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

282

# of Listings

3

Avg # of Bedrooms

$504

Avg. $ / Sq.Ft.

$1,381,763

Med. List Price

Browse Annapolis Real Estate Listings

All listings

$250,000 - $500,000

282 Properties Found. Page 10 of 19.

New on site 2 days ago

Private Contemporary Retreat in Annapolis! Tucked into one of the area’s most peaceful and private wooded settings, 1709 Point No Point Road offers a rare combination of total seclusion and unbeatable convenience. From the moment you arrive, the striking contemporary architecture, soaring skylights, and walls of windows connect you directly to nature, flooding the home with beautiful sunlight across all four seasons.

Inside, the flexible floor plan features 4 spacious bedrooms, 2.5 bathrooms, and multiple fireplaces designed for everyday comfort and effortless entertaining. The main living areas offer a natural flow with stunning wooded views, while the versatile lower level provides excellent additional space for a home office, recreation room, gym, or guest suite.

Outdoor living is a major highlight—maximize your indoor-outdoor lifestyle on the massive deck spanning the length of the home, surrounded by mature trees, serene landscaping, and a sense of calm that is hard to find. Complete with a 2-car garage and a premier location just minutes from Downtown Annapolis, the Naval Academy, shopping, dining, Route 50, and I-97. Schedule your tour today and step into your next chapter!

ANNAPOLIS

1709 POINT NO POINT DRIVE

4 Beds

2 Baths

2,464 Sq.Ft.

$800,000

MLS#: MDAA2148148

Discover the perfect blend of Annapolis charm and contemporary luxury at 1107 Brashears Street in desirable Eastport. Meticulously transformed and fully remodeled, this truly turn-key home presents 5 bedrooms and 2 full baths. Upon arrival, an inviting screened-in front porch welcomes you into a residence created for comfort. The main level is designed for modern living and entertaining, featuring an open floor plan anchored by a gourmet kitchen boasting a large center island and quality, stylish finishes that ensure a fresh, modern aesthetic. The layout offers maximum convenience with a valuable main-level bedroom and full bath. The comprehensive renovation inside and out showcasing stylish design and quality finishes throughout.

The property is further enhanced by an expansive backyard, creating an outdoor retreat for the whole family to enjoy. The large paver-patio with fire pit, is ideal for entertaining, and family dinners. This Eastport gem perfectly balances premium convenience with exceptional comfort. This is your opportunity to own a like-new home in a prime location.

ANNAPOLIS

1107 BRASHEARS STREET

5 Beds

2 Baths

1,800 Sq.Ft.

$799,999

MLS#: MDAA2142894

BEAUTIFULLY RENOVATED EASTPORT GEM with MODERN COASTAL FINISHES! Perfect for a Primary Residence, 2nd Home or Rental Investment! ABOUT THE HOME: 3 levels of luxury living featuring 4 Bedrooms and 3.5 Bathrooms. Open-concept main level with New Hickory hardwood floors and designer lighting throughout. THE GOURMET KITCHEN: Custom white Shaker cabinetry, modern black hardware, Quartz countertops, oversized center island, and premium stainless appliances with gas cooking. THE PRIMARY SUITE: A rare main-level primary retreat with walk-in closet and spa-like bath featuring custom tile work and glass-enclosed shower. THE FLEXIBLE LOWER LEVEL: Fully finished walk-up basement with a 4th bedroom/office, family room with wood accent wall, and a custom full bath—perfect for a guest or in-law suite. THE EXTERIOR: Iconic white picket fence in front, with cozy front porch, and a private rear yard with beautiful wood privacy fence is expanded by an additional 736 SF (included in sale). New Black Andersen 100 series windows, Hardie Plank siding, and new hardscaped paths. PARKING: Private driveway with 4 off-street parking spaces. LOCATION: Unbeatable walkability to Downtown Annapolis, Maritime activities, and local favorites. See Annapolis City site for details on the Eastport Choice Neighborhood Initiative! Enjoy all that Eastport has to Offer! Don't Let This One Get Away! Make your Appointment Today!
Active Ring Camera on Property.

ANNAPOLIS

152 JEFFERSON STREET

4 Beds

3 Baths

2,282 Sq.Ft.

