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 is renowned for its serene atmosphere, lush greenery, and a welcoming spirit that makes it a perfect place to call home.

Rollingwood boasts an array of beautifully designed homes, each exuding character and style. From contemporary designs to classic architectural details, there's something for everyone. The tree-lined streets provide a scenic backdrop for leisurely strolls, while well-maintained parks and recreational areas offer ample opportunities for outdoor activities. Families will appreciate the spacious yards, perfect for children to play and for hosting summer barbecues.

One of the standout features of Rollingwood is its strong sense of community. Neighbors become friends, and local events foster connections among residents. Whether it’s a seasonal festival, a neighborhood potluck, or community clean-up days, there’s always something happening that brings everyone together.

Conveniently located, Rollingwood provides easy access to shopping, dining, and entertainment options. With top-rated schools in close proximity, families can enjoy peace of mind knowing their children are receiving a quality education. For those who enjoy the great outdoors, nearby hiking trails and recreational facilities offer a chance to explore nature and stay active.

In Rollingwood, you’re not just buying a home; you’re investing in a lifestyle defined by community, comfort, and convenience. Experience the charm of Rollingwood and discover why so many choose to make this delightful subdivision their forever home.

Newest Listings in Rollingwood

$334,900
2 Beds ⋅ 2 Baths ⋅ VAMN2011582 MLS ⋅ Rollingwood BLDG.
Beautifully remodeled 2 bedrooms /2 bathrooms top floor condo at Rollingwood of Manassas Luxury Condos … Recently refreshed, this unit boasts newly repainted cabinets, granite countertops, and tile backsplash !!The home features a modern, open layout with fresh LVP flooring, in unit laundry room ,volume ceilings in main living area !!! Enjoy a spacious living room with a cozy fireplace, perfect for relaxing, and a large balcony overlooking trees that’s ideal for outdoor entertaining. Rollingwood has an incredible location just minutes away from Prince William Hospital, Manassas Mall,,Costco, and all other shopping centers and restaurants along RT 234 !!!easy access to Rt 28, I-66, and nearby amenities. Perfect for comfortable living with excellent location and modern upgrades.!!

9919 Sugarwood Ln, Manassas
$1,450,000
5 Beds ⋅ 4 Baths ⋅ MDMC2236432 MLS
Expansive brick Mid-Century home in the highly sought-after Rollingwood neighborhood of Chevy Chase! The understated exterior opens to reveal a sprawling, sun-filled interior that is sure to impress. Exceptional details are found throughout, including gleaming wood floors, three fireplaces, custom built-ins, Plantation shutters, skylights, and recessed lighting. This distinctive residence offers an outstanding floor plan ideal for entertaining. The main level features an elegant living room with crown molding and a fireplace, an open formal dining area with crown molding and a corner China cabinet, and a delightful sunroom with a gabled ceiling, a large picture window with bench seating, and access to the stone patio. At the center of the home is the open-concept kitchen, breakfast area, and family room, creating a seamless and comfortable everyday living space. The updated kitchen offers granite counters, a stainless-steel appliance suite, tasteful cabinetry with soft-close drawers, and a charming built-in banquet. Beyond the breakfast area is a sizeable family room with a fireplace flanked by display shelving. The main level bedroom wing includes three well-proportioned bedrooms and two full bathrooms, including a spacious primary suite with a walk-in closet, an additional wall closet, a ceiling fan, and an updated private bathroom with a marble vanity. The upper level is filled with natural light and includes a sizeable bonus room with three built-in workstations, skylights, a picture window with bench seating, and wall-to-wall carpeting. There is also a large fourth bedroom with a walk-in closet, cedar storage closet, skylights, and built-in drawers and shelving. A full bathroom with an oversized marble vanity completes this level. The finished lower level has a huge recreation and game room with a fireplace and recessed lighting, a private fifth bedroom, a full bathroom, a laundry room, a storage room, a mudroom area, and access to the two-car garage with a workbench space. The property is situated on a landscaped lot with mature trees and a picturesque backyard featuring an enchanting stone patio, extensive hardscaping, a deck with a hot tub, and two fenced garden areas ideal for vegetables. Ideally located in close-in Chevy Chase, this home is convenient to Rock Creek Park, the Capital Beltway, and downtown Washington, D.C., and just minutes from the restaurants, shopping, and entertainment of downtown Bethesda and Silver Spring. Located in the sought-after Bethesda-Chevy Chase High School cluster.

7214 Pomander Ln, Chevy Chase
$489,900
3 Beds ⋅ 2 Baths ⋅ MDBC2165260 MLS
**Offer Deadline** Monday 6/15/2026 by 7:00pm LOCATION, CONDITION, & STYLE! Nestled in Catonsville’s incredibly desirable Rollingwood community, this meticulous multi-level home is the total package. Featuring 3 levels of beautifully optimized living space, 3 spacious bedrooms, and 1.5 baths, this home lives large. You’ll love the open and spacious main level floor plan, anchored by beautiful hardwood floors and loaded with thoughtful updates and upgrades ensuring comfort and peace of mind. Get ready, you'll be blown away by this list... New roof installed 2017, Insulation installed in both attics and crawl space 2018, New hot water tank 2018, French drain systems and sump pump installed 2018, New Shed (10x10) 2020, New front windows (family room) installed 2021, New front door 2021, New side door installed 2022, Patio installed 2022, Main Sewer line replaced 2022. Those are just the major items, ask for a full list. Unbeatable neighborhood, pristine condition, and timeless appeal. Act fast—this... beauty is bound to steal hearts!

205 Brookside Dr, Baltimore
$325,000
2 Beds ⋅ 2 Baths ⋅ VAMN2010880 MLS
***Back on the market due to no fault of sellers - Financing fell through*****Beautiful 2 bedroom/2 bath condo featuring over 1100 square feet in the Rollingwood community, just mins to Old Town Manassas and walking distance to the Prince William Medical Center! This end-unit ground level property features privacy, no stairs, and lots of community green space and gardens for your enjoyment! This home features LVP flooring, an updated kitchen w/ white cabinets and newer appliances, refreshed bathrooms, a large living room w/ cozy fireplace, separate dining room, in-unit washer/dryer, huge storage room behind the living room, and a private covered balcony that overlooks trees and more green space. Assigned parking and just mins to the VRE make this a commuters dream!***THIS PROPERTY QUALIFIES FOR 100% FINANCING W/ NO MORTGAGE INSURANCE THROUGH THE HOMEBRIGHT PROGRAM! ASK ME HOW!

9915 Sugarwood Ln, Manassas
$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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