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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
158
# of Listings
3
Avg # of Bedrooms
$504
Avg. $ / Sq.Ft.
$994,807
Med. List Price

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158 Properties Found. Page 3 of 11.

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 can be seen 1.2 to 1.9 and other days with notice. Unit 2 is available to be seen 1.2 to 1.22. Unit 3 is available to be seen the whole month of January.
#MDAA2132242

ANNAPOLIS

165 KING GEORGE STREET

4 Beds

3 Baths

2,649 Sq.Ft.

$1,375,000

MLS#: MDAA2132242

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.
#MDAA2135820

ANNAPOLIS

1707 RITCHIE HIGHWAY

5 Beds

4 Baths

4,796 Sq.Ft.

$1,325,000

MLS#: MDAA2135820

Amazing NEW CONSTRUCTION is now complete! Experience luxury living in this beautifully crafted new home, located in the amenity-rich waterfront community of Arundel on the Bay. Enjoy some partial water views and exceptional design throughout. This quality-built residence features wide-plank hardwood floors, gorgeous, detailed trim work throughout and a thoughtfully designed open-concept layout. The gourmet kitchen boasts contemporary quartz countertops, GE Café appliances including a gas range, microwave drawer, stainless farm sink, center island,and stylish brushed bronze fixtures and lighting! A dedicated office on the main level provides the perfect work-from-home space or 4th bedroom area! The spacious owner's suite offers vaulted ceilings, a custom walk-in closet, and a spa-inspired bath. An additional ensuite bedroom provides comfort and privacy for guests or family. Main garage level has the opportunity for ANOTHER full bath (has rough in) and either another bedroom or large recreational room! Gorgeous TimberTech Decking w/contemporary rails runs entire length of home! Fall in love with everything Arundel on the Bay has to offer! Be sure to see the beach, pier (end of Newport Rd.), boat ramp, canoe racks, and playground area that are just a few blocks down the road! Custom builder C.A.Desimone
#MDAA2117330

ANNAPOLIS

3506 ROCKWAY AVENUE

4 Beds

3 Baths

2,875 Sq.Ft.

$1,299,000

MLS#: MDAA2117330

Hard Hat Tours are now available by appointment! Early buyers have the opportunity to customize their home's finish colors and materials. Don't wait! Construction is moving along and the builder will make selections for any unreserved homes. This listing is for an interior home on Lot 6. Sturbridge Homes is offering a generous pre-construction incentive package for early buyers. Submit your deposit now to lock in current pricing and have the ability to customize your home! Sales Center appointments are available now. Welcome to Towne Row - A community of 18 Luxury Townhomes in the Annapolis Town Center Corridor. A Towne Row home is superior in every way. The craftsmanship and expansive spaces are apparent immediately. Notice the contemporary exterior, rooftop terrace for entertaining and stargazing, and two-car garage. Savor the spacious kitchen and luxurious owner's suite, privately situated on its own level, and the high-end materials and fixtures throughout. Live graciously and vertically on four generous levels, whisked up and down by your private elevator. This is Towne Row, your haven, your showplace, your new home. It's like none other in Annapolis. Features include: 3,100 Square Feet of Living Space, 3 Bedrooms + Den, 3 Full Baths, 2 Half Baths, Expansive Gourmet Kitchen With Walk-out Deck, Private Elevator, Elegant, Spacious Owner's Suite on Its Own Level, Quartz Countertops Throughout, Four Levels of Finished Living Space, Rooftop Deck With Space for Hot Tub, Two-car Garage, Energy Star & LEED Gold Certified Location, location, location. Living at Towne Row puts you in the heart of the bustling Annapolis Town Center corridor. You have instant access to an array of upscale and casual restaurants, boutiques and shops, favorite grocery stores, sophisticated fashion and home goods retailers, fitness clubs, movie theaters, and essential services. Plus, you'll be minutes from the Annapolis historic district, endless waterways, nearby marinas, and a short drive to Baltimore and Washington, D.C. It's luxury living and convenience beyond compare. Lot dimensions, floor plans, and square footage figures are approximate. Architectural renderings are samples only and may not reflect the exact product. Sellew Rd. has not been built and may not appear on some mapping apps. Map to 2555 Riva Rd. for the approximate location.
#MDAA2135966

ANNAPOLIS

108 SELLEW ROAD

3 Beds

3 Baths

3,100 Sq.Ft.