$799,900

MLS#: MDAA2142230

Welcome to this beautifully maintained custom built Tudor Style home! With a primary suite and full bath on the main level and another primary suite with full bath on the upper level, this home is perfect for multi-generational living! The upper level features 3 spacious bedrooms and 2 full baths; the main level has 1 bedroom and 1.5 bath; and the lower level has another full bath and several areas to make 2-3 additional bedrooms. The huge 1,100 sqft finished lower level has multiple rooms including a large rec room that can fit a pool table, games and a bar area; plus a family room or theatre room and private entrance! There is even space for a kitchenette! There are so many possibilities with this extra space including an apartment or in-law suite! The laundry is located on the main level in the mudroom off of the garage so you don't need to go to the basement to do laundry. Situated on almost a half of acre and only 2 blocks to the Chesapeake Bay! The backyard is fully fenced in and ready for summertime entertaining! The lot next to the home is a preserved wooded lot that offers privacy and attracts wildlife. This home is nestled between Oyster Creek, Fishing Creek, and the Chesapeake Bay. Oyster Harbor offers the best of Coastal Maryland living—just minutes from historic downtown Annapolis, top-rated restaurants, shopping, and commuter routes. Quiet Waters Park is only minutes away with walking trails, dog park/beach, concerts, ice skating, and so much more! The home has been well cared for and maintained. Recent updates include: HVAC, water heater, main level LVP floors that are very durable, trex deck and renovated front porch with tile, custom plantation shutters, renovated primary suite and luxury full bath, front load w/d, freshly painted epoxy floor in basement, professionally cleaned, professionally landscaped...and more! Sellers are motivated and ready for another family to make this their home! MOVE-IN READY AND A MUST-SEE! You won't find many homes with this lot size and location for this price. The lot offers extra space for parking a boat, RV..and more. Schedule your showing today! OPEN HOUSE SUN 1-3PM!

ANNAPOLIS

3280 ARUNDEL ON THE BAY ROAD

5 Beds

4 Baths

3,144 Sq.Ft.

$799,900

MLS#: MDAA2144206

This charming downtown Annapolis home is located in the most desirable neighborhood of Murray Hill. Walk out your door and access everything Annapolis has to offer - restaurants, stores, Naval Academy, Stadium, etc. This property was completely renovated recently. The kitchen offers stainless steel appliances, quartz countertops and engineered wood flooring throughout! The property also includes a large backyard and ample parking - a rare find in downtown Annapolis! As you walk into your new home you will notice the open kitchen/living room area has plentiful lighting with white cabinetry, Kitchen Aid appliances, an island with extra storage, and a subway tile backsplash. The main level also offers two spacious bedrooms and a large deck off of the kitchen with lots of sunlight. The lower level of the home offers the primary bedroom and private bathroom, along with a den area that includes a beautiful brick fireplace surrounded by bookshelves and cabinets, a 1/2 bath and front load washer & dryer! There is plenty of storage and a door to access the large backyard where you can enjoy the playground & picking crabs while your kids run around in the fenced in backyard! Murray Hill features water access at the end of many streets where it is easy to launch a kayak/stand up paddle board or hop on the water taxi! It is also very close proximity to the Navy stadium which makes walking to the games an easy short walk! Come enjoy the best of Annapolis life in a charming home and the perfect location!

ANNAPOLIS

57 SPA ROAD

3 Beds

2 Baths

1,555 Sq.Ft.

$799,000

MLS#: MDAA2146170

New on site 3 days ago

Lovingly maintained by the original owners since 1986, this classic colonial is ready for its next chapter. Tucked away on a peaceful cul-de-sac, this home offers a wonderful setting with a spacious lot, mature trees, established gardens and a backyard that was thoughtfully designed and professionally landscaped over the years. Enjoy the changing seasons from the impressive 18x16 sunroom addition featuring walls of windows overlooking the beautiful backyard, or step outside onto the adjoining deck for outdoor entertaining and relaxation.

The main level offers a traditional layout with formal living and dining rooms, while the kitchen, family room and sunroom create a spacious gathering area in the heart of the home. The large kitchen features granite countertops, abundant cabinet space and a center island with plenty of room for meal preparation and casual seating. A convenient half bathroom and attached two-car garage complete this level.

Upstairs, you will find three generously sized bedrooms including the primary suite with an attached bathroom featuring a soaking tub, separate walk-in shower and dual vanity. The primary bedroom also offers excellent closet space along with a versatile adjoining sitting room/walk-in closet area that could easily be converted back into an additional bedroom. An additional walk-in closet within the primary bedroom includes a convenient second-level laundry area while still providing functional closet space. Two additional spacious bedrooms and a full hall bathroom complete the upper level.

