Refine Search
Sort by
3301 Winnett Rd, Chevy Chase
$3,345,000
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:

Selling Office: CSK Residential, Inc..

7712 Rocton Ave, Chevy Chase
$2,525,000
6 Beds ⋅ 7 Baths
Attention: Sun 12/14 Open House Cancelled due to inclement weather. Welcome to this stunning Craftsman-style home in the sought-after Rolling Terrace community. Nestled on a quiet street, this newly constructed residence is a masterpiece of modern design, seamlessly blending elegance with functionality. A charming covered front porch and flagstone walkway lead to the inviting entrance, setting the tone for the refined interior within. With approximately 5,600 square feet of thoughtfully designed living space across three levels, this home offers a perfect balance of comfort and sophistication. White oak floors grace the main and upper levels, while large Andersen windows fill each room with abundant natural light. The main level features a formal living room, elegant dining area, and a chef’s gourmet kitchen with quartz countertops, stainless steel appliances, custom wood cabinetry, and a spacious island with pendant lighting. The kitchen flows effortlessly into the bright family room, creating an open and inviting space ideal for entertaining. A guest or in-law suite with a private bath is conveniently located on this level, along with a well-appointed mudroom featuring cubbies and built-ins adjacent to the garage. The upper level showcases a versatile loft area perfect as a second family room, playroom, or creative space. The luxurious primary suite offers tray ceilings, an expansive walk-in closet, and a spa-inspired bathroom with a freestanding soaking tub, dual vanities, and a walk-in shower with both rain and wall-mounted shower heads. Three additional bedrooms, each with its own ensuite bath, and a convenient laundry room complete this level. The lower level provides even more living space with a spacious recreation room, a stylish wet bar, a game or media area, an exercise room or office, and an additional guest bedroom with a full bath. The walk-up basement opens to a covered flagstone patio overlooking a fully fenced private backyard accented by a beautiful mature oak tree. This exceptional home combines timeless craftsmanship, luxurious finishes, and modern convenience to create an unparalleled living experience in one of the area’s most desirable neighborhoods. Prime Chevy Chase location near downtown Bethesda, Friendship Heights, and Metro access. Minutes to The Shops at Wisconsin Place, Trader Joe’s, and popular dining. Close to Rock Creek Park and Woodend Sanctuary for outdoor recreation. Located in a top-rated Montgomery County school district, this home offers the perfect balance of neighborhood charm, convenience, and accessibility.

7712 Rocton Ave, Chevy Chase

Listing courtesy of Century 21 Redwood Realty. Contact:

Selling Office: Compass.

3110 Rolling Rd, Chevy Chase
$1,795,000
5 Beds ⋅ 5 Baths
Stunning French Normandy Tudor with 5 bedrooms and 4.5 bathrooms, designed by the renowned architect Waverly Taylor. This home features an attached, renovated two-story guest suite, perfect for hosting guests, accommodating extended family, or serving as a private office space. The guest suite's main floor includes a living room, a renovated full bath, and a well-appointed kitchenette equipped with a sink, refrigerator and dishwasher. The upstairs has a bedroom boasting soaring beamed ceilings, recessed lighting, rich wood flooring, and custom railings. This guest suite has multiple glass doors that open onto a spacious patio, perfect for entertaining. This 1935 architectural gem sits on one of Rollingwood's most scenic streets, showcasing a steep slate roof, copper gutters, intricate brickwork, and vintage iron garden gates on a spacious 8,167 sq ft lot. The main house updates feature a new open-concept gourmet kitchen with white shaker-style cabinets, stunning black marble-look quartzite countertops, and high-end stainless steel appliances, including a Wolf gas stove and Sub- Zero refrigerator, with newly refinished hardwood floors throughout. The spacious living room offers gorgeous, newly refinished hardwood floors, high ceilings, wall-to-wall box molding, and a wood-burning fireplace with an original built-in "ash pit" feature for easy clean-up. The living room opens into a sunroom with a dramatic peaked ceiling that has sliding glass doors to a private travertine patio with a water feature, surrounded by mature landscaping. The top floor boasts an owner’s suite complete with a walk-in closet and en-suite bath, along with two additional bedrooms and a hall full bath. This level also includes a new stacked washer/dryer. The expansive attic offers ample storage space or room for expansion. On the lower level, you'll find a family room with high ceilings featuring hardwood floors, a fireplace, recessed lighting, along with a fourth bedroom, a full bath, and a bonus workout space.

