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Annapolis

One of the most popular communities provided by Maryland Sandbox

Annapolis

About Annapolis

Nestled on the shores of the Chesapeake Bay, Annapolis, Maryland, is a charming and historic community that seamlessly blends waterfront beauty with rich maritime heritage. As the state capital and home to the United States Naval Academy, Annapolis boasts a vibrant downtown area filled with unique shops, gourmet restaurants, and stunning colonial architecture. Residents and visitors alike can enjoy picturesque strolls along the scenic harbor, where sailboats and yachts bob in the water. With its engaging cultural scene, including art galleries, theaters, and annual festivals, Annapolis offers a lively atmosphere for all ages. The community takes pride in its top-rated schools, making it an ideal place for families. Outdoor enthusiasts can explore numerous parks, nature trails, and waterfront activities, while history buffs can immerse themselves in the city's storied past at landmarks such as the Maryland State House. Whether you're seeking a lively urban environment or a peaceful retreat by the bay, Annapolis is a vibrant community that truly has something for everyone.

One of the most popular communities provided by Maryland Sandbox

265

# of Listings

3

Avg # of Bedrooms

$481

Avg. $ / Sq.Ft.

$1,292,621

Med. List Price

Browse Annapolis Real Estate Listings

$250,000 - $500,000

$1M - $3M

69 Properties Found. Page 3 of 5.

With the ability to dock 5 boats on a beautifully protected cove on Burley Creek, with 10' MLW, potable water and electricity at the dock, with 30 AMP hook-up, you essentially have a private marina that happens to have a lovely home included. Exceptional features rarely found in Annapolis at the price point.

Tucked into a lovely setting yet just minutes from downtown Annapolis, this refreshed three-bedroom, three-bath contemporary offers one bedroom on each level, creating ideal separation and flexibility for guests, multi-generational living, or weekend retreats. The interior has been thoughtfully updated throughout, including fresh paint on every level and new LVP flooring that adds a soft, modern touch while enhancing the warm architectural lines of the home. Expansive windows and sliding doors draw in natural light and frame sweeping views of the creek, bringing the outdoors in and making every room feel connected to the water.

The main level is the heart of the home, where the dramatic stone fireplace rises to meet the vaulted ceiling and creates a gathering space that feels both elevated and deeply comfortable. The dining area and living room flow seamlessly onto the outdoor decks, offering multiple places to enjoy morning coffee, read a book, or simply breathe in the calm that surrounds the property. The kitchen and breakfast area provide direct access to the outdoors and enjoy tile flooring that complements the clean, modern updates found throughout the rest of the home.

Each floor offers its own bedroom and full bath. The lower level is bright and welcoming with a renovated full bathroom and a walkout directly to the waterfront lawn, ideal for guests, a studio, or a home office. The main level bedroom sits near a beautifully updated full bath featuring new flooring, vanity, and lighting. The upper-level primary suite feels like a private retreat of its own. A spacious walk-in closet provides ample storage, while the ensuite bath, complete with an elevated soaking tub that feels like something out of Old Hollywood adds a touch of whimsy and charm. The open dual-vanity area and tucked-away water closet function beautifully while keeping the suite’s retreat-like feel intact.

Whether you're hosting waterfront gatherings, relaxing by one of the two stunning stacked-stone fireplaces, or unwinding on one of the many peaceful outdoor spaces, this home offers a lifestyle that balances luxury, comfort, and natural beauty. Warm, inviting, architecturally unique, and designed to embrace the water from every angle, this property offers a one-of-a-kind opportunity to enjoy deep-water living in a setting that feels like a year-round retreat.

A truly exceptional Annapolis offering where luxury design, cozy chalet ambiance, and premier boating features meet in perfect harmony.

ANNAPOLIS

1836 BURLEY LANE

3 Beds

3 Baths

2,016 Sq.Ft.

