Ashford Homes for Sale

Welcome to Ashford, Connecticut—a hidden gem nestled in the picturesque Windham County. Known for its charming rural landscapes and tight-knit community, Ashford offers a serene escape from the hustle and bustle of city life while still providing easy access to nearby urban amenities. With its lush greenery, rolling hills, and beautiful parks, this quaint New England town is perfect for nature lovers and families alike.

Ashford boasts a rich history, with its roots dating back to the 18th century. The town is home to a variety of historical sites and landmarks, allowing residents to immerse themselves in the local culture. Whether you’re exploring the scenic trails of the Natchaug State Forest or enjoying a picnic at Ashford’s lovely parks, outdoor enthusiasts will find plenty of activities to keep them engaged.

For those considering a move, Ashford offers a diverse selection of homes for sale that cater to various lifestyles and budgets. From charming colonial-style houses to modern ranches, you’ll find properties that embody the warmth and character of this delightful town. Many homes are situated on expansive lots, providing ample space for gardens, outdoor entertaining, and family gatherings.

As you explore the real estate opportunities in Ashford, you’ll discover that this community not only offers beautiful homes but also a welcoming atmosphere that fosters connections among neighbors. Experience the tranquility and charm of Ashford, where your dream home awaits amidst the stunning landscapes of Connecticut. Come and see why so many have chosen to call this enchanting town their home!

Newest Ashford Homes for Sale

$149,900

4 Beds ⋅ 1 Baths ⋅ 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. The driveway easement does not convey to the next owner. A new driveway will need to be added for access. Estate sale-AS IS, WHERE IS.

292 Zaicek Rd, Ashford

$525,000

2 Beds ⋅ 2 Baths ⋅ 24214312 MLS

Set on the shores of Lake Chaffee, this waterfront ranch offers easy one level living with peaceful views and year-round recreation right outside your door. This beautifully renovated home provides a comfortable, move in ready layout ideal for buyers seeking simplicity, accessibility, and a relaxing lifestyle. The main level features an inviting open floor plan with a vaulted beadboard ceiling that adds warmth and character. The remodeled kitchen, with charming glass paned pocket doors and functional breakfast bar, is surprisingly spacious for a lake home. The updated full bath showcases a walk-in shower with glass sliding doors. Hardwood floors, Pella windows, an oversized Pella slider to the deck, and overall craftsmanship reflect the quality throughout. A half bath and laundry room combo further enhance the convenience of true one level living. The home is equipped with propane forced air heat and newer central A/C. Outdoor spaces are a true highlight and fully embrace lake living. The Ipe wood wrap around deck features sleek cable balusters for improved lake views and a gazebo that creates additional gathering space for friends and family. The yard is beautifully landscaped and includes a dedicated firepit deck right at the water's edge.

20 Amidon Dr, Ashford

$599,900

4 Beds ⋅ 1 Baths ⋅ 24214545 MLS

Some properties make you feel at home before you've reached the front door. Welcome to Little Creek Farm! Follow the winding driveway past open fields, fenced pastures and riding rings, with glimpses of a sparkling blue lake beyond, to a magnificent reproduction Colonial nestled in Ashford's scenic countryside. This special property blends the warmth and character of an antique New England homestead with the comforts of newer construction. Wide-board hardwood floors, distinctive woodwork and a classic Rumford fireplace evoke another era, while updated mechanicals, heating systems and central air provide modern comfort without compromising the home's timeless appeal. A spacious country kitchen invites cooking and gathering. Two main-level bedrooms offer flexible space for guests, an office or additional living areas, with two more bedrooms upstairs. Outside, the four-stall barn includes a tack room, grain bin, storage for approximately 300 bales of hay, water and electricity. A detached two-car garage and shed complete the setting. With room for horses, hobbies and peaceful country living, Little Creek Farm offers a little bit of yesterday and all the comforts of today. But perhaps what makes Little Creek Farm most special isn't simply the beautiful home, barns, or acreage. It's the feeling of being here. The peaceful surroundings, the changing seasons, the horses grazing in the pasture, and the simple pleasure of having room to breathe. Come experience it for yourself!

