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187 Chaplin Rd, Eastford
$925,000
3 Beds ⋅ 4 Baths ⋅ 24161719 MLS
Welcome to this custom log home set on 3.5 secluded acres, offering lodge-style elegance, a private pond, and a separate cottage with rental income or in-law potential, all surrounded by a peaceful wooded backdrop. Spanning, 4,170 sq ft across three finished levels showcasing natural wood floors and an open main living area highlighted by a massive stone fireplace, creating a warm and inviting gathering space. The custom kitchen features a large island, newer appliances (2024), granite counters (2026), and opens seamlessly to the dining area. A pantry adds everyday convenience for cooking and entertaining. Adjacent spaces include a den with built-ins and a nearby office, offering flexible living and work areas. The upper level includes a primary suite with deck access, two additional bedrooms, an additional full bath, and a 4-person Master Spa hot tub. The walkout lower level offers a sitting room with a gas stove, full bath, extra storage, garage access, and a large workshop. Enjoy year-round outdoor living on the patio with a covered pavilion and outdoor bar featuring granite counters, a fire pit, and views of the private pond-creating the perfect space for entertaining, relaxing, or enjoying nature in every season. This exceptional property combines luxurious log home living, versatile outdoor spaces, and income potential in a serene, private setting.

187 Chaplin Rd, Eastford

86a County Rd, Eastford
$580,000
3 Beds ⋅ 3 Baths ⋅ 24132097 MLS
Nestled on a private road in Eastford lies this absolute gem! There has not been such a magnificent property available in this recent market! Over 10 glorious, private acres of lush grass and mature trees. 5 car garage with car lift, heat and all the hobbyist dreams of for workshop space and amenities. Carport opens to a foyer and invites you to the inlaw. A show stopper in itself completely remodeled with a cooks kitchen dream, unique reclaimed flooring, a bright and cheery living room with separate entry to patio, bedroom and full bath with it's own laundry. Basement space outfitted for exercising, storage and the neatest of utilities. The main living space greets you with full length of the home windows, LVP flooring that leads you to living room. Cathedral ceilings adorned with skylights, stone fireplace, and intricate features such as cable lighting blend right into kitchen. Here you'll find custom features like an arched window, copper sink and plenty of counter space with island. Dining area has charming built ins all leading to a mahogany railed deck outside. Full bath featuring beautiful tiled and soaking tub. Primary suite with dressing room and tiled bath with glass doored shower. Second bedroom has a Murphy bed giving the upmost floor space for a dual purpose. Outside is a true oasis with concrete patio, koi pond & fountain, inground pool, and seating area. Solar is owned and generator ready for hookup promoting the upmost efficiency. A one of a kind find!

86a County Rd, Eastford

89 John Perry Rd, Eastford
$575,000
4 Beds ⋅ 3 Baths ⋅ 24099024 MLS
Welcome to the Benjamin Bosworth House, affectionately known locally as "The Castle." This extraordinary Federal-style home, Circa 1796, blends timeless craftsmanship with historic character. Set on 3 private acres, this 4,538 sq ft estate features 4 bedrooms, 2.5 baths, and 11 fireplaces across a thoughtfully designed layout. Notable architectural details include hand-carved mantels, doors, and windows-crafted by a woodworker who lived onsite through a winter. The centerpiece is a rare full-height monitor, originally a Masonic meeting hall, complete with fireplaces and built-in benches. Inside you'll find grand halls, a formal parlor, Dining room with bookcases & original China closet, tea room or keeping room gets afternoon sun, office, Studio, workshop, pantry, and laundry.1/2 bath with original wooden drain board & copper sink, Kitchen has antique basin, custom cherry wood pantry, hand painted stenciled floors. Primary Bed with private shower bathroom, 3 beds & office and full bath finish 2nd floor. Listed on the National Register of Historic Places, this one-of-a-kind home offers the charm of 18th-century design with the potential for modern customization. Own a piece of Connecticut history in peaceful Eastford.

