Ashford Homes under $750,000

Welcome to Ashford, Connecticut – a charming town nestled in the heart of Windham County, where picturesque landscapes and a warm community spirit create an idyllic setting for families and individuals alike. Known for its rich history and serene rural charm, Ashford offers an enchanting blend of natural beauty and small-town living, making it an ideal place to call home.

As you explore Ashford, you'll discover a vibrant community with a wealth of outdoor activities, including hiking trails, parks, and scenic views that highlight the area’s stunning natural surroundings. The town is home to several local farms, providing residents with fresh produce and a taste of the countryside. With a strong sense of community, Ashford hosts various events throughout the year, fostering connections among neighbors and creating lasting memories.

For those seeking a home in this delightful town, Ashford offers an array of properties under $750,000, catering to diverse lifestyles and preferences. Whether you’re looking for a charming colonial, a cozy ranch, or a modern new build, the real estate market here presents exciting opportunities for buyers. Many homes boast spacious yards, perfect for entertaining or enjoying the tranquility of nature right at your doorstep.

With its excellent schools, friendly atmosphere, and convenient access to nearby towns, Ashford is not just a place to live; it’s a community to thrive in. Discover your dream home in Ashford today, and experience the perfect blend of comfort, charm, and community spirit that this lovely town has to offer!

Newest Ashford Homes under $750,000

$399,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24211443 MLS

Numerous improvements have been completed since 2024 at this 3-bedroom, 1.5-bath ranch set on 5.14 acres in Ashford. Updates include a new septic system with basement plumbing, new oil tank, new attic insulation, furnace service, chimney repointing and new chimney cap, tree removal, and professional survey. Inside, the home offers refinished hardwood floors, a bay window, and a beautiful fieldstone fireplace in the living room. The eat-in kitchen features knotty pine cabinetry and a cozy breakfast nook. An enclosed breezeway connects the main house to the one-car garage, providing convenient access and additional storage. Each bedroom offers built-in storage, while the walk-out lower level provides excellent potential for a family room, home office, workshop, or additional living space. The home is also generator-ready with a transfer switch. The property offers privacy, outdoor space, and room to enjoy the peaceful Ashford setting while remaining conveniently located to area amenities and UConn.

108 Krapf Rd, Ashford

$385,000

4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24198024 MLS

One-of-a-kind Ashford home in an extraordinary country setting! Offering approximately 2,866 sq. ft., 4 bedrooms and 3.5 baths, this distinctive home has evolved over the years into a wonderfully flexible floor plan well suited to multigenerational living, working from home or simply spreading out. Character is everywhere, from wide-board wood floors and exposed beams to two fireplaces and a terrific library with extensive built-ins. The spacious kitchen, multiple living areas and combination of first- and second-floor spaces offer possibilities rarely found in a conventional home. Set on 1.71 acres with garage, outbuildings, open yard and wooded surroundings, the setting is equally special. Immediately beyond the property is Joshua's Trust's 60+ acre Josias Byles Sanctuary, with extensive Boy Scouts of America land farther beyond, creating an exceptional backdrop of woods, wildlife and open space. The home is livable now while offering plenty of opportunity for its next owner to make it their own. Refinishing the wood floors, exterior painting and other thoughtful improvements could make a remarkable difference. A truly unusual property for buyers who value space, character, flexibility and nature.

111 Ashford Center Rd, Ashford

$330,000

2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24208659 MLS

Situated on a tranquil lot in a quiet Ashford neighborhood, this inviting 2-bedroom, 2-bathroom ranch offers an open floor plan and versatile living spaces across two levels. Step inside to a light-filled main level where the spacious living room features low-maintenance vinyl flooring and glass sliders opening directly onto the back deck. The remodeled eat-in kitchen (2023) boasts sleek granite countertops, generous cabinet storage, and a dedicated eating area for daily meals. Two well-proportioned bedrooms with vinyl flooring and ample closet storage complete the main level, along with a full bath. Downstairs, the partially finished lower level expands your options with vinyl flooring and flexible additional rooms, ideal for a home office, recreation room, and/or gym. Sliders lead out to a private patio overlooking a peaceful, wooded backyard, creating a wonderful setup for outdoor relaxation and quiet mornings. Major recent improvements include a new hot water heater (2024) and a new roof (2025) for added peace of mind. Enjoy the serene setting while staying conveniently connected. The property offers easy access to major highways and state roads, as well as excellent proximity to UConn Storrs, local dining, and surrounding state parks. Schedule your private showing today!

31 Chetelat Dr, 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.

259 Ference Rd, Ashford

$389,900

4 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24207835 MLS

Welcome to the Benjamin Clarke House - a grand 1700s center entrance colonial located on a 2-acre country lot - complete with rolling lawn, gardens, restored shed and a pond. Spacious house with much restoration complete - 2 upstairs rooms and a bathroom still to be completed by the new owners. Charm and warmth prevail in this beautiful home, including wide board floors, fabulous stone fireplaces, 1st floor laundry and a woodstove. Poured concrete and stone foundation. A 1-car garage completes this lovely property.