126 Amidon Rd, Ashford

$499,900

3 Beds ⋅ 3 Baths ⋅ 24212290 MLS

Welcome to 25 Bebbington Road. An exclusive brand-new construction by Refined Living in the heart of Ashford. Delivered and move-in ready, this stunning three-bedroom, two-and-a-half-bath home offers 1,604 square feet of thoughtfully designed living space. The expansive primary suite is a true retreat, featuring double closets, including a spacious walk-in, and a private in-suite full bath. Enjoy an abundance of living space throughout, perfect for everyday comfort and entertaining. Step outside to a beautiful, private yard - your own peaceful escape. Nestled in one of Windham County's most promising pockets, this home sits in an area poised for serious growth. Opportunities like this don't last - get in now before values climb as Windham County's next chapter is beginning!

25 Bebbington Rd, Ashford

$515,000

3 Beds ⋅ 3 Baths ⋅ 24213578 MLS

Remarkable well maintained Colonial Style home set back from the road on 2.70 acres of comfort, charm and tranquility. Only 4 miles from the UCONN campus- Stunning backyard with plantings, stone patio, gazebo, deck and hot tub along with a custom chicken coop. Oversized 2 car garage, large mudroom, first floor laundry,country kitchen and fireplaced family room, formal living room and dining room all with new hardwood flooring. Upstairs the primary bedroom features a large closet and full bath. Two additional large bedrooms and another full bath along with an unfinished area at the end of the hall. Stairs to the attic. Basement is meticulously maintianed and ready for any project you may have. Upgrades include: 2025 well pump,remote garage door service,hardwood installed in living room,dining room and family room,interior painting,install AC on first floor, gas stove, refrigerator,washer, dryer and more

391 Squaw Hollow Rd, Ashford

$549,900

3 Beds ⋅ 2 Baths ⋅ 24213584 MLS

One of a kind timber frame home with every attention to detail. Must see, located on a dead end, walk to Joshua's Trust. Owned solar array actually results in $$ from electric company. Set up for three stall barn with storage. Gorgeous detail wood floors, huge wrap around deck, full walk out with plenty of room for inlaw. Quiet and peaceful. If you love an open floor plan this one's for you!

11 E Howey Rd, Ashford

$599,900

3 Beds ⋅ 2 Baths ⋅ 24208918 MLS

LAKE LIFE AWAITS!! This stunning like-new home has been fully renovated to include 2 full beds and baths, with a 3rd loft style flex room which can be used for a bedroom or added living space. This home features soaring ceilings, incredible waterfront views and an open concept kitchen with OVERSIZED island. The thoughtfully designed lake house could be the ideal getaway, or used for investment. You will LOVE the sunsets and cozy nights on the large trex deck looking over the tranquil lake. Within minutes from the highway making this an ideal destination or full time lifestyle! The house was fully restored from a shell and has high energy efficiency, electric heat and mini split systems for clean air flow, and low maintenance. Set on a private road with charming New England views at all seasons, you wont want to miss this one!!

7 Amidon Dr, Ashford

$399,000

3 Beds ⋅ 2 Baths ⋅ 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

$790,000

4 Beds ⋅ 2 Baths ⋅ 24209026 MLS

Set high above the road at approximately 900 feet in elevation, this beautifully maintained home combines privacy, natural light and a versatile floor plan in a picturesque setting. Southwestern exposure fills the home with sunlight, while the two-story entry and catwalk overlooking the dramatic living room create an impressive sense of space. The living room features a woodstove and direct access to the covered back deck, creating an inviting connection to the outdoors. A charming three-season sunroom at the front of the home provides another bright and comfortable space to enjoy the surrounding setting. The main level offers convenient one-floor living with two bedrooms, a full bath and a laundry room with both exterior and garage access. There is no carpet in the home-hardwood and tile run throughout. Upstairs, the private primary bedroom suite is joined by an additional bedroom and a flexible office/library/den. An unfinished walk-out basement provides excellent storage and plenty of potential for future finished space or possible in-law accommodations. Well insulated with 12-inch foundation walls, a dry basement, good drainage and excellent well water. Enjoy the privacy of the property while being just down the road from the approximately 8,000-acre Yale-Myers Forest with miles of trails and outdoor recreation. Conveniently located only 1 mile to I-84, with easy access to Hartford and approximately one hour to Boston and two hours to New York City.

183 Hillside Rd, Ashford

$385,000

4 Beds ⋅ 4 Baths ⋅ 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

$310,000

2 Beds ⋅ 2 Baths ⋅ 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

$379,900

4 Beds ⋅ 1 Baths ⋅ 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

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Ashford Homes for Sale

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