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ANNE ARUNDEL COUNTY

One of the most popular communities provided by Charis Realty Group

ANNE ARUNDEL COUNTY

About ANNE ARUNDEL COUNTY

Discover Anne Arundel County, MD Real Estate

Welcome to Anne Arundel County, Maryland — The Land of Pleasant Living and the Sailing Capital of the World!

Stretching along the western shores of the Chesapeake Bay, Anne Arundel County is where historic colonial roots meet a modern, waterfront lifestyle. From the brick-lined streets of the state capital, Annapolis, to the suburban comfort of Severna Park and the economic energy of Fort Meade, Anne Arundel County offers an unparalleled quality of life. Whether you’re a maritime enthusiast, a commuter, or a history buff, "AA County" provides a scenic and sophisticated place to call home. 

Why Choose Anne Arundel County, MD for Your Next Home?

Anne Arundel County is defined by its 533 miles of shoreline. It is a community where you can keep your boat in the backyard, commute to D.C. or Baltimore within 30 minutes, and enjoy some of the best seafood in the country. With a diverse economy anchored by the state government and the tech/defense sector, it remains one of the most stable and vibrant real estate markets in the Mid-Atlantic.

Top Features of Anne Arundel County Real Estate

  • Waterfront Living: A vast selection of properties ranging from luxury Bay-front estates to cozy river cottages. 
  • Historic Charm: Meticulously preserved 18th-century homes in the heart of Historic Annapolis. 
  • Modern Suburban Hubs: Planned communities with top-tier amenities in Crofton, Odenton, and Gambrills.
  • Diverse Topography: Choose from the bustling energy of the Arundel Mills district or the quiet, wooded seclusion of the Broadneck Peninsula.

Benefits of Living in Anne Arundel County

1. The Sailing Capital & Maritime Heritage

Home to the United States Naval Academy and the world-famous Annapolis Sailboat Shows, life here revolves around the water. Residents enjoy a year-round calendar of regattas, Wednesday night races, and sunset cruises on the Severn and Magothy Rivers. 

2. A Top-Tier Public School System

The Anne Arundel County Public School (AACPS) system is recognized for its academic excellence. Communities like Severna Park, Arnold, and Crofton are home to some of the highest-rated high schools in Maryland, making the county a premier destination for families prioritizing education. 

3. Outdoor Recreation & The Bay Lifestyle

Nature is your playground in AA County:

  • Sandy Point State Park: Breathtaking views of the Bay Bridge and miles of beaches. 
  • B&A Trail: A 13-mile paved rail-trail perfect for cyclists and joggers connecting Arnold to Glen Burnie.
  • Quiet Waters Park: 340 acres of trails, dog beaches, and an ice rink in the winter. 

4. A Dynamic Economy & Strategic Location

Strategically located between Baltimore and Washington, D.C., the county is an economic powerhouse: 

  • Fort George G. Meade & NSA: The nation's hub for cyber-intelligence and a major employer. 
  • BWI Thurgood Marshall Airport: Providing easy global travel for residents and businesses. 
  • State Capital: The center of Maryland politics and government. 

5. Vibrant Dining & Shopping

From the upscale boutiques of Main Street Annapolis to the massive entertainment complex at Arundel Mills, the options are endless:

  • Live! Casino & Hotel: World-class gaming and entertainment.
  • The Iron Rooster: For famous homemade pop-tarts and local comfort food.
  • Dock Street Dining: Enjoy fresh Chesapeake Bay blue crabs while watching the boats at City Dock.

Explore Available Properties

Anne Arundel County real estate offers a lifestyle for every taste:

  • Luxury Waterfront Estates with private piers and deep-water slips. 
  • Stately Colonial Homes in family-friendly, amenity-rich subdivisions.
  • Modern Condos & Lofts in transit-oriented developments near the MARC train.
  • Quaint Historic Rowhouses in the state's most walkable neighborhoods.

Invest in Anne Arundel County, MD Real Estate Today

With a $64 billion economy and a reputation as a premier destination for both work and play, Anne Arundel County is more than just a home—it's a lifestyle investment that consistently yields high value and even higher happiness.

Ready to find your home by the Bay? Contact a local expert on the Charis Realty Group team for personalized guidance and the latest market insights! 