3110 Rolling Rd, Chevy Chase

Listing courtesy of Compass. Contact:

Selling Office: Castle Distinctive Properties.

7504 Summit Ave, Chevy Chase
$1,699,000
5 Beds ⋅ 4 Baths
Welcome to a whimsical, magical home on the hill — the kind of home you may never want to leave. Set on a premium wide lot with lovely gardens, stone patios, winding walkways, and exceptional privacy, this enchanting whitewashed brick Colonial perfectly blends timeless character with thoughtful modern updates. Distinguished by its elegant copper gutters and timeless slate roof, the home exudes charm, quality, and craftsmanship rarely found today. Fully refreshed and refined from top to bottom, this special residence offers beautiful hardwood flooring, luxurious marble bathrooms, two beautifully revamped marble fireplaces, and inviting spaces designed for both everyday living and effortless entertaining. At the heart of the home is the beautifully renovated chef's kitchen, featuring elegant quartz countertops, abundant cabinetry, and a stunning quartz peninsula designed for both everyday living and entertaining. The spacious peninsula comfortably accommodates barstool seating, creating the perfect gathering place for morning coffee, casual family meals, homework sessions, or simply enjoying conversation while preparing dinner. Thoughtfully designed for modern living, the peninsula also functions beautifully as an eat-in kitchen and entertaining hub, offering generous space for serving food buffet-style during holidays, celebrations, and family gatherings. Whether hosting guests or enjoying a quiet evening at home, this inviting space encourages connection and creates the warm, welcoming atmosphere that makes a house truly feel like home. Original details, including the classic railing, abundant built-ins, and architectural character throughout, add warmth and authenticity, while tasteful renovations bring modern comfort and style. The sun-drenched sunroom, surrounded by new windows, creates a peaceful retreat where natural light pours in and the beauty of the outdoors can be enjoyed year-round. A rare first-floor bedroom with its own fireplace offers incredible flexibility and can serve as a guest suite, private home office, reading room, library, or cozy retreat. Every room has been thoughtfully designed to provide both comfort and function while maintaining the home's unique character and charm. Outside, the expansive grounds provide the perfect setting for entertaining, gardening, relaxing, or simply enjoying the peaceful surroundings. The stone patios and walkways create inviting outdoor living spaces that feel like a private sanctuary. A spacious two-car garage provides added convenience and storage. Rarely does a property offer such a compelling combination of charm, craftsmanship, privacy, and future potential. Beyond its stunning renovations, timeless architectural details, slate roof, copper gutters, and magical setting, the expansive lot provides a unique opportunity for future additions or expansion if desired. Whether enjoyed exactly as it is today or thoughtfully enhanced over time, this extraordinary residence offers the flexibility to create a true forever home while preserving the character, beauty, and warmth that make it so special. Major Mechanical Upgrades include: Complete HVAC system replacement (November 2024) includes humidifier, dehumidifier, new compressor — backed by a **transferable warranty** (10-year parts / 5-year labor) through GAC Services, plus prepaid bi-annual maintenance coverage through November 2029. System also features **Aeroseal duct insulation** for enhanced efficiency. House is Conveniently located close to Washington, DC, Metro access, shopping, dining, and major commuter routes, this is more than a home—it is a lifestyle. A rare offering where timeless elegance, modern comfort, and endless possibilities come together in one remarkable property. Once you arrive, you may never want to leave.

