Rollingwood Homes for Sale

Rollingwood Homes for Sale

Welcome to Rollingwood, a hidden gem nestled in the heart of Maryland! This charming subdivision is known for its picturesque tree-lined streets, friendly community atmosphere, and an abundance of green spaces, making it an ideal place for families and individuals alike. With its prime location just minutes away from bustling urban centers, Rollingwood offers the perfect balance of tranquility and convenience.

The homes for sale in Rollingwood reflect the area’s rich character and appeal. Ranging from quaint single-family residences to more spacious properties, there’s something for everyone in this delightful neighborhood. Each home boasts unique architectural styles, with many featuring beautifully landscaped yards and inviting outdoor spaces perfect for entertaining or simply enjoying a peaceful evening under the stars.

Residents of Rollingwood enjoy easy access to a variety of amenities, including local parks, shopping centers, and top-rated schools. The community is also well-connected to major highways, making commuting a breeze. Whether you’re looking for a serene retreat or a vibrant community, Rollingwood has it all.

If you’re considering a move to this enchanting subdivision, now is the perfect time to explore the homes for sale. With a welcoming community spirit and a range of properties to choose from, you’re sure to find your dream home in Rollingwood. Experience the charm and comfort of this wonderful neighborhood—schedule a tour today and discover all that Rollingwood has to offer!

Newest Rollingwood Homes for Sale

$585,000
4 Beds ⋅ 3 Baths ⋅ MDBC2175628 MLS
Coming Soon!

1909 Tadcaster Rd, Catonsville
$2,495,000
6 Beds ⋅ 5 Baths ⋅ MDMC2252456 MLS
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
$1,250,000
4 Beds ⋅ 5 Baths ⋅ VAFX2335162 MLS
Welcome to 7708 Tanner Robert Ct, a stunning stone-front Colonial tucked away on desirable cut-del-sac in Springfield.Offering approximately 3,900+ square feet of beautifully finished living space, this spacious home combines classic elegance with thoughtful updates and exceptional functionality. The main level features beautiful updated flooring, a welcoming foyer, formal living and dining area, a private office, and a spacious family room designed for everyday living and entertaining. The Kitchen offers generous cabinet and counter space and opens to the main living areas for an inviting, connected floor plan. Upstairs, You'll find four spacious bedrooms, including a generous primary suite. Providing plenty of room for family and guest.The finished lower level adds tremendous versatility with a full bathroom and a stylish wet-bar Security cameras and audio system on the property does not convey . The existing carpet on bedrooms will be replaced .

7708 Tanner Robert Ct, Springfield
$1,550,000
5 Beds ⋅ 4 Baths ⋅ MDMC2228414 MLS
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
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