One of the most popular communities provided by Charis Realty Group
1,330
# of Listings
3
Avg # of Bedrooms
$375
Avg. $ / Sq.Ft.
$793,603
Med. List Price

Browse ANNE ARUNDEL COUNTY Real Estate Listings

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1330 Properties Found. Page 4 of 89.

READY TO BUILD NOW!! Introducing an exceptional opportunity to build your dream home with a local custom home builder on a rare 2.19-acre homesite in the highly sought-after water-privileged community of Winchester on the Severn—a neighborhood where everyday living feels like a vacation. This thoughtfully designed custom home will offer over 6,700 square feet of finished living space, featuring 6 bedrooms, 6 full baths, and 1 half bath, along with a 3-car garage, blending timeless craftsmanship with modern luxury and functionality. The main level is designed with both comfort and entertainment in mind, showcasing an open-concept floor plan anchored by a gourmet kitchen featuring high-end appliances, an expansive workspace, and seamless flow into gathering spaces. A beautifully appointed butler’s pantry includes a built-in ice maker and is complemented by a walk-in pantry, demonstrating the careful attention to detail found throughout the home. A rare main-level bedroom with en suite bath, along with a dedicated private office, provides exceptional flexibility for guests, multi-generational living, or work-from-home convenience. Upstairs, you’ll find four generously sized bedrooms, each offering its own walk-in closet and own en suite bathroom —a rare and highly desirable feature. The primary suite serves as a luxurious retreat, complete with separate his-and-hers walk-in closets and a spa-inspired bathroom featuring a soaking tub and oversized walk-in shower. The finished lower level is designed for entertainment and relaxation, featuring a spacious recreation room, a dedicated theater room, and an optional bar area with its own pantry and possible wine storage room. An additional en suite bedroom on this level makes the space ideal for extended guests, in-laws, or a live-in nanny. Set on an exceptionally rare 2.19-acre homesite, the property offers endless possibilities for outdoor living, including space approved for a future pool, pickleball court, or custom outdoor entertainment retreat of your choice —creating the ultimate private backyard oasis. Life in Winchester on the Severn offers an unmatched lifestyle. Simply hop on your golf cart and head to one of the finest community beaches on the Severn River, where residents enjoy a playground, pavilion, sandy beach, swimming pier, kayak and paddleboard storage and launch, boat ramp, and breathtaking sunsets over the water. This is an extremely rare opportunity to create a custom residence in one of the area’s most desirable water-privileged communities—where luxury, space, and lifestyle come together seamlessly.
#MDAA2142274

ANNAPOLIS

1603 WINCHESTER ROAD

6 Beds

6 Baths

6,709 Sq.Ft.

$2,500,000

MLS#: MDAA2142274

Welcome to this charming Cape Cod waterfront home in the heart of Linstead on the Severn, where classic coastal character meets bright, open living. Thoughtfully renovated in 2016, the home showcases custom finishes and inviting spaces designed to flow seamlessly from room to room, all framed by peaceful water views that define relaxed waterfront living. The main level welcomes you with a cozy seating area and fireplace, leading into an open living and dining space featuring vaulted ceilings, beautiful hardwood floors, and walls of windows that capture sweeping views of Yantz Creek. The chef’s kitchen is both stunning and functional, offering custom cabinetry, a striking backsplash, quartz countertops with a large island, a La Cornue gas range, and a sun-filled breakfast nook. Upstairs, you’ll find three bedrooms and two full bathrooms, including a luxurious primary suite with a marble double vanity, soaking tub, glass-enclosed shower, and walk-in closet. A fourth bedroom or office on the main level, with an adjacent full bath, provides flexible living options. The finished lower level adds a recreation room with a third fireplace, full bath, and laundry room, plus access to the two-car garage with EV charging. Step outside from this level to the covered walk-out patio for effortless indoor-outdoor living. Waterfront features include a private pier with approximately 5' MLW, a 20,000-lb boat lift, and jet ski lift, and boathouse with rooftop deck ideal for entertaining and boating enthusiasts. Enjoy Linstead’s sought-after community amenities, including private beaches, pier, pavilion, playground, and year-round events, all within the Severna Park school district and convenient to major commuter routes. This is a rare opportunity to experience waterfront living at its finest—schedule your private tour today!
#MDAA2135386

SEVERNA PARK

143 BOONE TRAIL

4 Beds

4 Baths

3,056 Sq.Ft.

