Chevy Chase MD Single Family Real Estate, Homes for Sale

Timeless Colonial charm meets modern functionality in coveted Rollingwood! This classic Colonial in Chevy Chase’s sought-after Rollingwood neighborhood was thoughtfully renovated in 2016 to preserve its original 1940’s character amid a major refresh. Inside, a gracious foyer with hardwood floors opens to a living room with a wood-burning fireplace, detailed molding, and built-ins. A butler’s pantry connects to the dining room and an updated kitchen that features granite countertops, stainless steel appliances, and an island peninsula. Other standout features on the main level? A guest bedroom with an en-suite bath, and a sunlit family room with walls of windows. The upstairs offers three bedrooms and two full baths, including a spacious primary suite with dressing area, generous closet space, and an en-suite bath—while a finished third level provides flexible space for a bedroom or playroom. Additionally, the lower level of this home includes a rec room with a substantive brick fireplace, full bath, laundry, and ample storage. There are plenty of places to gather and commune here, and also plenty of space for . . . space! Beyond the dense integrity inside of this home, there is also the luxury of the exterior, which includes a gated backyard with brick patio and a private, landscaped setting. A slate roof, two-car garage, and driveway parking for four rounds out this residence. Comfortably situated near Rock Creek Park, Brookville Road shops and dining, this private and timeless abode offers easy access to Bethesda, DC, I-270, and I-495. Also listed for rent MLS #MDMC2226840.

7215 Rollingwood Dr, Chevy Chase

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

$1,750,000

5 Beds ⋅ 6 Baths

Mid-Century Modern — truly one of a kind. This distinguished 6,200 sq. ft. residence located on a generous corner lot offers a perfectly proportioned layout for refined living and effortless entertaining. The main level welcomes guests with a dramatic foyer beneath 12'6" ceilings, flowing to a formal living room framed by walls of glass that open to sunlit stone terraces and the pool. Host dinners in the elegant dining room overlooking the water, or enjoy casual mornings in the expansive eat-in kitchen and adjoining family room. The tranquil primary suite features expansive closets, a marble en suite bath, and private patio access; two additional bedroom suites offer walk-in closets and luxurious baths. The lower level is an entertainer’s dream, with a large recreation room with wet bar, access to the two-car garage, an auxiliary kitchen, multiple bedroom/flex spaces, full baths, gym/bonus room, laundry, and ample storage. Designed for seamless indoor-outdoor living, doors from the living room, family room, and primary suite open to sweeping stone patios and the pool. Located one block from Rock Creek Park and Meadowbrook Stables and minutes from top-rated schools and commuter routes to Maryland, Virginia, and downtown D.C., this impeccably maintained sanctuary is a rare offering.

3201 Pauline Dr, Chevy Chase

Listing courtesy of TTR Sotheby's International Realty. Contact:

$1,995,000

5 Beds ⋅ 4 Baths

Nestled on one of the most coveted streets in Chevy Chase Section 5, 3805 Thornapple Street is a home that honors its heritage while embracing the way we live now. Originally built in 1928 and fully reimagined in 2025, this five bedroom, four bath luxury residence offers over 3,750 square feet of bespoke living on a 7,499 square foot lot, thoughtfully designed for both beauty and function. From the moment you step inside, you are greeted with a sense of ease and elegance that defines the finest renovated homes in Chevy Chase, MD. The front living room, anchored by a wood burning fireplace and custom built ins, offers a gracious welcome, perfect for intimate conversations or a quiet evening retreat. Throughout this fully renovated single family home, arched doorways, wide plank French oak hardwood floors, designer lighting, and rich custom millwork elevate every moment, with finishes rarely found at this level in the Chevy Chase real estate market. The chef's kitchen, appointed with Viking stainless steel appliances, Taj Mahal Quartz countertops, and bespoke custom cabinetry, opens seamlessly to a large, flat, fully fenced backyard, ideal for year round indoor outdoor entertaining or peaceful al fresco living. Well proportioned formal dining and family rooms allow for effortless hosting, while a built in bar with wine cooler adds sophistication and intention. Downstairs, a full lower level recreation room offers incredible flexibility, equally suited for a home theater, home gym, playroom, or private office. Upstairs, the serene primary suite is a true retreat, featuring a spa inspired primary bath and a generous walk in closet. Every bedroom enjoys spacious proportions and exceptional closet space throughout, a rare and welcome luxury in this neighborhood and a hallmark of this move in ready Chevy Chase home. Additional highlights include smart home technology, solid core doors, a detached one car garage, and professional landscaping. The location is simply unmatched, minutes from downtown Washington DC, Friendship Heights, the Capital Crescent Trail, Whole Foods, and highly regarded public schools serving the area. Families are encouraged to independently verify school assignments through Montgomery County Public Schools. 3805 Thornapple Street is not just a renovation. It is a timeless reinvention of a Chevy Chase classic, offering warmth, sophistication, and soul in one of the DC metro area's most prestigious neighborhoods. A rare opportunity to own a luxury renovated home in Chevy Chase Section 5 that lives as beautifully as it looks.