7504 Summit Ave, Chevy Chase

Listing courtesy of RE/MAX Realty Group. Contact:

Selling Office: Washington Fine Properties, LLC.

7214 Rollingwood Dr, Chevy Chase
$1,605,000
4 Beds ⋅ 4 Baths
Welcome home to this classic brick Colonial offering timeless charm and generous living space. The main level features beautifully appointed rooms, including a welcoming foyer, formal dining room,  a gracious living room with fireplace, den with a window seat, private office, powder room, and galley kitchen.  Upstairs, the second level offers three bedrooms and two full baths, including one bedroom with an attached bonus room ideal for a nursery, office, sitting room, or playroom. The finished top floor provides flexible additional living space. The lower level includes a recreation room with fireplace, guest room, full bath, and a laundry/utility room with walkout access, along with entry to the attached two-car garage. Outside, enjoy lovely landscaping and a private patio with access from both the kitchen and office, creating an ideal setting for everyday living and entertaining. Perfectly positioned between two parks and playgrounds, this home offers exceptional convenience to neighborhood favorites including Brookville Market, Brookville Pharmacy, beloved French bistro La Ferme Restaurant, and dry cleaners making daily errands and dining effortlessly accessible while enjoying a true neighborhood feel.

7214 Rollingwood Dr, Chevy Chase

Listing courtesy of Washington Fine Properties, LLC. Contact:

Selling Office: Long & Foster Real Estate, Inc..

3112 Rolling Rd, Chevy Chase
$1,550,000
5 Beds ⋅ 5 Baths
Welcome to 3112 Rolling Road, a charming Tudor-style home situated in the desirable Rollingwood community. This spacious residence offers approximately 4,000 square feet of versatile living space on a generous 8,700 square foot lot. With a seamless blend of classic elegance and casual comfort, this home presents an opportunity to explore its unique potential. Built in 1936, this property blends charm with possibilities for modern enhancements. Step into the inviting foyer, leading down to a formal living room where a wood-burning fireplace serves as a cozy focal point. The main level also features a formal dining room, office space, sunporch, and a full bath. The expanded kitchen and living areas on the main floor provide ample space for everyday living and entertaining. The well-designed second floor layout includes four bedrooms and three bathrooms. The spacious primary suite is a peaceful retreat, offering privacy and serenity. The basement includes a bonus rec room as well as a bedroom and bath, perfect for accommodating guests. This home is located just blocks away from the Brookville Market shops, the renowned La Ferme restaurant, a vibrant weekend farmers market, and the scenic trails of Rock Creek Park. It is also just minutes from downtown Bethesda and Washington, DC. Embrace the exceptional opportunity to craft your dream home in this serene and desirable community of Chevy Chase. Square footage approximate and based on third party.

3112 Rolling Rd, Chevy Chase

Listing courtesy of Compass. Contact:

Selling Office: Washington Fine Properties, LLC.