$2,500,000

MLS#: MDAA2135386

Welcome to a rare waterfront retreat tucked away in a secluded, wooded cove in the highly sought-after Linstead community, in the heart of Severna Park. Perfectly blending timeless coastal elegance with modern luxury, this exceptional residence offers breathtaking water views from nearly every room and an unparalleled lifestyle on the Severn River. Originally renovated in 2014 and thoughtfully expanded and enhanced in 2017, the home was designed to maximize comfort and connection to the surrounding waterfront. From the moment you step through the front door, you are greeted by sweeping panoramic views of the water, creating an immediate sense of tranquility and escape. The entry landing opens to an expansive, light-filled living room with walls of windows and access to a private waterfront deck—an ideal setting for morning coffee or evening sunsets. Adjacent to the living area, the gourmet white kitchen seamlessly flows into the sun-drenched dining room, a stunning owner-designed addition that beautifully combines style, functionality, and captivating views. Also on this level is one of the home’s three bedrooms, complete with an en-suite bath, generous closet space, and convenient access to the laundry area. Just a few steps above, the second level features an inviting waterfront sitting area with a balcony overlooking the cove, echoing the dramatic scale and openness of the living room below. The luxurious primary suite serves as a private sanctuary, offering its own waterfront deck, walk-in closet, and spa-inspired en-suite bath. An additional spacious bedroom and beautifully appointed full bath complete this level. The top-floor expansion introduces two versatile bonus rooms—one showcasing stunning water views and the other featuring a private balcony retreat. A stylish half bath completes the space, making it ideal for a home office, artist’s studio, fitness area, or guest accommodations. Outdoor living is equally impressive. Beneath the main level, a covered waterfront patio creates the perfect backdrop for al fresco dining and entertaining, with ample overflow space for larger gatherings. A reimagined storage area offers endless possibilities for a home gym, recreation room, or custom entertainment space. From every level of the home and patio, the landscape gently cascades toward the shoreline, framing serene water views at every turn. In 2024, the owners completed extensive shoreline and structural improvements, including the installation of state-of-the-art sediment control fabric, new seeding for erosion management, and a foundation anchoring system designed to preserve the integrity and beauty of this remarkable waterfront setting for years to come. Completing the property’s exceptional amenities are direct water access for swimming and kayaking, an outdoor shower, a 100-foot pier, and a powered vertical boat lift—offering effortless enjoyment of the Chesapeake lifestyle. Located in the prestigious Linstead neighborhood, this extraordinary home provides convenient access to the Severn River, top-rated Severna Park schools, and the very best of waterfront living. Whether enjoying sunrise coffee from your private balcony or unwinding with sunset views across the cove, this residence offers a rare opportunity to experience luxury waterfront living at its finest. A truly exceptional offering—schedule your private tour today.
#MDAA2118522

SEVERNA PARK

141 BOONE TRAIL

4 Beds

3 Baths

4,305 Sq.Ft.

