Chevy Chase Homes with Pool

Chevy Chase Homes with Pool

Welcome to Chevy Chase, Maryland—a charming and vibrant community nestled in the heart of Montgomery County. Known for its picturesque tree-lined streets, Chevy Chase offers a delightful blend of suburban tranquility and urban convenience. Just a stone's throw away from Washington, D.C., residents enjoy easy access to a wealth of cultural attractions, dining experiences, and outdoor activities, all while basking in the peaceful ambiance of this sought-after neighborhood.

Chevy Chase is renowned for its beautiful homes, many of which feature stunning architectural designs and spacious layouts. Among the most coveted properties are those with private pools, perfect for enjoying the warm Maryland summers. Imagine lounging by your own serene oasis, hosting poolside barbecues with friends, or taking a refreshing dip after a long day. Homes with pools in Chevy Chase not only offer a personal retreat but also enhance the overall lifestyle, providing endless opportunities for relaxation and entertainment.

The local community is equally appealing, with top-rated schools, parks, and recreational facilities that cater to families and outdoor enthusiasts alike. Whether you're strolling through the vibrant shops of the Chevy Chase Pavilion or enjoying a picnic at the nearby Rock Creek Park, there's always something to explore.

If you’re looking to make Chevy Chase your home, the combination of beautiful residences with pools and the rich community spirit makes this area an exceptional choice. Discover the perfect blend of luxury, comfort, and convenience in Chevy Chase—where your dream home awaits!

Newest Chevy Chase Homes with Pool

6009 Highland Dr, Chevy Chase
$5,950,000
7 Beds ⋅ 8 Baths ⋅ MDMC2258980 MLS
“HOME ALONE,” anyone?! While Kevin McCallister may not be here, this exquisite Kenwood residence is truly a home for a lifetime—an extraordinary private oasis designed for both gracious living and unforgettable entertaining. Set on beautifully landscaped grounds, the fully enclosed property is framed by mature privacy plantings and expansive lawns, creating an idyllic setting for play, relaxation, and outdoor enjoyment. A sparkling pool and spa, along with multiple inviting patios, make the grounds equally suited to quiet afternoons and spectacular gatherings. Offering 9,100 square feet (8,000 finished) of exceptional living space, the light-filled residence is distinguished by its effortless flow, generously proportioned rooms, and soaring ceilings. The main level is designed for both formal entertaining and comfortable everyday living, featuring elegant living and dining rooms, a sun-filled solarium off the living room, and a remarkable chef’s kitchen with heated floors. A magnificent family room stretches from the front to the rear of the home, while a handsome office with a fireplace provides a sophisticated private workspace. A spacious mudroom, conveniently located just inside the rear entry to the kitchen, includes one of two main-level powder rooms. The second level includes a luxurious primary suite with fireplace, spa-inspired bath featuring a separate soaking tub and shower, and walk-in closets. Three additional generously sized bedrooms (one with its own study and walk-in closet), two more full baths and a laundry room complete the level, which is also accessible via a convenient rear staircase. The third floor provides another two bedrooms, including an exceptionally spacious bedroom with a dramatic cathedral ceiling and exposed beams, plus a full bath. The lower level delivers an extraordinary array of amenities designed for play and relaxation: a spacious recreation room, game room with wet bar and powder room, private home theater, gym or potential additional bedroom with a full bath, and wine cellar. A truly exceptional residence in the heart of Kenwood, this remarkable home offers an unparalleled combination of scale, privacy, comfort, and amenities. Special in every way—and absolutely not to be missed.

6009 Highland Dr, Chevy Chase
4902 Derussey Pkwy, Chevy Chase
$2,499,500
6 Beds ⋅ 7 Baths ⋅ MDMC2257106 MLS
Exceptional space, a private pool and a beautiful parkland setting in the heart of Chevy Chase. 4902 Derussey Parkway offers more than 8,000 square feet of finished living space with six bedrooms, main- and upper-level primary suites, two home offices and a fully finished walkout lower level. The backyard feels remarkably private, with two decks overlooking the pool and mature trees, plus direct access through the rear gate to nearby trails, the Capital Crescent Trail and Norwood Park. Downtown Bethesda, Friendship Heights and METRO are all within easy walking distance. Rebuilt in 2006, the home offers tremendous flexibility for the way you want to live today and in the future. The main-level primary suite provides an option for one-level or multigenerational living, while the expansive upper-level primary suite includes a fireplace, sitting area and exceptional closet space. Additional rooms can easily function as bedrooms, offices, dens or guest spaces. The fully finished walkout lower level significantly expands the home’s living and entertaining space, with generous recreation and gathering areas, and additional flex space ideal for a gym or home theater plus a bedroom suite. With full access to the outdoors, it also offers excellent flexibility for guests, extended family or simply additional space to spread out. Move in and enjoy the home as it is, or personalize it over time. Virtually reimagined photos illustrate how select spaces and the exterior could be updated to create a more classic Chevy Chase aesthetic. With exceptional square footage for the price, a pool, parkland views and a highly adaptable floor plan, this is a rare opportunity in 20815. Below-market seller financing may be available; contact the listing agent for terms and details.