19 North Rd, Ashford

$349,900

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24206405 MLS

Tucked well back from the road, this private property offers room to relax, garden, and make the most of the outdoors. Inside, a great room with soaring cathedral ceilings anchors the open floor plan, while abundant kitchen cabinetry provides plenty of storage. The living area opens to a private deck, and three generously sized bedrooms offer comfortable space for everyday living. The walkout basement is partially finished, with plumbing in place for an additional bathroom in the laundry area. Outside, mature fruit trees and stone walls add character to the grounds, and a farmer's well supplies water for gardening. A spacious workshop garage accommodates up to three cars and offers extensive shelving and storage.

85 Mansfield Rd, Ashford

$533,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24203884 MLS

Beautifully restored 1880 Colonial farmhouse set on an impressive 18.03 acres, offering a wonderful opportunity for farming, homesteading, or simply enjoying the peace and beauty of the countryside. Approximately 10 acres are fenced and well suited for cows, goats, sheep, horses, or other agricultural uses. The property also features a greenhouse, multiple outbuildings, and a farm stand building along the road-perfect for selling farm-fresh goods. The home offers the charm and character you would expect from an 1880 farmhouse, combined with thoughtful updates. The spacious kitchen features an open floor plan, granite countertops, and an abundance of new cabinetry. A convenient mudroom off the side entrance includes a large closet and full bath. The kitchen flows naturally into the family room, where numerous windows fill the space with natural light. Enjoy the warmth of the wood stove and access to the back deck overlooking the beautiful property. The formal dining room and living room provide additional gathering spaces, with the living room featuring a pellet stove. Two additional rooms are currently being used as offices and laundry. The primary bedroom and two additional bedrooms showcase beautiful original wide-board flooring, adding to the home's timeless character. The land is truly special, bordering the scenic Mt. Hope River and offering open space, privacy, and endless possibilities. With its historic charm, extensive acreage, outbuildings, agricultural potential

813 Westford Rd, Ashford

$429,500

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24204485 MLS

This thoughtfully renovated three bedroom, two full-bath raised ranch sits on an impressive 1.3 acres on Lake Chaffee. This home features an updated electrical system, new propane boiler, new windows with custom blinds, new appliances, an eat-in kitchen and a separate breakfast nook. Additionally, this property offers an attached two car garage and a dedicated gym area/bonus room offering flexible additional space. Enjoy beautiful lake views from the spacious deck overlooking the lake, along with beach and lake access for year-round enjoyment. Experience paddle boarding, kayaking, swimming, even ice skating and ice fishing in the off season, practically in your front yard. A unique combination of privacy, space, modern updates, and lakefront lifestyle in desirable location! Contact the listing agent for a list of all renovations completed.

76 Lakeview Dr, Ashford

$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

$380,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24203220 MLS

Welcome to 21 Deerfield Dr in Ashford! This beautifully updated 3 bed, 2 bath home offers 1,872 square feet of finished living space and is located within the Lake Chaffee community. The open floor plan creates an easy flow throughout the main level, featuring an updated kitchen, spacious living and dining area, primary bedroom with full bath, and convenient first-floor laundry. The finished lower level offers even more space with fresh carpeting and a flexible space ideal for both an entertaining space and bedroom, home office, gym, or playroom. The property is part of the Lake Chaffee Improvement Association with an annual fee for plowing, road & lake maintenance. The sale also includes an additional .24-acre lot located directly across the street, providing added space and potential.

21 Deerfield Dr, Ashford

$425,000

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24201631 MLS

Fully remodeled from top to bottom in 2021, this beautiful 1,996-square-foot Colonial seamlessly blends modern updates with timeless charm. Featuring 3 spacious bedrooms and 3 full bathrooms, this inviting home offers plenty of space for comfortable everyday living and entertaining. The open lower-level floor plan creates a warm, welcoming flow with flexible living spaces designed to fit a variety of needs. The updated kitchen features granite countertops, adding both style and durability to the heart of the home. Upstairs, you'll find three generously sized bedrooms and two full bathrooms, including a private primary suite with an ensuite bathroom and walk-in closet. A true standout is the impressive 720-square-foot detached outbuilding, offering endless possibilities as a workshop, studio, home business, hobby space, or barn. Whether you need additional workspace, storage, or a creative retreat, this versatile structure provides exceptional flexibility. With extensive 2021 renovations, a thoughtfully designed layout, open living spaces, and an outstanding detached outbuilding, this property is truly move-in ready and ready to welcome its next owner. A nice combination of country setting, modern comfort, and incredible versatility!

307 Mansfield Rd, Ashford

$489,999

2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24201756 MLS

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. 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

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