$2,490,000

MLS#: MDAA2118522

Rare offering: 40 expansive acres accompanied by a separate 5-acre lot with passing 1997 perc test on file (county approval required;buyers to verify).Whether you envision a hobby farm, multi-generational retreat, or a private escape to roam freely, this property blends lifestyle, luxury, and potential. Discover a rare 40+ acre retreat just minutes from downtown Annapolis, offering unmatched privacy, charm, and versatility. Tucked away on a quiet, no-through road, this property is a true sanctuary with rolling pastures, ATV trails, mature trees, and multiple outbuildings—including a barn and former horse corral. This modern farmhouse has been thoughtfully upgraded renovations, including improvements to the roof, barn, electrical system, plumbing, fresh paint, new flooring, and updated bathrooms, making it move-in ready while preserving its storybook charm. Inside, six bedrooms and six bathrooms provide ample space. The main level features a welcoming kitchen with new quartz countertops flowing into a cozy family room with exposed beams and a fireplace. Entertain in the spacious dining room, or step into the sun-drenched office/parlor overlooking magnolia trees. The main floor also includes three bedrooms, highlighted by a luxurious primary suite with ensuite bath, private entrance, and panoramic pasture views. Upstairs, three additional bedrooms include one with a private bath and two connected by a charming secret passageway, with a nearby full renovated bath. The lower level offers a large recreation/tack room, workshop, additional half bathroom, and direct access to the three-car garage. Outside, tiered gardens, trails, and multiple activity areas—including a pool, golf practice area, and a secluded campsite with a fire pit—offer endless options for recreation and relaxation. The property invites outdoor adventure, with ATV trails, scenic hiking paths, and natural areas ideal for foraging and plant identification. Conveniently located near golf courses, dining, shopping, and boating, this is more than a home—it’s a rare opportunity to enjoy a turnkey property with room to grow. Sale includes the 5-acre parcel known as 1118 Gumbottom Rd.(a previous perc was done in 1997).*Per the county, buyers must verify independently. Agents please see remarks.
#MDAA2139966

CROWNSVILLE

1116 GUMBOTTOM ROAD

6 Beds

4 Baths

5,647 Sq.Ft.

$2,400,000

MLS#: MDAA2139966

Rare offering: 40 expansive acres accompanied by a separate 5-acre lot with passing 1997 perc test on file (county approval required;buyers to verify).The Sale includes this 5-acre parcel known as 1118 Gumbottom Rd. (Had a perc 1997) and 1116 Gumbottom which has 39.96 acres and a renovated 6 BR home. Whether you envision a hobby farm, multi-generational retreat, or a private nature escape to roam freely, this property blends lifestyle, luxury, and potential. Discover a rare 45 acre retreat just minutes from downtown Annapolis, offering unmatched privacy, charm, and versatility. Tucked away on a quiet, no-through road, this property is a true sanctuary with rolling pastures, ATV trails, mature trees, and multiple outbuildings—including a barn and former horse corral. This modern farmhouse has been thoughtfully upgraded renovations, including improvements to the roof, barn, electrical system, plumbing, fresh paint, new flooring, and updated bathrooms, making it move-in ready while preserving its storybook charm. Inside, six bedrooms and six bathrooms provide ample space. The main level features a welcoming kitchen with new quartz countertops flowing into a cozy family room with exposed beams and a fireplace. Entertain in the spacious dining room, or step into the sun-drenched office/parlor overlooking magnolia trees. The main floor also includes three bedrooms, highlighted by a luxurious primary suite with ensuite bath, private entrance, and panoramic pasture views. Upstairs, three additional bedrooms include one with a private bath and two connected by a charming secret passageway, with a nearby full renovated bath. The lower level offers a large recreation/tack room, workshop, additional half bathroom, and direct access to the three-car garage. Outside, tiered gardens, trails, and multiple activity areas—including a pool, golf practice area, and a secluded campsite with a fire pit—offer endless options for recreation and relaxation. The property invites outdoor adventure, with ATV trails, scenic hiking paths, and natural areas ideal for foraging and plant identification. Conveniently located near golf courses, dining, shopping, and boating, this is more than a home—it’s a rare opportunity to enjoy a turnkey property with room to grow. Sale includes this 5-acre parcel known as 1118 Gumbottom Rd. 1116 Gumbottom has 39.96 acres.
#MDAA2141614

CROWNSVILLE

1118 GUMBOTTOM ROAD

None Beds

None Baths

5.25 acres

$2,400,000

MLS#: MDAA2141614

BOAT TO DINNER IN ANNAPOLIS. WATCH THE SUN SET FROM YOUR PRIVATE PIER. WAKE TO SWEEPING SOUTH RIVER VIEWS. Tastefully renovated in 2022 and set on 1.18 private acres with 144' of protected shoreline, this exceptional waterfront retreat offers over 5,800 SF, 6 BRs, 6 BAs, soaring ceilings, a state-of-the-art kitchen, four-season sunroom, spectacular main suite, and room for generations of family and friends to gather. Private pier, no flood insurance required, and just minutes to Annapolis, Washington, D.C., and Baltimore. Simply put, opportunities to own over an acre on the South River with this amount of waterfront, square footage, privacy, and convenience do not come along every day. Reach out to Dave today to set up a time to tour the home & grounds in person.
#MDAA2144964

RIVA

575 LAUREL ROAD

6 Beds

5 Baths

5,821 Sq.Ft.