$1,499,999

MLS#: MDAA2132644

Welcome to 310 Adams St.! You will love where you live and be within walking distance to fine dining and shopping in Eastport and Downtown Annapolis. This residence offers a perfect blend of classic character with modern updates. Once inside you will discover a light filled interior with spacious living areas, gleaming hardwood floors and a thoughtfully designed layout ideal for both everyday living and entertaining. Upstairs you will find generously sized bedrooms with plenty of closet space, along with well-appointed bathrooms, designed for comfort and style. The lower level offers additional finished space to relax with access to the homes 4th full bathroom. The oversized utility area offers additional year-round storage. Outside, enjoy relaxing on a private front porch, or the private rear yard overlooked by a deck for relaxing or hosting gatherings. Overall, this is a beautifully maintained home where charm, comfort, and convenience come together effortlessly.

ANNAPOLIS

310 ADAMS STREET

3 Beds

4 Baths

2,572 Sq.Ft.

$1,498,000

MLS#: MDAA2141864

#MDAA2140448

ANNAPOLIS

310 EPPING WAY

3 Beds

2 Baths

2,036 Sq.Ft.

$1,475,000

MLS#: MDAA2140448

Living the Eastport lifestyle - This is what upscale, modern urban living is all about! It's an easy walk or bike ride to downtown shops, restaurants and marinas from this centrally located 13 year old Craftsman style home. Light floods the rooms including the upper level bedrooms, one with a balcony. The lower level offers a recreation room or office, full bath and separate entry. There is a two car garage off a rear driveway that can accommodate 3-4 additional vehicles. You will be wowed by the professionally designed, year round gardens and outdoor living spaces. Enjoy neighbors, friends and pets in the common green space (maintained by the Boucher Place HOA) behind the house.
If you are thinking about downsizing there is ample storage! Are you moving up? The flexible floorplan will perfectly accommodate your changing lifestyle. Come see for yourself.

ANNAPOLIS

1109 BOUCHER AVENUE

4 Beds

4 Baths

3,779 Sq.Ft.

$1,445,000

MLS#: MDAA2136296

So much Character you're compelled to smile each time you enter this home!!

Incredible Opportunity in the Heart of Eastport! Beautifully updated 3-story Victorian located on the Eastport Peninsula. Features include off-street parking, a welcoming front porch (2000), Windows and roofs replaced (2025) including gutters w/gutter guards. Wood floors, and impressive chef’s kitchen with beautiful granite counters, Viking appliances (6-burner stove), and vented hood - all enhanced by a large skylight in the center of the kitchen and a captivating view into the enchanting backyard provided by a large 3 window slider. When you are inside this home you sense nature has joined you.

Upper two levels offer space brought to life with a large skylight highlighting the 3rd floor bedroom w/remodeled bath. While the 2nd floor sports 3 skylights w/solar shades, small office/library, washer/dryer closet, Bedroom, and a remodeled bathroom. The detached structure introduces 2 additional large skylights w/solar shades, and lots of additional windows providing a bright and airy ambiance.

Energy-efficient appliances, including a gas on-demand water heater (2020), fully encapsulated crawl space (2025), Flexible heating and cooling options with ornate radiator heat complimented by five mini-split units providing a total of 48,000 BTUs for heating and cooling (entire A/C system new 2025) - just enhance year-round comfort and efficiency & have earned this home an Energy Star Certificate from BGE

The mesmerizing private & fully fenced backyard (new 2020) just calls to you! New rear porch (2024) and adjoining brick patio maneuver strategically around the mature native trees and lush landscaping. A very inviting & tranquil stage postured perfectly for relaxing and entertaining.

The detached accessory structure offers endless possibilities: office, studio, hobby or game room, gym...or add a bathroom to create a charming 'casita'.
And don't forget.....there is a bricked off street driveway !! This property is move-in ready—just bring your personal touch! Seller will consider all offers !!!

ANNAPOLIS

120 CHESAPEAKE AVENUE

2 Beds

2 Baths

2,130 Sq.Ft.

