Rollingwood Homes for Sale

Rollingwood Homes for Sale

Welcome to Rollingwood, a picturesque subdivision nestled in the heart of Chevy Chase, Maryland. This charming community is known for its serene tree-lined streets, beautifully manicured lawns, and a strong sense of neighborly camaraderie. With its prime location in Montgomery County, Rollingwood offers the perfect blend of suburban tranquility and urban convenience, making it an ideal choice for families, professionals, and retirees alike.

Homes for sale in Rollingwood boast a variety of architectural styles, from classic mid-century ranch homes to elegant contemporary designs. Each property reflects the unique character of the neighborhood while offering modern amenities and spacious layouts. With an average home size of around 3,000 square feet, residents enjoy generous living spaces that are perfect for entertaining or cozy family gatherings. Many homes feature expansive backyards, ideal for outdoor activities and summer barbecues.

Rollingwood’s prime location means you’re just minutes away from the vibrant shops and restaurants of downtown Chevy Chase, as well as easy access to major highways and public transportation. Families will appreciate the top-rated schools in the area, ensuring that children receive an excellent education. The community also boasts numerous parks and recreational facilities, perfect for outdoor enthusiasts.

If you’re looking for a welcoming community with a strong sense of belonging, Rollingwood is the place to be. Explore the homes for sale today and discover the charm and beauty that this remarkable neighborhood has to offer. Your dream home awaits in Rollingwood!

Newest Rollingwood Homes for Sale

$1,550,000
5 Beds 4 Baths
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:

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