$2,395,000

MLS#: MDAA2144964

Experience the beauty of waterfront living at 245 Long Point Road on sought-after Little Round Bay. Perfectly positioned across from St. Helena Island, this stunning home offers breathtaking water views and effortless indoor-outdoor living. Inside, the open floor plan is designed to capture the views, featuring a dramatic family room with cathedral ceilings, a cozy gas fireplace, and an exceptional kitchen equipped with premium appliances and generous space for gathering and entertaining. A loft overlooking the main living area provides the perfect setting for a home office or study. The spacious primary suite is a private retreat with two walk-in closets and a dedicated vanity room, while two additional bedrooms and 3½ baths offer comfort for family and guests. The lower level provides ideal space for a theater or recreation room, adding flexibility to the home’s thoughtful layout. Step outside to a Trex composite waterside patio with stairs leading to the private pier. Boating enthusiasts will love the boat lift, two jet ski lifts, and water and electric. Above the boat lift is a party deck - an incredibly rare waterfront feature that can no longer be permitted today - making this an exceptional and highly coveted amenity for entertaining and enjoying views of Little Round Bay! A multi-purpose shed with electricity offers great potential as a storage space, workshop, or waterfront bar for entertaining. With incredible views, exceptional waterfront amenities, and a peaceful setting on Little Round Bay, this home offers the very best of the Chesapeake Bay lifestyle.
#MDAA2139768

CROWNSVILLE

245 LONG POINT ROAD

3 Beds

3 Baths

3,743 Sq.Ft.

$2,350,000

MLS#: MDAA2139768

Stately waterfront residence on the Severn River offering breathtaking views and exceptional outdoor living. Enjoy a coveted private boathouse, waterfront pool, and quick access to the Chesapeake Bay, perfect for boating enthusiasts and those seeking a true waterfront lifestyle. Located in the desirable West Severna Park community, this special property features 4 bedrooms and 3.5 baths, along with beautifully refinished hardwood floors throughout the first and second levels. The kitchen is equipped with natural gas cooking, a center island, and a cozy fireplace, creating an inviting space for everyday living and entertaining. Spacious bedrooms include a primary suite with private en suite bath. Outdoor spaces are designed to maximize the stunning setting, with expansive water views and ample room to relax or entertain along the shoreline. Community amenities include a beach, playground, and basketball court. Conveniently located near shopping, dining, and major commuter routes.
#MDAA2142152

SEVERNA PARK

508 ASHBERRY LANE

4 Beds

3 Baths

3,650 Sq.Ft.

