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

296

# of Listings

3

Avg # of Bedrooms

$470

Avg. $ / Sq.Ft.

$1,067,632

Med. List Price

Browse Annapolis Real Estate Listings

$250,000 - $500,000

$1M - $3M

51 Properties Found. Page 3 of 4.

#MDAA2116952

ANNAPOLIS

1028 SANDPIPER LANE

3 Beds

2 Baths

2,552 Sq.Ft.

$1,450,000

MLS#: MDAA2116952

Enchanting Craftsman-Style Waterfront Retreat in Epping Forest

Tucked away in the prestigious gated community of Epping Forest, this beautifully renovated Craftsman-style home offers a rare opportunity to enjoy serene waterfront living with a private deep-water pier on Clements Creek, just off the Severn River. Complete with a 12,000 lb boat lift and a private sandy beach, it’s a dream for boating enthusiasts and nature lovers alike. From this peaceful sanctuary, you’ll have direct access to all of Annapolis’s waterways—and beyond.

Expertly positioned on a perfectly elevated 0.39-acre lot, this elegant 4-bedroom, 4-bath residence offers over 3,000 square feet of refined living space spread across three thoughtfully designed levels. Embraced by tranquil wooded surroundings, the home reveals seasonal vistas—lush, leafy treetops in summer, transitioning to sweeping water views in winter, with captivating glimpses throughout the year.

A graceful stone stairway with sleek cable railing ascends to the front entrance, framed by lush landscaping and the soothing sounds of nature. This harmonious blend of architecture and setting creates a serene, private retreat—yet it remains just moments from the conveniences of modern living.

Inside, the open floor plan and abundant natural light highlight the home’s craftsmanship and thoughtful design. The kitchen, dining area, and living room with fireplace seamlessly connect to a screened-in porch and a spacious deck—ideal for al fresco dining and enjoying the tranquil surroundings.

The main level includes a bedroom and full bath, perfect for one-level living. Upstairs, a spacious landing with soaring ceilings leads to two ensuite bedrooms, including the luxurious primary suite with a private balcony, treetop vistas, and a spa-like bath featuring dual vanities and a walk-in tiled shower.

The versatile lower level offers a cozy family room with fireplace, an additional bedroom and full bath, a home office or bonus room, generous storage, and a private patio—perfect for guests or multi-generational living.

Residents of Epping Forest enjoy an unparalleled lifestyle with access to a waterfront clubhouse and bar, deep-water marina, sandy beach, boat ramp, tennis courts, hiking trails, and a full calendar of community events including fireworks, oyster roasts, holiday festivals, and summer camps. Active social groups like the boat club, volleyball leagues, swim team, and garden club offer something for everyone.
Annapolis, known as the "Sailing Capital of America," boasts one of the longest and most vibrant boating seasons on the East Coast—extending well into the fall, when the waterways are framed by dynamic foliage and crisp, golden light.
Conveniently located just minutes from Downtown Annapolis, the Bay Bridge, and major routes to Washington, D.C., this home is the perfect blend of relaxation, recreation, and accessibility.

ANNAPOLIS

357 OVERLOOK TRAIL

4 Beds

4 Baths

3,070 Sq.Ft.

$1,398,000

MLS#: MDAA2121406

Make an appointment to visit our show home! This listing is for an End Unit at the standard price, however, Sturbridge Homes is offering a generous pre-construction incentive package for early buyers, including: $40,000 in closing cost credit, $30,000 in options and upgrades, including a hot tub installed on the rooftop terrace, No upcharge for end units (-$25,000), a one-year membership to Lifetime Fitness. Submit your deposit now to lock in current pricing and have the ability to customize your home! Sales Center appointments are available now. A sample of the builder's work nearby is available to tour.
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.

ANNAPOLIS

208 SELLEW ROAD

3 Beds

3 Baths

3,100 Sq.Ft.

