Woodstock Valley Homes for Sale

Woodstock Valley Homes for Sale

Welcome to Woodstock Valley, a hidden gem nestled in the heart of Connecticut’s Windham County. This charming neighborhood is a perfect blend of serene countryside and vibrant community spirit, making it an ideal place for families, retirees, and everyone in between. Known for its picturesque landscapes, Woodstock Valley boasts lush greenery, rolling hills, and serene lakes, offering residents a tranquil retreat from the hustle and bustle of city life.

The community is rich in history and culture, with quaint shops, local farms, and inviting eateries that reflect the area’s unique character. Outdoor enthusiasts will appreciate the abundance of recreational opportunities, including hiking trails, fishing spots, and parks, perfect for enjoying the beautiful New England seasons. The local schools are highly rated, providing excellent education options for families.

For those looking to call Woodstock Valley home, there’s a variety of homes for sale that cater to diverse tastes and budgets. From charming single-family homes with sprawling yards to modern townhouses with contemporary amenities, the real estate market here offers something for everyone. Many properties feature stunning views and easy access to nature, making it easy to embrace the outdoor lifestyle.

With a strong sense of community and an array of amenities, Woodstock Valley is not just a place to live—it’s a place to thrive. Whether you’re drawn to the peaceful surroundings or the welcoming atmosphere, this neighborhood is ready to welcome you home. Explore our listings today and discover the perfect property to start your next chapter in this enchanting corner of Connecticut!

Newest Woodstock Valley Homes for Sale

$650,000
2 Beds 3 Baths ACTIVE Status 24187780 MLS
Perfect Countryside Elegance. Welcome to 511 Perrin Road, an exceptional country estate gracefully set atop a private 3.5-acre hillside in scenic Woodstock. A long paved driveway winds through picturesque grounds to this beautifully crafted home, where timeless architecture meets modern efficiency with 100% owned solar. Designed for effortless one-floor living, the residence features a luxurious first-floor primary suite, private executive office, gleaming hardwood floors, exquisite custom built-ins, and an inviting open living and dining area anchored by a dramatic back to back wood-burning fireplace. The custom Brunarhans kitchen is a showcase of quality craftsmanship and thoughtful design. The home boasts 2,393 SqFt of finished living space with 2.5 baths. The second level offers a spacious guest bedroom, full bath, and a connected bonus room, providing exceptional flexibility for family and guests. Step outside to enjoy the serenity of the private patio, a charming pond, and sweeping open grounds. The expansive lawn offers outstanding potential for a boutique vineyard, gardens, or equestrian pursuits, with horses and household pets permitted and ample room for paddocks. Completing this remarkable property is an oversized two-car garage with a private workshop. A rare combination of privacy, elegance, sustainability, and refined country living. A truly exceptional offering in one of Woodstock's most desirable locations.

511 Perrin Rd, Woodstock

$1,450,000
4 Beds 6 Baths ACTIVE Status 24177811 MLS
Set on 10.3 private acres in desirable Woodstock Valley, "Blue Heron Glade" offers a rare blend of privacy, natural beauty, and thoughtfully designed living spaces in Connecticut's Quiet Corner. A long private driveway with a charming cobblestone bridge leads to this exceptional property surrounded by stone walls, abundant wildlife, and a large pond frequented by blue herons. The main residence offers over 6,000SF above grade plus an extensively finished lower level designed for entertaining and everyday comfort. The kitchen features granite countertops, a large center island, and abundant cabinetry. The first-floor primary suite includes tray ceilings, a spa-like bath with double sinks, a 2-person jetted tub, and separate shower. The finished lower level offers a completely unique atmosphere with a custom speakeasy-style bar, theater room, full bath, dog washing station, laundry area, and private office suite with 2 rooms and an additional full bath. An attached in-law apartment has its own bedroom, full bath, kitchen & loft/office area, and newly added white oak flooring. 4 oversized garage bays, 2 of which offer unfinished loft space above. Outside, enjoy the fenced inground pool area with beautifully updated landscaping & a pool house complete with plumbing, granite counters, half bath, & outdoor shower. Fiber internet with mesh nodes provides seamless connectivity throughout the house. A rare Woodstock Valley retreat where privacy, nature, and luxury come together.

1374 Rte 171, Woodstock

$699,000
2 Beds 2 Baths ACTIVE Status 24142329 MLS
Perched above the shoreline of private Witches Woods Lake, this fully furnished waterfront retreat offers breathtaking water views, exceptional privacy, and a rare sense of tranquility. Brand-new multi-level TimberTech decks spanning roughly 800 square feet create an expansive outdoor living experience, perfectly positioned for entertaining, relaxing, or simply taking in the beauty of the lake below. Extensively renovated with remarkable attention to detail, the home features a beautifully updated granite kitchen with stainless appliances, whole-house mini-split heating and cooling, a new full septic system, refreshed baths, and numerous thoughtful improvements throughout. The main level offers an easy flow between the kitchen and living room, along with two bedrooms and a full bath. A sun-filled enclosed porch opens directly to the decks, creating a seamless connection between indoors and out. The professionally waterproofed and finished walk-out lower level provides valuable additional living space with a spacious recreation room, full bath with laundry, and direct access to the exterior. A one-car garage, breezeway, and multiple storage areas add everyday convenience. Known for its peaceful atmosphere, natural beauty, and walkable lake community, Witches Woods Lake offers kayaking, swimming, fishing, sailing, and regulated power boating, while restrictions on jet skis and personal watercraft help preserve the quiet character that makes the lake so special.

60 Indian Spring Rd, Woodstock

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