Woodstock Hill
$450K - $1.8M+
Historic area featuring stunning colonial homes, the iconic Woodstock Hill Green, and beautiful views of the surrounding countryside.
Historic Homes Town Green Scenic Views
Explore Woodstock Hill
Discover the charm of Connecticut's quintessential New England town
Woodstock is Connecticut's quintessential countryside—think rolling hills, historic villages, and picture-perfect colonial homes surrounded by old stone walls and open land. Located in the northeast corner of the state, this area is often called the "Quiet Corner" for good reason—it offers a serene, rural lifestyle with surprisingly easy access to larger cities like Hartford, Providence, and Worcester.
This makes it a hidden gem for those who want the peaceful pace of country life without giving up weekend trips to museums, concerts, or city shopping.
The real draw here is its authentic New England feel. With its classic town greens, white church steeples, and tree-lined country roads, Woodstock offers a refreshing sense of calm and connection. It's a place where historic charm and natural beauty come together in everyday life, and where homes often come with spacious yards, scenic views, and a true sense of privacy. The local culture is rich with creativity, tradition, and community pride, making it a truly special place to call home.
Stunning New England architecture and open landscapes
Spacious properties and a more rural lifestyle
Easy access to Massachusetts and Rhode Island
Locally owned shops, farms, and restaurants
Active arts, culture, and historical attractions
Living in Woodstock feels like stepping into a slower, more intentional rhythm. Mornings often begin with fresh coffee from a local café and views of the countryside, while weekends are filled with farmers markets, scenic hikes, or visits to historical landmarks.
There's a deep appreciation for nature, craft, and community here—residents take pride in supporting local businesses and preserving the area's heritage. It's a lifestyle rooted in simplicity, where quality of life is measured more by connection and experience than by speed or scale.
Elegant dining experience in a historic setting, complete with fine wines and seasonal menus crafted to perfection.
Shopping leans local and artisanal with antiques, boutiques, and art galleries offering one-of-a-kind finds.
Fresh local produce and handmade goods at seasonal markets throughout the area.
A striking pink Gothic Revival mansion with stunning architecture, lush gardens, and rich history.
Hiking, kayaking, and scenic drives along one of Connecticut's most beautiful byways.
Taylor Brooke Winery and other vineyards offer a relaxing way to spend an afternoon with a glass in hand.
Contact our local experts for personalized neighborhood tours and property recommendations in beautiful Woodstock, CT.
Schedule a ConsultationDiscover the charming villages and communities of Connecticut's largest town
$450K - $1.8M+
Historic area featuring stunning colonial homes, the iconic Woodstock Hill Green, and beautiful views of the surrounding countryside.
$400K - $1.2M+
Equestrian-focused area with beautiful horse farms, riding trails, and the prestigious Woodstock Riding Club.
$350K - $950K
Quaint village center with charming colonial homes, the East Woodstock Congregational Church, and community-oriented atmosphere.
$375K - $1.1M
Agricultural area with working farms, open spaces, and the beautiful West Woodstock Orchard.
$325K - $850K
Wooded area with newer construction homes, larger lots, and proximity to recreation areas and Bigelow Hollow State Park.
$300K - $750K
Historic mill village along the French River with charming converted mill buildings and waterfall views.
$425K - $1.3M
Exclusive area with larger estate properties, privacy, and beautiful brookside settings.
$275K - $650K
Family-friendly area centered around Roseland Park and its lake, offering swimming, boating, and community events.
| Neighborhood | Avg. Home Price | Lifestyle | Schools | Walk Score |
|---|---|---|---|---|
| Woodstock Hill | $850K | Historic/Upscale | 9/10 | 65 |
| South Woodstock | $725K | Equestrian/Country | 8/10 | 30 |
| East Woodstock | $550K | Village/Community | 8/10 | 70 |
| West Woodstock | $600K | Agricultural/Rural | 7/10 | 25 |
| North Woodstock | $525K | Wooded/Recreational | 8/10 | 20 |
| Bungay | $475K | Historic/Waterfront | 7/10 | 60 |
| Muddy Brook | $825K | Estate/Private | 9/10 | 15 |
| Roseland Park | $425K | Family/Recreational | 8/10 | 55 |
Contact our local experts for personalized neighborhood tours and property recommendations in beautiful Woodstock, CT.
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ADDRESS 45 ROUTE 171 WOODSTOCK CT 06281 2790 Main Street Glastonbury CT 0603
ADDRESS 45 ROUTE 171 WOODSTOCK CT 06281 2790 Main Street Glastonbury CT 0603