Homes for Sale with a Pool in Anne Arundel, MD

Base Price Listing - This Eagleton features 2028 sf of living space. The main level features a rear Kitchen layout with island, Quartz counters, and Stainless Steel appliances. LVP flooring ties the kitchen, Cafe, and Gathering room together. The Owner's suite offers 2 Walk-In Closets, and the secondary bedrooms offer generous space/closets. Laundry is on the bedroom level for convenience. Watershed is an amenity rich community close to BW Pkwy, Rt 32 ,Rt 198, and commuter trains.

171 Waterleaf Dr, Laurel

$574,990

3 Beds ⋅ 3 Baths ⋅ MDAA2144966 MLS

Base Price Listing - This Eagleton features 2387 sf of living space. The main level features a rear Kitchen layout with island, Quartz counters, and Stainless Steel appliances. LVP flooring ties the kitchen, Cafe, and Gathering room together. The Owner's suite offers 2 Walk-In Closets, and the secondary bedrooms offer generous space/closets. Plus a 4th floor loft and private rooftop terrace. Laundry is on the bedroom level for convenience. Watershed is an amenity rich community close to BW Pkwy, Rt 32 ,Rt 198, and commuter trains.

171 Waterleaf Dr Unit #2, Laurel

$556,530

3 Beds ⋅ 4 Baths ⋅ MDAA2144944 MLS

The Frankton townhome at Watershed is 1,948 square feet of living space. The Frankton features 3 bedrooms, 2 Full Baths and a Powder Room. Enjoy the Frankton's spacious living area & open café as well as the large island perfect for gathering in the rear kitchen area. The owner's suite features his-&-her walk-in closets. Enjoy an optional deck located off of the kitchen. The Frankton also has a convenient 2-car garage, perfect for your car & storage space. Watershed is an amenity rich community close to Fort Meade, BW Pkwy, Rt 32, Rt 198, and commuter trains.

1719 Boltonia Ln, Laurel

$8,750,000

5 Beds ⋅ 7 Baths ⋅ MDAA2130456 MLS

Commanding extraordinary panoramic Chesapeake Bay views from its south-facing setting, this exceptional waterfront estate offers 210 feet of shoreline on 3.10 private acres in the exclusive Maidstone Farm community. Designed to embrace its remarkable waterfront setting, the residence captures sweeping, unobstructed views from nearly every principal room, with magnificent sunrises, vibrant sunsets, and ever-changing Bay vistas creating a stunning backdrop for everyday living. Enjoy mornings overlooking the water, afternoons boating from your private pier, and evenings entertaining along the shoreline. The protected waters of Burley Creek feature a private pier with 6–7 feet MLW, a 34' x 15' platform, and a 10,000 lb lift, providing effortless access to the Chesapeake Bay. The shoreline offers the perfect launch point for kayaks and paddleboards, while the expansive level lawn creates an exceptional setting for outdoor entertaining and waterfront gatherings. Designed by ABS Architects and custom built in 2019, this exceptional residence blends timeless coastal architecture with sophisticated craftsmanship and modern amenities. The thoughtfully designed floor plan features expansive living spaces filled with natural light, five ensuite bedrooms, 6 full and 1 half baths, four fireplaces including two propane, extensive custom built-ins, and seamless indoor-outdoor living with covered porches and waterside verandas. Architectural details include coffered ceilings, extensive crown molding, 10-foot ceilings on the main level, 9-foot ceilings on the upper and lower levels, 8-foot solid wood doors, 8-inch baseboards, designer lighting, and provisions for a future elevator. The gourmet kitchen is designed for both everyday living and entertaining, featuring two oversized islands, Eucalyptus cabinetry, a La Cornue range, two Sub-Zero refrigerators, Sub-Zero refrigerator drawers, premium hardware, and mitered-edge countertops. The waterfront primary suite offers a private retreat with a barrel vaulted ceiling, sitting area, oversized walk-in closet, and sweeping Bay views. Additional ensuite bedrooms feature custom tile work and refined finishes. A four-car garage with a private flex space above includes a full bath and exercise room, ideal for guests, office, studio, or additional living space. The unfinished 3,664-square-foot lower level provides endless possibilities for future expansion. Additional highlights include a heated saltwater pool overlooking the water, circular driveway, six-zone HVAC, spray foam insulation, 400-amp electrical service, Kohler propane whole-house generator with 2,000-gallon tank, security system, and Control4 audio and lighting automation. Minutes from downtown Annapolis, City Dock, waterfront dining, shopping, and cultural attractions, this extraordinary Chesapeake Bay estate offers a rare opportunity to enjoy a private waterfront lifestyle defined by boating, entertaining, relaxation, and the beauty of the Bay.