89 John Perry Rd, Eastford

16 Pilfershire Rd, Eastford
$575,000
3 Beds ⋅ 3 Baths ⋅ 24121235 MLS
An abundance of windows & glass take advantage of natural light & the beauty of 22 private acres. Designed to be part of the landscape, almost every room has scenic views & access to a patio area. 3 sides, 2,560 feet +/- of the property abuts the 5,800+ acre Natchaug forest. Hiking, hunting & birding at your door. The back portion of the property rises up to an outline of a former 5 acre vineyard, a potential spot for that cabin in the woods. The front part of the property has a beautiful sugarbush. A sweet hobby to add to the homestead. SALE SUBJECT TO PROBATE COURT APPROVAL AND property is SOLD AS IS. Please see interior schematic for approximate room sizes and layout. Eastford has no Zoning Regs. Land Use ordinances are available on line and are extremely land owner friendly. IE: potential for additional buildings, houses or general land use. BUYERS & BUYERS AGENT TO VERIFY ALL INFORMATION.

16 Pilfershire Rd, Eastford

41 Weeks Rd W, Eastford
$570,000
3 Beds ⋅ 3 Baths ⋅ 24189241 MLS
Introducing this beautifully crafted 3-bedroom, 2.5 bath Colonial style home offering 1,872 square feet of thoughtfully designed living space set on a spacious 2 acre lot in Eastford, CT. Scheduled for occupancy in early summer, this is the perfect opportunity to secure new construction just in time for the 2026 summer months. This classical Colonial design blends timeless curb appeal with modern finishes. The open concept main level features hardwood flooring throughout the primary living areas and a bright, well appointed kitchen complete with center island, quartz countertops, and ample cabinetry, ideal for entertaining and everyday living. Bathrooms and laundry room feature durable ceramic tile, while plush carpeting provides comfort in all bedrooms. The spacious primary suite includes a private full bath and walk in closet creating a comfortable retreat. Built for year round efficiency and comfort, the home includes forced hot air powered by propane with central air conditioning. Exterior features include low-maintenance vinyl siding, asphalt shingle roof, a 24x24 attached garage, full basement offering future expansion potential, and composite deck perfect for outdoor enjoyment. Set on a generous 2 acre lot, this property provides privacy and space while maintaining convenient access to surrounding towns and amenities. Secure your new home now and move in just in time to enjoy summer in beautiful Eastford.

41 Weeks Rd W, Eastford

41 Millbridge Rd, Eastford
$570,000
4 Beds ⋅ 4 Baths ⋅ 24156809 MLS
Welcome to 41 Millbridge Rd, Eastford, CT, a spacious country property set on 8.7 acres of peaceful rural land offering privacy, space, and endless potential. This home features 5 bedrooms and 3.5 bathrooms, providing a flexible layout ideal for multi-generational living, entertaining, or creating your own private retreat. Enjoy the charm of quiet country living with plenty of outdoor space for recreation, gardening, or future expansion, all while remaining conveniently located near major routes and local amenities. Whether you are looking for a primary residence, investment opportunity, or weekend escape, this property offers a unique combination of space and natural surroundings. Schedule your private showing today and explore all that this Eastford property has to offer.

41 Millbridge Rd, Eastford

121 Kozey Rd, Eastford
$540,000
3 Beds ⋅ 2 Baths ⋅ 24172155 MLS
Tucked away on a private 3.9 acre wooded setting, this beautiful Cape-style home offers the perfect combination of comfort, character, and future expansion potential. The open-concept main living area is filled with natural light and showcases soaring cathedral ceilings, dramatic triangular windows, hardwood floors, and a stunning stone fireplace with wood stove insert. The spacious kitchen features abundant cabinetry, a center island, and seamless flow into the dining and living areas, creating an ideal space for entertaining. The main level offers two generously sized bedrooms and a full bath, while the upper level is dedicated to a private primary suite complete with an ensuite bath and an adjoining loft area perfect for a home office, reading nook, or sitting room overlooking the living room below. Enjoy peaceful woodland views from the expansive deck, accessible through sliding doors from the main living area. The walk-out lower level provides exceptional potential for additional living space, already framed for a future bedroom, full bath, and living/dining area. Full-size windows and sliding glass doors provide natural light and direct outdoor access, making it ideal for an in-law setup, guest suite, recreation room, or future expansion. Additional features include central air, forced hot air heat, and an oversized 2 car attached garage. A rare opportunity to enjoy privacy, nature, and flexibility in a beautifully maintained home!

