Windham County, CT Real Estate Search

Windham County, CT Homes for Sale

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Windham County, CT Homes for Sale

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Newest Windham County, CT Homes for Sale

$290,000
3 Beds ⋅ 2 Baths ⋅ 24196295 MLS
Investment or owner-occupant opportunity in Killingly! Whether you are looking to expand your portfolio with instant cash flow or occupy one unit while letting the tenant help cover your mortgage, this well-maintained, character-filled, multi-family home provides the perfect footprint. Current first-floor tenant holds an active lease through February 2027. The second floor tenant in process of moving out. Detached 4-car garage adds to income potential, with 2 bays already rented.

19 Cady St, Killingly
$849,900
3 Baths ⋅ 24196199 MLS
Distinctive mixed-use property believed to date to the 1800s and extensively renovated around 2021. Includes additional 1 acre adjacent lot. Blends historic post-and-beam character with modern updates, offering residential living plus studio, workshop, office, brewing, and creative spaces. Residential areas feature exposed posts and beams, wide-plank pine floors, shiplap, barn doors, butcher-block shelving, and cathedral ceilings. Kitchens include custom hickory and white shaker cabinetry, large center island, leathered granite counters, farmhouse sinks, stainless appliances, and matte-black fixtures. One area was a former display kitchen; renovations added a bedroom, large closet, and living space. Commercial, first floor temperature-controlled space. Walkout basement has concrete floors, substantial storage, multiple exterior doors, and ~8-ft ceilings. Systems include mini-splits, natural-gas heat, second-floor air handler, three-phase power, newer electrical panel, hybrid heat-pump water heater, UV filtration, new well pump, spray-foam insulation, and updated PVC plumbing. Exterior offers greenhouse/sunroom, pergola, large paver area, extensive newer decking, storage shed, private well, and multiple walkouts. Owner estimates parking for ~50 vehicles. Original cupola available for reinstallation.

16 Main St, Plainfield
$534,000
3 Beds ⋅ 2 Baths ⋅ 24195989 MLS
Turnkey on 3+ Acres - NEW roof, NEW siding, NEW gutters, NEW windows, NEW bathrooms, NEW flooring, composite deck... you have to see it for yourself! Experience contemporary charm in this fully transformed 3 bedroom, 2 bathroom ranch situated on over 3 acres of private land! Every inch of living space in this property has been completely reimagined with top-tier materials and clean design. An open-concept interior features an updated kitchen with modern fixtures, stainless steel appliances & quartz countertops. The living room boasts a charming fireplace, through to the tiled sunroom and beautifully appointed bathrooms. The expansive barn - complete with stables - is a gem! Don't wait on this one!

17 Wauregan Rd, Canterbury
$699,900
5 Beds ⋅ 4 Baths ⋅ 73557654 MLS
Step back in time while enjoying the comforts of today at this remarkable circa-1770 property, where timeless New England charm meets modern convenience. Set on nearly 4 private acres, this one-of-a-kind estate offers endless possibilities for multi-generational living, rental income, a hobby farm, or the perfect retreat. The beautifully maintained main residence showcases the character and craftsmanship of the 18th century while benefiting from numerous thoughtful renovations and updates throughout. An attached apartment provides excellent flexibility for extended family, guests, or additional income potential. Adding even more value, a separate building on the property offers additional living or occupancy opportunities, making this an exceptional property for those seeking space and versatility. Outside, you'll find an impressive collection of amenities including your own private dock, multiple garage spaces, several outbuildings, and charming sheds that are ideal for entertaining, gatherings, workshops, or creative spaces. The expansive grounds offer room to relax, garden, explore, and enjoy the peaceful surroundings. Whether you're searching for a unique historic home, an investment opportunity, or a private country estate with endless possibilities, this extraordinary property is truly unlike anything else on the market.

1530 Hartford Pike, Killingly
$489,900
4 Beds ⋅ 3 Baths ⋅ 24195334 MLS
Pristine property with one floor living and enough room for all! Beautiful updated kitchen with breakfast bar, granite counters and access to the back deck perfect for all your gatherings by the pool or firepit. Amazing primary bedroom suite with hardwood floors, cathedral ceiling, sitting area, walk-in closet, full bath with whirlpool tub and access to your own private office. The remaining three bedrooms share a bathroom. A cozy den connects the primary bedroom to the large living room with fireplace and pellet stove insert. Bring your ideas to the lower level with its finished space with a half bath. The three car garage is heated and offers plenty of space for any projects. Close to an acre this beautifully landscaped lot offers vibrant colors and a peaceful setting.

415 Jerusalem Rd, Windham
$459,900
4 Beds ⋅ 2 Baths ⋅ 24194052 MLS
Great single family home with an extra home on property. Level lot. Lots of opportunity to live or invest. Sale includes 683 Norwich Rd.

Plainfield
$389,900
2 Beds ⋅ 2 Baths ⋅ 24195724 MLS
Located on over 4 AC of Agricultural zoned land in West Putnam, this 2 bedroom 2 bathroom Ranch style home is just the property you have been looking for. Home is well maintained and still owned by members of the original family. Home features a 1 car attached garage along with plenty of parking on & off the paved driveway. A large kitchen has ample working space and is open to the dining area. A sunroom off the front makes a great additional entry way for your guests along with an awesome sitting area. The spacious living room features the exposed brick chimney with a flue for a wood stove/pellet or gas stove. A side door leads to the deck overlooking to open side yard. There are two very generously sized bedrooms. The primary bedroom features its own private full bathroom. The basement has tons of potential. Already semi-finished, with room for improvement. The walk-out door to the side yard and storage under the deck is a great feature as well. Convenient commuting location, easy access to both Rt. 44 & Rt. 101 along with one of the lower tax districts locally make this home a must see.