7214 Pomander Ln, Chevy Chase
$1,450,000
5 Beds ⋅ 4 Baths
Expansive brick Mid-Century home in the highly sought-after Rollingwood neighborhood of Chevy Chase! The understated exterior opens to reveal a sprawling, sun-filled interior that is sure to impress. Exceptional details are found throughout, including gleaming wood floors, three fireplaces, custom built-ins, Plantation shutters, skylights, and recessed lighting. This distinctive residence offers an outstanding floor plan ideal for entertaining. The main level features an elegant living room with crown molding and a fireplace, an open formal dining area with crown molding and a corner China cabinet, and a delightful sunroom with a gabled ceiling, a large picture window with bench seating, and access to the stone patio. At the center of the home is the open-concept kitchen, breakfast area, and family room, creating a seamless and comfortable everyday living space. The updated kitchen offers granite counters, a stainless-steel appliance suite, tasteful cabinetry with soft-close drawers, and a charming built-in banquet. Beyond the breakfast area is a sizeable family room with a fireplace flanked by display shelving. The main level bedroom wing includes three well-proportioned bedrooms and two full bathrooms, including a spacious primary suite with a walk-in closet, an additional wall closet, a ceiling fan, and an updated private bathroom with a marble vanity. The upper level is filled with natural light and includes a sizeable bonus room with three built-in workstations, skylights, a picture window with bench seating, and wall-to-wall carpeting. There is also a large fourth bedroom with a walk-in closet, cedar storage closet, skylights, and built-in drawers and shelving. A full bathroom with an oversized marble vanity completes this level. The finished lower level has a huge recreation and game room with a fireplace and recessed lighting, a private fifth bedroom, a full bathroom, a laundry room, a storage room, a mudroom area, and access to the two-car garage with a workbench space. The property is situated on a landscaped lot with mature trees and a picturesque backyard featuring an enchanting stone patio, extensive hardscaping, a deck with a hot tub, and two fenced garden areas ideal for vegetables. Ideally located in close-in Chevy Chase, this home is convenient to Rock Creek Park, the Capital Beltway, and downtown Washington, D.C., and just minutes from the restaurants, shopping, and entertainment of downtown Bethesda and Silver Spring. Located in the sought-after Bethesda-Chevy Chase High School cluster.

7214 Pomander Ln, Chevy Chase

Listing courtesy of Perennial Real Estate. Contact:

Selling Office: Coldwell Banker Realty - Washington.

7721 Rocton Ave, Chevy Chase
$1,370,000
5 Beds ⋅ 3 Baths
Builder's own home, now offered for sale for the first time! Located in coveted Rollingwood of Chevy Chase, MD and nestled on a peaceful cul-de-sac—this beautifully remodeled brick rambler combines timeless elegance with modern comfort. Thoughtfully updated throughout, this home is move-in ready and perfectly suited for today’s lifestyle. A classic slate foyer welcomes you inside—or enjoy the convenience of bringing groceries directly from the single carport into the modern granite kitchen. To the left of the foyer is a cozy den/sitting room, opposite is the kitchen, and straight ahead is the formal living and dining rooms, ideal for entertaining. Down the hall, you’ll find three spacious bedrooms and two luxurious bathrooms, including a primary suite with a spa-inspired ensuite bath. Step down to the bright, contemporary lower level featuring high ceilings, a large recreation room with white brick hearth and wood-burning fireplace, and French doors that open to a private backyard oasis. This level also offers a fourth bedroom w/ French doors to a sitting room, a luxury full bath, and an additional flex room—perfect for an office, gym, or 5th bedroom. Located within the acclaimed BCC school cluster, this home offers easy access to Rock Creek Park, downtown Bethesda, and Red Line Metro. Enjoy nearby fine dining and boutique shopping along scenic Brookeville Road. Create years of cherished memories in this exceptional Chevy Chase residence—where style, comfort, and location meet.

7721 Rocton Ave, Chevy Chase

Listing courtesy of Ross Wiczer Real Estate. Contact:

Selling Office: Washington Fine Properties, LLC.