121 Kozey Rd, Eastford

151 Fire Tower Rd, Eastford
$462,300
3 Beds ⋅ 3 Baths ⋅ 24190165 MLS
MULTIPLE OFFERS RECEIVED. HIGHEST & BEST OFFERS DUE WED. 7-22 BY 2PM. This log home is perched perfectly upon this 1.4 AC lot with mature trees bordering the property on all sides! You'll have to decide whether it's the spacious front porch, the oversized 2 car garage with stairs to storage above or the inground pool with patio and deck that's the best feature of this well cared for 3 Bedroom, 2.5 bath home. Updates to the kitchen and bathrooms give this home a clean, updated look without taking away from the warm rustic feel of this log home. Exposed beams, stone fireplace with raised hearth and bluestone cap along with a pellet stove create a warm and welcoming vibe as you enter this home. The good-sized kitchen has great counter space with upper and lower cabinets for plenty of storage. For quick meals or snacks the breakfast bar is another convenient feature. The dining room, which is open to the kitchen, is large enough for a table and multiple other pieces of furniture. A half bath and breezeway complete the main level. All 3 bedrooms & 2 full baths are on the upper level. The primary bedroom suite has a walk in closet and full bath. If you like outdoor entertaining, you're going to really appreciate the spacious covered front porch, very big deck and large patio surrounding the inground pool. This well-maintained log home was "COB BLASTED" in 2020. The boiler new in 2024. You're going to love the space this garage offers! The crystal blue inground pool is a bonu

151 Fire Tower Rd, Eastford

64 Westford Rd, Eastford
$450,000
3 Beds ⋅ 2 Baths ⋅ 24159203 MLS
A MUST SEE! Impeccably Cared For, Maintained, And Updated With Many Extras, And The Barn Is Awesome! Updated Kitchen With Granite Counter Tops, Stainless Steel Appliances, Hickory Cabinets, Tile Backsplash, Freshly Painted, New LED Lighting. Updated Thermal Windows Throughout. Brand New 2026 Pellet Stove In Living Room, Updated Flooring. New In 2025 Ductless Split A/C System With Heat Pump For Added Heating Efficiency. The Second Floor New Upgraded 200-Amp Electric Service 2025, New Upgraded 200-Amp Electric Panel 2025. Spacious Second Floor Bedroom Suite Potential In-Law Or As Primary Features Large Bedroom, Second Full Bath, And Living Area, Is Newly Painted, And Has New LVP Flooring, And New Lighting. The Sunroom, Off The Kitchen Is A Great Entertaining Space With A Bar Area And Views Of The Yard, And Is Next To The Out Door Hot Tub And Out Door Pavilion With Out Door Grill Area, Dining Area, Built-In Firepit, Garden Beds, And A Babbling / Running Water Feature / Koi Pond. The Lower Level Features Two Additional Finished Areas Currently Used As A Office And Home Gym With Newer Flooring, And French Doors, But Also Potentially In-Law / Au-Pair Suite Or Separate Family Member Living Area With Own Separate Entrance. The Unfinished Walk-Out Basement Area Offers Plenty Of Storage. The Barn Is Fully Finished With It's Own Separate Electric Meter And Electric Panel, LVP Flooring, A Counter And Cabinet Area For The First Floor. Second Floor Is The Most Awesome Cave! The Storage

64 Westford Rd, Eastford

49 Kozey Rd, Eastford
$420,000
3 Beds ⋅ 2 Baths ⋅ 24178094 MLS
Welcome to this 3-bedroom, 2-bath ranch set on a private, wooded 5.7-acre lot that abuts Yale Forest, offering a peaceful, natural setting. Inside, you'll find a desirable open-concept floor plan that creates a warm and inviting feel the moment you step through the door. The primary bedroom features an en-suite bath and is thoughtfully located on the opposite side of the home from the additional bedrooms, providing added privacy. The basement includes a partially finished bonus room, offering additional space or storage options. Other highlights include a spacious garage, an additional shed for extra storage, and a generator hookup that is already in place for added peace of mind. Conveniently located with easy access to Hartford and nearby amenities, this property blends privacy, nature, and accessibility. Subject to seller findng suitable housing.

