Homes for Sale with a Pool in Anne Arundel, MD

Welcome to 206 May Lane — a stunning brick colonial offering over 7,000 square feet of thoughtfully designed living space on a private, wooded lot in the sought-after community of South River Colony. From the moment you arrive, the home commands attention with its striking facade, sweeping paver driveway, and show-stopping solid iron entry doors that set the tone for everything inside. The heart of the home is a newly renovated chef's kitchen that is nothing short of extraordinary — custom cabinetry, a dramatic quartz island, designer chandelier lighting, and an open flow into the family room make this a space buyers will never want to leave. The adjacent conservatory/sunroom is bathed in natural light with walls of windows overlooking the lush backyard and multi-tiered hardscaped patio — an entertainer's dream. Upstairs, the primary suite is a true retreat. Spacious and serene, it features a sitting area, double-sided fireplace, and a fully renovated spa bath with heated floors, a freestanding soaking tub, frameless glass shower, and custom vanity. Four additional bedrooms, including a Jack and Jill bath and a private en suite, provide flexible living for every lifestyle. A dedicated home office and dual staircases round out the upper level. The fully finished lower level is an experience unto itself — a recreation room, wine tasting room, home gym, second full kitchen with bar seating, a bonus flex room perfect for a playroom or additional office, and direct exterior access make this level as functional as it is impressive. Outside, the multi-level hardscaped patio with built-in seating walls, fire pit area, and mature tree-lined backdrop creates a private outdoor sanctuary. Fresh paint and new carpet throughout the second floor. Every detail has been considered — this one is truly move-in ready. Nestled within the award-winning South River Colony, residents enjoy a lifestyle that is hard to match — approximately 300 acres of wooded preserves with walking trails, two pools, tennis courts, and playgrounds Southrivercolony, all just minutes from the community's own town center with shops, dining, and professional services. The Golf Club at South River is a private club with membership available to residents. Just six miles from historic Annapolis and 35 miles from Washington, D.C., the location is as compelling as the home itself. This is the one you have been waiting for — where luxury, lifestyle, and location come together without compromise.

206 May Ln, Edgewater

$3,500,000

5 Beds ⋅ 6 Baths ⋅ MDAA2127456 MLS

Silver Water is a rare west-facing waterfront home designed in direct response to the Chesapeake—offering broad water views, remarkable sunsets, and a level of architectural clarity seldom found in the area. Set behind a private gate on a beautifully landscaped one-acre lot along the West River, the property combines seclusion with convenient access to Annapolis and Washington, DC. Spanning over 4,600 square feet, the home blends classic Chesapeake architecture with modern scale, light, and livability. High ceilings, oversized doors, and expansive windows draw the water into nearly every room, creating a constant connection to the horizon. The layout balances open, light-filled gathering spaces with a thoughtful separation of private areas, making it equally suited for everyday living and hosting guests. The main-level primary suite is positioned to capture water views, with a fireplace, spa-like bath, and custom walk-in closet. At the center of the home, the kitchen is designed for both daily use and entertaining, anchored by professional-grade appliances and clean, functional design. Outdoor living is fully realized. A waterside saltwater pool, bluestone terraces, teak decking, and a fully equipped pool house create a seamless extension of the home—designed for both relaxed days and larger gatherings. The lawn stretches to a protected shoreline, reinforcing the home’s connection to the water. A private 70-foot pier with lift provides immediate access to the Chesapeake, ideal for day boating and spontaneous time on the water, with nearby marinas accommodating larger vessels. Additional features include mature landscaping, a smart irrigation system, multiple outdoor living areas, a detached three-car garage, and a separate storage structure. Silver Water offers a rare combination of design, setting, and livability—an intentional waterfront home where architecture and landscape come fully into alignment.

4750 Frederick Ave, Shady Side

$2,500,000

6 Beds ⋅ 7 Baths ⋅ MDAA2142274 MLS

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.

1603 Winchester Rd, Annapolis

$265,000

2 Beds ⋅ 2 Baths ⋅ MDAA2141140 MLS ⋅ Fairwinds Condo BLDG.

Nestled in the charming Fairwinds on Severn community, this inviting 2-bedroom, 2- full bathroom garden level condo offers a perfect blend of comfort and convenience. Step inside to discover a traditional floor plan adorned with recessed lighting, creating a warm ambiance. The ample dining area flows seamlessly into a cozy living space, ideal for gatherings. Cook and entertain with ease in this well-equipped updated kitchen featuring stainless appliances, maple cabinets & granite counter-tops. Super spacious primary suite with built-in vanity, multiple closets and en-suite full bath w/ tiled walk-in shower. Slider off of living room leads you to a private walk-out terrace patio - ideal for pets & entertaining. Brand new gas HVAC! Outside, the community amenities beckon with a refreshing in-ground pool, tennis courts, and picnic areas, perfect for leisurely afternoons. There are plenty of unassigned parking spots in the huge parking lot, while you can reserve a spot for an annual fee (current spot is 161). With easy access to local parks and shopping, this location is a true gem. The condo fee covers essential services like gas, water, trash, and snow removal, ensuring a hassle-free lifestyle. Experience the comfort of home in this delightful condo and enjoy all that Annapolis & the Chesapeake Bay have to offer!

