Winding Brook Real Estate

Welcome to Winding Brook, a picturesque subdivision nestled in the heart of the United States, where nature and community blend seamlessly to create an idyllic living environment. This charming neighborhood is characterized by its serene landscapes, winding tree-lined streets, and a warm sense of community that welcomes families, professionals, and retirees alike.

Winding Brook boasts a variety of beautifully designed homes, ranging from cozy single-family residences to spacious modern layouts, ensuring that there’s something to suit every taste and budget. Each property is thoughtfully situated to maximize privacy while fostering a friendly atmosphere. The architectural styles reflect a harmonious blend of traditional and contemporary designs, making this subdivision a feast for the eyes.

Nature enthusiasts will find plenty to love about Winding Brook. The area is dotted with lush parks, scenic walking trails, and tranquil ponds, providing ample opportunities for outdoor recreation and relaxation. Whether you enjoy morning jogs, leisurely strolls, or weekend picnics, the natural beauty surrounding Winding Brook is sure to inspire.

Community spirit thrives here, with regular neighborhood events, farmers' markets, and gatherings that encourage residents to connect and build lasting friendships. Families will appreciate the highly-rated schools nearby, ensuring excellent educational opportunities for their children.

Conveniently located near shopping centers, dining options, and major roadways, Winding Brook offers the perfect balance of tranquility and accessibility. If you’re seeking a place where you can build a life filled with joy, connection, and natural beauty, Winding Brook is the perfect choice for you. Come and discover your dream home in this enchanting subdivision today!

Newest Listings in Winding Brook

$314,000

2 Beds ⋅ 3 Baths ⋅ 4055113 MLS ⋅ ACTIVE Status

WHY RENT WHEN YOU CAN OWN? Experience this Amazing 2 Bedroom, 2.5 Bathroom Townhome situated in highly sought-after Winding Brook Community. The Main Level features a Soaring 2-Story Foyer, a Large Family Room with natural-gas Fireplace and slider door access to your very own private Patio and MASSIVE BACKYARD, separate Dining Area, Kitchen with Breakfast Bar & ample Pantry Cabinetry, One Car Garage with direct indoor access & a Powder Room. The Second Floor offers 2 spacious Bedrooms & 2 Full Bathrooms including a Primary Suite with High Ceilings, Walk-In Closet, En-Suite Bathroom with Walk-In Shower & Soaking Tub. Enjoy a GIGANTIC Finished Basement allowing additional Living Space highlighted by a Workshop Room & BONUS Storage Space. Located just minutes away from renowned 4 Season Resorts Crystal Springs, Minerals, & Mountain Creek, a Ski Resort, Waterpark, Mountain Bike mountain, 7 premier Golf Courses, one of the most exquisite Wine Cellars on the East Coast, Heaven Hill, Pennings & Blue Arrow Farms, Appalachian Trail hiking, nearby Lake Hopatcong New Jersey's largest Lake, Fine Dining, and much more! Come make this incredible Townhome yours before someone else does!

3 Weatherhill Rd, Hamburg Boro

$440,000

2 Beds ⋅ 2 Baths ⋅ VAFX2338496 MLS ⋅ ACTIVE Status ⋅ Winding Brook BLDG.

Move right into this beautifully renovated 2-bedroom, 1.5-bath townhome-style condo, ideally located in the heart of Chantilly. Thoughtfully updated from top to bottom, this home offers a modern, open layout that’s perfect for everyday living and entertaining. The remodeled kitchen (2023) is the centerpiece of the home, featuring updated cabinetry, upgraded countertops, and stainless steel appliances. The home offers comfortable living spaces with stylish updates throughout, creating a fresh and move-in-ready feel. Major mechanical updates include a new water heater installed in 2020 and a new HVAC system installed in September 2023, providing added comfort and peace of mind. Residents enjoy an impressive array of community amenities, including a swimming pool, tennis courts, and a tot lot. The monthly condo fee of $290.57 includes water, trash, recycling, exterior landscaping, and common-area maintenance. Roof maintenance is also handled by the association, making for convenient, low-maintenance living. Perfectly situated close to shopping, restaurants, schools, public transportation, and major commuter routes, this home also includes two resident parking passes along with plenty of visitor parking. With extensive updates, desirable community amenities, and a convenient Chantilly location, this home is ready for its next owner to move in and enjoy.

4123 Weeping Willow Ct, Chantilly

13743 Flowing Brook Ct Unit 51B, Chantilly

$489,900

3 Beds ⋅ 3 Baths ⋅ VAFX2340484 MLS ⋅ ACTIVE Status

Open house 09/26 12:30 to 2:30 pm!Imagine stepping into a home where thoughtful updates, comfort, and modern living come together beautifully. The major-ticket items have already been taken care of, making this home truly move-in ready. Recent improvements include fresh paint (2026), roof (2018), flooring (2020), bathrooms updated (2026), water heater (2026), Thompson Creek windows (2014), light fixtures (2026), and outlets (2026). Centrally located in the heart of Chantilly, this beautifully updated townhouse-style condo offers approximately 1,294 square feet of finished living space with three spacious bedrooms and two and a half bathrooms, providing a comfortable and functional layout. Step outside onto the main-level deck overlooking the woods and enjoy a peaceful, private setting surrounded by nature. The lower level includes a laundry room and opens to a fenced backyard, providing additional private outdoor space. The low monthly condo fee includes water, sewer, snow removal, common-area maintenance, trash service, and pool access. The unit also conveys with two parking permits. Conveniently located near Route 28, I-66, and Fairfax County Parkway (Route 286), the home provides easy access to major commuter routes, shopping, dining, recreation, and everyday conveniences. Community amenities include a swimming pool, basketball courts, and tennis courts, offering even more ways to enjoy the neighborhood.

