Jackson Woods Estates Real Estate

Jackson Woods Estates Real Estate

Welcome to Jackson Woods Estates, an enchanting subdivision nestled in the heart of Winchester, Virginia, within the picturesque Frederick County. This vibrant community is the epitome of serene suburban living, offering an ideal blend of modern convenience and natural beauty.

Jackson Woods Estates is characterized by its charming tree-lined streets, beautifully landscaped yards, and a variety of meticulously designed homes that cater to diverse lifestyles. Whether you are a first-time homebuyer, a growing family, or looking to downsize, this community has something for everyone. The homes here boast spacious layouts, contemporary finishes, and a sense of warmth that makes you feel right at home.

One of the standout features of Jackson Woods Estates is its location. Residents enjoy easy access to a wealth of amenities, including shopping centers, dining options, and recreational facilities. The nearby historic downtown Winchester offers a delightful mix of boutiques, cafés, and cultural attractions, making it a perfect spot for leisurely weekend outings.

For families, Jackson Woods Estates is served by highly-rated schools, ensuring that children receive a quality education in a nurturing environment. The community also fosters a strong sense of camaraderie, with neighborhood events and gatherings that bring residents together.

Nature enthusiasts will appreciate the proximity to beautiful parks and outdoor spaces, perfect for hiking, biking, or simply enjoying the fresh air. With its inviting atmosphere and prime location, Jackson Woods Estates is more than just a place to live; it’s a lifestyle choice that embodies the best of Virginia living. Come discover your new home in this charming community today!

Newest Listings in Jackson Woods Estates

2631 Jones Rd, Winchester
$352,000
3 Beds ⋅ 2 Baths
Nestled in Jackson Woods Estates, this charming ranch-style home offers a perfect blend of comfort and functionality. You will love all the large windows allowing tons of natural light! Built in 2010, this well-maintained residence features three inviting bedrooms and two full bathrooms, making it a perfect home for those seeking a cozy atmosphere. Step inside to discover a warm and welcoming interior, highlighted by beautiful LVP flooring and ceiling fans with a view through the living area to the private backyard. The combination dining and living area creates a seamless flow, perfect for entertaining or enjoying quiet evenings at home. The eat-in kitchen, complete with country-style charm and ample table space, is a delightful spot for casual meals and gatherings. Modern appliances, including a built-in microwave, dishwasher, electric oven, and refrigerator complete the open kitchen design. The main floor laundry adds convenience to your daily routine, while the entry-level bedrooms offers flexibility for guests or a home office. Outside, the generous half-acre lot provides plenty of space for outdoor dining - the Sellers loved their private, treed backyard and you will too! Located in Jackson Estates and very close to Middle Road it is an easy distance to downtown and to local parks, schools, and public services. Explore nearby walking trails at Rose Hill Park, Stonebrook Country Club and a quick ride to all the great local restaurants and entertainment in Winchester City! Septic pumped in October.

2631 Jones Rd, Winchester

Listing courtesy of Colony Realty. Contact:

104 Stuart Dr, Winchester
$475,500
3 Beds ⋅ 2 Baths
*Seller's offering a Home Warranty* Welcome to 104 Stuart Drive! This charming brick ranch offers the ease of one-level living with approximately 2,200 square feet of thoughtfully designed space. Featuring three spacious bedrooms, two full bathrooms, a welcoming living room, a separate dining room, and a versatile bonus space perfect for a home office, gym, hobby room, or whatever suits your needs, this home offers flexibility to fit your lifestyle. French doors open to a freshly painted, covered rear porch overlooking a level backyard with a beautiful tree-lined backdrop, creating a peaceful setting to relax or entertain. Inside, two gas fireplaces add warmth and character, with one featuring newly upgraded logs in 2026. Enjoy peace of mind with numerous recent improvements, including a new roof and gutters with guards, water system, septic tank and distribution box, fencing, workshop/building wiring and electrical panel, washer and dryer, smart oven, and an additional building, all completed in 2024. Additional enhancements include a new concrete sidewalk from the driveway to the front door in 2025 and thoughtfully refreshed landscaping in 2026. Enjoy privacy, room to spread out, and the freedom of no HOA, all just minutes from town, shopping, dining, and everyday conveniences. With its blend of classic charm, practical updates, and a convenient location, this home is ready to welcome its next owner!

104 Stuart Dr, Winchester

Listing courtesy of Realty ONE Group Old Towne. Contact:

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