Eastford Real Estate

Welcome to Eastford, Connecticut—a hidden gem nestled in the heart of Windham County. With its picturesque landscapes and charming small-town vibe, Eastford offers a unique blend of rural tranquility and community spirit that makes it an ideal place to call home.

This quaint town is characterized by its rolling hills, lush forests, and scenic views, providing a perfect backdrop for outdoor enthusiasts. Whether you enjoy hiking, biking, or simply taking leisurely strolls, Eastford’s natural beauty is sure to inspire. The town is also home to several parks and recreational areas, where families can gather for picnics, sports, and seasonal events.

Eastford boasts a rich history, with roots dating back to the 18th century. The town's historic architecture and well-preserved buildings tell stories of a bygone era, creating a charming atmosphere that residents cherish. The community is tight-knit, with local events and festivals bringing neighbors together and fostering a sense of belonging.

Education is a priority here, with Eastford’s schools known for their dedicated staff and commitment to student success. Families will appreciate the emphasis on quality education and the abundance of extracurricular activities available to children of all ages.

Conveniently located just a short drive from larger towns like Willimantic and Putnam, Eastford offers easy access to shopping, dining, and entertainment while maintaining its serene, rural charm. If you’re seeking a peaceful lifestyle with a strong sense of community, Eastford is the perfect place to plant your roots and create lasting memories. Come discover the warmth and charm of Eastford, where every day feels like home.

Newest Listings in Eastford

$574,900

3 Beds ⋅ 2 Baths ⋅ 24212900 MLS

Step onto this property and you are immediately taken with its beauty. Mature landscaping filled with ornamental and native trees including 1000's of spring bulbs, summer lilies, and other perennials surrounded by the stone walls that characterize so much of New England charm. This 1900's home has been carefully updated to highlight its character and history with all the conveniences we have learned to love. The entry way welcomes you with vintage cherry floors, The kitchen has been completely remodeled with new cabinets, quartz countertops, and new appliances. The back ell consists of a walk-in pantry, an oversized mud room with laundry and new 3/4 bath as well as an office with private entrance on the first floor. Spacious Dining room, featuring Washington fir floors is right off the kitchen. The large living room with fireplace, is open to sunroom/family room with ample space for you to spread out and enjoy entertaining. A beautiful staircase leads to three bedrooms, all with wood flooring and remodeled full bathroom. There are possibilities for an in-law suite with not too much effort. Refinished plaster walls and fresh paint throughout. Almost 4 acres gives you room to spread your wings. Open field, perfect for grazing your animals. Concrete pad, ready for your new garage or barn. Most windows replaced; roof on the ell of the house is brand new. Mechanicals are up to date. Ready to for you to move right in!

54 Westford Rd, Eastford

$425,000

3 Beds ⋅ 2 Baths ⋅ 24214021 MLS

IF YOU'VE BEEN WATCHING FOR YOUR DREAM LOG HOME LOCATED ON A QUIET COUNTRY ROAD, YOUR WAIT MIGHT BE OVER! THIS WELL CARED FOR 2000 PLUS SQ FT HOME IS READY FOR IT'S NEW OWNER. YOU'LL LOVE THE SPACIOUS BEAMED CEILING FAMILY ROOM WITH COZY STONE FIREPLACE, REAR DECK ACCESS, AND MINI SPLIT TO KEEP YOU COOL. WIDE PINE FLOORING, COFY DEN, AND OFFICE WHICH COULD BE USED AS A GUEST BEDROOM. LARGE PRIVATE REAR DECK AND OVERSIZE FRONT FARMERS PORCH TO SIT AND RELAX PEACEFULLY. OWNERS HAD RECENTLY REPLACED THE BOILER AND ROOF SO BIG TICKET IMPROVEMENTS WON'T BE NEEDED. COME AND SEE WHAT A RARE FIND THIS IS! NEAR POMFRET AND WOODSTOCK TOWN LINES.

24 Sumner Hill Rd, Eastford

$299,900

3 Beds ⋅ 1 Baths ⋅ 24213320 MLS

A true gem waiting for its next owner! This Ranch features an oversized attached 2-car garage connected to the house via a breezeway with louvered windows for the perfect spot for your plants and sitting! Sunny and bright living room with floor to ceiling window wall and hardwood floors. 3 bedrooms feature gorgeous hardwood floors. Furnace has a unique ability to be powered by either oil or wood! Newer roof and freshly painted worry free aluminum siding. All of this settled on 2.8 pristine acres! What more could you want?