13743 Flowing Brook Ct Unit 51B, Chantilly

13726 Autumn Vale Ct Unit 18F, Chantilly

$375,000

2 Beds ⋅ 1 Baths ⋅ VAFX2337914 MLS ⋅ ACTIVE Status ⋅ Winding Brook BLDG.

Welcome to this beautifully renovated Chantilly condo, offering a fresh, move-in-ready home in a location convenient to shopping, dining, commuter routes, and everyday necessities. Inside, you'll find an open floor plan with surprisingly spacious rooms and plenty of natural light. The home has been completely updated with new flooring throughout, new fixtures, and a beautifully redesigned kitchen featuring quartz countertops, custom cabinetry, tile backsplash, and all new appliances. The bright white kitchen also offers plenty of room for a dining table. The renovated bathroom is equally fresh, with a new shower, vanity, toilet, and updated finishes throughout. Just off the kitchen, step outside to your private patio and fenced rear yard—a great spot for morning coffee, outdoor dining, pets, or simply relaxing at the end of the day. With everything already done, this home is ready to enjoy from day one. Whether you're looking for your own place to call home or an investment property, this charming Chantilly condo is a great opportunity in an incredibly convenient location.

13726 Autumn Vale Ct Unit 18F, Chantilly

$368,000

2 Beds ⋅ 1 Baths ⋅ VAFX2339694 MLS ⋅ ACTIVE Status

NEW PRICE & OPEN HOUSE SATURDAY 1-3PM! Welcome home to this spacious 2-bedroom, 1-bathroom home offering the perfect blend of modern comfort and ultimate convenience in the sought-after Winding Brook community! This unique, single-level design features a townhouse feel with zero interior stairs and direct access to your own private, fully fenced backyard—ideal for entertaining or relaxing. Step inside to a sun-drenched, open-concept living space boasting brand-new luxury vinyl plank flooring and an updated sliding glass door. The cheerful eat-in kitchen features granite countertops, abundant cabinetry, and flexible table space. The primary bedroom is a peaceful retreat with plush new carpet and direct access to the beautifully updated bathroom. A flexible second bedroom makes the perfect home office, gym, or guest room. Complete with a full-sized in-unit laundry room, excellent interior storage, and a secured exterior storage closet. Enjoy amazing community amenities including a pool, tennis courts, and playground, with the Flatlick Stream Valley Trail right at the end of the street. Commuter's dream location close to Rt. 50, Rt. 28, I-66, Dulles Airport, and premier shopping at Costco and Greenbriar Town Center!

4134 Placid Lake Ct Unit 60C, Chantilly

4135 Weeping Willow Court, Unit 143B, Chantilly

$425,000

2 Beds ⋅ 3 Baths ⋅ VAFX2334970 MLS ⋅ ACTIVE Status ⋅ Winding Brook BLDG.

The classic, intuitive layout of this home includes flexible living spaces and large bedrooms; making it a great match for buyers who work from home or entertain - or who want future flexibility. The three outdoor spaces set this home apart! Neighbors envy the privacy of the rear deck off the kitchen/dining area that backs to the evergreen trees. The low-maintenance rear yard is fully fenced and connects by walk-out from the basement. The front yard is easy to maintain, and can be customized with garden beds in the future. Additional updates/features include: Custom kitchen cabinets with under-cabinet lighting; both bedrooms have upgraded en-suite full bathrooms, ceiling lights and and ceiling fans have smart switches, two closets in primary bedroom, floored attic with high ceiling and drop-down stairs, new carpet on stairs and upper level, electric heater for basement laundry/utility room, and freshly painted throughout. Two permits for reaident parking; easy guest parking. Pristine and well-managed pool, community center, gym, and common areas.

4135 Weeping Willow Court, Unit 143B, Chantilly

4104 Pleasant Meadow Ct Unit 117B, Chantilly

$449,999

3 Beds ⋅ 3 Baths ⋅ VAFX2328232 MLS ⋅ ACTIVE UNDER CONTRACT Status

Welcome to 4104 Pleasant Meadow Court, a beautifully maintained townhome tucked away on a quiet cul-de-sac in one of Chantilly's most desirable neighborhoods. This spacious residence offers a bright, open floor plan designed for both comfortable everyday living and effortless entertaining. The main level features welcoming living and dining spaces, an updated kitchen boosting stainless steel appliances and granite countertops space, and a cozy family room. Large windows throughout fill the home with natural light, creating a warm and inviting atmosphere. Brand New Carpet & Freshly Painted throughout. HVAC/Furnace replaced in 2021. Upstairs, the spacious primary suite provides a peaceful retreat with an en-suite bath and ample closet space. Additional bedrooms offer flexibility for family, guests, or a home office. Step outside to enjoy the private backyard, perfect for relaxing, grilling, or outdoor gatherings. Situated on a quiet cul-de-sac, this home offers both privacy and a welcoming neighborhood setting. Conveniently located just minutes from Routes 50, 28, and I-66, with easy access to Dulles International Airport, shopping, dining and parks. This exceptional home combines comfort, convenience, and an outstanding Chantilly location.

4104 Pleasant Meadow Ct Unit 117B, Chantilly

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