$1,399,000

MLS#: MDAA2130442

#MDAA2138416

ANNAPOLIS

2644 CLAIBOURNE ROAD

6 Beds

4 Baths

3,702 Sq.Ft.

$1,384,000

MLS#: MDAA2138416

There are so many option available for this property in the heart of Historic Annapolis. You may want to convert the entire home back to one living unit. You may want to live in one, long-term rent the other two or short term rent one. You may choose that it be be used for a couple/single person to live in one apt and rent out 2 or have a multigenerational combined family living in 1, 2 (while renting 1) or all 3. There are so many possibilities to enjoy this amazing property. This is 3 fully finished levels and units above grade. The basement level houses the storage area, HVAC and shared laundry area. All of the units are fully furnished with kitchen appliances, items, dishware, glassware, beds, linens, furniture, you name it, it is there and conveys. This is steps away from the Naval Academy. The main level entry has a hallway with stairwell to the upper level units and access to the man level unit Apt 1 and the basement. Apt 1 offers a foyer, eat-in kitchen, full bath, living room, bedroom and access to the rear patio fenced in area. The 2nd level has Apt 2 with a living room, kitchen, bath, 2 bedrooms and access to the rear patio area. The third upper level offers a full bath, galley kitchen, bedroom and large living area with space for a table, couch and mor furnishings. All units have the old time charm with modern components. All three units offer high ceilings. This is a very popular property so bear with us as we want to accommodate all showing requests. The most advance notice you can give the better. There may be times when all 3 may not be able to be seen on the same day. There is a virtual tour where you can walk through the entire property, zoom in and out and see the whole house from your phone or computer. This is also listed as Residential MLS# MDAA2132242. Parking info is loaded in the documents section. Unit schedule: Unit schedule: Unit 1 is lived in and can be seen normally with one days notice. Unit 2 and Unit 3 have various bookings and more notice is required.

ANNAPOLIS

165 KING GEORGE STREET

4 Beds

None Baths

2,649 Sq.Ft.

$1,375,000

MLS#: MDAA2132270

An outstanding opportunity to enjoy the very best of Historic Annapolis living. Located on one of the most charming and desirable streets in Historic Annapolis, this beautifully updated home offers a rare combination of timeless character, thoughtful improvements, and an exceptional sense of space and privacy. With no direct neighbors in front or behind, the home enjoys an open, airy setting that is hard to find in such a prime downtown location.
Inside, historic details are thoughtfully complemented by modern updates throughout. The welcoming living room features a gas fireplace and sets the tone for the home’s warm and inviting feel. The kitchen and dining area flow effortlessly into a comfortable family room with a built-in bar—ideal for both everyday living and entertaining.
Upstairs, three well-appointed bedrooms provide peaceful retreats, including a spacious primary suite with a private foyer, en suite bath, and access to a deck overlooking the backyard. From here, enjoy views of the Maryland State Capitol dome—an iconic Annapolis backdrop, especially when illuminated in the evening. A fully floored attic, accessible from the primary bedroom, offers generous storage across the entire footprint.
The outdoor space is equally impressive, featuring an expanded brick patio, new fencing, and landscaping that create a private and inviting setting for relaxing or entertaining. The roof has been replaced within the past six years, adding to the home’s overall upkeep and value.
Ideally located just steps from the waterfront, Ego Alley, the U.S. Naval Academy, Maryland Avenue, and Main Street, this home offers the very best of Annapolis living—historic charm, modern comfort, and an unbeatable walkable lifestyle. Its proximity to the City Dock Resiliency Project further enhances long-term appeal, reflecting the City’s investment in preserving and improving this treasured waterfront area for years to come.

ANNAPOLIS

163 PRINCE GEORGE STREET

3 Beds

2 Baths

2,434 Sq.Ft.