2035 Maidstone Farm Rd, Annapolis

$349,999

2 Beds ⋅ 2 Baths ⋅ MDAA2144772 MLS

Comfort and convenience meet modern living in this beautifully maintained 2-bedroom, 2-full-bathroom condo in the heart of Piney Orchard. The open-concept main level is flooded with natural light, anchored by a cozy gas fireplace and a private patio with extra outdoor storage. The oversized primary suite is a true retreat, with a large closet and an ensuite bath featuring dual vanities and a soaking tub. The second bedroom includes custom built-in shelving that cleverly conceals a Murphy bed — ideal as a home office that converts instantly to a guest room. Recent updates include a brand-new refrigerator and fresh paint throughout. In-unit laundry, one-level living, and a short drive to Fort Meade/NSA, the Odenton MARC Station, and major commuter routes make this a smart choice for anyone balancing work and home life. Piney Orchard residents also enjoy a community pool, fitness center, and miles of nature trails and bike paths just outside your door. Don’t miss this move-in-ready opportunity.

2703 Oak Leaf Ct Unit #2703, Odenton

$299,900

2 Beds ⋅ 2 Baths ⋅ MDAA2144856 MLS

Welcome to this fully renovated penthouse condo in the highly desirable Annapolis Overlook community. This spacious 2-bedroom, 2-bath residence features soaring 10-foot ceilings in the main living area, creating an airy, open feel filled with natural light, along with a cozy wood-burning fireplace perfect for cooler evenings. The thoughtfully designed open-concept layout flows seamlessly from the living and dining spaces to the covered balcony — protected on three sides for year-round enjoyment — while the incredible cross breeze throughout the home makes temperate months especially enjoyable indoors. Inside, nearly every surface has been updated with brand-new finishes, including luxury vinyl plank flooring, new carpet, new soft-close cabinetry, quartz countertops, stainless steel appliances, fresh paint, and fully renovated bathrooms. The spacious primary suite offers a walk-in closet and private en suite bath for added comfort and convenience. Residents of Greystone Court enjoy secured building entry, beautifully maintained common grounds and green space, a fantastic outdoor pool, fitness center, and abundant guest parking. The unit also includes two parking spaces — one assigned and one permit parking space. Ideally located with easy access to Downtown Annapolis, Washington D.C., and all major commuter routes, this home also places you moments from shopping, dining, and everyday conveniences. Modern, move-in ready, and perfectly located — this is condo living at its best.

40 Greystone Ct Unit #L, Annapolis

$334,000

2 Beds ⋅ 2 Baths ⋅ MDAA2144028 MLS

Welcome to easy, stylish living in this beautifully updated first-floor condo in the sought-after Piney Orchard community! This home has 2-bedrooms, 2 full bathrooms, plus Bonus Sunroom offering the perfect blend of comfort and convenience with no stairs to navigate, ideal for effortless everyday living. Step inside to find fresh paint throughout, creating a bright and inviting atmosphere. The updated kitchen features modern finishes and plenty of workspace, while both bathrooms have been tastefully renovated to provide a clean, contemporary feel. The open layout flows nicely for both relaxing and entertaining. Major systems have been thoughtfully updated for peace of mind, including a brand-new HVAC system (2025) and a newer water heater (2023), ensuring efficiency and comfort year-round. Living in Piney Orchard means access to an array of amenities. Enjoy pools, fitness centers, walking trails, playgrounds, and community spaces that make it easy to stay active and connected. Conveniently located near shopping, dining, and commuter routes, this move-in-ready condo is an excellent opportunity to enjoy low-maintenance living in a vibrant, amenity-rich neighborhood. Previous Buyer's financing fell through. Inspections completed and can share upon request.

703 Harvest Run Dr Unit #104, Odenton

$325,000

2 Beds ⋅ 2 Baths ⋅ MDAA2144800 MLS

Welcome to 692 Winding Stream Way #303 — a beautifully maintained contemporary condo in the highly desirable Piney Orchard community offering style, comfort, and convenience in one exceptional package. This spacious 2-bedroom, 2-bath residence features an open-concept layout with soaring vaulted ceilings in the family room, creating a bright and airy atmosphere perfect for everyday living and entertaining. Contemporary ceiling fans, luxury vinyl plank flooring throughout, and thoughtful upgrades add a modern touch to the entire space. The kitchen is designed for both function and flow, featuring stainless steel appliances, a breakfast bar, and a dedicated morning room/table space ideal for casual dining, coffee moments, or work-from-home flexibility. Step outside to the spacious patio overlooking a peaceful courtyard view — the perfect setting for morning relaxation or evening unwinding. The primary suite offers a custom-designed closet system maximizing storage and organization, while the secondary bedroom and full bath provide flexibility for guests, roommates, or a home office, den or zen setup. Additional highlights include: • Separate laundry room with custom cabinetry for added storage and organization • Tons of community and guest parking • Contemporary finishes throughout • Well-maintained and move-in ready condition Ideally located near restaurants, retail shopping, entertainment, and major commuter routes, this home offers easy access to Fort Meade, Annapolis, Baltimore, Washington, DC, MARC train access, and more. Enjoy the lifestyle and amenities of Piney Orchard while living in a stylish, low-maintenance home designed for modern living. A MUST SEE!

