Windham County 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, Windham County 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.
Beautiful New England architecture and open landscapes
Spacious properties and a more rural lifestyle
Easy access to MA and RI
Locally owned shops, farms, and restaurants
Active arts, culture, and historical attractions
Living in Windham County 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.
The culinary scene in Windham County is quietly impressive, with local chefs and restaurateurs creating destination-worthy meals that highlight farm-fresh ingredients and creative flair. In Putnam, 85 Main stands out for its elevated take on American cuisine and seafood, served in a stylish yet relaxed setting. Just a few blocks away, The Stomping Ground offers live music and artsy ambiance alongside its hearty, eclectic menu—perfect for a night out with friends.
In Woodstock, Inn at Woodstock Hill provides an elegant dining experience in a historic setting, complete with fine wines and seasonal menus crafted to perfection. For something casual and cozy, Victoria Station Café in Putnam blends charm with freshly made pastries, sandwiches, and locally roasted coffee, making it a beloved daytime hangout.
Shopping leans local and artisanal here. Downtown Putnam is known for its walkable streets lined with antiques, boutiques, and art galleries. Arts & Framing, Antiques Marketplace, and Celebrations Gallery offer everything from one-of-a-kind vintage finds to fine art and handmade gifts. Throughout the year, seasonal craft fairs and open studios bring even more opportunities to discover local talent and treasures.
A must-see attraction in the area is the iconic Roseland Cottage, a striking pink Gothic Revival mansion in Woodstock. Known for its stunning architecture, lush gardens, and rich history, the cottage hosts guided tours, concerts, and events throughout the year. Its vibrant facade and impeccably preserved interiors offer a unique glimpse into 19th-century life and style, making it a favorite for locals and history buffs alike.
Outdoor enthusiasts will find no shortage of fresh-air adventures in Windham County. From hiking and kayaking in Bigelow Hollow State Park to scenic drives along Route 169—one of the state’s most beautiful byways—there’s always something to explore. Local vineyards, like Taylor Brooke Winery, offer a relaxing way to spend an afternoon with a glass in hand and a view of the vines. The area’s blend of nature, culture, and heritage creates a lifestyle that’s both invigorating and enriching.
Discover the finest communities across New England's most desirable counties
$300K - $2.5M+
Home to Yale University and beautiful coastline communities, featuring a mix of historic architecture and vibrant urban life.
$400K - $3M+
Riverfront communities with historic charm, excellent schools, and convenient access to both Hartford and the Connecticut shoreline.
$250K - $1.2M
Rhode Island's scenic county featuring rural landscapes, historic villages, and convenient access to Providence and the coast.
$275K - $900K
Rhode Island's smallest county offering a mix of urban amenities in Providence and tranquil rural communities throughout.
$500K - $2.8M+
Massachusetts county known for its affluent suburbs, excellent school systems, and convenient access to Boston.
$225K - $850K
Western Massachusetts county featuring the Connecticut River Valley, historic sites, and diverse communities from urban to rural.
$280K - $1.5M+
Connecticut's capital region featuring a mix of urban sophistication, historic suburbs, and upscale New England communities.
$250K - $800K
Known as Connecticut's "Quiet Corner," featuring rural landscapes, historic town greens, and family-friendly communities.
$220K - $750K
Northeastern Connecticut county offering affordable living, natural beauty, and charming New England towns.
$275K - $1.2M
Rhode Island's most populous county, home to the capital city Providence and a diverse mix of urban and suburban communities.
$300K - $1.1M
Central Massachusetts county known for its classic New England towns, educational institutions, and diverse economy.
$280K - $2M+
Southeastern Connecticut coastal county featuring naval history, shoreline communities, and maritime culture.
| County | Avg. Home Price | Lifestyle | Schools | Commute Score |
|---|---|---|---|---|
| New Haven | $425K | Urban/Coastal | 8/10 | 75 |
| Middlesex | $550K | Suburban/Riverfront | 9/10 | 70 |
| Washington | $375K | Rural/Historic | 7/10 | 65 |
| Kent | $350K | Urban/Suburban Mix | 7/10 | 80 |
| Norfolk | $675K | Affluent Suburban | 10/10 | 85 |
| Hampden | $325K | Urban/Rural Mix | 7/10 | 60 |
| Hartford | $425K | Urban/Suburban | 8/10 | 75 |
| Tolland | $325K | Rural/Family | 8/10 | 60 |
| Windham | $285K | Rural/Affordable | 7/10 | 55 |
| Providence | $375K | Urban/Diverse | 7/10 | 80 |
| Worcester | $400K | Suburban/Educational | 8/10 | 70 |
| New London | $375K | Coastal/Maritime | 7/10 | 65 |
Contact our local experts for personalized county tours and property recommendations throughout New England.
Schedule a ConsultationWindham County has 45,425 households, with an average household size of 2.45. Data provided by the U.S. Census Bureau. Here’s what the people living in Windham County do for work — and how long it takes them to get there. Data provided by the U.S. Census Bureau. 116,503 people call Windham County home. The population density is 227.13 and the largest age group is Data provided by the U.S. Census Bureau.
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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