421 Modock Rd, Putnam
$389,000
3 Beds ⋅ 2 Baths ⋅ 24195649 MLS
Discover the Perfect Blend of Privacy and Convenience Nestled on nearly an acre of wooded surroundings, this charming 3 bedroom, 1.5 bath home offers the peaceful setting you've been searching for while remaining just minutes from shopping, dining, healthcare, and easy access to I395. Inside, you'll find a spacious 24 x 14 primary bedroom, convenient first floor laundry, and an inviting living room centered around a cozy fireplace with a wood stove insert, perfect for relaxing year round. A breezeway connects the home to the attached one car garage, adding both functionality and charm. Major updates provide peace of mind, including a newer roof approximately 14 years old, an 12 year old boiler, and a new asphalt millings driveway installed in March 2025. Additional features include central vacuum, well water, city sewer, and a thoughtfully maintained interior. Step outside to enjoy a private backyard bordered by a beautiful stone wall, creating the perfect space for entertaining, gardening, or simply unwinding in nature. Set back from the road with a long driveway, this home offers exceptional privacy without sacrificing convenience. This is a rare opportunity to own a home that combines comfort, character, and a location that makes everyday living easy. Subject to lender approval As is sale

4 Railroad Ave, Plainfield
$579,900
3 Beds ⋅ 2 Baths ⋅ 24193202 MLS
Pristine 1998 Contemporary Cape, situated on 4.62 private and peaceful acres. Built to modern standards, pairing turn-of-the-millennium construction efficiency with a rare, spacious acreage footprint. Modern kitchen features granite countertops, eat-in and island seating, and access to a newly remodeled (2023) Wolf composite deck. The high-quality deck material contains no wood fillers, making it virtually moisture-proof and perfect for outdoor living. Beautiful open floor plan connects the kitchen to a vaulted, beamed, living room, complete with a cozy wood-burning fireplace and abundant natural light from the two-story dormers. Bedrooms & Loft are ideal for both single-level living, with three spacious bedrooms located on the first floor, and a generous loft overlooking the entire lower level, perfect as an office or reading room. The primary bedroom features a walk-in closet and en suite bathroom, fully remodeled in 2023. The second bathroom was remodeled in 2025. A generous lower level is finished with carpeted flooring, includes a full bar, with plenty of space for a den or home gym. Heated by a premium Buderus boiler installed in 2009 and controlled NEST Programmable Thermostats. Outside, your home is guarded by security and Ring Cameras. The easy-to-care-for, spacious level yard abuts a private, treed perimeter. Updates include a new roof and siding (2017, 2018), updated drainage, stonework, and entrance walkway pavers (2019, recently re-sanded

305 Fox Rd, Putnam
$690,000
3 Beds ⋅ 3 Baths ⋅ 24195260 MLS
Boasting an impressive amount of thoughtfully designed living space, this exceptional residence offers the perfect balance of luxury, and functionality just minutes from the Rhode Island and Massachusetts state lines! 3 bedrooms & 3 full baths. New roof & new expansion tank. This home is truly a private retreat. The main level showcases a beautifully appointed designer kitchen featuring granite countertops, premium stainless steel appliances, and timeless finishes. A designated dining room is ideal for hosting family gatherings, while the formal living room with a cozy fireplace provides an inviting place to unwind. A dedicated home office space and large great room! French doors open to the expansive deck and wraparound porch, seamlessly connecting the indoor living spaces to your private backyard oasis with an in-ground pool Second level is highlighted by a spacious primary suite complete with its own private balcony and adjoining bonus room-perfect as a sitting room, nursery, or dressing room. Additionally there are two more generously sized bedrooms and full bathroom. The finished lower level provides exceptional flexibility for recreation, a home theater, fitness space, or additional entertaining. Offering abundant storage throughout and an exceptional floor plan, this remarkable home delivers the space, style, and lifestyle today's buyers are searching for. 1.85 acres & 2 car attached garage. A must see!

71 Rhode Island Line Rd, Putnam
$399,600
3 Beds ⋅ 2 Baths ⋅ 24195021 MLS
CHARMING 1752 QUINTESSENTIAL CENTER CHIMNEY COLONIAL ON NEARLY 2 ACRES OF PRETTY LANDSCAPE. LOVINGLY MAINTAINED FOR OVER 40 YEARS THIS CAPTIVATING CLASSIC FEATURES ORIGINAL PERIOD DETAILS HIGHLIGHTING 5 WORKING FIREPLACES WOW, FUNCTIONAL BEEHIVE OVEN, ORIGINAL BUTTERY, WONDERFUL CHESTNUT AND PINE WIDE BOARD FLOORS AND 2 STAIRCASES. SPACIOUS EAT-IN-KITCHEN WITH UPDATED STAINLESS APPLIANCES, CORIAN COUNTEROPS AND FARMHOUSE SINK SIT BY THE FIRPLACE AND ENJOY! THE KITCHEN OPENS TO A KEEPING ROOM WHERE YOU CAN GATHER AROUND THE BEEHIVE OVEN AND HEARTH. THE MAIN LEVEL CONTINUES WITH THE FORMAL DINING ROOM, PINK PARLOR AND DEN WHICH LEADS TO RELAXING TIME IN THE SCREENED IN PORCH. THE SECOND FLOOR BOASTS AN ELEGANT PRIMARY BEDROOM WITH FIREPLACE AND 2-3 ADDITIONAL VERSATILE BEDOOMS COULD ALSO BE USED FOR AN OFFICE, EXTRA CLOSET OR PLAYROOM. FABULOUS 2ND FLOOR LAUNDRY ROOM. ATTIC SPACE SURPRISES. 3 CAR GARAGE. SHED/MANCAVE. NUMEROUS UPGRADED MECHANICALS INCLUDING NEWER DRILLED WELL, OIL TANK AND MORE. CANTERBURY IS RICH IN LOCAL HISTORY AND THIS HOME IS A TRUE GEM!