$1,375,000

MLS#: MDAA2119308

Move-in ready new construction from acclaimed local builder, Sturbridge Homes. This spectacular home offers over 5,000 square feet of finished space in the heart of Annapolis's Homewood neighborhood, close to all of the entertainment and enjoyment available in our historic town. Located near the new Annapolis Public Library, Maryland Hall, Annapolis Town Center, and the Naval Academy Stadium, this home is situated for you to enjoy the best of in-town life, yet relax in a tree-lined neighborhood environment.
This home is excellently upgraded with 9-foot ceilings on all three levels, quartz countertops, ceramic tile, stainless appliances, and hardwood flooring throughout the 1st floor, owner’s suite, and stair/hallways. The primary suite is a luxurious oasis with plenty of space to enjoy, a huge customizable walk-in closet, and a spectacular multi-head walk-in shower. The lower level features a separate entrance, a bedroom and a full bathroom, and a large wet bar with a beverage refrigerator, making it perfect for entertaining guests, caregiving, or multi-generational living. The builder has included many thoughtful touches, like decorative moulding, wood closet and pantry shelving, and a mudroom bench and organizer. The front porch is a perfect spot to savor your morning coffee, and the backyard offers endless possibilities. The home comes with a $15,000 closing cost credit (conditions apply), a $10,000 credit toward closet customization, a package of smart home features, and a 10-year limited warranty. Enjoy the low-maintenance lifestyle of a new construction home for many years to come!

ANNAPOLIS

9 RUSTY RED DR

5 Beds

4 Baths

5,464 Sq.Ft.

$1,375,000

MLS#: MDAA2117898

Make an appointment to visit the showroom! 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.
A 5 % deposit reserves your new home! Sturbridge Homes is offering a generous pre-construction incentive package for early buyers, including: $40,000 in closing cost credit, $30,000 in options and upgrades, including a hot tub installed on the rooftop terrace, no upcharge for end units, a one-year membership to Lifetime Fitness. Get in on these specials now, lock in current pricing, and have the ability to customize your home! Conditions apply. Sales Center appointments are available now. A sample of the builder's work nearby is available to tour.
Lot dimensions, floor plans, and square footage figures are approximate. Architectural renderings are samples only and may not reflect the exact product. The Riva Road address is for reference/GPS ease only. Once the community road is constructed, it will be called "Sellew Rd."

ANNAPOLIS

2555 RIVA ROAD

3 Beds

3 Baths

3,100 Sq.Ft.

$1,350,000

MLS#: MDAA2113932

Back on the Market!

Escape to your own private Estate. 6100+ sqf of finished space with 2.2 acres of land in the most desirable location of Annapolis. 6 Bedrooms, 4.5 Bathrooms, with > 1000sqf for Master Suite. Two Fireplaces. Move-in condition. Potential for subdivision (check with engineer/county).

A stone's throw to downtown without the city taxes. Across from B&A bike Trail & WWII Memorial. Direct access to Rt50 without any stoplights! BroadneckHS/Severn RiverMS/ArnoldES. Agent Owner.

BRING YOUR OFFERS. All reasonable offers will be considered. Also open to reasonable allowance for prefered cosmetic updates to be completed prior to closing.

Open to Owner Financing or leasing it at $6500/month.

Property is now vacant on combo . Agent Owner.

ANNAPOLIS

1707 RITCHIE HIGHWAY

6 Beds

4 Baths

6,196 Sq.Ft.

$1,325,000

MLS#: MDAA2095284

#MDAA2124850

ANNAPOLIS

45 E LAKE DRIVE

None Beds

None Baths

0.45 acres

$1,299,900

MLS#: MDAA2124850

Welcome to this waterfront ranch home in the highly sought-after community of Bon Haven, situated on over an acre of serene land along the beautiful South River. This renovated gem, complete with a new private pier and boat access, offers an idyllic lifestyle for water enthusiasts and nature lovers alike. This property is back on the market due to financing falling through for the buyer!

As you arrive, you'll be greeted by an expansive front yard and a spacious driveway leading to the front porch. Step inside to discover the warmth of beautifully renewed hardwood floors that flow seamlessly throughout the main living areas.

The living room features a charming wood-burning fireplace with a custom marble mantle, creating a cozy focal point as well as a large picture windows offering lots of natural light! From here, enter the oversized family room, complete with another wood-burning fireplace, custom wood mantle, and direct access to the backyard, water views, and pier. This space also connects to the attached two-car garage.

