Ashford Homes with Cottage Style

Welcome to Ashford, Connecticut, a picturesque town nestled in the heart of Windham County. Known for its charming landscapes and tight-knit community, Ashford offers a serene lifestyle that beautifully combines rural charm with modern conveniences. With its rolling hills, lush forests, and scenic lakes, this quaint town is a haven for nature lovers and outdoor enthusiasts alike.

One of the most captivating aspects of Ashford is its unique collection of cottage-style homes. These delightful residences exude warmth and character, often featuring quaint exteriors, inviting porches, and beautifully landscaped gardens. Imagine waking up in a cozy cottage, surrounded by the sounds of chirping birds and the gentle rustle of leaves, as you sip your morning coffee on a sunlit terrace. The cottage style is not just about aesthetics; it embodies a lifestyle of comfort and tranquility, making it the perfect choice for families, retirees, or anyone seeking a peaceful retreat.

In Ashford, you’ll find a variety of cottage-style homes that cater to diverse tastes and budgets. Whether you’re looking for a charming two-bedroom getaway or a spacious family home with plenty of outdoor space, the options are plentiful. The community is also rich in amenities, with local shops, parks, and recreational activities just a stone’s throw away.

Discover the magic of Ashford and explore the enchanting cottage-style homes that await you. Embrace the charm, community, and natural beauty that make this town a truly special place to call home.

Newest Ashford Homes with Cottage Style

$384,900

2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24205788 MLS

Lakefront living at its best on beautiful Lake Chaffee! This considerately renovated two bedroom, one full-bath cottage offers the perfect blend of charm, comfort, and modern updates. Features include a versatile loft, propane heating stove, generator hookup, new roof, and new electrical and plumbing throughout. Enjoy relaxing or entertaining on the spacious deck overlooking the lake, with a walkway leading directly to your private dock and lake access. A wonderful opportunity to enjoy year-round or seasonal lakeside living in a desirable location! Contact list agent for a list of all renovations completed.

73 Lakeview Dr, Ashford

$517,000

2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24201756 MLS

Have you ever wanted your own private backyard beach with private dock? This turnkey, one-level, direct waterfront, year-round home has its own private beach, completed in 2025, along with numerous recent upgrades. Non-motorized watercraft & outboard motors 5 horsepower or less are permitted on the lake by property owners & guests only. Included are several kayaks with a stand, paddle boat, patio set, new shed, floating doc and other outdoor seating, along with custom furniture inside to fit the home in the living room, sunroom, kitchen, and a newer TV w/ wall mount. The relaxing sunroom offers beautiful views of the water and features a new large Anderson picture window with professionally installed remote control blinds and a sliding door out to the deck. This exterior offers easy maintenance with vinyl siding, a newer roof, and composite decking. New foam insulation was installed in 2025. The interior offers commercial-grade laminate floors throughout, and the spacious kitchen is updated with quality-crafted cabinets with pull-out drawers. Entering into the kitchen and living room/dining area are an open floor plan with a brick fireplace. The large master bedroom was completed recently by combining a 2nd bedroom and is on the other side of the kitchen with a 2nd smaller room that's listed as a bedroom currently being used as a storage room and does have the washer and dryer included.

60 Ashford Lake Dr, Ashford

$240,000

2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24184150 MLS

Lake Life in this small home offering lake views and 2 level living space with large bedroom with storage on upper level. First floor offers a large living room, a bedroom and sitting area with a propane heater stove. The kitchen has space for the laundry equipment, and all amenities and sky lights. The large lot 0.24 acre, 2 sheds, grape vine and expansion possibilities. Selling " AS IS " condition. MOTIVATED SELLER. Closing is subject to seller find suitable housing.

59 Lake View Dr, Ashford

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