11 N Canterbury Rd, Canterbury
$365,000
3 Beds ⋅ 2 Baths ⋅ 24195071 MLS
Step into a truly one-of-a-kind home where history, character, and creativity come together. Originally built circa 1892 as the historic Hilltop Hose Company No. 3 Firehouse, this remarkable property has been thoughtfully transformed into an eclectic single-family residence while honoring its architectural roots. The 1,000-square-foot first floor offers an expansive open layout with soaring ceilings, creating an impressive space for everyday living and entertaining. Nearly as spacious, the versatile third-floor retreat includes a full bathroom, extensive built-in storage, counter space, and a private balcony-making it ideal as a generous primary suite, guest room, living area, home office, creative studio, or flexible multigenerational living space. Distinctive Art Deco-inspired design elements add personality throughout, creating a home unlike any other. The composite and stone patio, landscaped yard, and the refreshing shade of mature trees make it an ideal spot to enjoy your morning coffee or unwind at the end of the day. The impressive stone foundation basement boasts high ceilings, a laundry area with utility sink, and clean storage space. Conveniently located near Eastern Connecticut State University, downtown Willimantic's restaurants, shops, entertainment, and local events, with easy access to Route 6 and a short drive to UConn. A rare opportunity to own a distinctive property where historic charm and modern comfort blend into an unforgettable place to call home.

207 Summit St, Windham
$265,000
3 Beds ⋅ 1 Baths ⋅ 24194523 MLS
Check out this home with great potential! With a little vision and sweat equity this house could be transformed into the home of your dreams. The backyard is spacious, private, and ready for you to relax in. Subject to probate court approval.

39 Sterling Hill Rd, Plainfield
$50,000
2 Beds ⋅ 1 Baths ⋅ 24194497 MLS
Affordable living awaits in this mobile home located in a welcoming 55+ community in Plainfield. Your vision can come to life with a ready to go canvas! Two bedrooms (shelving in first bedroom to be removed prior to closing) and one bathroom. Wide open layout to the living room/dining room make the home feel spacious! Newer windows! Shed in the back yard for storage. Needs cosmetics and repairs. Park approval needed.

49 Erin Dr, Plainfield
$549,900
4 Beds ⋅ 3 Baths ⋅ 24194484 MLS
Discover the space and comfort you've been searching for in this sprawling 4-bedroom, 3-full-bath ranch set on a picturesque 3-acre lot. Designed for both everyday living and entertaining, this home offers a spacious layout with both formal and informal living rooms, giving everyone room to relax. The inviting kitchen flows seamlessly into the dining room, where a cozy fireplace creates the perfect gathering space. Step outside to the expansive back deck, accessible from both the kitchen and the primary bedroom, and enjoy peaceful views of the surrounding property. The spacious primary suite features a private full bath and an impressive walk-in closet. Recent updates provide peace of mind and modern appeal, including a new roof, new furnace, new flooring, and beautifully remodeled bathrooms with new vanities, toilets, and a shower insert. Car enthusiasts, hobbyists, or those needing extra storage will appreciate the attached two-car garage, as well as an additional garage located behind the home. With three acres of beautiful land offering endless possibilities for outdoor enjoyment, this property combines privacy, functionality, and comfort in one exceptional package. Schedule your private showing today!

137 Ference Rd, Ashford
$995,000
6 Beds ⋅ 5 Baths ⋅ 24194248 MLS
The Fenner-Matthewson Mansion-an extraordinary piece of Connecticut history. Built circa 1855 for prominent mill owner Arnold Fenner, this magnificent Italian Villa is a distinguished contributing property within the National Register-listed Central Village Historic District. Nearly 6,000 SF of timeless grandeur offers 12 rooms, 6 bedrooms and 4.5 baths, with soaring 12' ceilings and exquisite period detail throughout. A grand foyer and sweeping staircase make an unforgettable first impression, complemented by 2 additional staircases, original black walnut doors and millwork, red pine floors, mercury glass doorknobs and beautiful built-ins. An incredible 9 working fireplaces, many with distinctive Italian marble surrounds, grace the home-including fireplaces in the updated kitchen and primary suite. The kitchen blends historic character with modern function, featuring a Sub-Zero refrigerator, pantry and butler's pantry. The primary suite offers a private full bath with soaking tub and fireplace. Recent improvements include a new roof and new central air. Set on 2.65 acres with an inviting front porch, stone courtyard and charming stucco outbuilding. More than a home-this is architecture, history and legacy, awaiting its next steward.

40 Main St, Plainfield
$250,000
2 Beds ⋅ 1 Baths ⋅ 24194151 MLS
Calling all investors, contractors, and ambitious renovators! Enjoy a rare opportunity just moments from beautiful Quaddick Lake with a seasonal water view, deeded right-of-way access to the lake, and close proximity to Quaddick State Park for boating, fishing, swimming, hiking, and year-round recreation. The property features a 2-bedroom, 1-bath main home and a detached 1-car garage with an upstairs accessory dwelling unit, offering additional flexibility and potential (buyer to perform due diligence regarding permitted uses). Inside, you'll find a nostalgic time capsule featuring warm wood cabinetry, vintage wallpaper, retro finishes, and a bright dining room surrounded by windows. Rich with character and ready for its next chapter, this property presents an exceptional opportunity to restore, renovate, or reimagine. Sold strictly as-is, the property requires significant renovation throughout and should be considered a substantial rehabilitation project.

