Rollingwood Homes for Sale

Rollingwood Homes for Sale

Welcome to Rollingwood, a hidden gem nestled in the heart of the United States, where charm meets modern living. This picturesque subdivision is renowned for its serene environment, lush greenery, and a strong sense of community. With tree-lined streets and beautifully manicured lawns, Rollingwood offers a tranquil escape from the hustle and bustle of city life, making it the perfect place for families, retirees, and everyone in between.

Homes for sale in Rollingwood are as diverse as its residents, featuring a range of architectural styles that cater to various tastes and budgets. From cozy single-family homes to spacious contemporary designs, each property is thoughtfully crafted to provide comfort and functionality. Many homes boast large backyards, ideal for outdoor gatherings, gardening, or simply enjoying a peaceful afternoon in the sun.

The community is not only defined by its beautiful homes but also by its welcoming atmosphere. Residents often come together for neighborhood events, fostering connections and friendships that last a lifetime. The nearby parks and recreational facilities offer plenty of opportunities for outdoor activities, from hiking trails to playgrounds, ensuring that there is always something to do.

Rollingwood is conveniently located near shopping centers, schools, and dining options, making everyday errands a breeze. With its perfect blend of suburban tranquility and urban accessibility, Rollingwood is not just a place to live—it's a place to thrive. Explore the homes for sale in this enchanting subdivision and discover your dream home in Rollingwood today!

Newest Rollingwood Homes for Sale

$2,495,000
6 Beds 5 Baths
Not often does the combination of traditional design with modern updates come together as they have at 3405 Leland Street, a beautifully renovated 6 bedroom, 4.5 bath home in the highly sought after Rollingwood neighborhood of Chevy Chase. Recently updated with a gourmet kitchen, renovated baths and numerous thoughtful design touches throughout, the home blends modern comfort with inviting, spacious living. The main level is ideal for both everyday living and entertaining, with the gourmet kitchen offering direct access to the expansive rear flagstone patio, a breakfast room, a formal dining room, and welcoming living and family rooms, each with a fireplace, and a half bath. Upstairs, four bedrooms include a generous primary suite with an ensuite full bath, large walk-in closet, dressing table and washer and dryer, plus a second bedroom with its own ensuite full bath. The additional two bedrooms share a hall bath. The third level offers flexible space for another bedroom, office or workout area with additional storage. The lower level includes exceptional flexibility with a two car garage, recreation room with fireplace, additional bedroom and full bath, laundry, and storage. Outside, the large wraparound patio creates an ideal setting for outdoor dining, entertaining, or a private retreat. With its thoughtful updates, generous living spaces, multiple fireplaces, and prime Rollingwood location near Rock Creek Park and downtown Bethesda, 3405 Leland Street offers the perfect combination of style, comfort, and convenience.

3405 Leland St, Chevy Chase

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

$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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