4902 Derussey Pkwy, Chevy Chase
5329 Woodlawn Ave, Chevy Chase
$4,800,000
5 Beds ⋅ 7 Baths ⋅ MDMC2256246 MLS
Welcome to an extraordinary residence of timeless elegance and distinction—a gracious stucco and stone colonial set prominently on a beautifully landscaped corner half-acre in the coveted Kenwood community. Built in 1930 and meticulously renovated and expanded in 2002 under the design of AIA Tomas Manion and construction by Peterson and Collins, with additional renovations completed in 2012, this remarkable home offers approximately 7,500 square feet of sophisticated living space spanning four exceptional levels. From the moment of arrival, the home's stately presence is enhanced by its covered, columned porch, Buckingham slate roof, and magnificent, mature landscaping. Inside, oversized windows flood virtually every room with natural light, illuminating a dramatic floor plan conceived equally for grand-scale entertaining and refined, comfortable family living. At the heart of the residence is an expansive two-story center atrium crowned by a sweeping, winding staircase, creating an unforgettable architectural centerpiece. The sensational gourmet chef's kitchen is appointed with a center island and top-of-the-line appliances, while the tremendous family room showcases exquisite custom millwork and provides an inviting setting for everyday living and entertaining. The private primary suite is a luxurious retreat unto itself, featuring a spacious bedroom, elegant dressing room, sitting room, and a newly renovated, sumptuous master bath. Throughout the home, an exceptional level of craftsmanship is evident in the finest finishes and materials, including custom plaster moldings and millwork, hand-made ceramics, and designer stone countertops. A climate-controlled wine cellar and private sauna add distinctive touches of luxury and comfort. The outdoor experience is equally impressive. Three covered brick and flagstone porches provide gracious spaces for al fresco living, while a heated pool creates a spectacular private setting for summer enjoyment. Exterior hardscape and landscaping were thoughtfully designed by acclaimed Jane MacLeish Landscapes, complemented by seven original cherry trees that beautifully connect the property to Kenwood's celebrated canopy of cherry trees. Ideally situated in the highly desirable Kenwood community, this exceptional residence offers both privacy and convenience, with easy access to the Capitol Crescent Trail, Friendship Heights, Bethesda, and downtown Washington, D.C. A rare combination of architectural presence, extraordinary craftsmanship, luxurious amenities, and timeless setting, this distinguished Kenwood estate offers an exceptional opportunity to experience grand yet gracious living in one of the area's most sought-after neighborhoods.

5329 Woodlawn Ave, Chevy Chase
204 Primrose St, Chevy Chase
$2,650,000
6 Beds ⋅ 6 Baths ⋅ MDMC2247226 MLS
Now Offered at an Exceptional New Price Welcome to 204 Primrose Street, a distinguished residence in the heart of coveted Chevy Chase Terrace, where timeless architecture, elegant craftsmanship, and modern comfort come together in extraordinary fashion. Nestled along a picturesque tree-lined street, this remarkable home offers over three levels of beautifully designed living space, featuring six spacious bedrooms, five luxurious baths, four fireplaces, and a stunning private office. A gracious foyer introduces sophisticated formal rooms filled with natural light, soaring ceilings, detailed millwork, and rich architectural character. Designed for both grand entertaining and everyday living, the elegant living and dining rooms flow seamlessly together, complemented by custom built-ins and refined finishes throughout. The private office provides a serene retreat, perfect for working from home, studying, or creative pursuits. Upstairs, the impressive primary suite serves as a true sanctuary. The spa-inspired bath is finished with dramatic onyx stone, dual vanities, a soaking tub, and a glass-enclosed shower, creating a resort-like experience at home. Additional bedrooms offer generous proportions, abundant light, and beautifully appointed en-suite bathrooms. The walk-out lower level delivers exceptional versatility with space for recreation, guests, fitness, media, or play. Outdoors, lush mature landscaping surrounds a tranquil backyard oasis featuring a covered terrace and balcony that seamlessly blend indoor and outdoor living. Located moments from downtown Chevy Chase and Bethesda, residents enjoy easy access to premier dining, shopping, parks, and highly regarded Montgomery County schools. Now presented at a significant new price, 204 Primrose Street represents an extraordinary opportunity to own one of Chevy Chase Terrace's most compelling properties. Combining classic elegance, generous living spaces, and an exceptional location, this is luxury living at its finest.