16 Breaults Ln, Thompson
$799,900
4 Beds ⋅ 3 Baths ⋅ 24193491 MLS
56 expansive ACRES of pristine Connecticut COUNTRYSIDE with quiet rural atmosphere. Space for HUNTING wildlife viewing and trails. Recreational Haven, Homestead with enough room for FARMING and timber. ENORMOUS 2400 square-foot GARAGE/WORKSHOP with 12 x 12 doors HEATED with two zones, office with a full bathroom and additional bathroom and its OWN Septic! DETACHED two car garage with (two NEW doors) next to a ONE of a KIND almost 3000 square-foot Country home with BEAUTIFUL CRAFTMANSHIP throughout with CUSTOM STONE fireplace in the large living room with a second FIREPLACE in the dining/custom kitchen (new oven and microwave) area for entertaining with an ambience and 1/2 bath laundry area. Upper level has primary bedroom suite and three additional bedrooms with two full bathrooms. 2 brand NEW mini splits $15,000, two NEW wood stoves and piping $14,000, two NEW well pumps $10,000, NEW spray foam and attic $18,000, 10 NEW windows, two NEW front doors and exterior doors $20,000. Peace of mind with a brand NEW GENERAC generator 24,000 Watts $12,000, newer heating system and updated electrical panels NEW $10,000 kennel for the animals. CAMERAS and AUDIO and OCCUPIED-DO NOT GO ON PROPERTY without LISTING AGENT-THANKYOU

233 Fire Tower Rd, Pomfret
$227,990
2 Beds ⋅ 2 Baths ⋅ 24194085 MLS ⋅ River Bend BLDG.
Affordable waterfront living in a rural Connecticut setting, just 5 miles from I-395 and approximately 1.5 miles from the Rhode Island border. This 2-bedroom, 1.5-bath, three-level condo is part of a small 8-unit condominium community and is situated toward the rear of the complex, offering a tucked-away location with beautiful water views. Oneco Pond, part of the Moosup River, reaches the bank just beyond the backyard, creating a pond-like waterfront setting. Enjoy fishing, kayaking, canoeing, relaxing by the water, or dining on your private deck overlooking the yard and scenic river and pond views. The lower level includes a laundry area, storage closets, and access to the attached one-car garage. The main level features the kitchen and living area, with direct access from the kitchen to the private deck overlooking the water. Upstairs, you'll find two bedrooms and a full bathroom. The heating and air-conditioning system is less than three years old, providing a valuable recent mechanical upgrade. This property offers an excellent opportunity to add your own style while enjoying waterfront living. New, Lower price reflects the need for some cosmetic updates. Schedule your showing and experience everything this unique waterfront property has to offer.

34 Pond St Unit 7, Sterling
$698,900
2 Beds ⋅ 3 Baths ⋅ 24193568 MLS
Enjoy Lake Living in Woodstock's Quiet Corner at Quasset Lake! Welcome to this beautifully landscaped 2-3 bedroom, 2.5-bath home in the desirable Quasset Lake community, where lake living and year-round recreation await. Located directly across the street from the association's private boat launch and deeded lake/beach access, you'll enjoy convenient access to swimming, boating, kayaking, and fishing just steps from your front door. Designed for both everyday living and entertaining, the open-concept main level features a gourmet kitchen with a center island, fixed breakfast bar, and seamless flow into the dining area and family room. A stunning floor-to-ceiling, double-sided fireplace creates a warm and inviting atmosphere, serving both the family room and the first-floor primary suite. The spacious primary bedroom includes a full en-suite bath and a private sauna and standup tanning booth, offering the perfect retreat after a day on the lake.

20 Loyola Rd, Woodstock
$124,900
2 Beds ⋅ 1 Baths ⋅ 24193977 MLS
2 bedroom 2017 mobile home in excellent condition. New LVT flooring throughout, all new appliances, in highly desired R & R Park. Home is tucked in a secluded section of the park on a cul-de-sac. This community is conveniently located in Dayville, near Killingly Commons, and close to everything one might need. Lot rent of $568 includes the site rent, common area maintenance, water, sewer, and trash.

11 R And R Park, Killingly
$850,000
9 Beds ⋅ 7 Baths ⋅ 24191809 MLS
Turnkey multifamily investment opportunity in the heart of Putnam, CT. This 7-unit building offers immediate cash flow with a strong unit mix and meaningful recent capital improvements. The property comprises five (5) one-bedroom/one-bath units and two (2) two-bedroom/one-bath units across 5,402 square feet on a 6,500 SF lot. All units have been updated and the building has seen significant reinvestment, including a new roof (2024) and a new rear deck and staircase (2024). All utilities are separately metered, with tenants responsible for their own heat, hot water, and electric. Shared laundry in the basement provides an additional amenity without utility burden to ownership, and each tenant enjoys dedicated basement storage. Current 8.6% cap rate with room to improve.

