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Homes for Sale with a Pool in Anne Arundel, MD

Welcome to your dedicated resource for homes for sale with a pool in Anne Arundel, MD. This page is your live portal for listings that match the exact homes for sale you demand, filtering out irrelevant properties to save you time. As a local Anne Arundel, MD agent, Ryan Breeden specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the with a pool properties currently available below, or contact a local agent to discuss the details that matters most to your search.

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

$799,900
5 Beds 4 Baths MDAA2145378 MLS
Welcome to your ultimate private retreat at 148 Waldo Road. Nestled on a tree-lined, 1-acre lot in Pasadena’s Lake Shore community, this beautifully renovated custom home blends everyday luxury, flexible living space, and an entertainer’s dream setting. Step inside to a sun-drenched open floor plan with gleaming hardwood floors, soaring ceilings, and inviting spaces designed for both everyday living and gathering. The spacious main living area is anchored by a stunning stone fireplace, creating the perfect setting for cozy evenings at home. The custom chef’s kitchen features premium granite countertops, a peninsula with bar seating, high-quality stainless steel appliances, and abundant cabinetry. The expansive primary suite is a true sanctuary, complete with vaulted ceilings, a generous walk-in closet, and a spa-like en suite bath featuring an oversized soaking tub. On the lower level, a large recreation room/suite offers incredible flexibility, with a living area, bedroom, full bath, small kitchen, and a private, separate entrance. Whether used for guests, multi-generational living, an au pair, movie nights, or game days, this level provides comfort, privacy, and endless possibilities. Step out into a completely secluded, tree-lined backyard oasis offering total tranquility. Spend your summer days lounging by the sparkling in-ground pool, complete with a dedicated pool bath so guests never have to track water inside. Whether hosting a lively poolside gathering, enjoying a quiet evening on your private acre, or launching a kayak from the Lake Shore community water access, this custom Pasadena home is designed for the very best of summer living. With access for kayaks, canoes, and small boats, plus seamless convenience to nearby shopping, dining, and major commuter routes, 148 Waldo Road offers the perfect blend of privacy, recreation, and everyday ease. Welcome home! **active pending release**

148 Waldo Rd, Pasadena

$2,950,000
6 Beds 5 Baths MDAA2140638 MLS
PRICE REDUCTION 245K! Welcome to 1588 Eaton Way, an extraordinary, waterfront Chesapeake Bay retreat offering the very best of Annapolis living. Located in the highly coveted Downs on the Severn neighborhood, this custom California Deck‑style home spans 7,000+ square feet on 2 private acres with deep‑water access (6+ ft MLW) and stunning views of Clements Creek. Designed as a true waterfront estate, this home blends architectural character, thoughtful modernization, and resort‑style amenities—perfect for boating enthusiasts and those seeking a refined Bay lifestyle. Waterfront features a private dock with 50‑amp power boat lift configured for a 21’ vessel (parts available for jet skis or other boat sizes). Deep‑water slips at dock that are over 8 feet+ mean low. The Polaris utility vehicle conveys for easy waterfront access (and snow plow attachments included). Host all your gatherings at the park like waterfront dock.  This home is truly special & unique compared to most other waterfront homes! There have been major improvements in this 6-bedroom waterfront home. There are water views from nearly every room! This home features Hardie Plank siding with vinyl‑wrapped trim in 2024, new roof system in 2021— not just shingles, and four new garage doors & openers. There is a Sub‑Zero refrigerator/freezer installed in 2021, updated dock electrical & lift adjustments, new wood‑burning stove at lower‑level club/bar. The primary suite bath was a complete down‑to‑the‑studs renovation featuring steam shower, deep soaking tub, towel warmer, and Onii toilet/bidet. The Jack‑and‑Jill bath renovated with Jacuzzi tub, rain shower, hand shower, and towel warmer. This home has a beautiful, private layout that combines style & comfort for everyone. The interior highlights are custom architectural design with knotty pine ceilings throughout,  two‑sided stacked‑stone wood‑burning fireplace. There is a fully updated kitchen, central vacuum system with outlets throughout home and garages, central audio system with controls indoors and out, and RV‑sized garage with power! The upper garage equipped with hot & cold water plus floor drains—perfect for year‑round vehicle care!  Where else can you find that? There have been several updates on the home at 1588 Eaton Way. The kitchen has instant hot water dispenser. The updated outdoor lighting is new. There is restored hardwood flooring throughout home, and new carpeting. The systems in the home have all been meticulously maintained. There are all new skylights and most all of the windows & some doors throughout the home! There is professionally maintained 12‑zone irrigation system for upper and lower lawns and is seasonally serviced. This tranquil Severn River location offers breathtaking water views, abundant wildlife, and easy access to downtown Annapolis, the Chesapeake Bay, and major commuter routes—without sacrificing privacy or serenity. 1588 Eaton Way is a rare opportunity to own a meticulously maintained, deep‑water estate in one of Annapolis’ most prestigious waterfront communities. The Downs on the Severn features two community marinas, an outdoor community swimming pool with swim team, tennis courts, pickle ball, and a clubhouse for year-round socials. There are also tot lots for the little ones, and a little library. The Downs is an easy commute to Baltimore, DC and the beaches.  The airport is less than 30-minute drive.  This is truly a resort vacation at home in the Downs on the Severn! HOME IS BEING SOLD AS IS. Contact listing agent for details!