$1,375,000

MLS#: MDAA2137556

There are so many option available for this property in the heart of Historic Annapolis. You may want to convert the entire home back to one living unit. You may want to live in one, long-term rent the other two or short term rent one. You may choose that it be be used for a couple/single person to live in one apt and rent out 2 or have a multigenerational combined family living in 1, 2 (while renting 1) or all 3. There are so many possibilities to enjoy this amazing property. This is 3 fully finished levels and units above grade. The basement level houses the storage area, HVAC and shared laundry area. All of the units are fully furnished with kitchen appliances, items, dishware, glassware, beds, linens, furniture, you name it, it is there and conveys. This is steps away from the Naval Academy. The main level entry has a hallway with stairwell to the upper level units and access to the man level unit Apt 1 and the basement. Apt 1 offers a foyer, eat-in kitchen, full bath, living room, bedroom and access to the rear patio fenced in area. The 2nd level has Apt 2 with a living room, kitchen, bath, 2 bedrooms and access to the rear patio area. The third upper level offers a full bath, galley kitchen, bedroom and large living area with space for a table, couch and mor furnishings. All units have the old time charm with modern components. All three units offer high ceilings. This is a very popular property so bear with us as we want to accommodate all showing requests. The most advance notice you can give the better. There may be times when all 3 may not be able to be seen on the same day. There is a virtual tour where you can walk through the entire property, zoom in and out and see the whole house from your phone or computer. This is also listed as Multi-Family MLS# MDAA2132270. Parking info is loaded in the documents section. Unit schedule: Unit 1 is lived in and can be seen normally with one days notice. Unit 2 and Unit 3 have various bookings and more notice is required.

ANNAPOLIS

165 KING GEORGE STREET

4 Beds

3 Baths

2,649 Sq.Ft.

$1,375,000

MLS#: MDAA2132242

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 end unit home on Lot 9. 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

114 SELLEW ROAD

3 Beds

3 Baths

3,100 Sq.Ft.

$1,350,000

MLS#: MDAA2141242

Escape to your own private Estate. 6100+ sqf of finished space with 2.2 acres of land in the most desirable location of Annapolis. 5 Bedrooms, 2 Offices, 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.

Property is now vacant on combo. Available for Showing Starting 2/19/26.

Also listed for lease as an option to purchase. Potential Owner Financing. Specific terms to be negotiated.

BRING YOUR OFFERS.

Agent Owner.

ANNAPOLIS

1707 RITCHIE HIGHWAY

5 Beds

4 Baths

4,796 Sq.Ft.

$1,325,000

MLS#: MDAA2135820

Welcome Home! Every aspect well planned and thought out for comfort and making wonderful memories. This beauty is sited on one of (if not the most) coveted lots when the builder developed this communtiy. Manicured and landcaped and all ready for Spring! The full front porch welcomes you into the sweeping 2 story foyer, from there, make your way through the first level of this home and take it all in! Kitchen with oversized island, Viking gas range and stunning cabinetry. Exit here or from extended family room onto the composit deck overlooking stone patio and extensive hardscaping and landscaping, just imagine evenings by the fire out here! Make your way upstairs where you will find the primary suite, complete with its luxury led bath, mini fridge, soaking tub and stone shower with dual heads and frameless shower door as well as a California Closet. 3 more bedrooms and 2 full baths, to include a Jack and Jill round out the upstairs along with a laundry room with natural light pouring in from the full sized window and additional cabinetry!
When you make your way to the lower level, you will find a great space complete with a bar/second kitchen area for entertaining, guests or even possibly au pair? Round this space out with an additional full bath and a room designed and finished with a hobby or craft area, imagine your hobbies here!
A home such as this with such carefully thought out exterior and interior spaces, featuring so many comfort features as well as asthetics is a find! When the sellers purchased this home, the builders tag line was... Your Home, Your Way, and these sellers embraced that!

Make sure to go through the side door on the 3 car garage, where you will find your self in a fenced courtyard with shed and a 55KW Cummins Onan natural gas automatic transfer switch generator that has been regularly maintainted by Cummins since its installation!