34 Marshall St, Putnam
$699,900
3 Beds ⋅ 3 Baths ⋅ 24193001 MLS
Experience the perfect blend of timeless charm and upscale finishes in this nearly brand new* custom home. Best of all, there's still time to select some of the finishing touches and make this home uniquely yours. Designed with everyday living and entertaining in mind, this exceptional home offers 3 bedrooms, 2.5 baths, plus a versatile flex room ideal for a home office, fitness room, playroom, craft room, or guest space. At the heart of the home is a stunning chef's kitchen featuring quartz countertops, a pot filler, and a beautifully appointed beverage station complete with a beverage fridge. Open, inviting living spaces create the perfect atmosphere for gathering with family and friends. The luxurious primary suite is your private retreat, showcasing a spa-inspired custom bathroom and an oversized walk-in closet designed to impress. Outside, enjoy the peace and privacy of 2.27 picturesque acres surrounded by a tranquil country setting. The property also features a detached 3 car garage and an oversized detached 2 stall shed with an additional finished room and electricity; ideal for a workshop, studio, hobby space, home office, or other possibilities. Offering the beauty and efficiency of new construction without the wait, this exceptional home combines quality craftsmanship, modern luxury, and the serenity of country living! *With the exception of a small portion of the basement, garage, outbuilding, the well & the leach fields, everything has been newly co

104 Hanover Rd, Canterbury
$74,999
2 Beds ⋅ 1 Baths ⋅ 24193441 MLS
Welcome to your summer "Home away from Home" Looking for your "Seasonal Home Away from Home" Look no further this cute as a button, privately situated park model. Fresh new updates and newly applied finishing touches, makes this unit able to just move on in and start enjoying the rest of the season. Just steps from the amenities. pool, pavilion, mini golf, cornhole field, basketball and short walk to the catch and release fishing pond. While also enjoying the tranquility of the home away from home feeling. This unit comes almost completely furnished.

25 Rte 197th Rte, Woodstock
$299,900
24193379 MLS
Imagine building your dream home on more than 5 scenic acres and creating your own private residential helicopter estate. This unique property is home to Yankee Airstrip (CT13), an officially licensed Connecticut private airstrip, offering the opportunity for a future owner to pursue conversion to a private heliport, allowing you to build a custom home, construct a hangar, and enjoy the convenience of a helipad right in your own backyard. Perched at approximately 720 feet in elevation, the property features breathtaking views, spectacular sunrises, and the peace and privacy of Connecticut's beautiful countryside, while remaining just minutes from shopping, restaurants, three prestigious preparatory schools, and other local amenities. Whether you're a helicopter owner, aviation enthusiast, or someone looking for an extraordinary homesite with endless possibilities, this is a rare opportunity to create a one-of-a-kind residential aviation property. Design your dream home, build your hangar, and enjoy the convenience of flying directly from your own property. Partial owner financing may be considered. Schedule your private tour today and discover the possibilities. If you would rather just purchase and use this property as the existing air strip, please check out MLS listing 24156652 for more pictures and details. Come take a look-let's talk!

1450 North Rd, Killingly
$74,899
2 Beds ⋅ 1 Baths ⋅ 73552757 MLS
Motivated seller.. Book your tour today easy to show.. Looking for your "Seasonal Home Away from Home" Look no further this cute as a button, privately situated park model. Fresh new updates and newly applied finishing touches, makes this unit able to just move on in and start enjoying the rest of the season. Just steps from the amenities. pool, pavilion, mini golf, cornhole field, basketball and short walk to the catch and release fishing pond. While also enjoying the tranquility of the home away from home feeling. This unit comes almost completely furnished.

25 Rte 197 Unit 70, Woodstock
$420,000
2 Beds ⋅ 2 Baths ⋅ 24193211 MLS ⋅ Moosup River Estates BLDG.
Enjoy carefree, single-level living in the desirable 55+ community of Moosup River Estates! This well-maintained 2-bedroom, 2-bath ranch features an open floor plan with a spacious living and dining area, breakfast bar, granite countertops, walk-in pantry, separate laundry room, air conditioning, and an attached two-car garage. The primary suite offers a walk-in shower and plenty of comfort. Community amenities include a clubhouse, scenic river for fishing, and a putting green. Low-maintenance living in a peaceful setting-don't miss this wonderful opportunity!

4 Henry Dr Unit 4, Plainfield
$380,000
3 Beds ⋅ 2 Baths ⋅ 24192900 MLS
Welcome to your own retreat! Perfectly positioned on a gorgeous, level 1 acre lot surrounded by mature trees, this beautifully maintained Cape offers the peaceful lifestyle you've been dreaming of. From the moment you arrive, you'll picture slow mornings spent on the charming front porch w/a cup of coffee and your favorite book, soaking in the quiet beauty that surrounds you. Out back, you'll fall in love w/the expansive backyard. An incredible space for entertaining, backyard bbq's, gatherings, gardening or simply enjoying the serenity of your own private oasis. Inside, you'll find over 2,100 square feet of warm, inviting living space featuring 3 spacious bedrooms + 2 full bathrooms designed for comfortable everyday living. The open concept layout seamlessly connects the kitchen, complete with stainless steel appliances, a center island and ample seating, to the dining area and cozy family room with a beautiful brick fireplace, creating the perfect space for gathering with family and friends. The flexible floor plan includes a convenient 1st floor bedroom w/sliders that lead to your back deck + gleaming hardwood floors flow throughout much of the home. A 2nd fireplace creates an add'l cozy living space, perfect for relaxing after a long day. The partially finished LL is where the possibilities truly come to life. Whether you've been dreaming of a home office, media room, fitness studio or playroom, this versatile space is is a blank canvas ready to fit your lifestyle.

187 Tuckie Rd, Windham
$619,900
24193011 MLS ⋅ Townhouses At Green Hollow Pond BLDG.
The Developmental right and infrastructure for 29 units with possible additional 4 units approved by town. 5 year site plan approval. Plans are recorded and available. Electric, sewer, water is in and available to be hooked up to units. Road is in and paved. Perfect location easy access to RT 6 and I395, Minutes to RI and MA line.

101 Green Hollow Rd, Killingly
$69,900
24192702 MLS
Bring your vision to life on this approved building lot. This parcel provides the flexibility to build a home that fits your lifestyle. This lot is a conveniently located near local amenities, 395 and the Rhode Island border.

