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Why You Should Consider Windham County, Connecticut

If you’re contemplating a move, or just looking for an area rich in history, charm, and natural beauty, it's time to cast your eyes to Windham County, Connecticut. Tucked away in the northeastern corner of Connecticut, Windham County offers an enticing blend of quaint small towns, verdant landscapes, bustling local businesses, and a robust array of recreational activities. While it may not be as well-known as some of its coastal Connecticut counterparts, here are the reasons why Windham County deserves your consideration.

A Haven for Nature and Outdoor Enthusiasts

Windham County, Connecticut is a dream come true for nature and outdoor enthusiasts. The area offers an impressive variety of landscapes and ecosystems, all bursting with life and providing endless opportunities for recreation and exploration.

The county is graced with rolling hills that transform from vibrant green in the summer to a riot of colors in the fall, perfect for invigorating hikes and scenic drives. Verdant forests, like those found in Nipmuck State Forest, are threaded with trails that vary in difficulty, inviting a leisurely stroll or a challenging trek depending on your preference. The forests are also brimming with wildlife, making it a perfect place for nature enthusiasts and photographers to spot rare birds, deer, and other woodland creatures in their natural habitat.

One of the jewels of Windham County is the Bigelow Hollow State Park, a vast wilderness covering over 9,000 acres. It's a haven for outdoor activities such as camping, picnicking, fishing, and boating. The park is home to Bigelow Pond and Mashapaug Lake, where anglers can fish for several species of trout, bass, and perch. Trails wind around the water bodies, providing beautiful views and peaceful spots for reflection.

Windham County also encompasses a significant portion of The Last Green Valley, a nationally designated area that is 77% forest and farm. The Quinebaug and Shetucket Rivers Valley National Heritage Corridor, as it's formally known, covers 35 towns from Connecticut to Massachusetts. This beautiful expanse of land and waterways offers a myriad of recreational opportunities, including kayaking, canoeing, fishing, and biking.

Rich Historical Heritage
Windham County has a deep historical heritage that harks back to pre-revolutionary times. The Prudence Crandall Museum in Canterbury is dedicated to the state heroine who established a school for African American girls in the 1830s, sparking a major civil rights controversy. In the town of Willimantic, within the county, the Mill Museum traces the rise and fall of the American thread industry. The county is also home to numerous well-preserved historic houses, such as Roseland Cottage and Capron-Phillips House, which offer a glimpse into the lives of New Englanders from yesteryears.

Thriving Local Business Scene
The business scene in Windham County is characterized by its support for locally owned ventures. This is particularly evident in the town of Putnam, known as the “Antiques Capital of New England,” housing over 500 dealers in a concentrated area. The farmers' markets across various towns are brimming with local produce, dairy products, and artisanal goods. The region’s business-friendly policies coupled with access to resources and funding opportunities make it an attractive place for startups and small businesses.

Educational Opportunities
Quality education is central to Windham County. Eastern Connecticut State University, located in Willimantic, is the state's designated public liberal arts university, offering a wide range of courses and degrees. Quinebaug Valley Community College offers associate degree programs and certificate credentials in various fields. The region is also home to well-regarded public and private schools that focus on comprehensive education and personal growth of students.

Warm, Inviting Communities
Windham County is defined by its strong sense of community. Events like the Windham County 4-H Fair, which has been a fixture since the mid-1940s, showcases the region's agricultural heritage and youth development. The Last Green Valley's Walktober event offers over 100 walks, hikes, historic tales, paddles, bike rides, farm visits, and more, bringing together residents and visitors alike. This sense of shared experiences and community engagement makes Windham County a truly special place to live.

Affordable Living
Finding a place to call home that aligns with your financial goals is paramount, and Windham County, Connecticut, stands out as a compelling choice due to its affordability, especially when compared to many other regions in Connecticut and even New England.

Let's take housing as a significant example. According to housing market trends in the past few years, housing prices in Connecticut have risen. However, Windham County remains a beacon of affordability, offering homes at a much more accessible price point. Whether you're looking for a historic colonial-style house with character and charm, or a modern, energy-efficient construction, Windham County provides an array of options to suit different tastes and budgets.

First-time homebuyers will particularly appreciate the county's affordable real estate market, which facilitates homeownership. For those looking to rent, the county's rental rates are also generally more economical compared to other areas in the state. This affordability does not come at the expense of quality or aesthetics. Many homes in the county are located in scenic areas, close to amenities, schools, and natural attractions, providing residents with an excellent quality of life.


When all is said and done, Windham County, Connecticut, with its rich history, friendly communities, outdoor activities, and affordable living, truly offers something for everyone. Whether you're looking for a peaceful place to retire, a dynamic environment to start a business, or a nurturing location to raise a family, Windham County is a place that should certainly be on your radar. Explore it, and you might just find that it feels like home.


Contact J Boswell Real Estate

We know you'll love living in Connecticut. If you want to know more about relocating to our beautiful state, give us a call at (860)329-6085 or leave a message on our contact page.


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