3805 Thornapple St, Chevy Chase

Listing courtesy of TTR Sotheby's International Realty. Contact: 2029750873

$1,499,000

3 Beds ⋅ 3 Baths

Nestled on a 5,750-square-foot flat lot in the coveted Town of Chevy Chase, this charming 1923 Colonial seamlessly blends timeless character with modern updates in an unbeatable location. A welcoming front porch sets the tone, inviting you inside to thoughtfully designed living spaces ideal for both everyday living and entertaining. The main level features a gracious living room that flows effortlessly into the dining area and a recently renovated chef’s kitchen, complete with quartz countertops, stainless steel appliances, and a peninsula perfect for casual dining and gathering. A cozy family room with a wood-burning fireplace and access to the side deck provides the perfect retreat, while a convenient powder room completes the level. Upstairs, you’ll find three well-proportioned bedrooms and two full baths, including a generous primary suite with large closets and a private en-suite bath. Pull-down attic access from the hall offers additional storage options. The lower level adds versatility with a recreation room, laundry area, and ample storage space. Outside, the flat, fenced rear yard is ideal for play or entertaining and is complemented by a deep garage and driveway parking for up to three cars. Perfectly positioned just steps from Trader Joe’s, Target, Metro, and the vibrant shops and restaurants of downtown Bethesda, this home offers the best of suburban charm with urban convenience.

4428 Stanford St, Chevy Chase

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: (202) 966-1400

$3,295,000

7 Beds ⋅ 7 Baths

Welcome to 3301 Winnett Road, an exceptional new construction residence by Classic Homes, expected for delivery in May 2026. This thoughtfully designed home offers elegant living across three finished levels with high-end finishes and modern functionality throughout. The main level features 10-foot ceilings, wide-plank oak hardwood flooring, and 8-foot solid core doors, creating an open and sophisticated feel. The chef’s kitchen is equipped with premium Thermador appliances, including a professional gas range, built-in refrigerator and freezer columns, wall oven, microwave, custom hood, and panel-ready dishwasher. Taj Mahal quartzite countertops with waterfall island, designer backsplash, and semi-custom cabinetry complete this stunning space. The adjoining family room is highlighted by a gas fireplace with limestone surround, while additional main-level spaces include a formal dining room, private study, guest suite, mudroom with built-ins, and access to the two-car garage. Upstairs, the luxurious Owner’s Suite offers a spa-inspired bath with quartzite vanities, freestanding soaking tub, and designer tile selections, along with spacious walk-in closets. Three additional bedrooms, well-appointed baths, a loft, and laundry room complete the upper level. The finished lower level features a large recreation room, media room, additional bedroom, and full bath, offering excellent flexibility for entertaining, guests, or extended living. Built with quality construction including Anderson windows, Hardie siding, structured wiring, and high-efficiency systems, this home combines timeless design with modern comfort in a highly desirable location.

3301 Winnett Rd, Chevy Chase

Listing courtesy of RE/MAX Realty Services. Contact: (240) 403-0400

$2,129,000

5 Beds ⋅ 6 Baths

BeaconCrest Homes is proud to present an exceptional new construction opportunity in this highly sought-after neighborhood of Chevy Chase. Perfectly situated just minutes from downtown Bethesda and Washington, DC, this premier residence offers the ultimate in luxury living and modern convenience. Meticulously designed and to be delivered in 2026, this exquisite home will feature soaring 10-foot ceilings and a thoughtfully crafted main level ideal for today’s lifestyle. Highlights include a private study—perfect for remote work—a spacious mudroom with custom built-ins, and a stunning open-concept kitchen and family room. The kitchen flows effortlessly to a rear patio, making indoor-outdoor living and entertaining a breeze. The family room is anchored by a stylish fireplace and enhanced by a refined coffered ceiling. Upstairs, the expansive primary suite is a true sanctuary, showcasing a dramatic beamed ceiling, two oversized walk-in closets, and a spa-inspired bath retreat. Three additional bedrooms, each with its own en-suite bath, along with a generous laundry room, complete the upper level. The fully finished lower level offers versatile living space with a large recreation room that opens to the outdoors via a welled exit, a full bath, and a flexible den or fifth bedroom—ideal for guests, a gym, or additional office space. Don't miss this rare opportunity to own a custom-crafted home in one of the area’s most prestigious locations.