Collelo Avenue, Plainfield
$515,000
4 Beds ⋅ 3 Baths ⋅ 24192773 MLS
Almost new! Built in 2025 this stunning raised ranch is move- in ready. The bright, open concept main level features a living room and kitchen with cathedral ceilings and spacious primary suite, 2 additional bedrooms and an additional full bathroom. The fully finished lower level adds a versatile bedroom, another full bathroom-ideal for guests, hobbies, or a home office. The oversized, integrated 2 car garage includes built-in shelving and a dedicated utility room. Inside the entry, a handmade coat rack with bench creates a warm, custom welcome for you and your guests. This home is packed with upgrades including: quartz kitchen countertops, large island with seating for 3, coffee bar/glass front cabinetry, oversized pantry and full privacy tempered glass door leading to the deck. Each bedroom has a custom closet design system to maximize space. All windows have custom shades/blinds. Nuvo whole house water filter system. A beautifully finished, thoughtfully designed home with quality touches at every turn

48 Lake St, Plainfield
$479,000
3 Beds ⋅ 2 Baths ⋅ 24192712 MLS
Welcome to 26 Old Putnam Road Extension, Plainfield-an impeccably maintained raised ranch offering nearly 2,000 square feet of finished living space in a quiet, convenient location. The bright, open-concept main level features a soaring vaulted ceiling, hardwood flooring, and abundant natural light. The updated kitchen boasts brand-new quartz countertops, newer appliances, and flows seamlessly into the dining and living areas, with easy access to the rear deck for entertaining. The flexible floor plan includes a spacious primary bedroom with a walk-in closet, Jack-and-Jill full bath and two additional main-level bedrooms, one of which is currently being used as a laundry room. A second laundry hookup is available on the lower level, making it easy to convert the space back into a bedroom if desired. The fully finished walkout lower level expands the living space with a family/media room, a potential fourth bedroom, a dedicated home office, and a second full bathroom. Additional highlights include an oversized attached garage, central air, efficient propane forced-air heat, and a brand-new propane tankless water heater. Outside, enjoy a beautifully landscaped yard with established perennial gardens, stone walls, and an expansive paved driveway. Conveniently located near shopping, restaurants, and major commuting routes, this move-in-ready home offers the perfect blend of comfort, flexibility and convenience.

26 Old Putnam Rd Extension, Plainfield
$474,900
8 Beds ⋅ 2 Baths ⋅ 24190300 MLS
Side by side two family home, perfect for owner-occupants or investors. Each unit offers a functional layout. One unit features all 4 bedrooms on the second floor with the convenience of a first floor laundry room, while the second unit offers a desirable first-floor bedroom and a similar layout. Recent improvements include new flooring on the second floor bedrooms in unit on the left. Situated on a generous lot, this property presents an excellent opportunity for multi-generational living, rental income, or expanding your investment portfolio.

232 Ballouville Rd, Killingly
$574,900
3 Beds ⋅ 3 Baths ⋅ 24191390 MLS
Located in Thompson, CT, this 2,119 SF, 3-bedroom, 2.5-bath Raised Ranch offers the perfect blend of new construction, comfort, and convenience. Just about 20 minutes from Worcester and within commuting distance to Boston, Providence and Hartford, this home is an ideal opportunity for buyers looking for space, style, and accessibility. The main level features an open-concept living room, dining area, and kitchen with vaulted ceilings that create a bright, spacious feel. The kitchen will include beautiful granite countertops, with selections still available from the builder's options, allowing you to add your personal touch before completion. The home offers three bedrooms, including a primary suite with a full bath and walk-in closet. The on grade lower level provides a generously sized family room, separate laundry room, and half bath, offering flexible space for entertaining, working from home, or everyday living. Energy-efficient heat pumps provide heating and cooling for year-round comfort. Outside, enjoy a two-car garage and oversized deck, perfect for relaxing or entertaining. Construction is underway with anticipated delivery towards the end of the year. Photos are from a previous similar build with the same layout; final construction, finishes, and details may vary.

187 Thompson Rd, Thompson
$359,000
2 Beds ⋅ 2 Baths ⋅ 24191623 MLS ⋅ Sunset Hill Condominiums BLDG.
Welcome to these newly built, detached townhouse-style condominiums offering low-maintenance living with a low HOA. The main level features an open-concept living room with an electric fireplace and mantel, a dining area, and a beautiful kitchen with a farmers sink, quartz countertops, stainless steel appliances, and a half bath. Also, offering a pantry closet. Step through the dining area to your private deck, the perfect place to relax and enjoy breathtaking sunsets at dusk. The walkout lower level offers a one-car garage with ample storage. Upstairs you'll find two spacious bedrooms, a full bath, stackable laundry area, and generous closet space. Beautiful landscaping and stunning modern farmhouse architecture complete these exceptional homes. 7 units total under construction and ready to take deposits.

12 Cemetary Road Unit 12, Plainfield
$689,000
5 Beds ⋅ 3 Baths ⋅ 24191051 MLS
Welcome to this beautifully renovated home in desirable Pomfret CT! Offering the perfect blend of modern updates, flexible living space, and country charm, this impressive property is ready for its next owners. Inside, you'll find five spacious bedrooms and three full bathrooms, providing plenty of room for family, guests, or multi-generational living. The massive dining and flex space, offers endless possibilities for entertaining, hosting holiday gatherings, creating a home office, playroom, or additional living area. A convenient mudroom helps keep everyday life organized, and a large storage room provides abundant space for seasonal items, hobbies, and more. Comfort and efficiency are top priorities with mini-split systems throughout the home and a cozy pellet stove that creates a warm and inviting atmosphere during New England winters. Car enthusiasts, hobbyists, and those in need of extra workspace will appreciate the detached three-car garage with ample room for vehicles, equipment, and storage. Whether you're looking for room to grow, space to entertain, or a property with exceptional flexibility and future possibilities, this turnkey Pomfret home delivers it all. Don't miss your opportunity to own this rare offering in one of Northeastern Connecticuts most desirable communities.