Seller may consider sale of some personal items, ie pool table, please inquire with any specifics.

Roof replaced approximately 5 years ago, 50 year roof.

ANNAPOLIS

720 FANTAIL COURT

4 Beds

4 Baths

6,214 Sq.Ft.

$1,300,000

MLS#: MDAA2141818

Welcome to 1717 Porters Hill Road, a light-filled contemporary home designed around volume and a seamless connection to its natural surroundings. Framed by expansive windows and soaring architectural lines, the home offers a fresh, airy interior where natural light moves beautifully throughout the day.
Inside, the main living spaces unfold with an open floor plan that feels both modern and inviting. Wide-plank flooring and warm wood accents create a clean, elevated backdrop, while dramatic windows and vaulted ceilings bring a sense of scale and calm. The living area is anchored by walls of glass that open to the surrounding decks, offering a peaceful, almost treehouse-like setting.
The home offers three bedrooms and two full bathrooms, including a convenient main-level bedroom that provides flexibility for guests, a home office, or single-level living. The kitchen is bright and streamlined, featuring white cabinetry, stainless steel appliances, a classic tile backsplash, and generous counter space. The relation to the main living and dining areas makes everyday living easy, while also creating an effortless flow for entertaining. Upstairs, two additional bedrooms share a hall bath, providing a thoughtful layout with private spaces tucked away from the main gathering areas.
Outdoor living is equally inviting, with an expansive deck wrapping around the home and overlooking Luce Creek. With 163 ft of waterfrontage, the sense of privacy is unmatched and offers ample opportunity to enjoy the surroundings. Super private location, but it’s a short drive to downtown Annapolis and commute routes.

ANNAPOLIS

1717 PORTERS HILL ROAD

3 Beds

2 Baths

1,800 Sq.Ft.

$1,300,000

MLS#: MDAA2142352

#MDAA2143526

ANNAPOLIS

377 BROADVIEW LANE

4 Beds

3 Baths

3,111 Sq.Ft.

$1,299,000

MLS#: MDAA2143526

New on site 3 days ago

Welcome to the heart of Annapolis and experience elegant downtown living at Acton’s Landing, just footsteps from the city’s vibrant waterfront, fine dining, shopping, and historic attractions. Perfectly positioned, this distinguished brick condominium building offers refined living with breathtaking views of the Maryland State Capitol and the Annapolis waterfront, placing the very best of the city right outside your front door.
Step inside to a thoughtfully designed interior where custom crown molding throughout the main living space perfectly complements soaring 9‑foot ceilings. Recessed lighting, paired with abundant natural light, enhances the open and airy ambiance. Large windows and sliding glass doors frame stunning skyline views, creating a seamless connection between indoor and outdoor living.
The chef’s kitchen features rich wood cabinetry, gleaming granite countertops, and generous space ideal for both everyday living and entertaining. The open floor plan flows effortlessly to a remarkable 800‑square‑foot terrace, offering multiple vantage points and adorned with thoughtfully placed flowers that create the feel of a private garden retreat.
The primary suite offers a luxurious retreat with a spacious en‑suite bathroom featuring a soaking tub, separate shower, and elegant vanity. The guest suite is equally inviting, offering a private balcony—perfect for morning coffee or unwinding in the evening—along with a private bath featuring a granite vanity and walk‑in shower. Parking space and two storage units convey.
Just steps from your front door, enjoy walkable access to the waterfront, fine dining, boutique shopping, and Annapolis’ historic landmarks, all while relishing the privacy and sophistication of Acton’s Landing. With premium finishes, expansive outdoor living spaces, breathtaking views, and an unbeatable downtown location, this exceptional residence captures the very essence of luxury Annapolis living.

ANNAPOLIS

66 FRANKLIN STREET 403

2 Beds

2 Baths

1,349 Sq.Ft.

$1,298,000

MLS#: MDAA2143400

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