15 Chaplin Rd, Eastford

$349,900

2 Beds ⋅ 2 Baths ⋅ 24213046 MLS ⋅ Eastford Village BLDG.

Enjoy some quiet time on the farmers porch of this beautiful 1,513 sq ft ranch with walkout basement. Open floor plan,kitchen with stainless appliances and breakfast bar. Living area has an automatic slider to the trex deck and lower fenced in area. A great way to enjoy more outside space. The one car garage offers epoxy flooring for easy cleanup and looks great. Close to Massachusetts and UCONN.

123 Ashford Rd Unit 6, Eastford

$435,000

3 Beds ⋅ 2 Baths ⋅ 24209461 MLS

If you've been searching for true country living, privacy, and land for exploration, this 17-acre property in Eastford delivers all of it. With Bigelow Brook (a Class A trout brook), running through the acreage and the Natchaug Blue Blaze Trail crossing the land, this is a dream setting for outdoor enthusiasts, nature lovers, and anyone seeking a peaceful retreat. The location places you near Natchaug State Forest, Ashford Lake, and between Buell's and Crooks orchards. The Cape Cod home is set back from the road, giving the ultimate sense of privacy. Inside, the large eat-in kitchen features a large moveable island, pantry closet, updated quartz countertops, luxury vinyl flooring, induction stove, newer refrigerator, and an elegant wood hood. Just off the kitchen is a flexible first floor bedroom or home office with double closets and stunning cherry wood floors milled from trees harvested on the property. The living and dining rooms continue the cherry flooring and offer a warm gathering space with a woodstove for alternative heating. A French door leads to the back deck with a ramp from the driveway, and overlooking the backyard and peaceful tree line. A full bath with tub/shower completes the main level. Upstairs are two bedrooms, a full bath, and a walk-in hallway closet. The larger bedroom includes a Jotul woodstove for additional heating, and both rooms feature skylights that fill the space with natural light.

32 Ashford Rd, Eastford

$625,000

4 Beds ⋅ 3 Baths ⋅ 24210501 MLS

The Benjamin Bosworth House has been part of Eastford's landscape for more than two centuries, and there is still nothing quite like it. Set on 3 acres, this Federal-style home, completed around 1800, offers 4,538 square feet, 4 bedrooms, 2.5 baths and 11 fireplaces. Its defining feature is a rare full-height monitor, once used as a Masonic meeting hall, with built-in benches and fireplaces. Throughout the house, hand-carved woodwork, historic finishes and generously scaled rooms tell the story of its past. The main level includes a formal dining room, parlor, sunlit sitting room, kitchen, studio and workshop, with additional flexible space upstairs. Since purchasing the home in May, the current owner has continued restoration work, including new lime plaster in the parlor and second-floor hall, a retiled upstairs bath and fresh paint in several rooms. Listed on the National Register of Historic Places, this is a remarkable opportunity for someone who appreciates early American craftsmanship and wants to carry its story forward.

89 John Perry Rd, Eastford

$325,000

1 Beds ⋅ 2 Baths ⋅ 24206755 MLS ⋅ Nahaco Farms BLDG.

Construction completed! Last one at this price! Welcome to Nahaco Hills, a private, all ages community of 24 single family ranch homes. Step into bright, open-concept living filled with natural light and luxury vinyl plank floors throughout. The vaulted living room features a spacious storage closet and access to a composite deck, perfect for relaxing and enjoying the peaceful surroundings. The kitchen has shaker cabinets, black granite countertops, a center island, stainless steel appliances, and a pantry. The primary suite offers a walk-in shower, granite vanity, and a large closet ready for a custom system. The half bath includes laundry hookups for added convenience. A flex room at the front of the home provides the ideal space for a home office, guest room, or studio. The attached two-car garage offers insulated plaster walls and additional storage. Enjoy on-demand propane heat, central air, a shared well, and private septic system-all designed for comfort and efficiency.