250 Killingly Rd, Pomfret
$599,000
2 Beds ⋅ 3 Baths ⋅ 24187780 MLS
Perfect Countryside Elegance. Welcome to 511 Perrin Road, an exceptional country estate gracefully set atop a private 3.5-acre hillside in scenic Woodstock. A long paved driveway winds through picturesque grounds to this beautifully crafted home, where timeless architecture meets modern efficiency with 100% owned solar. Designed for effortless one-floor living, the residence features a luxurious first-floor primary suite, private executive office, gleaming hardwood floors, exquisite custom built-ins, and an inviting open living and dining area anchored by a dramatic back to back wood-burning fireplace. The custom Brunarhans kitchen is a showcase of quality craftsmanship and thoughtful design. The home boasts 2,393 SqFt of finished living space with 2.5 baths. The second level offers a spacious guest bedroom, full bath, and a connected bonus room, providing exceptional flexibility for family and guests. Step outside to enjoy the serenity of the private patio, a charming pond, and sweeping open grounds. The expansive lawn offers outstanding potential for a boutique vineyard, gardens, or equestrian pursuits, with horses and household pets permitted and ample room for paddocks. Completing this remarkable property is an oversized two-car garage with a private workshop. A rare combination of privacy, elegance, sustainability, and refined country living. A truly exceptional offering in one of Woodstock's most desirable locations.

511 Perrin Rd, Woodstock
$450,000
5 Beds ⋅ 3 Baths ⋅ 24189873 MLS
This charming multi-family home located at 23 Mechanic St in Killingly, CT offers a perfect blend of historic charm and modern convenience. Built in 1900, this two-story property boasts a spacious finished area of 2,411 sq.ft. with three bathrooms. The lot size is 8,712 sq.ft., providing plenty of outdoor space for relaxation and entertaining. The home features a classic design with a welcoming atmosphere and is perfect for families or investors looking for a versatile property. With its central location and ample living space, this property is a fantastic opportunity for those seeking a charming and well-maintained home in a desirable neighborhood. There is 3 apartments rented...2 Bedrooms apartments and 1 bedroom at the basement...4.400.00 Monthly income from rent...Two bay garages and 1 room that can be turned to another small bay enough for a car.

23 Mechanic St, Killingly
$499,900
3 Beds ⋅ 3 Baths ⋅ 24190826 MLS
ANOTHER REFINED LIVING EXCLUSIVE New Construction home to be completed by September 30th!!! A very rare opportunity that offers 1,604 SF, attached 1 car garage, 3 large bedrooms, primary bedroom with it's own full bath and his & hers closets, 2 & 1/2 baths total, eat-in kitchen, dining room & main level laundry room. Large full basement. Well sought community. All New Homes Come with a Builder's Warranty! A new buyer can BE IN BY SEPTEMBER! (School season)!! PRICED TO SELL!

25 Bebbington Rd, Ashford
$399,999
2 Beds ⋅ 2 Baths ⋅ 24190144 MLS
Exceptional mixed-use opportunity in the heart of Downtown Putnam! This versatile property features a well-maintained 2-bedroom, 2-bath residence paired with an impressive 2800 sq. ft. warehouse complete with its own private entrance, offering endless possibilities for business, storage, workshop space, or investment potential. Ideally situated in Putnam's thriving downtown district, you'll enjoy outstanding visibility, easy access, and the convenience of public parking directly across the street for customers, clients, and guests. Whether you're looking to establish a live/work lifestyle, expand your business, or invest in a property with multiple income possibilities, this unique offering provides exceptional flexibility. Take advantage of the property's commercial potential while enjoying all the charm, restaurants, shops, and community events that Downtown Putnam has to offer. One or more of this property's owners is a Real Estate Licensee

36 S Main St, Putnam
$450,000
5 Beds ⋅ 3 Baths ⋅ 24190726 MLS
Built in 1825 in the Quaint town of Oneco this Adorable, 3 Family Waterfront is a Rare find on Oneco Pond!!! Take the side steps down to the big back yard with a large Firepit. Almost 1/2 acre lot is mostly in the back of the home abutting the water! Take in all the views of the Pond and Wildlife!! In the Summertime enjoy Kayaking, Canoeing, Fishing and possibly Swimming from your back yard!!! Or just sit and enjoy the Beautiful Views of the Pond from the deck. In the Winter enjoy Ice Skating or Ice Fishing. Home has 3 units. Two units have 2 Bedrooms and 1 Full Bath and 1 unit has 1 Bedroom and 1 Full Bath. Oil Heat for two units with two separate furnaces which are only about 6 years old and the upstairs unit has electric heat. Shared drilled well and newer shared septic. Many recent updates to the property include most windows and some flooring. One of the first-floor units has beautiful hardwood flooring and a stone Fireplace! All 3 Units are Rented at this time. Close to RI line! Only 30 minutes to Mass Line And approximately 30 minutes to casinos!

1147 Plainfield Pike, Sterling
$190,000
2 Beds ⋅ 1 Baths ⋅ 24190563 MLS
Opportunity awaits at 11 Cottage Street in Putnam! This classic home is ready for its next chapter and offers tremendous potential for investors, flippers, or buyers looking to renovate and build equity. The property is in need of a complete update. Conveniently located close to downtown Putnam's restaurants, shops, parks, and local amenities, this property offers a desirable location with plenty of upside. Whether you're looking for your next renovation project or an affordable opportunity to customize a home from top to bottom, this is one you won't want to miss. This property is subject to a 3-Day First Look Period.Seller will negotiate offers after the period expires. "The seller does not accept blind offers or escalation clauses." "Cash offersrequire 10% EMD or $1,000 minimum, whichever is greater, and all financed offers require 1% EMD or $1,000 minimum, whichever isgreater.