1588 Eaton Way, Annapolis

$529,900
3 Beds 5 Baths MDAA2143118 MLS
Built in 2022, this stunning brick-front 3-bedroom, 3 full, 2 half-bath townhome offers 2,140 square feet of beautifully designed living space, complete with a main-level balcony and an impressive rooftop deck, all within the sought-after Tanyard Shores community featuring exceptional amenities. The main level welcomes you with a spacious open living area adorned with luxury vinyl plank flooring, recessed lighting, and elegant crown molding throughout. At the heart of the home, the gourmet chef’s kitchen is a true delight, showcasing stainless steel appliances, gas cooking, a built-in microwave, sleek white cabinetry, and granite countertops. A massive center island anchors the space, offering the perfect setting for casual dining, entertaining, or gathering with guests alongside the expansive dining area. A conveniently located powder room adds everyday ease, while the low-maintenance composite deck just off the main level provides the perfect space for morning coffee or relaxing outdoors. Upstairs, the impressive owner’s suite features tray ceilings, a lighted ceiling fan, a spacious walk-in closet with added shelving, and a beautifully appointed en-suite bath complete with a dual-sink vanity with ample storage cabinetry and a walk-in shower with a built-in bench. Two additional bedrooms, each offering spacious closets and stylish accent chalk walls, share a hallway full bath complete with a tiled tub/shower combo. A conveniently located laundry closet on the upper level adds everyday ease and functionality. The penthouse level serves as a true retreat, featuring a versatile flex space complete with a powder room and direct access to the stunning rooftop deck, ideal for a rec room, entertaining space, or private home office. The rooftop provides a serene setting for evening stargazing and outdoor relaxation. The walkout lower level offers yet another flexible living space with a half bath and direct garage access, making it perfect for a home gym, theater room, study, or formal sitting area. With three separate outdoor spaces to enjoy, including a rear yard with the potential to be fenced, fresh air and outdoor living can be enjoyed from nearly every level of the home. An attached one-car garage and private driveway provide parking for up to two vehicles. Residents enjoy access to exceptional community amenities, including a clubhouse, fitness center, outdoor pool, picnic and lounge areas, playground, and dog park. Ideally located just off Arundel Expressway, the home offers convenient access to a variety of dining and shopping options, including Sprouts and ALDI, while remaining just a short drive to BWI Airport. This is low-maintenance living at its finest, don’t miss the opportunity to make it yours!

7706 Red Moon Way, Glen Burnie

$1,790,000
6 Beds 5 Baths MDAA2143684 MLS
OPEN HOUSE | SUNDAY | 8/2 | FROM 1-3PM Historic Portland Manor – Allendale is privately set on 4.5 acres off sought-after Brooks Woods Road, surrounded by mature trees, neighboring acreage, and pastoral surroundings. A heritage tree-lined drive leads to the residence, framed by established landscaping, gorgeous brick walkways surrounding the home, landscape lighting, covered porches, and a renovated in-ground pool. Dating back to the late 1700s, with additions completed in the early 1800s, the home has been thoughtfully restored and updated while preserving its historic integrity and original craftsmanship. Offering an estimated 5,060 square feet, the property includes six bedrooms and four and a half baths across the main residence and separate in-law suite. Interior features include original heart pine flooring, restored historic windows, six fireplaces, a traditional central hall layout, three staircases, multiple gathering spaces, and extensive custom built-ins and storage throughout. The main level includes a formal dining room with marble fireplace and adjoining butler’s pantry, family room with restored marble fireplace, living room with fireplace and custom built-ins, greenhouse room, powder room, and multiple access points to the home’s covered porches and outdoor living spaces. The custom kitchen features extensive handmade cabinetry and tile work, custom shelving and pantry storage, soapstone and butcher block countertops, commercial-grade gas cooking with a double gas range, vent hood, griddle, separate service sink, and generous preparation space designed for entertaining and everyday functionality. A storage closet beneath the main staircase and extensive built-in cabinetry throughout the connecting gallery to the in-law suite provide exceptional functional storage rarely found in historic homes. The second level includes the primary suite with a large walk-in closet, private kitchenette, fireplace, and ensuite bath. Two additional bedrooms are located on this level, each featuring fireplaces, with one offering an ensuite bathroom. The third floor offers two additional bedrooms, a full bathroom, a large finished storage closet, and expansive attic storage space. The separate in-law suite, originally constructed in 1785, includes a living and dining area, kitchenette, full bathroom with private laundry, and an upper-level bedroom with vaulted A-frame ceiling. The residence includes eight exterior doors leading to approximately 1,000 square feet of covered brick porches, landscaped walkways, pool areas, and outdoor gathering spaces, creating a seamless connection between the home and grounds. Additional upgrades include fresh exterior paint on the entire home (2026), high-efficiency foam insulation in the attic, roof space, and crawlspace, and a comprehensive exterior restoration. The siding was removed and rebuilt with new Rockwool sidewall insulation, plywood sheathing, and infiltration fabric. Outdoor features include a fully renovated 20’ x 40’ pool (2025), pool house, custom fire pit patio with built-in seating, large deck with new decking (2025), fenced areas, extensive landscape lighting, and a custom Williamsburg-style chicken coop. Major system updates include two high-efficiency HVAC systems, plumbing system replaced in 2013, electrical systems and new 400-amp electric service was redone (2025). The exterior was fully repainted in 2026. A rare offering combining historic character, extensive restoration, privacy, acreage, and modern livability, conveniently located near The Cannon Club, local farmers markets, waterfront dining, and commuter routes. Two Tax IDs convey.

5503 Brooks Woods Rd, Lothian

$1,750,000
4 Beds 5 Baths MDAA2144658 MLS
The Ultimate Private Waterfront Retreat on Carrs Creek is PRICED TO SELL! 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.

5865 Deale Beach Rd, Deale

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