Ashford Homes under $250,000

Ashford Homes under $250,000

Welcome to Ashford, Connecticut, a hidden gem nestled in the heart of Windham County! This charming town is a perfect blend of rural tranquility and community spirit, making it an ideal place for families, retirees, and anyone looking to escape the hustle and bustle of city life. With its picturesque landscapes, lush greenery, and friendly neighborhoods, Ashford offers a serene lifestyle while still being conveniently located near larger urban centers.

One of the most appealing aspects of Ashford is its affordability. For those seeking to invest in a home without breaking the bank, you’ll be pleased to discover a selection of charming properties available for under $250,000. These homes provide an excellent opportunity for first-time buyers, investors, or anyone looking to downsize. Whether you’re in search of a quaint cottage, a cozy ranch-style home, or a spacious split-level, Ashford has something to suit every taste and budget.

The community is rich in recreational activities, with ample opportunities for hiking, fishing, and enjoying the great outdoors. Local parks and nature trails invite residents to explore the natural beauty that surrounds them, while nearby cultural attractions and events foster a vibrant community spirit.

With its affordable housing options and welcoming atmosphere, Ashford is not just a place to live; it’s a place to thrive. Discover the charm of this lovely town and find your perfect home today!

Newest Ashford Homes under $250,000

292 Zaicek Rd, Ashford
$149,900
4 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24212591 MLS
Attention Contractors and Investors: Opportunity awaits with this 1840 Cape Cod set on a full acre in Ashford's West Ashford area. This four-bedroom, one-bath home offers 1,666 square feet. A shed on the property adds extra storage for tools and equipment. The level, lightly wooded lot offers privacy and room to garden, build, or expand. Oil hot air heat keeps the home warm through the colder months. Ready for its next chapter - whether that's a renovation project, an investment property, or a labor of love for a buyer looking to bring historic charm back to life. Ideally located near Ashford Elementary and Smith Middle/High School, in a quiet, car-dependent setting that offers a true country feel. BARNS are not on this property. Make sure to look at the map and Grant of Easements attached to the listing to understand the lot and driveway access prior to viewing. Estate sale-AS IS, WHERE IS.

292 Zaicek Rd, Ashford
259 Ference Rd, Ashford
$219,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24208211 MLS
20 minutes from UCONN! Rare value-add and redevelopment opportunity situated on 3.5 acres with over 3,200 square feet of existing space. Currently configured as a mixed-use commercial property, this expansive parcel offers strong potential for multifamily conversion, redevelopment, expansion, mixed-use investment, income-producing use, or possible additional building opportunities, subject to buyer due diligence and local approvals. Ideal opportunity for investors, developers, contractors, or those seeking a long-term development play with substantial upside potential. Conveniently located with ample possibilities for repositioning and future use. Property to be sold strictly as-is. Buyer to perform all due diligence regarding zoning, approvals, permitted uses, subdivision potential, and development possibilities. AGENT/OWNER

259 Ference Rd, Ashford
59 Lake View 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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The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.

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