16 Silverwood Cir Unit #1, Annapolis

$520,000

3 Beds ⋅ 3 Baths ⋅ MDAA2142176 MLS

Welcome to The Highlands. New Construction! This 3 bedroom, 2 full and 1 half bath townhouse offers modern finishes with thoughtfully designed living spaces. Enjoy luxury vinyl plank flooring on every level. No carpet! The entry level features a one-car garage and a versatile recreation room, perfect for a home office, gym, or additional living space. The main level has a bright and open floor plan with a spacious family room and dining area that flows seamlessly into the gourmet kitchen, complete with a large island and extended cabinetry. Gas cooking! A convenient half bath is also located on this level. Step outside onto the deck overlooking a wooded area, creating a peaceful setting to relax or entertain. The primary bedroom and ensuite are located on the upper level with two additional bedrooms and another full bathroom. It’s not too late to enjoy the community pool just a few steps away. Commuter friendly location with close access to Route 10, Route 100, and I-97. This offers a convenient commute to Baltimore, Annapolis, D.C., and Fort Meade. Builder warranties included. Mortgage savings may be available for buyers of this listing.

103 Spring Gate Ln, Pasadena

$465,000

4 Beds ⋅ 2 Baths ⋅ MDAA2142194 MLS

Welcome to this beautifully updated 4-bedroom, 2 full bath home located in the desirable Valley Wood community of Millersville, MD. This move-in ready property features fresh paint and new carpet throughout, along with updated bathrooms that offer a modern touch. The home offers a large living room with an adjacent dining area, creating an ideal space for everyday living and entertaining. The spacious family room showcases custom wood accent walls, adding warmth and character. The newly tiled kitchen features ample cabinetry and a custom pantry, providing both style and functionality. An expanded laundry area with sink, counters, and cabinets. Step outside to your private sparkling in-ground pool and a fully fenced backyard—perfect for summer gatherings and outdoor enjoyment. Additional highlights include a brand-new asphalt driveway and energy-efficient windows. Easy commute to Baltimore, Annapolis, DC, BWI, Fort Meade, and NSA. Conveniently located near schools, shopping, and restaurants.

554 Lanny Ct, Millersville

$298,500

2 Beds ⋅ 2 Baths ⋅ MDAA2142030 MLS

Welcome to this fully renovated, single level condo on the 2nd floor of the building. One of the most recently updated 2-bedroom unit in the community, featuring brand-new flooring throughout and a gorgeous new kitchen with granite countertops, new stainless steel appliances, and other modern finishes. The open-concept living area is spacious and inviting. Community amenities include an outdoor pool, exercise room, and recreational clubroom. Reserved/assigned parking is available for two vehicles.

10 Sandstone Ct, Annapolis

$629,990

3 Beds ⋅ 3 Baths ⋅ MDAA2141900 MLS

This community blends everyday convenience with comfortable, modern living. Designed to enhance your quality of life from the moment you arrive home! Ideally located 3 miles from Fort Meade and minutes from I95, I295 and I97, commuting is simple and stress free - keeping you well connected to work and daily destinations. Enjoy established community ammenities, including resort style pools, a cozy firepit and a fully equipped fitness center. Creating an active and welcoming environment for relaxation and connection! Choose from stylish 2 car garage townhomes offering 3 to 4 bedrooms and outdoor living options. Providing the space, flexibility and comfort to match your lifestyle! At Shipley Homestead, everything you need is thoughtfully designed to make every day feel effortless.

2021 Twisted Oak Place, Hanover

$325,000

2 Beds ⋅ 2 Baths ⋅ MDAA2141870 MLS

Welcome to this beautiful first-floor condo located in the highly desirable Cedar Grove at Crofton community. Offering comfort and convenience, this spacious home is perfect for easy living. Step inside to a bright and open living and dining area, enhanced by luxury vinyl flooring and direct access to a private rear patio—ideal for relaxing or entertaining. The light-filled kitchen features crisp white cabinetry, new countertops, ample storage, a breakfast bar, pantry, and a dedicated table space. A conveniently located closet houses the washer and dryer. The primary bedroom offers generous closet space and a private ensuite bathroom. A second bedroom and full hallway bathroom are situated just across the hall, providing comfort and accessibility for guests or additional household members. A large storage room adds even more practicality to this well-designed home. Enjoy a prime location with easy access to Washington, D.C., Baltimore, Annapolis, and Fort Meade. You'll also love the close proximity to shopping, dining, and top-rated schools, making this an ideal place to call home.