$2,349,999

MLS#: MDAA2142152

Picturesque Craftsman-style waterfront cottage in Epping Forest! Mornings begin with coffee on the porch as the water glistens across Saltworks Creek and stretches out to the Severn River, while evenings are spent gathered by the firepit, watching boats drift by under painted skies. Welcome to effortless waterfront living in the private, gated community of Epping Forest where every day feels like a getaway and every detail is designed for ease. This completely renovated property offers the perfect balance of charm, comfort, and low-maintenance living, making it an ideal full-time residence or lock-and-go retreat. New owner’s thoughtfully completed the whole house renovation in the last year, with additional second floor Restoration Hardware full bath, creating beautiful 2nd upper level bedroom suite, updated kitchen and appliances, new first floor flooring, custom designed kitchen pantry and primary bedroom closet by Chesapeake Closets, raised lower level ceiling to 10’, fresh paint inside and out, all decks and staircase to water polyurethaned, significant landscaping and hardscaping of entire property with expanded driveway to 3-4 cars, new Ring security system and Leaf Gutter system, and more! Previous owner recent improvements in last 1 to 2 years include, new second floor dormer, covered balcony, windows and flooring, new primary bedroom full bath and lower level full bath with Restoration Hardware, new 1st floor gas fireplace and mantel, new roof, new pressure treated stairs to water, new deep water 50’ floating dock with water and power. The home is move-in ready and designed to maximize both lifestyle and convenience. Inside, tall ceilings and walls of windows invite natural light to pour in while framing the surrounding landscape and wide, open water views. The open floor plan creates an easy flow between the gourmet kitchen, dining area, and living room with fireplace, all seamlessly extending to the waterside covered porch, an inviting space for al fresco dining, morning breezes, or unwinding after a day on the water. Upstairs, two ensuite bedrooms provide private retreats, including a serene primary suite with its own balcony overlooking the water, perfect for capturing sunsets and summer breezes. The lower level offers additional flexibility with a family room, guest bedroom, and full bath, ensuring plenty of space for visiting family and friends. Outdoors, the boating lifestyle takes center stage. The recently built deep-water floating dock with a 50-foot slip, complemented by a dedicated mooring ball defensive, creates an exceptional setup for effortless days on the water with quick access to the Severn River, Annapolis Harbor, and the Chesapeake Bay beyond. Epping Forest enhances the experience with a vibrant, amenity-rich setting, offering a clubhouse with waterfront dining, deep-water marina, sandy beach, boat ramp, tennis courts, and scenic walking trails, along with a full calendar of social events and clubs. All just minutes from downtown Annapolis and convenient commuter routes, this is a rare opportunity to enjoy a truly turnkey waterfront lifestyle in one of the area’s most cherished communities. Epping Forest is a Special Tax District ($2,934.96/yr.) with binding Rules & Regulations. Welcome Home!
#MDAA2139878

ANNAPOLIS

327 RIVERVIEW TRAIL

3 Beds

3 Baths

1,831 Sq.Ft.

$2,349,000

MLS#: MDAA2139878

Welcome to an exceptional four level townhome in the coveted Village of Chesapeake Harbour in Annapolis, where every floor captures sweeping views of the Severn River and the iconic Chesapeake Bay Bridge. An elevator services all levels, offering both convenience and comfort while enhancing the ease of everyday living. Multiple balconies and decks invite you to step outside and take in sunrise over the water and evening lights shimmering across the Bay. The main level showcases a generously sized kitchen with crisp white cabinetry, abundant storage, and a spacious center work area that anchors the space beautifully. The combined living and dining room is positioned to highlight the breathtaking backdrop and features its own fireplace, adding warmth and ambiance to the dramatic waterfront setting. On the third level, the primary suite offers stunning water views, a private bath with a relaxing soaking tub, and a fireplace that creates a true retreat atmosphere. An additional bedroom with soaring ceiling and wonderful natural light, along with a hall bath featuring a tub shower combination, complete this level. The fourth floor provides exceptional flexibility as a third bedroom, guest retreat, or additional living space, all enhanced by balcony access and panoramic views. The lower level functions beautifully as a welcoming family room with a cozy fireplace, ideal for relaxed evenings at home. From here, step directly out to the community boardwalk and pier, making waterfront walks and time by the water part of everyday life. Residents enjoy beautifully maintained common grounds, a community center, pools, tennis courts, and water privileges that define the Chesapeake Harbour lifestyle.
#MDAA2131678

ANNAPOLIS

2215 CHESAPEAKE HARBOUR DRIVE E

3 Beds

3 Baths

3,086 Sq.Ft.

$2,300,000

MLS#: MDAA2131678

This exceptional Historic District home combines the charm of a classic Annapolis address with a substantial 2026 renovation in all the right places. A stunning new kitchen, custom wet bar, expanded pantry area, completely reimagined third floor, new full bath, and new HVAC system bring modern function and style to this timeless home. Water access is at the end of the block, Acton's Cove waterfront park is around the corner, and City Dock, Main Street, restaurants, shops, and the Naval Academy are all within easy walking distance. Easy parking on quiet Market Street. The new kitchen features custom cabinetry, Taj Mahal quartzite countertops, ceramic tile backsplash, unlacquered brass hardware, designer lighting, and a full suite of GE Monogram appliances. The expanded pantry area offers plenty of storage, a separate freezer, and ice maker, while the custom wet bar includes reeded glass cabinetry, brass detailing, a dedicated sink, and generous storage for entertaining. A full-width screened porch spans the front of the home, while 10-foot ceilings, original architectural details, and multiple gathering spaces create warmth and character throughout. The main level includes a paneled office, formal living and dining rooms, and a casual family room that opens to the eat-in kitchen and rear patio with gazebo. Seasonal water views can be enjoyed from several rooms. Upstairs, the primary suite offers winter water views, dual organized closets, and an updated bath. A 2nd bedroom with hall bath and laundry room are located on this level. The 3rd floor has been completely reimagined to create 3 additional rooms with built-in storage and a beautiful new full bath featuring classic finishes, custom millwork, and quartz countertops. A rare opportunity to enjoy the character of Historic Annapolis with the benefits of a major recent renovation, all tucked on a quiet street in the heart of the Historic District. Water access is just steps away, downtown Annapolis is an easy walk, and everyday convenience is rarely this effortless.
#MDAA2143042

