Chevy Chase Real Estate | Chevy Chase 5 Bedroom Properties for Sale

Welcome to 8609 Woodbrook Ln | New Construction Home on a Quiet Cul-De-Sac | 5 Bed | 5 Bath | 4,700 SF | 7,500 SF Lot | Large Outdoor Entertainment Area | Attached 1-Car Garage & Driveway Property Highlights Include: A thoughtfully designed floor plan spanning approximately 4,700 square feet, a dramatic two-story entry foyer with large-format marble tile, wide-plank white oak hardwood flooring, and expansive windows providing abundant natural light throughout. The gourmet kitchen centers on an oversized island with seating for four and features quartz countertops and backsplash, plus professional-grade Bosch and Thermador appliances. Dual primary suites on separate levels offer flexibility for multigenerational living or extended guests. The home also features a formal living room with a gas fireplace, main-level office/playroom/flex space, mudroom/pantry just off the garage, substantial attic storage accessible through the upper-level primary closet, and a tiered backyard with an expansive flagstone patio designed for outdoor dining and entertaining. Neighborhood Highlights Include: Enjoy a quiet, tucked-away residential setting with convenient access to Rock Creek Park, scenic trails, Downtown Bethesda, and key commuter corridors, and just minutes from Metro access, shopping, dining, and a wide variety of entertainment options. This meticulously crafted new construction home combines timeless finishes and thoughtful design to deliver an exceptional living experience across two levels in one of Chevy Chase’s most convenient locations.

8609 Woodbrook Ln, Chevy Chase

Listing courtesy of Compass. Contact: (202) 386-6330

$2,950,000

5 Beds ⋅ 5 Baths ⋅ ACTIVE Status

A rare combination of historic character and modern craftsmanship. From the moment you arrive, the pebble dash stucco façade — framed by mature, lushly layered landscaping of flowering trees, roses, peonies, and azaleas — signals that something special awaits. Follow the curved walkway to a custom-designed solid wood entry door, and step inside. Rift-and-quartered character grade white oak floors on all three above-grade levels, and the details that greet you at every turn are the kind buyers spend years searching for: rich moldings, bespoke built-ins, a coffered ceiling and antique fireplace mantel in the family room, and a soaring cathedral ceiling that transforms the primary bedroom into a true retreat. On the lower level, radiant heated polished concrete adds a sleek, modern counterpoint — while the mudroom’s handmade hexagonal French terra cotta tile adds one more layer of unexpected delight. The kitchen features solid ash cabinetry by Wm Ohs of Colorado — one of the country’s most respected custom cabinet makers, honed Absolute Black granite countertops and a custom pine built-in hutch anchors the breakfast area. Then there is the screened porch — and once you see it, you will understand why it may be the home’s most beloved space. At 14 by 18 feet, with mahogany flooring and a bead board cathedral ceiling. Practical considerations are equally impressive. Finding two garage spaces in the Town of Chevy Chase is itself a rarity. The attached garage includes a 220-volt line for EV charging, while the detached original garage has been thoughtfully reimagined as a garden shed, storage space, and entertaining room complete with custom sliding barn doors — flexible square footage that grows with your needs, easily reclaimed for your extra vehicle. Underpinning it all: a dual-zone geothermal HVAC system that delivers exceptional year-round comfort while also assisting with water heating — an investment in both sustainability and long-term savings.

4004 Underwood St, Chevy Chase

Listing courtesy of Gerlach real estate, inc.. Contact:

$1,995,000

5 Beds ⋅ 5 Baths ⋅ ACTIVE Status

Perfectly located on a tree-lined street in Chevy Chase West, this beautifully maintained home blends timeless character with the functionality and flexibility of a more modern floor plan, boasting a newly renovated carriage house and access to Norwood Park at the end of the block. Thoughtfully expanded and updated over the years, it offers the spaces and flow that support modern living while retaining the warmth, craftsmanship, and charm that make older homes so special. Filled with natural light and designed for both everyday living and entertaining, the property is further distinguished by a fully renovated detached carriage house, an exceptional and rarely available feature that provides remarkable flexibility for guests, a private home office, an au pair suite, or multigenerational living. A welcoming entry hall sets the tone for the home, opening to bright, inviting living spaces. The spacious living room offers flexibility for both formal entertaining and comfortable everyday living, with a wood-burning fireplace creating a cozy spot to gather on cooler evenings. At the heart of the main level, the dining room connects the living room, kitchen, family room, and office. The kitchen is thoughtfully designed for everyday functionality and opens to a sunny breakfast area with a large pantry, while the adjoining family room addition provides easy access to the rear deck and backyard beyond. Tucked quietly to the side of the home, the office and powder room offer privacy and flexibility for working from home. Upstairs, the primary suite is a peaceful retreat complete with a library sitting room, walk-in closet, and spacious primary bath. If needed, the sitting room can easily be sectioned off into an additional upstairs bedroom with minimal updates! Two additional bedrooms with large closets, a full hall bath, a generous linen closet, and a conveniently located second-floor laundry room complete the upper level. Hardwood floors and fresh paint throughout the main and second levels add warmth and continuity throughout the home. The lower level adds another layer of flexibility, featuring a bedroom, full bath, and comfortable sitting area. The lower level addition is dug out with high ceilings and tile floors, creating an exceptional bonus space, ideal for a recreation room, fitness area, playroom, or whatever best suits your needs. A truly special feature of the property is the detached two-level carriage house, recently transformed through a comprehensive renovation by Four Brothers Construction. The result is an exceptional space featuring a welcoming living area, office space, kitchenette, and full bathroom on the main level, along with a private, sunny bedroom upstairs. Integrated heating and cooling systems on both levels provide year-round comfort. Whether used as a guest house, private office, creative studio, or space for extended family, the carriage house offers remarkable flexibility while feeling seamlessly connected to the main property. Outside, the rear deck opens to a flat, grassy backyard that serves as a natural extension of the home's living space. Mature landscaping creates a private and inviting setting with ample room for outdoor entertaining, gardening, recreation, or quiet afternoons at home. A gravel parking area with an EV charging station provides valuable off-street parking. Just a stone's throw from Downtown Bethesda, the Bethesda Metro, and Friendship Heights Metro, this home offers easy access and walkability to restaurants, shopping, grocery stores, and everyday conveniences. Down the street is Norwood Park, with walking paths connecting to the Capital Crescent Trail and Bethesda Pool. Combining exceptional walkability with convenient access to regional transportation, this location offers the very best of Chevy Chase living.

4607 Norwood Dr, Chevy Chase

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

$899,000

5 Beds ⋅ 2 Baths ⋅ ACTIVE Status

OPEN HOUSE SUNDAY 1:00-4:00 PM Nestled in a serene suburban enclave, this exquisite Cape Cod-style residence offers a harmonious blend of classic charm and modern luxury. Built in 1963 and meticulously maintained, this detached home boasts an impressive 5 bedrooms and 2 full bathrooms, providing ample space for both relaxation and entertainment. Step inside to discover a warm and inviting interior, where hardwood and luxury vinyl tile flooring create a seamless flow throughout. The kitchen is designed for both functionality and style, with a built-in microwave, self-cleaning oven, and gas range, ensuring culinary adventures are a delight. The spacious dining area and traditional floor plan enhance the home's welcoming atmosphere, while the living room, complete with a charming gas/propane fireplace, serves as the perfect backdrop for cozy evenings. Natural light pours in through bay windows, illuminating the inviting spaces and highlighting the thoughtful details, such as recessed lighting and ceiling fans. Retreat to the luxurious primary suite, where comfort meets elegance. The bathrooms are designed with modern fixtures, including a walk-in shower that adds a touch of spa-like serenity. Additional features such as cedar closets and an attic provide ample storage, ensuring that every inch of this home is utilized to its fullest potential. The outdoor space is equally impressive, with a private lot that adjoins open space, offering a tranquil escape. Located on a peaceful cul-de-sac, the property features beautifully landscaped grounds and a paved driveway with space for two vehicles. Enjoy the convenience of nearby public transportation, with bus stops and metro stations just a short distance away. This home is not just a residence; it's a lifestyle. Experience the perfect blend of comfort, elegance, and convenience in a location that offers both privacy and accessibility. Whether you're hosting gatherings or enjoying quiet evenings at home, this property is designed to cater to your every need, making it the ideal sanctuary for those who appreciate the finer things in life. All new appliances, cabinets and most lighting fixtures. Bathrooms updated, Freshly painted, Spacious bedroom in lower level. OPEN HOUSE Sunday August 30th 1-4PM