49 Kozey Rd, Eastford

187 Old Colony Rd, Eastford
$400,000
4 Beds ⋅ 2 Baths ⋅ 24166127 MLS
Welcome to the beauty of country charm with this bigger than you think cape! Level back yard perfect for barbecues, campfires and enjoying the stonewalls and adjoining farmland. Walk into your home through the three seasons entry way perfect for shoes and boots or maybe small table and place to enjoy your morning coffee! An up-to-date kitchen will make cooking a breeze! The exposed beams and newly redone fireplace with insert will make your nights ever so cozy. Two bedrooms up and two on the main floor give plenty of space for your family, guests or a home office. Freshly painted and ready for a new owner. A semi-finished basement gives extra room for games movies or whatever your hobbies include. Newer metal building for your cars or workshop.

187 Old Colony Rd, Eastford

221 Eastford Rd, Eastford
$375,000
2 Beds ⋅ 1 Baths ⋅ 24172348 MLS
** Highest & Best Deadline for Monday 5/11 at 10 AM** .Step into this thoughtfully crafted post-and-beam home set on over 3 peaceful acres, with the Still River gently running through the property. Built in 1985, it offers warmth, character, and a serene setting with frequent wildlife sightings. The spacious eat-in kitchen features a walk-in pantry, custom island, and sliding barn door, along with a designated dining area. Enjoy mornings overlooking the river and evenings on the classic farmer's porch by the fire pit. A fully fenced front and side yard provides great space for pets, play, or gardening. Inside, wide plank wood floors and a newly installed wood stove create a cozy feel. The refinished bath includes a walk-in shower and first-floor laundry. Recent updates include a new roof and solar panels (2022) for lower electric costs, new garage roof (2024), well pump (2023), new deck (2025), and freshly painted exterior. The oversized 1-car garage includes a back room and attached 10x16 shed with power. Additional features include a full walkout basement with finished room, walk-up attic, and generator hookup with transfer switch. A rare blend of craftsmanship, land, and lifestyle in a peaceful country setting.

221 Eastford Rd, Eastford

123 Ashford Rd Unit 1, Eastford
$335,000
2 Beds ⋅ 2 Baths ⋅ 24155763 MLS ⋅ Eastford Village BLDG.
Step into effortless modern living with this beautifully appointed 2-bedroom, 2-bath condo offering 1,500sqft of bright, open space. Built in 2019, this home blends contemporary style with everyday comfort, featuring rich hardwood floors, crisp finishes, and an inviting layout. The spacious kitchen is the heart of the home, complete with sleek cabinetry, stainless steel appliances, generous counter space, The open-concept living and dining areas are filled with natural light, creating a warm and welcoming atmosphere. The primary suite offers a well-sized bedroom with options of having it on the first or second floor depending on desire. The second bedroom is equally versatile-perfect for guests, a home office, or a cozy den. Two full bathrooms, one of the first floor with laundry and the other on the second floor. Additional features include a loft space perfect for an additional entertaining space or currently an at home office. Also the home comes with a whole-house generator for year-round reliability and energy-efficient construction that keeps utility costs manageable. Enjoy low-maintenance living with a remarkably affordable HOA fee of just $300 per month, covering trash service, yard maintenance, and snow removal. Spend more time enjoying your home and less time worrying about exterior maintenance -whether you're looking for a primary residence or a lock-and-leave lifestyle.

123 Ashford Rd Unit 1, Eastford

8 Nahaco Hill Ln Unit 8, Eastford
$325,000
1 Beds ⋅ 2 Baths ⋅ 24209426 MLS ⋅ Nahaco Farms BLDG.
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.

8 Nahaco Hill Ln Unit 8, Eastford

118 Ashford Rd Unit 6, Eastford
$325,000
1 Beds ⋅ 2 Baths ⋅ 24144283 MLS ⋅ Nahaco Farms BLDG.
Brand New Construction- Move in ready! Welcome to Nahaco Hills, a private community of 24 single family ranch homes with no age restrictions. This stunning new home is ready for its new owners! 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 modern kitchen boasts white shaker cabinets, 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. Move right in and start living the easy life at Nahaco Hills! Don't wait- Schedule your showing today!

118 Ashford Rd Unit 6, Eastford

118 Ashford Rd Unit 5, Eastford
$315,000
1 Beds ⋅ 2 Baths ⋅ 24129645 MLS ⋅ Nahaco Farms BLDG.
Brand-New, Finished, and Priced to Sell! Welcome to Nahaco Hills, a private community of 24 single family ranch homes. This stunning new home is ready for its new owners! 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 modern kitchen boasts white shaker cabinets, 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. Move right in and start living the easy life at Nahaco Hills! NO AGE RESTRICTIONS Don't wait- Schedule your showing today!