1439 Nestlewood Ct, Crofton

$436,900

3 Beds ⋅ 4 Baths ⋅ MDAA2140098 MLS

Welcome home to this stylish, move-in ready townhome built in 2020, offering the perfect combination of modern design, energy efficiency, and everyday convenience. With 3 bedrooms, 2 full baths, and 2 half baths across three thoughtfully designed levels, there's plenty of space to live, work, and entertain. The bright, open-concept main level showcases contemporary finishes and a spacious kitchen that serves as the heart of the home. Featuring a large center island with seating for 4–5, abundant cabinetry, and seamless flow into the dining and living areas, it's ideal for both casual meals and hosting family and friends. Step outside to the private deck, perfect for morning coffee, outdoor dining, or relaxing after a long day. The rear-entry two-car garage provides added convenience and valuable storage space. Enjoy the benefits of leased solar panels, helping improve energy efficiency and offering potential utility savings. Located in the sought-after Cedar Hill community, residents enjoy exceptional amenities including a clubhouse, fitness center, and community pool. Commuters will appreciate easy access to I-695, I-895, and I-295, making travel throughout the Baltimore area simple and convenient. Combining modern finishes, low-maintenance living, and an outstanding location, this home is ready for its next owner. Schedule your private tour today and discover everything this beautiful home has to offer.

44 Cedar Hill Blvd, Brooklyn

$7,900,000

4 Beds ⋅ 6 Baths ⋅ MDAA2135920 MLS

Welcome to this fabulous waterfront estate historically known as The POD. Set behind the gates of an extraordinary 7+ acre waterfront compound, The POD offers a rare blend of privacy, scale, and resort-caliber living along Forked Creek and the Severn River. Beautifully constructed and thoughtfully curated, the property unfolds as a true lifestyle destination, where every detail has been designed to elevate both everyday living and grand entertaining. A long, illuminated drive framed by mature crape myrtles leads to expansive, meticulously landscaped grounds. Outdoor living takes center stage with sweeping wraparound decks, multiple gathering spaces, and a heated saltwater pool surrounded by travertine stone, gazebo, and fire features. An outdoor kitchen, complete with EVO grill, gas burners, refrigeration, and bar seating, creates the perfect setting for waterfront entertaining, while the year-round spa and low-maintenance turf with putting green enhance the ease of ownership. The private pier is a standout, offering multiple slips, lifts, floating dock access, and approximately 10 feet of water depth. An exceptional experience that is ideal for boating enthusiasts seeking effortless access to the Severn River and beyond. Inside, the main residence spans approximately 8,000 square feet, where refined finishes and architectural details are complemented by a light-filled, flowing layout. A grand foyer introduces the home, leading to elegant living and dining spaces, a chef’s kitchen equipped with premium appliances, and a welcoming sunroom overlooking the pool and waterfront. The main level Primary suite with private balcony, fireplace and spa-like bath is the perfect retreat after a day in the pool or on the water. A conveniently located elevator provides seamless access to all 3 levels. Designed for both relaxation and recreation, the lower level transforms into a true entertainment hub, featuring a nightclub-inspired lounge with full bar, a state-of-the-art theater, and dedicated fitness and recreation spaces. Head upstairs where an additional 3 bedrooms, 2 baths and an awe-inspiring office with wrap around deck offer comfort and flexibility for family and guests. A separate guest house offers additional accommodations with its own kitchen, living spaces, 3 bedrooms 2 baths and private comforts, an ideal retreat for extended stays or hosting with ease. Advanced infrastructure and smart home technology, including whole-house automation, security, generator, and climate systems, ensure modern convenience is fully integrated into this exceptional offering. The POD is more than a home, it is a private waterfront retreat designed for those who value space, privacy, and a seamless connection to the water. A truly resort-inspired setting, this property offers an unparalleled opportunity to experience the waterfront lifestyle in its most complete and effortless form. Welcome Home!

423 Benfield Rd, Severna Park

$719,900

2 Beds ⋅ 2 Baths ⋅ MDAA2141622 MLS

Now priced at $719,900—reduced from $749,900—and including a $5,000 seller credit toward closing costs, this stunning Bridgeport model condo offers unmatched value in the Grandview community. Experience breathtaking views from this stunning Bridgeport model condo in the highly sought-after Grandview community! This beautifully designed home features an open-concept floor plan with gleaming hardwood floors and abundant natural light throughout. The spacious gourmet kitchen is a chef’s dream, complete with granite countertops, stainless steel appliances, and ample cabinetry, perfect for both everyday living and entertaining. The primary suite offers elegant tray ceilings, private access to the deck, and a luxurious ensuite bath with a soaking tub and dual vanities. Step outside to your expansive private deck and take in panoramic views—ideal for morning coffee or evening relaxation. Residents of Grandview enjoy resort-style amenities, including a rooftop pool, bar and lounge, library, meeting room, state-of-the-art fitness center, concierge service, secure entry, and 2 garage parking with an assigned space. Conveniently located within walking distance to shopping, dining, and everyday essentials, this home offers both luxury and lifestyle in one exceptional package. Schedule your private tour today!

1915 Towne Centre Blvd Unit #915, Annapolis

Homes for Sale with a Pool in Anne Arundel, MD

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