$1,295,000

MLS#: MDAA2135966

Tucked within the sought-after gated waterfront community of Epping Forest, this charming Craftsman-style home pairs a serene, elevated setting with exceptional water access at the mouth of Clements Creek and the Severn River. The private sandy beach and deep-water pier with 12,000-lb boat lift create an ideal launching point for boating, paddleboarding, and exploring Annapolis waterways while embracing the quintessential Annapolitan lifestyle. Situated on a peaceful 0.39-acre homesite surrounded by trees, woods, and water views, the beautifully renovated residence offers over 2,800 square feet across three finished levels with 4 bedrooms and 4 full baths. A welcoming stone stairway and thoughtfully designed landscaping lead to an interior filled with natural light, open living spaces, and timeless craftsmanship. The kitchen, dining area, and living room with fireplace flow seamlessly to a screened porch and deck—perfect for alfresco dining and relaxing among the treetops. The main level features a spacious bedroom with sitting area and hall bath, ideal for convenient single-level living. Upstairs, a dramatic landing with soaring ceilings and private balcony connects two ensuite bedrooms, including the primary suite showcasing treetop views and glimpses of the water, complemented by dual vanities and a custom tiled walk-in shower. The walk-out lower level expands the home’s versatility with a family room with fireplace, additional bedroom, full bath, home office or flex space, generous storage, and private patio—providing comfortable accommodations for guests and everyday living alike. Exclusive Epping Forest Gated Community offers fabulous amenities including the clubhouse with waterside bar and grill, deep-water marina, sandy beach, boat ramp, tennis courts, hiking paths plus year-round activities including: July 4th fireworks, Labor and Memorial Day festivities, oyster roast and summer camps. There's so much fun to be had in Epping Forest, great social clubs include the boat club, volleyball leagues, swim team and garden club. Come and enjoy all that Epping has to offer! Conveniently located to access Downtown Annapolis, head over the Bay Bridge to the Eastern shore or jump on Rt. 50 to get back to Washington, D.C. Annapolis living at its best! Epping Forest is a Special Tax District, ($1964.86/yr.) with binding Rules & Regulations. Welcome Home!
#MDAA2136590

ANNAPOLIS

357 OVERLOOK TRAIL

4 Beds

4 Baths

2,836 Sq.Ft.

$1,265,000

MLS#: MDAA2136590

New on site 1 day ago
Welcome to 13 German Street, a hidden gem perfectly positioned in sought-after Murray Hill where you can walk to everything in town while still feeling distinctly residential and refined. From front-row access to the St. Patty's Day Parade to summer evenings at Dinner Under the Stars on West Street, this fully renovated three-level bungalow places you at the center of it all. City Dock, the Arts District, the Annapolis Yacht Club, the Naval Academy, beloved restaurants, local boutiques, Spa Creek, and the water taxi to Eastport are all just moments from your front door. Inside, the home blends historic character with sophisticated modern living. Sunlight pours through every level, highlighting hardwood floors, high ceilings, custom trim, and thoughtful architectural details throughout. The chef's kitchen anchors the main living space with an oversized island, stainless steel appliances, custom backsplash, and a wonderful flow designed for gathering. The flexible floor plan offers a main-level bedroom and full bath, ideal for guests or one-level living. Upstairs, the owner's suite feels like a private retreat, complete with a spacious spa-inspired bath. Two additional bedrooms and another beautifully updated bath complete the second level, while the third floor offers bonus space or a fifth bedroom - perfect for a home office, studio, or quiet getaway. The unfinished basement is ideal for storage and has direct egress to the backyard. Outdoor living is equally exceptional. A gracious front porch invites slow mornings and evening conversations, while the expansive rear deck overlooks a rare, fully fenced backyard - large enough for a pool, detached garage, or future expansion. Off-street parking for four or more vehicles is an uncommon and valuable luxury downtown. With three full baths, second-floor laundry. two-zone HVAC with gas heat, updated systems, a sprinkler system, and abundant storage, this home offers true turnkey ease. In one of Annapolis' most coveted neighborhoods, this is downtown living without compromise - elevated, effortless, and ready to be enjoyed. Open House Sunday March 1, 12-2
#MDAA2137542

ANNAPOLIS

13 GERMAN STREET

5 Beds

3 Baths

2,590 Sq.Ft.