118 Ashford Rd Unit 5, Eastford

117 Ashford Rd Unit 3, Eastford
$310,000
1 Beds ⋅ 2 Baths ⋅ 24179544 MLS
Built in 2023, this stand-alone ranch condo in Eastford Meadow offers easy one-level living in Eastford, CT. The open floor plan connects the kitchen, dining, and living areas for a bright, comfortable layout that is simple to enjoy every day. The kitchen features granite counters, stainless steel appliances, and clean, modern finishes. With 1 bedroom, 1.5 baths, and 1,136 sq ft, the home also includes a flexible office or den that can serve as extra work, hobby, or guest space. Central air adds year-round comfort, while the patio extends the living area outdoors for relaxing, dining, or taking in the setting. A 1-car garage adds everyday convenience and useful storage. A low-maintenance ranch-style design, modern 2023 construction, and thoughtful single-level layout offer comfort and convenience in a quiet rural setting.

117 Ashford Rd Unit 3, Eastford

22 Westford Rd, Eastford
$310,000
3 Beds ⋅ 2 Baths ⋅ 24160578 MLS
A rare opportunity to own a piece of early New England history, this circa 1780 antique Cape is set in Eastford's quiet village setting, surrounded by open fields and timeless charm. Sited on nearly an acre with classic stone walls, this 3-bedroom, 2-bath home offers over 1800 square feet of character-filled living space. Original details include wide plank floors, exposed masonry, and multiple fireplaces that reflect its 18th-century roots. An updated kitchen opens to the main living area, while an additional detached space-previously used as an artist's studio-provides flexibility for creative use, remote work, or a private retreat. A screened porch extends the living space outdoors, perfect for dining or relaxing while enjoying the peaceful surroundings. The grounds feature mature gardens and natural stonework that enhance the setting. A additional separate parcel across the street includes a post-and-beam two-car garage with loft, reminiscent of a traditional carriage house. A distinctive historic property offering charm, setting, and authenticity, an opportunity to bring your own vision and style to a timeless home.

22 Westford Rd, Eastford

120 Ashford Rd Unit 2, Eastford
$305,000
2 Beds ⋅ 2 Baths ⋅ 24123593 MLS ⋅ Nahaco Farms BLDG.
Welcome to this charming, 2 bedroom, 2 bathroom ranch style condo tucked away on a quiet country road in Eastford, CT! Featuring an inviting open floor plan, this home offers a bright and spacious living area with vaulted ceilings & flows seamlessly into the kitchen and dining spaces - perfect for both every day living and entertaining. There's plenty of room in the kitchen for multiple chefs & an abundance of cabinets with pull out shelves and soft close doors & drawers. The bedrooms are very generously sized. The primary features its own bathroom. The laundry room and utilities are located just off the one car attached garage. An additional bonus room lends itself to be anything you want...an office, workout room, playroom, studio. Enjoy the outdoors in your private backyard, complete with a cozy sunroom clad in pine to take in the views even in cooler weather. With low taxes and affordable HOA fees, this property offers both comfort & convenience in a peaceful setting. Located just a short drive to RT 198 & I84

120 Ashford Rd Unit 2, Eastford

00 Hartford Tpke, Eastford
$35,000
24179483 MLS
2-Acre Parcel Available in Eastford Bring your vision to life on this versatile 2-acre parcel in Eastford. Whether you're dreaming of a custom home, a business location, a farm, a mini-farm, or a combination of residential and commercial use, this property offers outstanding potential. Situated on a well-traveled road, the location provides excellent visibility for a business while still offering plenty of space to create the home or homestead you've imagined. The property is lightly wooded, providing a natural setting with privacy and character, while a small stream meanders through the rear of the parcel, adding to its charm and appeal. Eastford has no zoning regulations, offering exceptional flexibility for a wide range of potential uses. Simply obtain the necessary building approvals and bring your vision to life. Build, grow, and create the lifestyle, business, or homestead you've been imagining.

00 Hartford Tpke, Eastford

IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but is not guaranteed. © 2026 State-Wide Multiple Listing Service. All rights reserved. Data Last Updated:

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