204 Primrose St, Chevy Chase
3626 Raymond St, Chevy Chase
$5,275,000
7 Beds ⋅ 6 Baths ⋅ MDMC2241354 MLS
Nestled on a sprawling, level half-acre double lot, along a verdant stretch in the heart of sought-after Chevy Chase Village Section Three, 3626 Raymond Street is the classic craftsman charmer. From the curbside, the home’s warm yellow shingle and green trimmed exterior radiates character amongst today’s cookie cutter residences. A low stacked-stone wall is bifurcated by a central flagstone walkway offering an elegant approach across the manicured front lawn, stepping up into the charming covered porch. Adjacent is a paver motor court offering ample surface parking in addition to a neatly integrated carport. The Hollywood film-worthy interiors continue the old-world ethos, with stunning, rich, intricate millwork throughout, showcasing a level of craftsmanship from a far bygone era. Meticulous curation has infused the century-old space with fully modern amenities to suit present-day lifestyle demands. The central foyer’s showpiece is the grand staircase, bent around an integrated bench and whose intricacy is peerless. Embassy-sized formal living and dining rooms flank the entryway in a traditional center hall configuration, setting the tone for deceptively grand spaces. The former features a roaring fireplace and two full exposures to natural light. The latter has a buffet cabinet built into the bay window sill, coffered ceiling, pinhole lighting to establish a sophisticated ambiance, and flows into a recessed library nook surrounded by built-ins. The main informal living area is the spacious family room, also featuring a wall of built-ins opposite a set of sliding doors opening onto the covered rear porch, an ideal setting for al fresco dining or entertaining. The family room is connected to the kitchen area by a spectacular transverse gallery, its floor-to-ceiling picture windows blurring the lines between indoor and outdoor living. A decidedly more modern space, the kitchen connects to the rest of the main level via a custom, fully wooden island with integrated seating and introduces a commercial-grade Wolf range and state-of-the-art, full size refrigeration for the culinary enthusiast. An adjacent, ethereal breakfast nook and mudroom area complete the main level. A private study introduces the upper level primary suite, occupying a substantial portion of the home’s footprint. The bedroom is privately tucked away and enjoys lush views from a wall of glass, while the dressing area comprises three walk-in closet areas on dual levels. In stark contrast, the primary bath is lavishly clad in Calacatta marble and generously equipped with dual inset vanities, a separate full powder room, freestanding clawfoot tub, walk-in shower enclosure, and Waterworks fixtures. Completing the upper level are a bedroom suite, two additional bedrooms sharing a hall bath, and a convenient laundry room. Two additional bedrooms, easily repurposed as bonus spaces, a full bath, and a communal sitting area are found on the top level. The self-sufficient lower level intertwines leisure and function with a recreation room, kitchenette, bedroom, full bath, and second laundry room, while a private office wing opposite spans the entire depth of the home. One of the best features of the home is the enormous backyard featuring a covered mahogany porch, a sprawling 60-foot pool w/ auto cover, expansive green space and lovely specimen gardens. A true rarity so close to the City.

3626 Raymond St, Chevy Chase
6413 Garnett Dr, Chevy Chase
$4,990,000
7 Beds ⋅ 9 Baths ⋅ MDMC2221696 MLS
Kenwood doesn't need an introduction. For those who know the Washington area, the address alone carries meaning: a neighborhood of quiet lanes, landmark properties, and more than 1,200 Yoshino cherry trees that provide a spectacle of beauty each spring. This is the kind of neighborhood that discerning individuals make a point of seeking out. And properties of this caliber, in a neighborhood like this one, rarely become available. This one is available now. The property itself is a study in substance. Over a third of an acre, gated and private, with a three-car garage and generous driveway for 10 additional cars, and a back garden that has had two decades to mature around a heated pool, stone walls, and an expansive terrace built for both entertaining and everyday enjoyment. The house that sits on it, more than 11,300 finished square feet across four levels, was engineered with a seriousness of purpose that is immediately apparent to anyone who knows what they're looking at. Steel frame. Slate roof. Brick and stone. 750-amp power. Seven independent climate zones. These are not amenities. They are a statement about how the home was conceived and what it was built to withstand. Inside, the scale is generous without being unwieldy. The entry rises dramatically to a double-height ceiling. Formal rooms flow into casual ones. A sun-filled conservatory pulls light in from the side. The family room is grounded by a wood-burning fireplace. The kitchen, fitted with Clive Christian cabinetry, Viking and SubZero appliances, offers generous workspace and an inviting layout that encourages gathering. Ceiling heights clear ten feet on every level. The stair is a centerpiece. The detailed millwork and architectural finishes throughout reflect a standard of construction where these things were still done by hand and done well. There are four bedrooms on the upper level, each with its own full bath, including the primary suite, which has a private balcony, expansive closet space, and a luxurious bath designed for more than efficiency. The level above operates as its own world: a fifth bedroom with an en suite bathroom, a living area, a wet bar, and a separate HVAC system — ideal for guests, extended family, or simply someone in the household who values their own space. Below grade, two more en suite bedrooms sit alongside a second kitchen, a gym, cedar storage, and a garage entrance that keeps the weather at bay. This is a home for a buyer who recognizes that true quality at this level is exceptionally rare, the craftsmanship, the setting, the privacy, and the address, all in one place. It is priced with that discerning buyer in mind. Schedule your private showing and discover firsthand why this address endures.

6413 Garnett Dr, Chevy Chase
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