7 Nahaco Hill Ln Unit 7, Eastford

$345,000

2 Beds ⋅ 2 Baths ⋅ 24205096 MLS ⋅ Eastford Village BLDG.

Modern, low-maintenance living meets the tranquility of Eastford in this beautifully appointed 2-bedroom, 2-bath stand-alone condo offering approximately 1,513 square feet of thoughtfully designed living space. Built in 2019, this home offers the feel of a newer property with the convenience of condo living and no exterior maintenance to worry about. The bright, open-concept layout features abundant natural light, and a spacious kitchen complete with granite countertops, ample cabinetry, and stainless steel appliances. The main living and dining areas flow seamlessly together, with a slider leading to a private deck-perfect for enjoying your morning coffee or unwinding at the end of the day. The flexible floor plan offers 2 bedrooms, 2 full baths, main-floor laundry, along with a spacious primary suite with closet and private full bath. Additional highlights include central air, propane fueled forced hot-air heating, a one-car garage, paved driveway, on demand whole-house generator, and an enormous basement offering excellent storage with potential for future finished space. Enjoy all the benefits of easy living with a remarkably affordable $300/month HOA fee covering lawn maintenance, snow removal, and trash service. Conveniently located this stand-alone condo is an excellent opportunity for those seeking modern comfort with minimal maintenance.

123 Ashford Rd Unit 4, Eastford

$315,000

1 Beds ⋅ 2 Baths ⋅ 24201400 MLS ⋅ Nahaco Farms BLDG.

Tucked into a peaceful country setting, this pristine single-family home offers the best of both worlds-low-maintenance condo-style living with the privacy you've been looking for. Enjoy serene views of open fields right from your back deck and main living area, creating the perfect backdrop for relaxing or entertaining. With 1,068 square feet of thoughtfully designed space, this move-in ready home features two generously sized bedrooms, each with its own full bath, plus an additional half bath for guests. The inviting living room is highlighted by a cozy propane fireplace, while central A/C ensures comfort year-round. The kitchen is both stylish and functional, complete with stainless steel appliances, granite countertops, and a convenient breakfast bar. Additional highlights include a 200-amp electrical service, generator hookup, and a one-car attached garage. A rare find that combines comfort, convenience, and scenic charm-don't miss this opportunity!

224 Westford Road Unit 11, Eastford

$1,350,000

3 Beds ⋅ 4 Baths ⋅ 24185378 MLS

158 ACRES W/EXPANSIVE HALLS POND FRONTAGE - 3 PARCELS, FULLY RENOVATED 2-FAMILY DWELLING, & ENDLESS POSSIBILITIES! Encompassing a remarkable combination of income-producing real estate, significant waterfront acreage, 3 contiguous parcels, & extraordinary natural beauty, this is one of the most compelling land offerings to become available in Northeast CT in recent memory. Sale inclusive of .5 acre parcel (w/2-family house), 102.59 acre waterfront parcel w/substantial frontage along Halls Pond, highlighted by a stunning peninsula extending into the water, & an additional 56 acre parcel that expands the property's remarkable scale, privacy, & potential. The 2,700sf 2-family residence, completely renovated in 2017, welcomes w/front porch leading to common entry hall & access to the full basement, offering laundry facilities & abundant storage. Both residences feature open-concept floor plans, hardwood & LVP flooring, spacious kitchens w/center islands, & generously sized living spaces. The main level unit offers 2 bedrooms, & 2 full baths, while the upper-level residence features 1 bedroom, a connected den/office, & 2 baths, creating flexibility for multigenerational living, rental income, guest accommodations, or owner occupancy. Rolling woodlands, scenic water views, abundant wildlife, & extensive shoreline combine to create an unparalleled setting for recreation, conservation, estate living, or future development opportunities. ***CONTINUED***

25 Kennerson Reservoir Rd, Eastford

$1,350,000

24183806 MLS

25 Kennerson Reservoir Rd, Eastford

$550,000

24159560 MLS

* Update* All Offers Considered* Extraordinary 153-acre parcel nestled in the heart of Connecticut's scenic Last Green Valley, offering exceptional privacy and natural beauty. This remarkable property borders Natchaug State Forest, Yale Meyers Forest, and the historic Old Connecticut Path, placing thousands of acres of protected woodland at your doorstep. Rolling terrain, hardwoods, and abundant wildlife create a stunning backdrop for a private estate, retreat, or conservation-minded homestead. Enjoy unparalleled seclusion while exploring miles of surrounding forestland for hiking, recreation, and peaceful escape. Opportunities of this scale and setting are rare-an ideal canvas to create a legacy property immersed in nature.

Kozey Road, Eastford

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Eastford Real Estate

Newest Listings in Eastford

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