The unfinished walk-up lower level provides additional storage, a second laundry area and plenty of possibilities for future living space. With updated HVAC (2026),new siding(2025) wonderful additions and a beautiful established homesite, this special property offers the opportunity to make lasting memories for years to come.

ANNAPOLIS

2802 AUTUMN CHASE RUN

4 Beds

2 Baths

2,612 Sq.Ft.

$785,000

MLS#: MDAA2148962

Amazing home at an amazing price point! Welcome home to this beautifully maintained transitional Craftsman in sought-after Clifford Estates, NO HOA! From the moment you arrive, you’re greeted by a spacious Trex front porch, the perfect place to sip your morning coffee, unwind after a long day, and wave to neighbors passing by. Step inside to discover an inviting, light filled interior featuring Brazilian cherry hardwood flooring, neutral tones, and a traditional, flowing layout designed for both everyday living and entertaining. The bright and airy living room offers abundant natural light, while the chef’s kitchen truly shines with granite countertops, updated backsplash, stainless steel appliances, a large island with additional storage, ample cabinetry, a pantry, and space for a breakfast table. A formal dining room provides the perfect setting for holiday gatherings or casual dinners, and a convenient main level powder room completes the space. Upstairs, you’ll find four generously sized bedrooms, including a spacious primary suite featuring extra windows, a large walk-in closet, and an ensuite bath with dual vanities. An additional full hallway bath and bonus storage area add even more functionality.
The lower level offers incredible flexibility currently set up as a home gym, it’s ready for your vision. Finish it for additional living space, create guest quarters, or simply enjoy the storage. A cozy pellet stove adds warmth and charm as an additional heat source. Situated on a large corner lot, this home provides plenty of room to spread out. The rear Trex deck creates an ideal outdoor living space for entertaining or relaxing. With a detached garage, storage shed, attached three car garage, and a two car driveway, parking and storage are effortless. Additional highlights include a new roof (2025) for peace of mind. Enjoy a prime location just minutes from shopping, dining, and entertainment, including Annapolis Mall and the Maryland Renaissance Festival, with easy access to USNA, Fort Meade, Baltimore, Washington, DC, and BWI Airport.
This is the one you’ve been waiting for, schedule your private tour today.

ANNAPOLIS

92 CLIFFORD BOULEVARD

4 Beds

2 Baths

2,252 Sq.Ft.

$775,000

MLS#: MDAA2139188

New on site 2 days ago

Lovingly maintained and thoughtfully updated by the same owners for nearly three decades, this exceptional home offers a rare opportunity in the highly desirable community of The Meadows. From the moment you arrive, you'll appreciate the pride of ownership and extensive improvements that make this residence truly move-in ready. The beautifully renovated bathrooms are sure to impress, highlighted by a luxurious primary suite featuring a spa-inspired bath with a soaking tub, oversized walk-in shower, dual vanities, and custom cabinetry providing abundant storage. All three bedrooms are generously proportioned, including a spacious primary bedroom with a large walk-in closet. Designed for both everyday living and entertaining, the main level offers multiple gathering spaces, including a welcoming family room with a brick fireplace, a spacious kitchen with gas cooking and a bright breakfast area, and an oversized dining room perfect for hosting all of your special occasions. An expansive great room provides even more living space and features a second fireplace accented by custom built-in shelving. The unfinished lower level encompasses nearly 1,000 square feet, offering endless possibilities for future expansion, recreation space, a home gym, workshop, or additional storage. Outdoor living is equally impressive with a screened porch overlooking beautifully landscaped grounds and meticulously maintained gardens, creating the perfect setting to relax and unwind. An extra-deep two-car garage provides ample room for both vehicles and additional storage.

Opportunities like this are increasingly rare—a beautifully updated home, in outstanding condition, within one of the area's most sought-after neighborhoods, all at an exceptional value. Don't miss your chance to make this remarkable property your own.

ANNAPOLIS

1740 LONG GREEN DRIVE

3 Beds

2 Baths

2,282 Sq.Ft.

$775,000

MLS#: MDAA2147644

Great historic home built in 1850 in the heart of downtown historic Annapolis. Completely renovated and remodeled in 2023. New kitchen, new bathroom, recessed lights, new ceiling fans, lighting. Stainless steel appliances. Original hardwood floors. Front bedroom has cathedral ceiling. Exterior home has been completely painted in 2025. New decking off rear of home with a cement patio. Walking distance to tons of restaurants, bars, banks, stores etc. Home is one block off Main Street. Easy access to Route 50, I-97 and Route 2. A must see to believe. Set up a showing and bring us an offer.