2729 Washington Ave, Chevy Chase

Listing courtesy of Beacon Crest Real Estate LLC. Contact: 7032870586

$965,000

3 Beds ⋅ 2 Baths

Welcome to 7100 Western Avenue, a delightful single-level home on a generous corner lot in the heart of Chevy Chase’s sought-after Rollingwood neighborhood. With 3 spacious bedrooms and 2 full baths, this home offers the perfect blend of comfort, charm, and everyday convenience. Step inside and you’ll immediately feel the warmth of the light-filled living room, where oversized windows invite in sunshine and create a cozy, welcoming space to relax or gather with loved ones. The kitchen is both stylish and functional, featuring granite countertops, stainless steel appliances, and light wood cabinetry, while big windows bring the outdoors in. A dedicated dining area nearby is ideal for enjoying meals together or hosting friends. The bedrooms provide plenty of room to unwind, along with generous storage. Recent updates—including a new roof, all new windows, and an upgraded HVAC system—add peace of mind, comfort, and energy efficiency. Life extends easily outdoors with two private patios designed for relaxation and entertaining. The back patio, complete with a built-in fireplace, is perfect for cozy evenings, while the fenced front patio offers a private retreat for morning coffee or playtime. A paved driveway ensures everyday convenience. Best of all, you’re just a short stroll from Rock Creek Park and Candy Cane Park, where trails, playgrounds, and green space become an extension of your backyard. This is a home that makes it easy to enjoy the best of both indoor comfort and outdoor living.

7100 Western Ave, Chevy Chase

Listing courtesy of Compass. Contact: 4108497055

$4,990,000

7 Beds ⋅ 9 Baths

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

Listing courtesy of Realty ONE Group Capital. Contact: (202) 932-5100

$3,195,000

5 Beds ⋅ 5 Baths

PRICE IMPROVEMENT! Discover the timeless charm of this historic Victorian, crafted by renowned builder Harry Wardman and ideally located just blocks from Chevy Chase Circle. Blending classic elegance with modern luxury, 5 Oxford Street offers refined living across three beautifully renovated levels in the heart of Chevy Chase Village. Inside, the reimagined upper level features a renovated primary suite with a luxe bathroom, expanded walk-in closet, and marble/granite fireplace surround. All bathrooms have been fully updated, and additional bedrooms include improved layouts, custom closets, and built-ins. A fourth bedroom and updated hallway closet complete the floor. Wardman’s signature details—expansive front porch, high ceilings, crown moldings, and inlaid hardwoods—set the stage for a fully modernized interior. The main level includes a redesigned chef’s kitchen with a center island, custom cabinetry, high-end appliances, and an upgraded butler’s pantry with a wine fridge, coffee bar, and prep sink. Elegant millwork, built-ins, new lighting, and a refreshed powder room elevate the living spaces. Major upgrades include two new HVAC systems with dual zones, upgraded ductwork, and all-new recessed lighting. The lower level offers a refinished fifth bedroom, new laundry closet, and updated ducting. Exterior improvements and a full Ultraguard security system complete this exceptional home—offering historic character and modern convenience, just moments from Chevy Chase’s vibrant shops, parks, and restaurants.