$1,260,000

MLS#: MDAA2137542

Hard Hat Tours are now available by appointment! Early buyers have the opportunity to customize their home's finish colors and materials. Don't wait! Construction is moving along and the builder will make selections for any unreserved homes. This listing is for an interior home on Lot 16. Sturbridge Homes is offering a generous pre-construction incentive package for early buyers. Submit your deposit now to lock in current pricing and have the ability to customize your home! Sales Center appointments are available now. Welcome to Towne Row - A community of 18 Luxury Townhomes in the Annapolis Town Center Corridor. A Towne Row home is superior in every way. The craftsmanship and expansive spaces are apparent immediately. Notice the contemporary exterior, rooftop terrace for entertaining and stargazing, and two-car garage. Savor the spacious kitchen and luxurious owner's suite, privately situated on its own level, and the high-end materials and fixtures throughout. Live graciously and vertically on four generous levels, whisked up and down by your private elevator. This is Towne Row, your haven, your showplace, your new home. It's like none other in Annapolis. Features include: 3,100 Square Feet of Living Space, 3 Bedrooms + Den, 3 Full Baths, 2 Half Baths, Expansive Gourmet Kitchen With Walk-out Deck, Private Elevator, Elegant, Spacious Owner's Suite on Its Own Level, Quartz Countertops Throughout, Four Levels of Finished Living Space, Rooftop Deck With Space for Hot Tub, Two-car Garage, Energy Star & LEED Gold Certified Location, location, location. Living at Towne Row puts you in the heart of the bustling Annapolis Town Center corridor. You have instant access to an array of upscale and casual restaurants, boutiques and shops, favorite grocery stores, sophisticated fashion and home goods retailers, fitness clubs, movie theaters, and essential services. Plus, you'll be minutes from the Annapolis historic district, endless waterways, nearby marinas, and a short drive to Baltimore and Washington, D.C. It's luxury living and convenience beyond compare. Lot dimensions, floor plans, and square footage figures are approximate. Architectural renderings are samples only and may not reflect the exact product. Sellew Rd. has not been built and may not appear on some mapping apps. Map to 2555 Riva Rd. for the approximate location.
#MDAA2135970

ANNAPOLIS

109 SELLEW ROAD

3 Beds

3 Baths

3,100 Sq.Ft.

$1,250,000

MLS#: MDAA2135970

None
#MDAA2135466

ANNAPOLIS

1727 BROADLEE TRAIL

5 Beds

3 Baths

3,782 Sq.Ft.

$1,200,000

MLS#: MDAA2135466

New on site 1 day ago
Striking modern craftsman located in Eastport! This beautifully constructed home boasts 3 levels of living space including the finished basement with great room, bonus room and full bath. The inviting front porch with balcony above welcomes you as you step onto the property. The high ceilings, plethora of windows for natural light and wide open floor plan set the tone for this wonderful home. The main level features a thoughtful layout and elegant details including a formal living room and dining room which flows to the stunning 2 story Family room with coffered ceiling. The adjacent breakfast nook and gourmet kitchen boasts a massive island; perfect for entertaining. The sunroom off the kitchen is an ideal location to relax or entertain and offers a smooth transition to access the outdoor patio; perfect for alfresco dining. Head upstairs to enjoy the spacious Primary bedroom ensuite with coved ceiling, walk-in closet and luxurious spa-like bathroom. 3 additional bedrooms on this level, one with a spacious balcony overlooking the front yard, provides plenty of space for family and friends. The quaint community of Green Acres provides a community waterfront common area to gather, swim, fish, launch a kayak or tie up a small vessel. The close proximity to downtown Eastport encourages you to stroll the artful and nautical streets to amenities like; five-star restaurants, pubs and shopping. Not to mention you are merely steps away from downtown Annapolis and Naval Academy by either walking across the Spa Creek drawbridge or motoring in the water taxi. From this location, you are also close to some of the Bay's best cruising and fishing areas. Attractive destinations such as Baltimore's Inner Harbor, St. Michael's, Oxford, and Solomon's Island are only a short cruise away. Annapolis offers the perfect balance of small-town charm and big world sophistication. Located just 5 miles to Rt. 50 and 97 which provides direct access to Baltimore, BWI, Ft.Meade/NSA and Washington, DC. Welcome Home!
#MDAA2136882

ANNAPOLIS

819 JANICE DRIVE

4 Beds

3 Baths

4,043 Sq.Ft.

$1,195,000

MLS#: MDAA2136882

Welcome to this beautifully appointed designer townhome in the heart of Annapolis in the Uptown at Murray Hill community, where timeless charm meets modern comfort. A classic brick façade and covered front porch overlook a charming city garden, creating a warm and inviting first impression. Inside, the home is professionally decorated with elegant Pottery Barn furnishings and thoughtfully curated finishes throughout. The entry level features a private bedroom with French doors—ideal for guests, a home office, or flex space—along with a convenient powder room. Upstairs, the main living level showcases rich hardwood flooring and an open, light-filled layout perfect for everyday living and entertaining. The bright kitchen is a true centerpiece, complete with granite countertops, stainless steel appliances, a pantry, and a breakfast counter with seating beneath stylish pendant lighting. A sliding glass door opens to the deck, extending your living space outdoors. The kitchen flows seamlessly into the dining area highlighted by a designer chandelier, and onward to the inviting living room with a cozy gas fireplace. The primary suite offers a peaceful retreat with luxury vinyl plank flooring, a spacious California-style walk-in closet, and a beautifully appointed ensuite bath featuring dual vanities, generous counter and cabinet space, and a glass-enclosed step-in shower with built-in bench. A large guest bedroom and a hall bath with tub/shower provide comfortable accommodations for family or visitors. The top floor adds exceptional versatility with a game room and lounge area, complete with a wet/dry bar, powder room, and direct access to a private deck—perfect for entertaining or relaxing evenings at home. Additional highlights include a garage and off-street parking. Ideally located with easy access to Rt. 50, Navy–Marine Corps Memorial Stadium, the United States Naval Academy, the Severn River, and all the shops, dining, and waterfront charm of Annapolis, this exceptional home offers the very best of Annapolis living.
#MDAA2136426

ANNAPOLIS

219 WEST STREET

3 Beds

2 Baths

2,080 Sq.Ft.

$1,150,000

MLS#: MDAA2136426

Welcome to this lovely, affordable waterfront ranch home and boat house at water's edge in the highly sought-after community of Bon Haven, sited on over one acre of tranquil land along the scenic South River. Zone R2 with possible subdivision (check w/county). Thoughtfully renovated and featuring a newly constructed private pier with swimming deck ready for your boat or jet skis! This property offers an outstanding lifestyle for boating enthusiasts and nature lovers alike. Upon arrival, you are welcomed by an expansive front lawn, a generous driveway leading to this beautiful brick home and charming front porch. Inside, beautifully refinished hardwood floors flow throughout the main living areas, creating warmth and continuity. The living room/formal dining showcases a wood-burning fireplace with a custom marble mantel and large picture windows that flood the space with natural light. The oversized family room offers an additional wood-burning fireplace with a custom wood mantel and provides direct access to the fenced rear yard, waterfront views, and private pier. This inviting space also connects seamlessly to the attached two-car garage. The renovated eat-in kitchen is both stylish and functional, featuring custom cabinetry, granite countertops, new luxury vinyl plank flooring, and newly installed Roman shades that enhance the abundance of natural light. Down the hall, the private primary suite includes an en-suite bathroom and walk-in closet. Two additional generously sized bedrooms and a spacious newly updated hall bathroom provide ample accommodations for family and guests. The lower level offers a large 4th bedroom, office, gym or playroom and unfinished space with laundry and abundant storage space, ready to be customized to suit your needs and imagination. Recent updates include a remodeled kitchen, new HVAC system, water heater, and water softening system, privacy fencing, fresh paint, updated flooring, and a newly built private pier. The property also includes a charming chalet/boat house used by the Sellers for crab feasts and overnight guests. Enjoy a wide range of water activities on the South River, including power boating, kayaking, canoeing, sailing, waterskiing, swimming, fishing and crabbing! This remarkable property offers the perfect opportunity to experience the beauty of waterfront living throughout all four seasons. Schedule your private tour today and discover everything this exceptional home has to offer.
#MDAA2134402

ANNAPOLIS

2762 BON HAVEN LANE

4 Beds

2 Baths

1,809 Sq.Ft.

$1,150,000

MLS#: MDAA2134402

*** A must-see opportunity in the desirable Eastport Peninsula! This unique property features two attached dwellings in one, offering exceptional flexibility and income potential. The original dwelling, once a charming church, has been thoughtfully converted into a 2-bedroom, 1.5-bath home with an open-concept main level full of character and charm. The second dwelling, located at the rear, is a cozy cottage complete with 1 bedroom, loft, and kitchen —perfect for rental income, guests, or extended family. A truly special property with endless possibilities—don’t miss it!
#MDAA2131796

ANNAPOLIS

200 CHESAPEAKE AVENUE

2 Beds

1 Baths

2,942 Sq.Ft.

$1,099,000

MLS#: MDAA2131796

Spacious and elegant, this 4-bedroom, 4.5-bath home offers approximately 4,400 sq. ft., with the option to expand to 5,300 sq. ft. with a fourth level. The gourmet kitchen features double wall ovens (upper with air-fry), a 36" gas cooktop, and choice of cabinetry or stainless steel hood. Enjoy a sunroom, cozy fireplace, 9-foot ceilings on all levels, and a finished basement with full bath. Energy-efficient upgrades include a tankless water heater and two-zone HVAC. Private setting near Quiet Waters Park. Fully furnished model available. Estimated move-in July/August.
#MDAA2134880

ANNAPOLIS

113 STILLY WAY

4 Beds

4 Baths

4,700 Sq.Ft.

$1,079,990

MLS#: MDAA2134880

For limited time, Sellers will pay $20,000 towards closing costs. English Tudor featuring a stone front patio, covered front porch for nature lovers and bird watchers. Driveway paved and widened in 2021, extensive gardens and plantings. House surrounded by mature trees for tons of shade and privacy. Rear deck is 45 ft by 16 ft and built to hold a large hot tub. Constructed in 2016 for entertaining large gatherings. Backing to community open space the rear lawn has level play areas and room for a pool. Drywell was replaced and expanded in 2016. Two Zone HVAC systems were replaced with high efficiency systems in 2021 and 2022. Three of the four full baths were renovated in 2021. Twenty six exterior trim boards were replaced in October of 2024. Over 4000 square feet of living space plus an oversized garage 24x25 with a floored attic space above for expansion or storage. Spacious kitchen with two Andersen French sliders to rear deck, solid cherry cabinets, quartz island with smooth cooktop and built-in exhaust fan, stainless steel appliances. The great room has high cathedral ceilings, wood beams and wide plank redwood siding, floor to ceiling brick fireplace and Andersen French slider to rear deck. First floor guest room features wood flooring and access to full bath and walk-in shower. Laundry room with generous built-in shelving. Upstairs features high-end neutral carpet, 3 bedrooms, 2 full baths and generous closet space. Finished Lower Level has clubroom, full bath with walk-in shower, office/5th bedroom potential (needs larger window for egress) large storage room with built-in shelving. The community has water privileges with fishing pier and canoe storage and sidewalks for dog walking or strolling the neighborhood. Convenient location for commuting to Baltimore or D.C. and 20 minutes to BWI Airport. Five miles to Downtown Annapolis for great shopping, restaurants, Naval Academy and Historic District..
#MDAA2117832

ANNAPOLIS

553 CHOPTANK COVE COURT

5 Beds

4 Baths

3,759 Sq.Ft.

$1,056,000

MLS#: MDAA2117832

To be built! Two outstanding plans ready for new owner to make their choice and selections! Builder is ready to go! Plans and permits in hand and building can start right away! Extraordinary opportunity to tailor a home to fit your lifestyle and needs. Excellent open floor plans. Great flexible spaces with floor plans to meet your needs. Options include a main level primary suite, larger 2nd floor primary or extra baths. Construction to perm loans are easier and better than you think. A truly rare chance to build a home with water views in the exclusive water-privileged neighborhood of Beacon Hill. Construction to perm loans are easier and better than you think and can be adapted to fit your financial situation. Contact the listing agent for details. Beacon Hill was originally a community of only forty houses, with twenty lots directly on the Bay and the other twenty with water views. 1546 Shipsview is undoubtedly the best of the ‘ water view’ lots. Directly across the street from 1546 is one of the community's two public water access points. It is the perfect spot to wade into the Bay or sit with a morning coffee and watch the sunrise. 1546 is a rare gem in a highly sought-after community. DO NOT DELAY, or you will miss the opportunity to build in this very special neighborhood. Easy access/commuter routes to the Chesapeake Bay Bridge, the Eastern Shore , Washington and Baltimore.
#MDAA2136356

ANNAPOLIS

1546 SHIPSVIEW ROAD

4 Beds

3 Baths

2,449 Sq.Ft.

$1,019,000

MLS#: MDAA2136356

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