ANNAPOLIS

32 CORNHILL STREET

2 Beds

1 Baths

1,064 Sq.Ft.

$774,900

MLS#: MDAA2146252

Perched on the coveted south side of the 10th floor at GrandView Luxury Condominiums, Residence 1014 is more than a home—it is a private sanctuary above the treetops, where elegance, tranquility, and breathtaking views converge.
Boasting a rare, unobstructed southern exposure, this exceptional residence captures panoramic vistas stretching more than 20 miles into Southern Maryland. Whether enjoyed from the comfort of the living spaces or from the private balcony, the ever-changing landscape provides a spectacular backdrop from sunrise to sunset.
Meticulously maintained and thoughtfully enhanced, this two-bedroom, two-bathroom ensuite residence with a den showcases an impressive collection of recent upgrades, including a new hot water heater (2025), custom draperies in the primary suite (2025), and a complete KitchenAid appliance package—refrigerator, oven, dishwasher, and microwave (2026). Rich Swedish walnut hardwood flooring was installed throughout the living room, dining room, and den (2026), complemented by fresh paint in the dining room and den, new wall-to-wall carpeting in the primary bedroom, and coordinating luxury area rugs that beautifully unify the living and dining spaces (all completed in 2026).
Beyond these recent improvements, this residence stands apart from every other Everest model in the building. Custom draperies throughout, California Closets in every closet, and bespoke built-in cabinetry in the den reflect a level of craftsmanship and attention to detail rarely found. Every enhancement was selected with intention and care, creating a home that is both sophisticated and deeply inviting.
Residence 1014 offers a rare opportunity to experience elevated condominium living at its finest—where privacy, luxury, and spectacular views come together in perfect harmony.
Beyond your front door, the very best of Annapolis Town Center is just steps away. Whole Foods for groceries, Target for everyday essentials, CVS for prescriptions, and Bin 201 Wine & Spirits for a carefully selected bottle are all within a leisurely stroll from GrandView’s secure entrance. Whether enjoying a relaxed breakfast, a business lunch, happy hour with friends, or a celebratory dinner, an exceptional variety of restaurants and gathering places await without ever needing to start the car. Life at GrandView is not only beautiful—it is effortlessly convenient. Ideally located just minutes from historic downtown Annapolis and centrally positioned between Washington, D.C., Baltimore, and the beaches of Maryland’s Eastern Shore, this is luxury living with unmatched accessibility.

ANNAPOLIS

1915 TOWNE CENTRE BOULEVARD 1014

2 Beds

2 Baths

1,672 Sq.Ft.

$750,000

MLS#: MDAA2147408

New on site 4 days ago

Welcome to 1005 Magothy Park Lane, a beautifully updated home in the highly desirable waterfront community of Cape St. Claire. Offering 4 bedrooms and 2.5 bathrooms, this move-in-ready residence combines modern style, thoughtful upgrades, and exceptional functionality.

Inside, you'll find a bright, open floor plan with hardwood flooring, recessed lighting, and a stunning kitchen featuring quartz countertops, stainless steel appliances, and ample cabinetry. The spacious living and dining areas create the perfect setting for everyday living and entertaining, while the updated bathrooms and fresh finishes throughout make this home truly turnkey.

Step outside and enjoy a spacious new 480-square-foot elevated deck, providing the perfect setting for morning coffee, outdoor dining, or entertaining friends and family. Just one block away, you'll find private water access with a kayak and paddleboard launch, making it easy to embrace the Chesapeake Bay lifestyle whenever you choose.

This property is packed with valuable upgrades, including owned solar panels that help reduce energy costs and a whole-house generator that provides peace of mind by powering the home—including the air conditioning—during outages.

The generously sized yard offers plenty of space for relaxing, gardening, or play, while the prime location puts you just minutes from shopping, restaurants, downtown Annapolis, and major commuter routes. Residents also enjoy all that Cape St. Claire has to offer, including community beaches, parks, playgrounds, boat ramps, piers, and waterfront recreation.

With modern updates, energy-efficient features, exceptional outdoor living space, and access to one of Annapolis' most sought-after waterfront communities, 1005 Magothy Park Lane offers the perfect blend of comfort, convenience, and Chesapeake Bay living.

Schedule your private showing today!

ANNAPOLIS

1005 MAGOTHY PARK LANE

4 Beds

2 Baths

1,776 Sq.Ft.