5 Oxford St, Chevy Chase

Listing courtesy of Compass. Contact: (301) 298-1001

$1,749,000

5 Beds ⋅ 5 Baths

Located in the charming neighborhood of Chevy Chase, at 3336 Jones Bridge CT, a residence awaited those who sought luxury blended with functional design. This stunning home invites you to enter, where sophistication greets you at every turn. The journey begins on the main level, showcasing an elegant office adorned with French doors and a coffered ceiling, setting an immediate tone of refinement. A cozy gas fireplace, dressed with a stylish shiplap accent wall, casts a warm, inviting glow, enhanced further by a charming bay window that floods the space with natural light. Seamlessly blending the indoors with the outdoors, convenient French doors lead to a back deck, perfect for al fresco dining or simply enjoying the fresh air. The heart of this home reveals itself in the gourmet kitchen, a chef’s delight that boasts top-of-the-line Z-line appliances and breathtaking waterfall countertops throughout. An expansive island serves as the centerpiece, while a wine rack with cooler and a floor-to-ceiling pantry cater to your culinary ambitions. Practical touches like a mud closet, a half bath, and dedicated laundry area complete this beautiful space, while the one-car garage ensures easy access and protection for your vehicle. Ascending to the second level, you’ll find the epitome of comfort with four spacious bedrooms and three full bathrooms. The primary suite stands as a true retreat, featuring a generous walk-in closet and an elegant primary bathroom that beckons relaxation. Here, a walk-in shower with seating and jets awaits, complemented by a luxurious Roman-style tub and a linen closet, all adorned with exquisite Spanish porcelain tile. Crown molding graces the top floor, while a shoe and purse closet and a cozy reading bench add thoughtful touches for tranquil moments. The journey continues to the lower level, equally impressive with a large family room that invites gatherings and laughter. A dedicated gym or den provides a perfect spot for pursuits and hobbies, while a versatile bedroom with a full bath—featuring dual entrances and outside access—offers privacy and convenience. Step outside, where the outdoor space truly shines, designed for entertainment and enjoyment. A beautiful flagstone patio, wrapped for added charm, complements the fenced backyard, ensuring privacy while you host friends and family. Energy-efficient solar panels empower the home, offsetting your energy costs and enhancing sustainability. Other conveniences, such as a Generac generator and a two-zone HVAC system, ensure your comfort in every season. Throughout this elegant abode, the beauty of 5 ¾ inch trim, solid wood doors, and stunning hardwood floors weave a narrative of luxury that resonates in every room. Location only adds to the allure, with the Ritz Carlton, Amazon Fresh, and the Purple Line stop on Connecticut Ave just a few blocks away, offering convenience at your fingertips. Plus, buyers will appreciate the added value of a lender credit for using the preferred lender. Whether you’re looking to call this enchanting residence your forever home or considering a rental opportunity, 3336 Jones Bridge CT is a place where dreams can take flight, and stories can be written anew. Welcome home!

3336 Jones Bridge Ct, Chevy Chase

Listing courtesy of Cottage Street Realty LLC. Contact:

$2,199,000

6 Beds ⋅ 6 Baths

Welcome to 7904 Rocton Avenue built by esteemed builder ERB Properties! This stunning home offers an amazing open floor plan with 3 finished levels, 6 bedrooms, 6 bathrooms and over 5,300 square feet of living space! Featuring beautiful craftsmanship and custom finishes with generous-sized rooms, abundant recessed lighting and wide plank hardwood floors, it is ready for you to move right in! The main level includes a living room, formal dining room, butler’s pantry and a gourmet chef’s kitchen with high end appliances, soft close cabinets & drawers, quartz countertops, a center island and a walk-in pantry. The main level also features a light and bright family room with a gas fireplace, covered porch off of the family room, a bedroom/office and a full bathroom. The spectacular upper level boasts a relaxing primary suite with two walk-in closets and a luxurious spa bathroom with a separate oversized frameless glass enclosed shower, a soaking tub, two vanities and a make-up counter. Also on the upper level are 3 additional bedrooms, 3 additional full bathrooms, an inviting family/homework-study area and a laundry room with a sink, cabinets and a washer and dryer. On the lower level you will find a spacious recreation room with a wet bar, a bedroom, a full bathroom, an exercise room with a rubber mat and mirror, a large mudroom with cubbies and a bench and a separate walk-up side entrance. Located in the lovely Dunlop Hills subdivision, this home is part of the Bethesda Chevy Chase High School cluster.

7904 Rocton Ave, Chevy Chase

Listing courtesy of RLAH @properties. Contact:

$5,200,000

6 Beds ⋅ 8 Baths

Construction to start in the Summer of 2026. This is an exceptional opportunity to work with the long-time neighborhood craftsman, Chase Builders. Chase Builders is an award-winning custom-level builder of new homes in the established communities of Chevy Chase. The architect, Studio Z Design Concepts, has drafted a preliminary new home design that is completely open to customization, including a 5th bedroom on the second level. There are plenty of model of homes constructed by Chase Builders available in the immediate neighborhood to tour and plentiful references are certainly available. There are special options for an in-ground pool, a three car lower level garage, a spa room with sauna & cold plunge and so much more. There may also be potential for an existing house deconstruction donation to a non-profit. House completion scheduled for Spring 2027. Enjoy the unrivaled convenience and exceptional community services of the Town of Chevy Chase’s “close-in living” lifestyle, just minutes from the Bethesda Red Line Metro, downtown Bethesda’s vibrant dining and shopping scene, and the charming boutiques of Friendship Heights. Top-rated schools, verdant neighborhood parks, the Lawton Community Center, and the scenic Capital Crescent Trail are all nearby, as is the highly anticipated redevelopment of the historic Farm Women’s Market.

3910 Underwood St, Chevy Chase

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

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