Ashford Real Estate

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 unique blend of serene living and convenient access to modern amenities. With its rich history dating back to the 18th century, this quaint town is steeped in tradition while embracing the comforts of contemporary life.

Ashford is characterized by its stunning natural beauty, featuring lush greenery, rolling hills, and tranquil lakes that invite outdoor enthusiasts to explore. The nearby Natchaug State Forest provides ample opportunities for hiking, biking, and enjoying the great outdoors, making it a perfect spot for families and nature lovers alike. The town's commitment to preserving its natural resources ensures that residents can enjoy a peaceful, scenic environment year-round.

Community spirit thrives in Ashford, with a variety of local events and gatherings that foster connections among residents. From farmers' markets to seasonal festivals, there's always something happening that brings neighbors together. The town is also home to several highly-rated schools, making it an ideal location for families seeking a nurturing environment for their children.

In terms of real estate, Ashford offers a diverse range of housing options, from charming historic homes to modern new builds, catering to various lifestyles and budgets. With its affordable housing market and welcoming atmosphere, Ashford is not just a place to live; it’s a place to call home.

Discover the allure of Ashford, where a vibrant community meets the tranquility of nature, making it the perfect destination for your next home.

Newest Listings in Ashford

$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

$1,699,000

24213132 MLS

CROOKES ORCHARD - A 153-ACRE CONNECTICUT LEGACY FARM WITH HOME BUILDING LOT! One of Northeast Connecticut's most beloved agricultural destinations, presents an exceptionally rare opportunity to acquire 153 contiguous acres of working orchard, farmland, & scenic countryside. The property encompasses approximately 32 acres of improved cropland w/sprawling hay fields, picturesque ponds, & Bebbington Brook winding through the landscape, all abutting State Forest & Joshua's Trust protected land. More than 6,000 fruit trees, including 1,200 newly planted, yield 28 heirloom varieties of apples, peaches, & Asian pears. Carefully maintained orchard rows are supported by irrigation systems, while approximately 7 acres are enclosed by new 8-foot deer fencing w/3 double gates. A vibrant dahlia field further enhances the property's beauty & seasonal appeal. At the heart of the farm is the beautifully remodeled 3,601 SF retail farm store, long celebrated for its "Pick Your Own" traditions & broad assortment of locally grown & produced goods. Recent improvements include a turnkey commercial bakery, 2 walk-in coolers, updated office & restroom facilities, new HVAC, new roofs, partially replaced siding, new exterior doors, stone patios, and freshly painted exteriors. An attached glass greenhouse & additional hoop houses significantly extend the growing season. ***CONTINUE READING***

317 Bebbington Rd, Ashford

$1,699,000

1 Baths ⋅ 24213116 MLS

CROOKES ORCHARD - A 153-ACRE CONNECTICUT LEGACY FARM WITH HOME BUILDING LOT! One of Northeast Connecticut's most beloved agricultural destinations, presents an exceptionally rare opportunity to acquire 153 contiguous acres of working orchard, farmland, and scenic countryside. The property encompasses approximately 32 acres of improved cropland w/sprawling hay fields, picturesque ponds, & Bebbington Brook winding through the landscape, all abutting State Forest & Joshua's Trust protected land. More than 6,000 fruit trees, including 1,200 newly planted, yield 28 heirloom varieties of apples, peaches, & Asian pears. Carefully maintained orchard rows are supported by irrigation systems, while approximately 7 acres are enclosed by new 8-foot deer fencing w/3 double gates. A vibrant dahlia field further enhances the property's beauty & seasonal appeal. At the heart of the farm is the beautifully remodeled 3,601 SF retail farm store, long celebrated for its "Pick Your Own" traditions & broad assortment of locally grown & produced goods. Recent improvements include a turnkey commercial bakery, 2 walk-in coolers, updated office & restroom facilities, new HVAC, new roofs, partially replaced siding, new exterior doors, stone patios, and freshly painted exteriors. An attached glass greenhouse & additional hoop houses significantly extend the growing season. ***CONTINUE READING***

317 Bebbington 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

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Ashford Real Estate

Newest Listings in Ashford

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