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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
276
# of Listings
3
Avg # of Bedrooms
$506
Avg. $ / Sq.Ft.
$1,384,240
Med. List Price

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276 Properties Found. Page 9 of 19.

Our Adams model with a 2' extenstion will be built at this beautiful location near Duvall Creek. Home is priced at the base house only - act fast to choose the options and additions to make this home your own. Photos are of the model with optional In-Law Suite. Contact Listing Agent to schedule appointment.
#MDAA2147542

ANNAPOLIS

3268 KITTY DUVALL DRIVE

4 Beds

2 Baths

2,474 Sq.Ft.

$849,990

MLS#: MDAA2147542

Welcome to 1848 Carriage Road, a timeless gem that is beautifully situated in the highly sought-after Lindamoor community. Just a short stroll from the community beach and only a few streets from both neighborhood docks, this home offers the perfect blend of water accessibility, convenience, and undeniable charm. Step inside to discover a warm and inviting main level filled with large windows and natural light. The spacious living room flows seamlessly into the dining area and kitchen, creating an ideal layout. Designed for easy living, the home functions like a rancher, with three generous sized, sun-filled bedrooms, two bathrooms and everything you need on the main level. The kitchen opens onto a deck overlooking a spacious, wooded backyard — perfect for gardening, entertaining, pets, or play. The fully finished walk-out lower level significantly expands the living space and offers exceptional flexibility. With direct access from the garage and a large sliding door to the backyard, this level features a spacious family room, a separate sitting area perfect for a media room or home office, a large fourth bedroom, and a full bathroom. Abundant storage and versatile spaces provide endless possibilities for guests, fitness, recreation, or work-from-home needs. Ideally located just minutes from historic downtown Annapolis, you'll enjoy easy access to waterfront restaurants, boutique shopping, marinas, and year-round cultural events, along with convenient commuting routes to both Washington, D.C. and Baltimore. Offered at an attractive price and ready for its next owners, this is a rare opportunity to enjoy the lifestyle and amenities that make Lindamoor one of Annapolis’ desirable waterfront communities. Don't miss your chance to make this charming property your new home.
#MDAA2148380

ANNAPOLIS

1848 CARRIAGE DRIVE

4 Beds

3 Baths

2,622 Sq.Ft.

$849,000

MLS#: MDAA2148380

New on site 4 days ago
Experience the very best of downtown Annapolis living at Acton's Landing. Ideally located just a block from the waterfront and within easy walking distance of City Dock, Main Street, the Naval Academy, restaurants, shops, and marinas, this sought-after community offers an exceptional opportunity to enjoy a truly walkable Annapolis lifestyle. Acton's Landing is known for its distinctive residences, where no two floor plans are exactly alike. Residents enjoy secure entry, elevators, a fitness center, library, beautifully maintained common spaces, and inviting outdoor gathering areas. The building has also undergone significant recent improvements, including a full interior refresh and exterior rehabilitation. This light-filled residence offers over 1,400 square feet of comfortable one-level living. Large windows fill the home with natural light, while the open floor plan creates inviting spaces for both everyday living and entertaining. The updated kitchen features peninsula seating and opens seamlessly to the dining and living areas. Two private balconies provide additional outdoor living space. The thoughtfully designed floor plan includes two spacious bedroom suites, each with its own updated bathroom and generous closet space, along with a dedicated home office and an additional half bath for guests. The living area includes a custom built-in entertainment center and a 55-inch Samsung (2024) television. Recent owner improvements include fresh interior paint, a new HVAC system, new hot water heater, new dishwasher, and an under-sink water filtration system, allowing the next owner to move in and immediately enjoy the home. Whether you're enjoying waterfront strolls, dining al fresco, summer concerts, or the shops and restaurants that make Annapolis such a special place to live, Acton's Landing places it all just outside your door.
#MDAA2149170

ANNAPOLIS

66 FRANKLIN STREET 412

2 Beds

2 Baths

1,479 Sq.Ft.

$849,000

MLS#: MDAA2149170

NEW PRICE, UPDATED SQUARE FOOTAGE + NEW PHOTOS ADDED — INCREDIBLE OPPORTUNITY! Boasting 1,549 sq. ft. of finished historic charm, this 1905 Homewood treasure sits on a rare, oversized 0.26-acre lot—offering space and flexibility nearly impossible to find this close to City Dock. While the main house charms with high ceilings, refinished hardwoods, and a light-filled 3-seasons wrap-around porch, the true crown jewel is the backyard oasis. Surrounded by stunning, mature trees, the sprawling lawn features an existing 1-car garage ripe for transformation. Bring your vision to easily rebuild this structure into a premier Accessory Dwelling Unit (ADU), income-producing apartment, or a private home office oasis. Walk to the Navy Stadium, local cafes, and the Poplar Trail. With room to grow, update, and build equity, this is a rare Annapolis footprint waiting for your personal touch! Note on Square Footage: Finished square footage has been updated to 1,549 sq. ft. based on recent agent measurements. Public tax records currently reflect inaccurate historical data (1,442 sq. ft.) and do not fully capture the complete finished living area.
#MDAA2144864

ANNAPOLIS

21 WOODLAWN AVENUE

3 Beds

2 Baths

1,549 Sq.Ft.

$849,000

MLS#: MDAA2144864

Pure Privacy on this wooded paradise here in Annapolis. Situated on a private, 1.42 acre lot, you're going to love the sun-filled family room and adjacent sunroom. The kitchen has been remodeled with gorgeous, wooded cabinetry, granite counters and high-end appliances. There is a formal living and dining room for all of your functions. The basement has been waterproofed and is walk-out level and ready to be finished. There are three bedrooms upstairs with an open office/loft area. Explore nature or just enjoy the hummingbirds from the back deck and porch. Close to everything, but feels miles away!
#MDAA2143460

ANNAPOLIS

1812 CROSSPOINTE DRIVE

3 Beds

2 Baths

2,792 Sq.Ft.

$845,000

MLS#: MDAA2143460

Welcome to Eastport—just steps from downtown Annapolis. This charming duplex with rare two-car off-street parking offers the perfect blend of character, convenience, and coastal living. Freshly painted throughout, this inviting two-bedroom, 1.5-bath home features numerous updates, including new hardwood flooring throughout, new windows in the living room and kitchen, a new wood-burning stove, and a new A/C heat pump—making it move in ready. A generous deep lot offers excellent potential for future rear additions and expanded living space, providing the opportunity to truly make this home your own. Step outside to the deck, an ideal setting for relaxing, dining, or entertaining. The spacious backyard also features a brand-new 20' x 10' storage shed with a durable metal roof, situated on a gravel pad and perfect for use as a workshop, studio, or additional storage for bikes, kayaks, boating gear, and other recreational equipment. Whether you're looking for a full-time residence or the perfect weekend getaway, this Eastport gem has it all. Ideally located near the waterfront, you’ll enjoy easy walking access to marinas, top-rated restaurants, pubs, swim clubs, sailing clubs, and boutique shopping. Don't miss this turnkey offering in a prime location.
#MDAA2144296

ANNAPOLIS

422 FIRST STREET

2 Beds

1 Baths

1,094 Sq.Ft.

$835,000

MLS#: MDAA2144296

Welcome home to this one of a kind three bedroom, two and a half bath rancher on a double lot in sought after Cape St Claire. One level living at it's finest, with a huge sunroom with vaulted ceiling on one wing, and the bedrooms on the other wing of this sprawling rancher. This property has been lovingly maintained by the owners, with the addition of the sunroom, powder room, laundry room, and part of the garage in more recent years. The 600 square foot light filled sunroom is the focal point of the house now, with wonderful built in bookshelves and entertainment center. The original family room has a wood burning fireplace, and makes a cozy den or office. Stainless appliances and table space in the kitchen with French doors leading to the stone patio out back. The living room and dining room have ample space for gatherings. In the bedroom wing of the house find the primary bedroom with an attached full bath and two more ample bedrooms share the hall full bath. Recent updates include; in 2020 - Fast Care Floor System installed in garage & driveway resurfaced, in 2023 a new roof, in 2025 new well pump, updated electric to code, one new air conditioner, new stainless steel liner in fireplace , & new oil tank, and in 2026 - new faucets in kitchen and master bath****** Cape St Claire amenities include, beaches, fishing/crabbing pier, boat ramp, playgrounds, marina, & more. Broadneck School District. Close to shops and restaurants. Mins from Downtown Annapolis, and easy access for commuter routes to Washington, Baltimore, and close to Ft Meade. Great location, minutes from downtown Annapolis, and good commuter location with quick access to Rt 50 & I-97 close to Washington or Baltimore
#MDAA2146800

ANNAPOLIS

1047 LITTLE MAGOTHY VIEW

3 Beds

2 Baths

2,892 Sq.Ft.