11 Cottage St, Putnam
$210,000
2 Beds ⋅ 2 Baths ⋅ 24190308 MLS ⋅ Elm Tree Village BLDG.
Move-in ready 2-bedroom, 1.5-bath townhouse-style condo offering comfortable, low-maintenance living in a desirable community. The main level features a spacious living room, a kitchen with updated appliances, designated dining area and a convenient half bath. Upstairs are two generously sized bedrooms and a full bathroom. The full basement provides abundant storage, washer and dryer hookups, and potential for additional finished living space. Major mechanical updates include a new heating system, central air conditioning, and water heater, all replaced within the past year. Additional highlights include an attached one-car garage, driveway parking for two vehicles, and access to community tennis courts. Conveniently located near shopping, restaurants, and major routes while offering a quiet residential setting. A great opportunity for owner-occupants or investors alike.

29 Kathleen Dr Unit 5C, Windham
$789,000
3 Beds ⋅ 3 Baths ⋅ 24190124 MLS
Welcome to 25 Colbridge Road, Plainfield, CT! Set on 5.6 private acres, this exceptional 3-bedroom, 2.5-bath cape offers 2,410 square feet of thoughtfully designed living space, combining timeless charm with modern amenities and endless potential. Step inside to discover beautiful birch hardwood floors, abundant natural light, and a spacious floor plan perfect for both everyday living and entertaining. The kitchen features elegant quartz countertops, ample cabinetry, and plenty of workspace, while the inviting living area is anchored by a cozy fireplace. Central air conditioning ensures year-round comfort. The walk-out basement offers excellent storage or future expansion possibilities. Above the garage, an unfinished space provides incredible potential to create a home office, media room, or additional living space tailored to your needs. A standout feature of this property is the separate studio/business space, offering the flexibility for a home-based business, creative studio, fitness room, or private office (subject to local regulations). Outside, your own private backyard oasis awaits. Enjoy the warmer weather by the in-ground pool, entertain around the large back deck and covered patio area, or simply relax while taking in the peace and privacy of the surrounding 5.6 acres. Offering the perfect combination of space, versatility, and country living with convenient access to local amenities and commuter routes. Listing Agent is a property owner.

25 Colbridge Rd, Plainfield
$585,000
3 Beds ⋅ 3 Baths ⋅ 24189725 MLS
Welcome home to this charming colonial nestled on a spacious beautifully maintained lot. Offering timeless curb appeal and plenty of room to spread out. Step outside to enjoy the expansive backyard perfect for entertaining, gardening, outdoor games or simply relaxing. Large unfinished room over garage offers more living space. This home has been lovingly cared for and is just waiting for you.

1 Finn Ln, Plainfield
$519,000
3 Beds ⋅ 3 Baths ⋅ 24188226 MLS
*PRICE REDUCTION!! MOTIVATED SELLERS!!!**Nestled amidst mature trees in a serene, private setting, this enchanting Colonial home seamlessly merges comfort, charm, and tranquility. Surrounded by nature, the picturesque property boasts a stunning backyard oasis. Beautiful planting, stone patio, gazebo, deck with a hot tub and the best chicken coop you've ever seen! Step inside to experience this well maintained Colonial featuring spacious living areas with gleaming hardwood floors and an abundance of natural light. The inviting family room, complete with a cozy fireplace, flows effortlessly into the living room, perfect for relaxing evenings. The formal dining room is perfect for entertaining while the eat-in kitchen is both functional and elegant. Upstairs, the primary bedroom suite serves as a tranquil escape, featuring a spacious walk-in closet and a full bathroom.Two additional generously sized bedrooms and another full bath complete the upper level. Walk in storage above the garage could be finished for additional living space.This beautiful home is not just a place to live, but a sanctuary to create cherished memories and embrace a peaceful lifestyle.

391 Squaw Hollow Rd, Ashford
$949,900
4 Beds ⋅ 2 Baths ⋅ 24189396 MLS
Four heated garage bays. Over 12 private acres. A brook with its own dam. This is a rare opportunity to own an updated home with an exceptional workshop and endless room to live, work, and play. The heated and air-conditioned garage features four bays, an office loft, air compressor, and dedicated paint bay. Whether you're restoring cars, operating a trade business, storing equipment, or simply need premium workspace, this setup is hard to find. The fully remodeled home offers 4 bedrooms, 2 full baths, and approximately 2,800 square feet. The great room features cathedral ceilings, exposed beams, a fireplace, and walls of glass overlooking the property. The kitchen includes a cozy sitting area with a wood stove, while the dining area is framed by a large picture window. A first-floor bedroom with patio access and a full bath offer flexibility for guests, multigenerational living, a home office, or convenient one-level living. Upstairs, the primary suite includes a soaking tub beneath its own window. Outside, open meadow leads to wooded trails, with a private brook and dam creating a truly unique setting. There's room for horses, hobby farming, gardens, or simply enjoying the privacy. Recent updates include a new roof, Buderus oil furnace, and fresh interior paint. Minutes from the Rhode Island line, this one-of-a-kind property offers privacy, land, and a workshop that's nearly impossible to replicate.

564 Hubbard Rd, Killingly
$300,000
24188739 MLS
22.2-acre building lot offering endless possibilities in desirable Woodstock! Whether you're a builder, investor, or looking for the perfect location to build your forever home, this property is ready for your vision. Approximately 0.5 acres have already been cleared, and valuable due diligence has been completed, including a town-approved septic design, engineered site plan, and professionally delineated and marked wetlands. