Ashford Homes for Sale

Ashford Homes for Sale

Welcome to Ashford, Connecticut – a hidden gem nestled in the heart of Windham County. Known for its picturesque landscapes and charming small-town vibe, Ashford offers a unique blend of rural tranquility and modern convenience. With its lush forests, serene lakes, and inviting community parks, this quaint town is perfect for those seeking a peaceful retreat without sacrificing access to urban amenities.

Ashford is steeped in history, with roots dating back to the 18th century. The town’s rich heritage is reflected in its well-preserved architecture and vibrant local culture. Residents enjoy a tight-knit community atmosphere, with local events and farmers' markets that bring neighbors together. The town's commitment to preserving its natural beauty is evident in the numerous hiking trails and outdoor recreational opportunities, making it an ideal location for nature lovers and families alike.

For those considering a move, Ashford boasts a diverse selection of homes for sale. From charming colonial-style houses to modern, energy-efficient builds, there is something to suit every taste and budget. Whether you’re a first-time homebuyer, looking to downsize, or searching for a family-friendly abode, Ashford’s real estate market has plenty to offer.

With its stunning scenery, friendly community, and a variety of homes available, Ashford is not just a place to live – it’s a place to thrive. Explore the possibilities and discover your dream home in this enchanting Connecticut town today!

Newest Ashford Homes for Sale

$499,900
2 Beds 3 Baths ACTIVE Status 24189915 MLS
This beautifully crafted post-and-beam Saltbox home blends timeless character with modern functionality. 6.51 level acres! Designed with sustainability in mind, the home features solar power, well water, and an oil and wood burning furnace. With beautiful wide pine floors throughout, the open-concept living and dining area creates an inviting space for everyday living and entertaining, anchored by a cozy fireplace with wood stove perfect for winter evenings. The study on the main floor offers a quiet retreat with a convenient half bath that completes the first level. Upstairs, you'll find two comfortable bedrooms, each with its own fireplace, and a full bath, offering a peaceful and practical layout. The lower level offers a rec room, laundry room and full bath. This home features a large 24'x40' attached work shop ideal for a wood shop or art studio. Outside this property truly shines. Set back from the home is a 36'x24' barn suitable for 3 horse stalls or other animals, providing excellent flexibility for homesteading or equestrian use. This unique property offers space, craftsmanship, and versatility-perfect for those seeking a blend of rural charm, self-sufficiency, and thoughtful design. Located at the end of a quiet street, the property is bordered on three sides by a scout camp and is definitely a must see for those seeking privacy. Home could use some TLC but so much potential awaits! Possibly subdividable, buyer to do due diligence.

133 Fitts Rd, Ashford

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