7727 Rocton Ave, Chevy Chase
$1,360,000
5 Beds ⋅ 3 Baths
OPEN HOUSE CANCELED - Property under contract. Experience timeless design and modern living in this exceptional Mid-Century Modern residence, ideally situated on a quiet cul de sac in the Rollingwood Terrace neighborhood. Set on a lush 0.38-acre lot, this architectural gem celebrates the clean lines, open spaces, and a seamless indoor-outdoor connection that define classic mid-century design. Sunlight pours through an expansive wall of glass, illuminating airy living spaces with soaring ceilings, warm hardwood floors, and thoughtfully preserved architectural details. The open-concept floor plan is both sophisticated and functional, offering effortless flow for everyday living and entertaining alike. The redesigned front entry and new front door welcome you into the dramatic main living space with peaked ceilings and new lighting. Anchored by a wood burning fireplace, the dramatic living and dining spaces are light filled and perfect for intimate gatherings or large-scale entertaining. The updated kitchen, featuring generous cabinet space, beautiful tiling, expansive prep space and designer lighting, opens directly to the spacious rear deck, ideal for dining al fresco or just unwinding after a long day. The private backyard, filled with mature trees and greenery, still provides plenty of room to play. A custom coat closet and convenient front main level office, both off of the entryway, provide heightened level of versatility. The home’s deceptively spacious layout features, five bedrooms, including four on the main level. The brand new hall bathroom is ready of guests and family alike, with dual vanities, crisp subway tiling and excellent storage. The king-sized primary bedroom has a deep, custom closet and convenient en-suite full bathroom. The large lower level provides tremendous flexibility with the home’s fifth bedroom with sitting area, an updated third full bathroom, a huge family room with a wall of glass and direct walk-out access to the rear yard and a second home office space that could easily be converted to a sixth bedroom if needed. A deep storage, utility and laundry room complete the lower level. The Rollingwood Terrace neighborhood offers a rare combination of quiet residential charm and exceptional convenience. Enjoy easy access to Rock Creek Park, downtown Bethesda and Silver Spring, top rated schools and the cultural, dining, and shopping destinations of Washington, D.C. The neighborhood is known for its mature tree canopy, distinctive architecture, and strong sense of community, making it one of the area's most desirable places to call home. A rare opportunity to own an iconic Mid-Century Modern home in an established neighborhood where architectural character, natural beauty, and an unbeatable location come together to welcome you home!

7727 Rocton Ave, Chevy Chase

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

Selling Office: Compass.

3512 Woodbine St, Chevy Chase
$1,290,000
4 Beds ⋅ 3 Baths
Nestled into a wooded setting on a fantastic 15,983 sq. ft. lot on one of the most valuable streets in Rollingwood, this updated 4BR/2.5BA home features 2253 of above grade living space & 690 sq. ft of finished space o the lower level. <br/><br/> The backyard features remarkable depth that doesn't back directly to another house, it's a magnificent natural setting including a meandering stream on the left side of the property. An impressive brick retaining wall, two level flagstone patios, stone walls and great sun makes this a special oasis.<br/><br/> The interior has been upgraded substantially during the 22 year ownership of the current owners. They are just the second owners of this property. Some PELLA windows and doors were replaced in 2005, . The remainder were replaced with PELLA in 2014. Today, window and door replacement on a home of this size could easily cost over 50-60K! <br/><br/> The kitchen was completely redesigned and installed in 2004 at a cost of 40K plus: at least $69,000 today. Since this renovation, the GE Profile refrigerator ($3200) and the Bosch dishwasher were replaced in 2023,<br/><br/> The entire lowest level was architect designed/updated in in 2011 for 68K (at least 96K in today's dollars.) <br/><br/> The bathrooms were updated in 2015 at a cost of 31K, (about 40K in today's dollars!)<br/><br/> A new asphalt shingle roof ($8,757) was installed in 2017 w 25-year warranty. Seamless gutters in 2013 ($6100) New furnace -2023/new central air 2024-13.5k total, new hot water heater 2026-$4,336. Professional interior and exterior painting-$9,140- 2026, Landscaping improvements : stone walls-lower patio 2019- $4,470, upper flagstone patio 2020-$6,347. Exterior lighting $2700-2013, a new front walkway 2013-$17,550. GE Profile washer/dryer -2023 -$2,650. Brand new circuit breaker electrical panel &exterior service entry cables (2026-7k) <br/><br/> The list goes on and on, this home has been kept in continuously fine shape over the decades ! You just found a remarkable opportunity.

3512 Woodbine St, Chevy Chase

Listing courtesy of Stuart & Maury, Inc.. Contact:

Selling Office: Compass.

How much is your home worth?

Get instant property value now!