3603 Faircastle Dr, Chevy Chase

Listing courtesy of Pearson Smith Realty, LLC. Contact: listinginquires@pearsonsmithrealty.com

$1,595,000

5 Beds ⋅ 4 Baths ⋅ ACTIVE Status

Welcome to 2327 Ashboro Drive a beautifully designed, spacious 5BR/3.5BA residence perfectly balancing sophisticated entertaining spaces with everyday comfort. A dramatic, light-filled foyer with soaring ceilings welcomes you into an airy, open floor plan. The expansive great room, anchored by a sleek fireplace, flows seamlessly into the formal dining area and a gourmet kitchen featuring custom cabinetry and quartz countertops—extensively remodeled in 2020. The private owner’s suite serves as a peaceful retreat with a custom walk-in closet and spa-inspired bath. Four additional sun-filled bedrooms,one with en suite full bathroom , offer outstanding flexibility for family, guests, or a home office. Meticulously maintained with major system updates: New Roof (2020), Water Softener (2023), and Brand New Solar Panels, full HVAC (AC & Furnace), and Whole-Home Humidifier (2024) for year-round energy efficiency. Enjoy a private rear patio and lush yard on a premier tree-lined street. 2-car garage + driveway fits 6 cars. Near Rock Creek Park & downtown Bethesda!

2327 Ashboro Drive, Chevy Chase

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

$1,149,000

5 Beds ⋅ 3 Baths ⋅ ACTIVE Status

Spacious and versatile 5BR/3BA ranch-style home with a potential 6th bedroom on a large corner lot in the highly sought-after Rock Creek Forest neighborhood, just moments from the DC line, Rock Creek Park, downtown Silver Spring, and Chevy Chase. Beautifully maintained and thoughtfully updated, the home features hardwood floors throughout the main level, a spacious living room with a picture window and fireplace, and a formal dining room ideal for entertaining. The kitchen offers timeless shaker-style wood cabinetry, black stone countertops, tiled backsplash, stainless steel appliances, and a breakfast bar overlooking the inviting family room with a vaulted ceiling, oversized picture window, and sliding glass doors leading to the private rear patio and backyard. The generous main-level primary suite features a en-suite bath with an expanded tiled shower with built-in bench, while two additional bedrooms and a full hall bath complete the main level. The finished lower level offers exceptional flexibility with a spacious recreation room, three additional rooms, all with large windows and two have spacious closets allow for flexibility as bedrooms, home gym, hobby room, or office, a full bath, laundry room with built-in shelving, generous utility/storage room with shelves and an extra refrigerator. The thoughtfully finished garage conversion with a private entrance creates an ideal home office, bedroom or flex space (included in the bedroom count). Outside, enjoy a private backyard surrounded by mature trees, a spacious deck with stairs to the yard and storage below, a treehouse, driveway parking, and ample street parking. Walking distance to the shops on Grubb Road: Parkway Deli, Rock Creek Sports Club, Corner Market, The Daily Dish, Nail Salon, easily accessible to Metros, major airports, the Capital Beltway and in boundary for Rock Creek Pool. Please note: Square footage is estimated and calculated by an independent third party; information is deemed accurate but not guaranteed.

