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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..

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..

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.

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.

3101 Brooklawn Ter, Chevy Chase
$900,000
4 Beds ⋅ 4 Baths
This stunning 4-bedroom, 3.5-bathroom ranch-style home in the desirable Rollingwood subdivision offers an excellent investment opportunity with a spacious 3,464 sq. ft. layout. Built in 1960, this brick-constructed residence features a partially finished basement, enhancing potential rental income or additional living space. Interior highlights include an open floor plan with hardwood and stone flooring, a family room off the kitchen, and a dining area perfect for entertaining. The kitchen is equipped with modern appliances, including a built-in range, dishwasher, and extra refrigerator/freezer, ensuring convenience for tenants or future buyers. Recessed lighting, skylights, and walk-in closets add to the home's appeal. The exterior boasts a generous 0.4-acre corner lot that backs onto parkland, providing serene views of trees and greenbelt. Enjoy outdoor living with a personal pool, screened porch, and BBQ grill, ideal for attracting renters or enhancing resale value. An attached 2-car garage adds practicality and security. Located adjacent to a national park, this property offers a unique blend of tranquility and accessibility, making it attractive for long-term investment. The combination of desirable features, location, and potential for appreciation positions this home as a prime opportunity for savvy investors looking to capitalize on the growing real estate market. This property is being sold in AS-IS condition. No repairs will be made to home prior to settlement.

3101 Brooklawn Ter, Chevy Chase

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

Selling Office: Unrepresented.

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