Rollingwood Real Estate

Rollingwood Real Estate

Welcome to Rollingwood, a picturesque subdivision nestled in the heart of the United States, where charm meets modern living. This enchanting community offers a serene escape from the hustle and bustle of city life while still providing easy access to urban amenities. Rollingwood is renowned for its lush, tree-lined streets, beautifully manicured lawns, and a strong sense of community that makes it a perfect place to call home.

Residents of Rollingwood enjoy a variety of recreational opportunities, including scenic parks and walking trails that invite outdoor enthusiasts to explore the natural beauty surrounding the area. Families will appreciate the highly-rated schools nearby, ensuring that children receive a top-notch education within a supportive environment.

The architectural styles in Rollingwood are diverse, ranging from cozy single-family homes to elegant townhouses, catering to various lifestyles and preferences. Each property is designed with comfort and functionality in mind, making it easy for residents to create lasting memories in their new homes.

Community events and gatherings are a hallmark of life in Rollingwood, fostering connections among neighbors and promoting a vibrant social scene. Whether it's a summer BBQ, holiday celebrations, or seasonal festivals, there’s always something happening to bring residents together.

With its perfect blend of tranquility, community spirit, and convenient access to shopping, dining, and entertainment, Rollingwood is not just a place to live—it's a lifestyle. Come discover the charm of Rollingwood, where your dream home awaits amidst a welcoming neighborhood!

Newest Listings in Rollingwood

1909 Tadcaster Rd, Catonsville
$585,000
4 Beds ⋅ 3 Baths
Welcome to Rollingwood, one of Catonsville’s most sought-after communities! This beautifully updated home offers expansive living space, featuring four bedrooms, three full bathrooms, and flexible spaces designed to accommodate a variety of needs. Natural light fills the main living area through an impressive display of windows, highlighting the original hardwood floors and brick-surround gas fireplace. The adjoining dining room continues the hardwood flooring and opens through French doors to a screened porch, perfect for morning coffee, outdoor dining, or entertaining. The eat-in kitchen features stainless steel appliances, quartz countertops and timeless wood cabinetry. The upper level includes three spacious bedrooms, each with hardwood flooring and Hunter ceiling fans installed in 2025. The primary bedroom offers two closets and an ensuite private bathroom. Downstairs, the first lower level expands the home’s living space with a family or recreation room featuring all new LVP flooring, a laundry area, and direct access to the rear patio and yard. This level also includes a fourth bedroom with a separate side entrance and a full bathroom; both renovated in 2025. Whether you need a guest suite, home office, fitness room, playroom, or space for multigenerational living, the layout offers plenty of options. An additional lower level provides abundant storage and even more room to make your own. Additional storage space includes the attic, accessible via pull-down stairs. The outdoor spaces are equally inviting, featuring a screened in porch, paved patio, mature landscaping, perennial gardens, and a fully fenced yard. Notable 2024-2025 improvements include fresh interior paint, a new front porch and walkway, a new A-frame front porch with replacement of that portion of the roof, a new exterior sewer line, a 200-amp electrical panel and HVAC system. Located near Rollingwood Swim Club, Rollingwood Park, Five Oaks Pool, the Trolley Trail, and Patapsco Valley State Park, this home places recreation, trails, playgrounds, and community amenities within easy reach. Enjoy a convenient location between Catonsville and Old Ellicott City.

1909 Tadcaster Rd, Catonsville

Listing courtesy of EXP Realty, LLC. Contact:

7215 Rollingwood Dr, Chevy Chase
$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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