ANNAPOLIS

83 MARKET STREET

5 Beds

4 Baths

3,178 Sq.Ft.

$2,295,000

MLS#: MDAA2143042

This custom-built home offers approximately 4,400 square feet of living space and unparalleled views of Chesapeake Bay from nearly every room. Designed for both comfort and entertainment, the home features a 1,000 square foot great room with vaulted ceilings and red oak floors. The spacious, open layout includes a chef’s kitchen with granite countertops, stainless steel appliances, and three dining islands, all seamlessly connecting to the dining area and family room, which are framed by sweeping bay views. The main-level primary suite overlooks the water and includes an ensuite bath with a marble-tiled shower, double vanity, and a walk-in closet. A second bedroom with a clawfoot tub completes the main floor. Upstairs, a loft area offers a flexible space perfect for an office or recreation room, and a private balcony provides even more stunning water views. The lower level includes additional living space, a second kitchen, two bedrooms, a full and half bath, a fireplace, and direct access to the patio and garage. Outside, the property boasts 105 feet of private waterfront, complete with a pier, boat lifts, and sun decks, ideal for outdoor relaxation or water activities. The property is being offered fully furnished, providing a move-in ready opportunity with stylish, high-quality furnishings throughout. This home sits on three lots, with one additional lot offering the potential to build another house or expand your outdoor space, providing even more privacy and versatility for future development. Located in the welcoming Holland Point community, this home offers seasonal events and easy access to Washington DC, Baltimore, PAX River, and major airports. With its peaceful setting and close-knit community, this home is a perfect blend of private retreat and convenient access to major cities and amenities. Photos may be virtually staged
#MDAA2142402

NORTH BEACH

820 BAY FRONT AVENUE

4 Beds

3 Baths

4,400 Sq.Ft.

$2,200,000

MLS#: MDAA2142402

Perfectly positioned in the heart of downtown Annapolis, this distinguished historic residence offers a rare opportunity to own a piece of the city’s architectural legacy while enjoying the convenience of two coveted off-street parking spaces. Overlooking the beautifully preserved grounds of St. John’s College, the home captures timeless views that enhance its already exceptional setting. Steeped in history, the property reflects an evolution of craftsmanship spanning centuries, with the original portion dating to the mid 1800s, an expansion in the late 1800s, and a thoughtfully integrated addition in 1921. Sold fully furnished, the interiors are curated with elegant period pieces that complement the home’s character and provide a seamless, move-in-ready experience. Enjoy peace of mind with the updated electrical and plumbing in 1990 , new hot water heater in January of 2024, new shake shingle roof in April 2026 and 2 new heat pumps in March 2025 Inside, classic architectural details unfold across the main level, where two gracious parlors—each anchored by a fireplace—offer inviting spaces for both intimate gatherings and relaxed everyday living. A welcoming entry hall with an open staircase sets the tone, leading to a charming dining room with its own fireplace and a convenient pass-through to the kitchen, blending historic ambiance with functional flow. The upper levels provide flexibility and space, with four bedrooms and two full baths on the second floor, while an additional bedroom occupies the top level—ideal for guests, a private retreat, or creative workspace. Below, the basement offers practical utility space and storage. Just moments from the shops, restaurants, and waterfront attractions of downtown, as well as the United States Naval Academy, this residence invites you to fully immerse yourself in the vibrant Annapolis lifestyle. From morning walks along tree-lined streets to evenings enjoying the energy of the harbor, this is a home where history, location, and livability converge in a truly special way. Welcome Home!
#MDAA2143146

ANNAPOLIS

250 PRINCE GEORGE STREET

5 Beds

2 Baths

2,888 Sq.Ft.

