktop, and the choice of a cabinetry hood or stainless-steel chimney hood.

Additional highlights include a sunroom, fireplace, 9-foot ceilings on all levels, two-zone heating and air conditioning, and a tankless hot water heater. The finished basement offers over 1,100 sq. ft. of additional living space with a full bathroom. Energy-efficient upgrades enhance comfort and savings.

Ideally located near Quiet Waters Park, providing a peaceful and private setting. Fully furnished model available for viewing, open 7 days a week from 9:00 AM to 8:00 PM.

ANNAPOLIS

117 STILLY WAY

4 Beds

3 Baths

4,398 Sq.Ft.

$1,064,990

MLS#: MDAA2134874

Experience the Eastport Lifestyle in a Stunning Rebuilt Home

Enjoy coastal living in this beautifully rebuilt Eastport residence. Completely gutted and expanded in 2023, this home combines modern luxury with timeless charm.

The chef’s kitchen is a showstopper, featuring a 36-inch Bertazzoni range with gas burners and electric oven, hood, built-in refrigerator and dishwasher with cabinetry overlays, and a wine refrigerator — creating a sleek, seamless design that’s every cook’s dream.

The main level offers a spacious family room and dining area with access to the rear deck and yard, perfect for entertaining. The first-floor primary suite includes a luxurious bath with a stand-up shower for your comfort and convenience.

Upstairs, you’ll find two generous bedrooms and a stylish full bath with a stand-up shower. The lower level adds versatility with a cozy wood-burning fireplace, workshop area, abundant storage, an additional refrigerator, and a triple-safe sump pump system.

The property features a large yard with access from both the front and rear streets, including off-street parking at the back. Plans are already drawn for a two-car garage or an optional garage with an accessory dwelling unit above. Please consult with City of Annapolis for codes and permits.

Additional highlights include an underground irrigation system for the front yard and flower beds and a newly fully encapsulated crawl space for enhanced comfort and efficiency.

With everything — from the roof and appliances to the HVAC, bathrooms, and flooring — replaced in 2023, this home is truly move-in ready. All plumbing, electric, roof, insulation, windows, doors, is new. HVAC and mini splits are new. House was taken down to the studs and second floor added in 2023.

Enjoy the best of Eastport living, just moments from restaurants, shops, and downtown Annapolis.

Furniture is available for sale, please inquire with listing agent.

Appraisal in hand for $1,085,000

ANNAPOLIS

1007 PARK AVENUE

3 Beds

2 Baths

2,430 Sq.Ft.

$1,049,000

MLS#: MDAA2130292

Prime West Annapolis Opportunity | B-1 Zoning | 13 Annapolis Street. Positioned in the heart of high-demand West Annapolis, 13 Annapolis Street presents an exceptionally rare opportunity to acquire a property with B-1 zoning flexibility in one of Annapolis’ most dynamic commercial districts. This is the kind of location where vision, creativity, and smart planning can translate into long-term value. B-1 zoning opens the door to a variety of potential uses such as boutique retail, professional offices, wellness studios, salons, galleries, cafés, creative workspaces, or thoughtfully designed mixed-use concepts (buyer to verify specific uses with the City). Whether you’re an entrepreneur looking to establish a flagship presence, a business owner seeking visibility, or an investor with a redevelopment vision, this property offers the versatility to bring those plans to life. Adding to its appeal is a feature rarely found in West Annapolis: a private driveway with abundant off-street parking, a significant advantage for clients, customers, or tenants and a true differentiator in this walkable corridor. Surrounded by beloved local restaurants, shops, and everyday conveniences, the property benefits from strong foot traffic, excellent visibility, and the vibrant energy that defines West Annapolis. Opportunities with this combination of location, zoning, and parking simply do not come along often.

ANNAPOLIS

13 ANNAPOLIS STREET

None Beds

None Baths

2,240 Sq.Ft.

$1,000,000

MLS#: MDAA2135402

New on site 3 days ago

Welcome to the heart of downtown Annapolis at 179 Green Street. This charming home blends timeless character with modern comfort, this is just a block from Main Street and City Dock, few block from the Naval Academy, State Capitol building, boutique shopping, and Annapolis Elementary School. Located in one of the city’s most desirable neighborhoods, it offers exceptional walkability and vibrant city living. Move in ready with a new roof, new updated kitchen, added half bathroom, new plumbing, new electrical, new basement ceiling, new fenced in yard, The main level features inviting front and enclosed side porches—perfect for morning coffee or unwinding with a glass of wine in the evening. Inside, wide-board pine floors lead to an updated L-shaped kitchen with bright white cabinetry, stainless steel appliances, and a convenient stackable washer and dryer nearby. The living room showcases rich wood wainscoting, detailed wood trim, custom built-in bookcases, and a rustic fireplace accent, creating a warm and cozy atmosphere. A dedicated dining room completes the main level, ideal for everyday living and entertaining. Upstairs, the home offers two spacious bedrooms and there is an extra versatile space featuring an exposed beam ceiling, curved built-in arch shelving, and custom cabinetry—ideal for a home office, or a den. A large bathroom showcases a Victorian-style Van Buren clawfoot tub, new LVP flooring adding timeless historic character. Outdoors, the fenced backyard provides a private retreat for entertaining or relaxing. The property also includes two oversized off-street parking spaces, offering exceptional convenience. Step into a lifestyle steeped in history and culture. Wander charming cobblestone streets to acclaimed dining, embrace sailing and local events, and enjoy the dynamic rhythm of downtown living just beyond your doorstep. This is a rare opportunity to own a true piece of Annapolis charm—schedule your private showing today. Fireplace non operational.

ANNAPOLIS

179 GREEN STREET

2 Beds

1 Baths

1,656 Sq.Ft.

$999,999

MLS#: MDAA2135874

#MDAA2134724

ANNAPOLIS

105 GRISCOM SQUARE WAY

4 Beds

3 Baths

2,850 Sq.Ft.

$995,000

MLS#: MDAA2134724

1 2 3 4 5 ... 11

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 $$

Buyers resources

BUYERS RESOURCES

Sellers resources

SELLERS RESOURCES

properties found. properties found. Page of .

- property

Send a message

Message successfully sent.

First Name

Last Name

Email

Phone

MLS Property Number

Your message

What is 3 + 4 ?

Reason for contacting?

Buying a home

Selling a home

Other

I agree to receive email communication and understand I can unsubscribe at any time.

Sign Out

Virtual Assistant

Would you like to take the next step with this property? We can help you schedule a showing or virtual tour, or send you more details.

Yes, I would like more information.

Thank You for Your Reply, One of Our Agents will contact you as soon as possible

No, maybe later.

Thank you, you can always contact me via email, phone number or through the contact form.

Realhub AI

Lucy - Your AI-Powered Realtor

Update Your Temporary Password

Accessibility Menu

Personalize your search

Enter your email and we'll notify you immediately when new listings match what you're looking for.

or enter email address

Email address (Must be valid)

Already have an account ? Login here

Continue your home search

Email address

First name First Name

Last name Last Name

Phone number (Optional)

Password

I agree to receive communications and understand I can unsubscribe at any time.

Already have an account ? Login here

We use cookies

We use cookies primarily for analytics to enhance your experience. By accepting, you agree to our use of these cookies. You can manage your preferences or learn more about our cookies policy.

Privacy Policy Terms of Service