$825,000

MLS#: MDAA2146800

Open House Sunday 12-2 Welcome to Winchester On The Severn. One of Annapolis's most established waterfront community's. This home provides mature landscaping with a canopy of lovely trees and bushes both in the front and rear yard. Covered front porch! You will be pleased to enter a spacious foyer. Main level bedroom with a full bath to the left. A few steps up to the open floor plan with spacious living room that feeds into the dining room. Be prepared to enjoy the screened porch off the dining room. A wonderful spot to relax and enjoy the back yard. The eat in kitchen is filled with light! Comfortable family room is complimented with a wood burning fireplace. And you can also walk out from the family room to the back yard! The basement is dry and has a new 2025 heat pump. The 3 additional bedrooms have fresh paint. The larger bedroom is en-suite. Ready to know about the neighborhood? Amenities include private beach on the Severn River, marina, boat ramp, multiple piers, dog beach, beach pavilion, and the Chase Creek swim club. Nearby is the B&A trail. You may not want to leave the home but if you do it is a short ride to Annapolis and all major routes. Welcome. Enjoy
#MDAA2147986

ANNAPOLIS

1518 WINCHESTER ROAD

4 Beds

3 Baths

2,249 Sq.Ft.

$825,000

MLS#: MDAA2147986

New on site 3 days ago
Welcome to brand-new luxury living at Element at Mill Creek, a new construction community of modern condominiums designed for style, comfort, and convenience. This spacious, light-filled home offers southern exposure and a private balcony with serene views of lush forest retention—perfect for relaxing or entertaining. Inside, enjoy a chef-inspired kitchen with quartz countertops, upgraded cabinetry, stainless steel appliances, and a large center island. The open-concept living and dining areas create a warm, inviting atmosphere ideal for gatherings or quiet evenings. The primary suite features a generous walk-in closet and a spa-style bath with high-end finishes. Additional features include a full-size washer and dryer, included window treatments, ample storage, and reserved parking. As part of the new Element at Mill Creek community, you’ll enjoy low condo fees, resort-style amenities, and the ease of low-maintenance living in a brand-new home. Inquire today about available floor plans and pricing—your perfect new home is waiting!
#MDAA2149354

ANNAPOLIS

76 OLD MILL BOTTOM ROAD N 205

3 Beds

3 Baths

1,729 Sq.Ft.

$825,000

MLS#: MDAA2149354

Love This HOME at the NEW PRICE!! Briarwood – One of Anne Arundel County’s Finest Communities… Welcome to Rosebay Court! A mature magnolia tree and inviting covered front porch set the stage for this beautifully updated/renovated brick colonial, ideally situated on a quiet cul-de-sac. Thoughtfully finished and move-in ready, this home is prepared to welcome its new owner. Inside, a traditional layout blends seamlessly with an open-concept feel, offering both comfort and versatility for everyday living and entertaining. The main level features a welcoming living room, a formal dining room that opens to a light-filled kitchen complete with 42” white cabinetry, complementary granite countertops, a breakfast bar, pantry, and coffee nook. A Samsung appliance suite—including a five-burner stove and French door refrigerator—adds both style and functionality. The adjoining "great room" is another space for family & friends to gather This room impresses with vaulted ceilings, skylights, and a cozy wood-burning fireplace—perfect ambience for crisp fall and winter evenings. At the heart of this space, the breakfast nook offers table space and easy access to the outdoors -- sliding glass doors that open to a new Trex deck, ideal for relaxing, entertaining, starting your day or ending your evening... . Neutral finishes throughout this home create a fresh look and feel Upstairs, you’ll find four spacious bedrooms, including an owner’s suite with a private bath featuring dual vanities and walk-in closet. A well-appointed hall bath and ample closet space complete the upper level. The finished lower level offers incredible flexibility, featuring a full bathroom and level walkout access to the backyard. Whether you envision an in-law suite, guest space, home office, gym, or additional living area, this level is ready to adapt to your needs. Step outside to a newly paved patio overlooking a serene green space, surrounded by nature. Located in a sought-after school district and just minutes from Route 50, this home offers convenient access to shopping, waterfront dining, marinas, and scenic walking paths. Enjoy easy trips to the Eastern Shore and nearby beaches. With all new mechanicals and updates ((detailed in the disclosures)), this home offers the perfect alternative to new construction—without the wait. Move in and start enjoying your dream home this summer! *** please note disclosure: some photos have been enhanced with virtual staging/photography ***
#MDAA2140978

ANNAPOLIS

1394 ROSEBAY COURT

4 Beds

3 Baths

2,252 Sq.Ft.