$745,000

MLS#: MDAA2148054

#MDAA2137262

ANNAPOLIS

76 OLD MILL BOTTOM ROAD N 102

3 Beds

2 Baths

1,853 Sq.Ft.

$742,425

MLS#: MDAA2137262

Open House Sunday, June 7th 2:30PM - 4PM. Modern and “like-new” townhome ideally located just minutes to Downtown Annapolis and Eastport, offering easy access to waterfront dining, marinas, and shopping! This nearly new construction home at 118 Treblis Way showcases modern style, thoughtful enhancements, and effortless living in a prime Annapolis location. This home (Largest Model / 4 Levels) has been meticulously improved by the current owners, featuring hardwood flooring on every level (excluding bedrooms) for a seamless and elevated look throughout. Freshly repainted from top to bottom, the interior feels bright, clean, and completely move-in ready. Designer wallpaper accents on three of the four levels add a custom, upscale touch that sets this home apart, with each space carefully curated to blend comfort and contemporary style. Ideally situated near Quiet Waters Park, enjoy easy access to scenic walking trails, dog parks, and outdoor recreation, all while being just minutes from the best of Annapolis living. With its like-new condition, stylish upgrades, and unbeatable location, this home is a standout opportunity you won’t want to miss.

ANNAPOLIS

118 TREBLIS WAY

3 Beds

3 Baths

2,348 Sq.Ft.

$739,000

MLS#: MDAA2141836

Now priced at $729,900—reduced from $749,900—and including a $5,000 seller credit toward closing costs, this stunning Bridgeport model condo offers unmatched value in the Grandview community.
Experience breathtaking views from this stunning Bridgeport model condo in the highly sought-after Grandview community! This beautifully designed home features an open-concept floor plan with gleaming hardwood floors and abundant natural light throughout.
The spacious gourmet kitchen is a chef’s dream, complete with granite countertops, stainless steel appliances, and ample cabinetry, perfect for both everyday living and entertaining. The primary suite offers elegant tray ceilings, private access to the deck, and a luxurious ensuite bath with a soaking tub and dual vanities.
Step outside to your expansive private deck and take in panoramic views—ideal for morning coffee or evening relaxation.
Residents of Grandview enjoy resort-style amenities, including a rooftop pool, bar and lounge, library, meeting room, state-of-the-art fitness center, concierge service, secure entry, and 2 garage parking with an assigned space.
Conveniently located within walking distance to shopping, dining, and everyday essentials, this home offers both luxury and lifestyle in one exceptional package.

Schedule your private tour today!

ANNAPOLIS

1915 TOWNE CENTRE BOULEVARD 915

2 Beds

2 Baths

1,616 Sq.Ft.

$729,900

MLS#: MDAA2141622

Stylish Street-Level Condo in the Heart of Annapolis. Welcome to this spacious 1-bedroom, 1.5-bath residence in the highly desirable Acton’s Landing community. Ideally located on the street level for easy access, this condo blends everyday convenience with upscale living. The open-concept design offers a bright, expansive living area and a well-appointed kitchen featuring a center island, breakfast bar, and ample storage—perfect for both weekend escapes and full-time living. A separate den provides flexible space for a home office or a cozy retreat. The primary suite serves as a private sanctuary, complete with a spa-like bath that includes a soaking tub, walk-in shower, and generous closet space. Enjoy the convenience of the building’s parking garage just steps from your door. Residents also have access to a range of amenities, including a fitness center, gathering rooms, library, and more. Just a short walk to the water taxi, park and the shops, restaurants, Naval Academy and the historic charm of downtown Annapolis. Experience the perfect blend of comfort, convenience, and coastal charm in the heart of Annapolis.

ANNAPOLIS

66 FRANKLIN STREET 20

1 Beds

1 Baths

1,342 Sq.Ft.

$725,000

MLS#: MDAA2142366

1 ... 8 9 10 11 12 ... 19

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.

I agree to be contacted by Maryland Sandbox via call, email, and text for real estate services. To opt out, you can reply 'stop' at any time or reply 'help' for assistance. You can also click the unsubscribe link in the emails. Message and data rates may apply. Message frequency may vary. Privacy Policy

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.

I agree to be contacted by Maryland Sandbox via call, email, and text for real estate services. To opt out, you can reply 'stop' at any time or reply 'help' for assistance. You can also click the unsubscribe link in the emails. Message and data rates may apply. Message frequency may vary. Privacy Policy

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