The renovated eat-in kitchen boasts custom cabinetry, granite countertops, and new LVP flooring. Natural light filters through the newly installed Roman shades, adding a touch of elegance to this functional space.

Down the hallway, you'll find the private primary suite with an en-suite bathroom and a walk-in closet. Two additional generously sized bedrooms and a large hall bathroom provide ample space for family or guests.

The lower level offers a substantial unfinished basement, laundry room, separate room for home gym or office and lots of storage space - all ready for customization to suit your recreational needs.

Recent updates include:

*Remodeled kitchen
*New HVAC system
*Water heater and water softening system
*Privacy fencing
*Fresh paint and updated flooring
*Newly built private pier
*The property also includes a charming chalet/boat house and a tram, both sold in "as-is" condition.

Enjoy endless water activities on the South River, including power boating, canoeing, kayaking, personal watercraft, sailing, waterskiing, swimming, and fishing.

All that's left to do is move in and embrace the beauty of waterfront living. Don’t miss your chance to tour this incredible property and experience the charm of all four seasons on the South River!

ANNAPOLIS

2762 BON HAVEN LANE

3 Beds

2 Baths

3,134 Sq.Ft.

$1,299,000

MLS#: MDAA2101278

#MDAA2123596

ANNAPOLIS

522 EPPING FOREST ROAD

6 Beds

5 Baths

7,633 Sq.Ft.

$1,250,000

MLS#: MDAA2123596

#MDAA2123950

ANNAPOLIS

1230 CRUMMELL AVENUE

4 Beds

2 Baths

2,555 Sq.Ft.

$1,250,000

MLS#: MDAA2123950

** Price Improvement! **

Welcome to this exceptional residence in the highly coveted Downs on the Severn community, known for its premier amenities and serene setting. Enjoy access to the newly renovated marina with floating dock, kayak storage, boat launch, community clubhouse and pool, tennis courts, tot lots, walking trails, and more! The gourmet kitchen features granite countertops, 42" custom cabinetry, stainless steel appliances, and a microwave/convection oven. Four fireplaces throughout the home add warmth and character, including antique mantels and a pellet stove insert. The expansive owner’s suite offers a sitting area, dual closets, ensuite bath, and fireplace. Outdoor living is enhanced by a multi-level deck, professional landscaping, wooded views, and a stamped concrete patio. Additional highlights include hardwood floors, a 3-car garage, custom window treatments, a lower-level office with granite work surfaces, spacious rec room, and abundant storage. Recent upgrades include a new roof, stove and dishwasher in 2024, tankless water heater, dual fuel HVAC, and an owned 1,000-gal propane tank. This home is turnkey, ready to move in and start enjoying life on the Severn!

ANNAPOLIS

1580 KESWICK PLACE

4 Beds

3 Baths

3,780 Sq.Ft.

$1,235,000

MLS#: MDAA2119300

Discover luxurious living in this exceptional 4-bedroom, 4-bathroom home nestled on a full acre in an exclusive water access community. This meticulously crafted residence seamlessly blends elegant design with modern comfort, offering the perfect retreat for those seeking both tranquility and sophistication. The expansive one-acre lot offers endless possibilities for outdoor enjoyment, including gardening, relaxing on the rooftop deck, or sitting under the ceiling fans on the large front porch. Each of the four spacious bedrooms offers comfort and style, while four full bathrooms feature premium tile work, modern vanities, and spa-like amenities. All the while, enjoying the water access community amenities that offer boating, fishing, and waterfront recreation just moments from your doorstep. Easy access to local restaurants, shopping, and major roadways.

ANNAPOLIS

767 BON HAVEN DRIVE

5 Beds

4 Baths

4,335 Sq.Ft.