$825,000

MLS#: MDAA2140978

The sellers are offering $10,000.00 towards purchasers closing costs. Phenomenal home at a great price! This is a must see! Nestled in the highly desirable Annapolis Roads community on the mouth of Lake Ogleton, this distinctive home offers exceptional indoor and outdoor living spaces, timeless architectural details, and access to some of Annapolis' most sought-after waterfront amenities. Private spaces abound. From the beautiful screened family room, to the covered deck, ivy covered brick walled patio, sun room, there is always a quiet area to relax. The many windows provide natural light throughout. Major systems and appliances recently updated include the furnace (3 years), dishwasher, two air conditioning units( approximately 9 years), washer and dryer. Updated windows. Extensive hardscaping surrounds the property, creating multiple inviting outdoor spaces. The sunroom is a standout feature, showcasing hand-hewn beams, custom built-in cabinetry, and a wall of Cape Cod-style windows that fill the space with natural light. Throughout the home include custom lighting highlights built-in shelving, cabinetry, and workspaces. The spacious primary suite features an ensuite bath with a jetted tub, walk-in closet, and an additional shoe closet. A second jetted tub is located in the upper-level hall bath. Residents enjoy access to Annapolis Roads' exceptional amenities, including a private beach, bayfront pavilion, playground, fire pit, community pier, kayak/SUP storage, boat ramp, hiking trails, and a variety of neighborhood events throughout the year. A unique opportunity to enjoy the charm, character, and community lifestyle that make Annapolis Roads such a special place to call home.
#MDAA2146714

ANNAPOLIS

2644 QUEEN ANNE CIRCLE

3 Beds

3 Baths

3,000 Sq.Ft.

$820,000

MLS#: MDAA2146714

Nestled in the charming Boucher Place community, this exquisite end-of-row townhouse offers a perfect blend of coastal and traditional architectural styles, creating a warm and inviting atmosphere. Built in 2013, this residence boasts 1,800 square feet of thoughtfully designed living space, ideal for those seeking comfort and elegance. The kitchen is a chef's dream, featuring upgraded countertops, a spacious island, and high-end stainless steel appliances, including a gas range and built-in microwave. The combination of hardwood on the main level, throughout adds a touch of sophistication, while plush carpeting in the bedrooms ensures a cozy retreat. The home features three generously sized bedrooms, each designed with comfort in mind. The primary suite is a true sanctuary, complete with a walk-in closet and a luxurious en-suite bathroom featuring a tub shower. Enjoy the warmth of the gas fireplace in the family room, creating a perfect ambiance for relaxation. Thoughtful details such as ceiling fans and window treatments enhance the home's comfort and style. Step outside to your private outdoor oasis, where a roof top balcony, deck, and patio await, perfect for enjoying morning coffee or evening gatherings. The beautifully landscaped courtyard view adds to the serene atmosphere, making it an ideal spot to unwind. This property also includes a detached two-car garage with rear entry, ensuring convenience and ample storage. The paved driveway and well-maintained sidewalks enhance the overall appeal of the home. As part of the Boucher Place community, residents benefit from included association services such as lawn maintenance, snow removal, and insurance, allowing for a low-maintenance lifestyle. Experience the perfect blend of luxury and comfort in this stunning townhouse, where every detail has been carefully curated to create a welcoming home. Embrace the exclusive lifestyle that awaits you in this beautiful property. New Roof in 2024 and new hardwoods in 2025.
#MDAA2142690

ANNAPOLIS

19 BOUCHER PLACE

3 Beds

3 Baths

1,800 Sq.Ft.

$819,000

MLS#: MDAA2142690

New on site 4 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!
#MDAA2148148

ANNAPOLIS

1709 POINT NO POINT DRIVE

4 Beds

2 Baths

2,464 Sq.Ft.

$800,000

MLS#: MDAA2148148

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.
#MDAA2142230

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!
#MDAA2144206

ANNAPOLIS

3280 ARUNDEL ON THE BAY ROAD

5 Beds

4 Baths

3,144 Sq.Ft.

$799,900

MLS#: MDAA2144206

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