692 Winding Stream Way Unit #303, Odenton

$264,900

3 Beds ⋅ 1 Baths ⋅ MDAA2144806 MLS ⋅ Sussex Square Condo BLDG.

Looking for the right home! This end unit townhouse could be the one for you. This property counts with three spacious bredrooms, one full bath, appliances were replace three years ago. Laminated floors through out the main level and upper lever. House will be empty by June 1st and will be painted once vacant. Don't miss the opportunity to see it. House is being sold As is.

8379 Norwood Dr, Millersville

$12,975,000

6 Beds ⋅ 11 Baths ⋅ MDAA2144080 MLS

This extraordinary gated 20-acre waterfront estate, featuring a French-inspired stone residence, sits prominently along the banks of the Severn River just minutes from downtown Annapolis and under an hour from Washington, DC. With coveted western exposure, the property offers breathtaking, year-round sunsets and over 23,000 square feet of combined living space across the main house, guest house, and carriage house—all set amid rolling lawns, formal gardens, mature trees, and natural surroundings. The main residence is designed for both grand entertaining and comfortable living, with ten sets of French doors opening to terraces and gardens. A dramatic two-story foyer with limestone and marble inlays leads to a soaring great room anchored by an 18th-century French carved limestone mantel. Additional main-level spaces include a formal dining room, library, and music room—each with its own fireplace—and a gourmet kitchen featuring dual marble-topped islands. Upstairs, an open gallery overlooks the great room and grounds, while the expansive primary suite offers a fireplace, private sitting room, and waterside balcony with sweeping river views. The lower level is equally impressive, with a family room, billiards room and bar, a striking stone wine cellar with tasting room, media room, full gym with bath and sauna, and an additional bedroom suite. A separate wing provides a dedicated art studio or craft space, complemented by a motor court and two three-car garages. Outdoor living is equally refined, with manicured lawns and gardens, an expansive patio, outdoor kitchen, hot tub, and charming details including a gardening shed, chicken coop, and raised beds. The approximately 6,000-square-foot guest house is ideal for hosting, centered around a pool with a covered veranda, outdoor fireplace, bar, and gazebo—all with water views. Inside, it offers spacious living and dining areas with a shared stone fireplace, three bedrooms, two full and two half baths, and a full catering kitchen with Viking appliances. A breezeway connects to the carriage house with an additional three-car garage. The estate’s 900 feet of shoreline is complemented by a 350-foot deep-water pier (8–9' MLW) with four slips, including two accommodating 60-foot vessels, and two boat lifts—perfect for boating, sailing, and enjoying life on the Severn River and Chesapeake Bay.

938 Old County Rd, Severna Park

$139,900

4 Beds ⋅ 2 Baths ⋅ MDAA2144606 MLS

Check out this lovely home in Boones Estates! Remodeled in 2022, this home brings modern comfort, an open floor plan, and the many conveniences of Lothian Maryland. The home features a thoughtful layout, maximizing the space efficiently. Step in, relax, and enjoy! Priced to move!

200 Boones Dr, Lothian

$350,000

3 Beds ⋅ 2 Baths ⋅ MDAA2144504 MLS

Welcome to this beautifully renovated 3-bedroom, 1.5-bath townhome offering stylish updates, functional living spaces, and an unbeatable location. Every detail has been thoughtfully refreshed, creating a move-in-ready home you'll love. The fully renovated custom kitchen features quartz countertops, custom cabinetry, stainless steel appliances, and overlooks the dining area with ample space for everyday meals or entertaining. The dining room flows seamlessly into the inviting living room, highlighted by a cozy wood-burning fireplace. Just off the living room, the main-level bedroom offers a walk-in closet and private exterior access to the new deck and stone patio—perfect for enjoying your morning coffee or relaxing outdoors. A convenient half bath and beautiful wood flooring throughout the main level complete the space. Upstairs, wood flooring continues throughout the bedroom level. The spacious primary bedroom features a walk-in closet and a private balcony overlooking the backyard and mature trees, creating a peaceful retreat. A generously sized secondary bedroom shares the beautifully updated hall bath, complete with a modern vanity and elegant tilework. A dedicated laundry area on the upper level adds everyday convenience. Additional highlights include assigned parking and a private outdoor living space designed for both relaxation and entertaining. Ideally located just minutes from major commuter routes, the Bay Bridge, shopping, dining, and local amenities, this exceptional home offers the perfect combination of modern updates, comfort, and convenience.

360 Carronade Way, Arnold

Homes for Sale with a Pool in Anne Arundel, MD

All Homes for Sale with a Pool in Anne Arundel, MD