Rollingwood Homes for Sale

Rollingwood Homes for Sale

Welcome to Rollingwood, a charming subdivision nestled in the heart of Maryland, where tranquility meets convenience. This picturesque community is known for its lush landscapes, friendly atmosphere, and a strong sense of belonging, making it the ideal place for families, young professionals, and retirees alike.

Rollingwood boasts a variety of homes for sale, each offering unique architectural styles and modern amenities. Whether you're searching for a cozy single-family home or a spacious townhome, you'll find properties that cater to diverse tastes and budgets. Many of these homes feature beautifully landscaped yards, open floor plans, and updated interiors, perfect for both entertaining guests and enjoying quiet evenings at home.

One of the highlights of Rollingwood is its proximity to major highways, providing easy access to nearby urban centers while still maintaining a peaceful suburban vibe. Residents can enjoy local parks, walking trails, and recreational facilities that promote an active lifestyle. Additionally, the community is served by highly-rated schools, ensuring that children receive a quality education just a stone's throw away from home.

As you explore the homes for sale in Rollingwood, you'll discover a community that truly feels like home. From friendly neighbors to vibrant local events, this subdivision offers an unparalleled quality of life. Don't miss your chance to become a part of this delightful community—your dream home in Rollingwood awaits!

Newest Rollingwood Homes for Sale

$585,000
4 Beds ⋅ 3 Baths
Coming Soon!

1909 Tadcaster Rd, Catonsville

Listing courtesy of EXP Realty, LLC. Contact: 8888607369
$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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