$1,199,999

MLS#: MDAA2121748

RARE FIND -- Lock & Leave! Private setting in Sailor's Quay in heart of Eastport -- tucked away off main street with lovely plantings in front and a shaded back patio surrounded by trees -- perfect retreat and/or entertaining in style! Brick front porch entry, Hardie-plank exterior, open floor-plan with four levels of flexible space. Custom touches throughout including plantation shutters, wall coverings, crown molding and wainscotting. Main level has hardwood floors, walls of windows for light -- living room with gas fireplace, dining room, powder room and kitchen with atrium door out to a fenced rear yard with circular paver patio and half-wall for extra seating and electric awning....secluded and magical! There is a pretty stone pathway amongst hydrangeas that leads to the front of the house. Upstairs is the primary suite with adjoining bath situated at rear of house and two additional bedrooms with full bath on hallway. Also on the hallway is a large laundry closet currently used for clothing but with washer/dryer hookups intact On the third floor there is a large room (30 x20) which serves as family room and 4th bedroom. The lower level is partially finished into rooms with insulation and an egress window -- workshop with upgraded electricity, storage, utility, office and a half-bath with plumbing to add shower. Additional laundry with washer and dryer is in place here. Two-zoned gas HVAC, 75-gal HWH, garden lighting and sprinkler system on timers. Sailor's Quay community has guest parking off-street on Stevens Alley as an added bonus to their HOA lawn / tree maintenance and snow removal. This is an opportunity to live in-town close to shops, restaurants and all that City Dock / DTA has to offer. Pop over to Vin 909 or Easport Kitchen, Adams Grille, Diehl's Produce, etc in Eastport Shopping Center. So many services nearby to make life easy and spontaneous!

ANNAPOLIS

10 SAILORS WAY

4 Beds

2 Baths

2,843 Sq.Ft.

$1,195,000

MLS#: MDAA2119148

Experience luxury and light in this rare 3-bedroom, 2.5-bath condo in the highly sought-after Park Place community. This corner unit boasts incredible 180° views and is filled with natural light from expansive windows throughout. With three deeded garage parking spaces located right next to each other—an unparalleled convenience in downtown Annapolis—you’ll never have to worry about parking again.

Inside, a spacious open-concept layout welcomes you with upgraded appliances, generous storage, and a stylish design that makes everyday living and entertaining effortless. The sun-drenched living and dining areas flow into a modern kitchen, ideal for both casual meals and special gatherings.

The serene primary suite features an en-suite bath and a peaceful ambiance, while two additional bedrooms offer the perfect setup for guests, a home office, or both.

Park Place offers a true lock-and-leave lifestyle with 24/7 front desk staff, beautifully maintained grounds, a pool, fitness center, party room, and a private outdoor patio with grills and a dog park. And for added convenience, a private shuttle picks up right from the courtyard and takes you anywhere in downtown Annapolis.

Perfectly positioned to enjoy the best of in-town living, this home combines elegance, ease, and vibrant community energy. Welcome to Park Place—your next chapter starts here.

ANNAPOLIS

5 PARK PLACE 428

3 Beds

2 Baths

1,822 Sq.Ft.

$1,195,000

MLS#: MDAA2112582

Experience the Essence of Annapolis Charm at 179 Green Street

Nestled in the heart of historic downtown Annapolis, this beautifully updated home blends timeless character with modern comforts. Just steps from vibrant Main Street, the waterfront, boutique shopping, and Annapolis Elementary School, this location offers the very best of city living in one of the city's most coveted neighborhoods.

Inside on the main level, you'll find wide-board pine floors, a thoughtfully updated kitchen with new cabinetry and appliances, and inviting front and side porches perfect for morning coffee or evening relaxation. Rarely found in downtown Annapolis, two oversized off parking spaces add incredible convenience.

Upstairs, the home features two spacious bedrooms and a versatile third room—ideal for a home office, den, or oversized walk-in closet. The newly fenced backyard offers a private oasis for entertaining, dining al fresco, or simply enjoying the outdoors.

Living at 179 Green Street means immersing yourself in a lifestyle rich with history and culture. Stroll cobblestone streets to award-winning restaurants, art galleries, and the iconic City Dock. Enjoy sailing, community events, and the vibrant energy of downtown—right outside your door.

Don’t miss your chance to own a piece of Annapolis charm. Schedule your private tour today.

ANNAPOLIS

179 GREEN STREET

2 Beds

1 Baths

2,304 Sq.Ft.

$1,175,000

MLS#: MDAA2111662

1 2 3 4

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

Reason for contacting?

Buying a home

Selling a home

Other

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

Virtual Assistant

Would you like to receive some additional information on this specific property or similar properties?

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