$2,150,000

MLS#: MDAA2143146

The Ultimate Private Waterfront Retreat on Carrs Creek Tucked along the shoreline of Carrs Creek in the heart of Southern Anne Arundel County, 5865 Deale Beach Road is the kind of rare waterfront estate that feels worlds away without asking you to give up convenience. Set on nearly 14 private acres, this beautifully expanded and updated farmhouse blends Chesapeake charm, refined finishes, and the freedom of true country living—just minutes from the restaurants, marinas, and small-town energy of Deale, Galesville, and North Beach. Inside, the home is warm, elegant, and designed for gathering. The spectacular kitchen pairs Viking appliances, white cabinetry, quartz countertops, generous island seating, and a statement light fixture with an easy flow into the family room, where an oversized stone wood-burning fireplace and walls of windows frame peaceful water views. It is the kind of space built for slow Sunday mornings, holiday dinners, and evenings that move effortlessly from the kitchen to the porch to the water’s edge. The main-level primary suite offers a private retreat of its own, with sliding doors to the deck and hot tub, a large walk-in closet, and an elegant bath featuring a glass-enclosed slate shower and separate jetted tub. A spacious office and additional bedroom complete the main level, while the upper floor offers three more bedrooms, including an en-suite bedroom with its own private screened porch overlooking the creek. Outside, the property becomes something truly special. Spend summer afternoons by the waterside pool, launch paddleboards and kayaks from your private pier and floating dock, gather around the fire pit after sunset, or practice your short game from the tee box. Screened porches, stone patios, open lawn, and wide water views create a lifestyle that feels equal parts luxury retreat and Chesapeake homestead. For those craving space, privacy, and purpose, the grounds deliver. A fenced garden area with chicken coop, gardening shed, vegetable garden, and room to roam brings fresh eggs, homegrown vegetables, and a slower rhythm to everyday life. A large detached garage with a bathroom and second level is ideal for a car enthusiast, workshop, studio, equipment storage, or hobby space. A commercial whole-house generator adds peace of mind, keeping the property ready in every season. Private, polished, and incredibly versatile, 5865 Deale Beach Road is more than a waterfront home—it is a full-scale lifestyle property. Whether imagined as a year-round residence, a weekend escape from the DC region, or a legacy retreat close to Annapolis, Joint Base Andrews, Northern Virginia, and the Chesapeake Bay, this is Southern Maryland waterfront living at its most complete. The photos are virtually staged to represent a concept to buyers of what the home could look like furnished.
#MDAA2144658

DEALE

5865 DEALE BEACH ROAD

4 Beds

3 Baths

5,351 Sq.Ft.

$2,100,000

MLS#: MDAA2144658

Presenting an extraordinary estate offering over 10,000 square feet of refined living space set upon 20 picturesque acres. Designed with exceptional detail, this residence features 6 bedrooms, 5 full baths, and 2 half baths, including a main-level suite with private bath. The primary suite is a true retreat, showcasing a gas fireplace, soaking tub, standing shower, expansive vanity, and a grand walk-in closet. Three additional spacious bedrooms complete the upper level. The main floor exudes elegance with gleaming wood floors, crown molding, and an open-concept design centered around a striking stone fireplace. A chef’s kitchen with central island flows seamlessly into a light-filled breakfast nook, extending to a screened porch with sweeping views of the estate’s serene grounds. Freshly painted interiors elevate the bright, timeless appeal. A stately office with French doors offers a distinguished workspace. The fully finished lower level includes a theater room, full bath, and guest bedroom with direct access to a large patio area and pool. Enhanced by a loft above the garage, fenced yard, and lush natural surroundings, this residence presents an unparalleled blend of luxury, comfort, and privacy.
#MDAA2122318

DEALE

350 E BAY FRONT ROAD

6 Beds

5 Baths

9,815 Sq.Ft.

$2,099,000

MLS#: MDAA2122318

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