8404 Farrell Dr, Chevy Chase

Listing courtesy of Washington Fine Properties, LLC. Contact: info@wfp.com

$1,750,000

5 Beds ⋅ 5 Baths ⋅ COMING SOON Status

Welcome to this extraordinary, fully renovated residence in the highly sought-after Town of Chevy Chase, where timeless elegance meets modern luxury in one of the area’s most desirable neighborhoods. Currently undergoing a complete top-to-bottom transformation and coming soon to the market, this exceptional home has been thoughtfully redesigned with impeccable craftsmanship, sophisticated finishes, and today’s most desirable amenities throughout. The gourmet chef’s kitchen will feature all-new high-end appliances, custom cabinetry, premium countertops, and designer finishes, seamlessly flowing into inviting gathering areas ideal for entertaining family and guests alike. Spacious living and dining areas provide warmth and sophistication, while expansive windows fill the home with natural light and showcase the beautifully landscaped surroundings. This remarkable renovation includes all new major systems and upgrades throughout, including a brand-new roof, new HVAC system, new windows, new water heater, new heating system, new appliances, updated electrical and plumbing systems, engineered wood and LVP, and tile and countless additional improvements—offering peace of mind and turnkey convenience for years to come. Ideally located just moments from downtown Bethesda, Friendship Heights, Metro access, fine dining, boutique shopping, parks, trails, and top-rated schools, this stunning residence offers the perfect blend of luxury, comfort, and convenience in the heart of Chevy Chase. This is a rare opportunity to own a completely reimagined home in one of Maryland’s most prestigious and beloved communities.

7710 Chatham Rd, Chevy Chase

Listing courtesy of Fairfax Realty of Tysons. Contact:

$5,250,000

5 Beds ⋅ 7 Baths ⋅ COMING SOON Status

A truly extraordinary opportunity to own a custom-crafted residence in one of the Town of Chevy Chase's most coveted locations. Currently under construction, with anticipated completion in Fall 2026, this 100% new-construction home is the collaborative vision of Studio Z Design Concepts and the award-winning craftsmen at PKK Builders, representing the highest level of luxury, architectural excellence, and timeless craftsmanship. ***Please see the home's floor plans in "documents". Optional enhancements include an in-ground pool, elevator, sauna, wellness spaces, and other custom amenities, offering the opportunity to tailor the home to your lifestyle. Situated on a premium lot on one of the Town of Chevy Chase's most desirable streets, this remarkable residence offers an unparalleled walkable lifestyle. Just one block from downtown Bethesda and moments from the redevelopment of the Farm Women's Cooperative Market and Bethesda Park, the Capital Crescent Trail, Bethesda's Red and Purple Line Metros, the Lawton Community Center, Sunday's Bethesda Farm Market, premier shopping, and local cafés, restaurants, and gathering places. ** Walk Score: 95! For more than 25 years, the development team has been creating distinguished custom homes throughout the neighborhood, earning a reputation for exceptional quality, thoughtful design, and superior craftsmanship. Schedule your private hard hat tour today to experience this magnificent home firsthand and explore the opportunity to personalize select finishes and amenities before completion. Private tours of completed model homes are also available by appointment. Please note: The current property taxes reflect the existing residence and will be reassessed upon completion of the new home.

7108 45th St, Chevy Chase

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

$2,795,000

5 Beds ⋅ 6 Baths ⋅ ACTIVE Status

Beautifully crafted with quintessential Chevy Chase elegance, this exceptional 2024-built residence is ideally nestled in the highly coveted Chevy Chase Village Section 3. Set on an expansive 10,637-square-foot lot, the home offers a rare sense of privacy and serenity—an oasis in the heart of one of the area’s most distinguished and vibrant communities, celebrated for its gazebo park, cherished neighborhood traditions, Saturday Farmer's market, dog park, and effortless access to boutique dining and local shopping. Spanning four impeccably finished levels, this home showcases a refined architectural vision paired with elevated modern design and bespoke finishes throughout. A private elevator and attached two-car garage enhance everyday conveniences. The chef’s kitchen serves as the heart of the home—designed for both grand-scale entertaining and intimate gatherings—flowing seamlessly into expansive indoor-outdoor living spaces. The mature, lushly landscaped rear grounds create a private sanctuary, ideal for al fresco dining, entertaining, and quiet relaxation, surrounded by greenery. Every detail has been meticulously curated with refined finishes to the thoughtfully designed living spaces; the home exudes understated luxury at every turn. The serene owner’s suite offers a true retreat, complemented by a spa-inspired bath. All en-suite baths for each secondary bedroom. The fully finished lower level elevates entertaining with a stylish built-in bar and generous recreational space. Perfectly situated near Rock Creek Park and Meadowbrook Stables, the residence offers an unmatched lifestyle of recreation and natural beauty, all within the Bethesda–Chevy Chase High School cluster, which includes the acclaimed International Baccalaureate (IB) program. A rare offering of timeless elegance, modern comfort, and enduring sophistication in one of Chevy Chase Village Section 3's most sought-after enclaves.

3706 Spring St, Chevy Chase

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

$2,280,000

5 Beds ⋅ 5 Baths ⋅ ACTIVE Status

"Conceived by candlelight, with the quiet approval of a drift of fireflies. The fireflies were right—the woods would prove an ideal setting to cultivate azaleas and other cuttings from cold frames".* Every so often, the opportunity arises to own a truly special piece of Chevy Chase history. The storied home of Carl and Fred Zimmerman—the brothers who created and gifted Zimmerman Brothers' Park**—now offers a rare chance for its next steward. Rich local history, refined luxury, and classic elegance define this exceptional residence. Meticulously renovated and perfectly sited on a picturesque plateau, the home captures sweeping views of the Zimmerman Brothers' park and the Lee Wick Dennison Garden, all within the highly sought-after Town of Chevy Chase. Offering exceptional space and multiple indoor and outdoor living areas, this dramatic home blends timeless design with modern comfort. Thoughtfully expanded and meticulously renovated, it features an inviting, open floor plan ideal for both everyday living and sophisticated entertaining. The main level showcases the original oversized dining room, elegant in scale and detail, with rich paneled walls, a cozy fireplace, a dramatic cathedral-beamed ceiling, and a hallmark Juliette balcony. Recently installed 10" wide plank flooring enhances the main-level living areas, adding warmth and a refined, modern aesthetic. The newly modernized kitchen is a true showpiece—timeless in design and outfitted with premium Thermador and Miele appliances—creating a chef’s dream workspace. The expansive family room centers around a striking fireplace with stylish design elements, complemented by soaring cathedral ceilings, a dedicated breakfast room dining area, and a stunning wall of custom Pella windows that enrich the space with natural light and frame the surrounding landscape. Three spacious main-level bedrooms, each with its own en-suite bath, offer comfort and privacy. The Owner’s suite and all secondary bathrooms feature heated floors for an added touch of everyday luxury. The sun-filled upper level provides two versatile flex rooms—ideal as guest bedrooms, offices, or creative spaces—along with a full bath. The lower level includes a laundry area, recreation/play space, and ample storage. Outdoors, the grounds are highlighted by beautifully curated landscaping, featuring an expansive and private slate patio with a tranquil water feature, multiple stone retaining walls, and a broad, welcoming front yard. A spacious parking pad with EV charger, along with a detached garage and an additional parking space abutting the driveway, allows for very easy, level entry into the home. *** The owners have provided a overview of recent improvements made in "documents" *** Conveniently located just moments from downtown Bethesda, the Metro, close to Bethesda-Chevy Chase High School and an array of upscale shopping and dining, as well as nearby parks, the Capital Crescent Trail, the Lawton Community Center, and the Farm Woman's Cooperative Market of Chevy Chase, this home offers a seamless blend of serene suburban living and effortless urban convenience—further enhanced by the exceptional amenities and services of the Town of Chevy Chase.

7605 Maple Ave, Chevy Chase

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

$1,550,000

5 Beds ⋅ 4 Baths ⋅ ACTIVE Status

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:

$1,695,000

5 Beds ⋅ 6 Baths ⋅ ACTIVE Status

PRICE REDUCED... 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:

Chevy Chase 5 Bedroom Properties for Sale

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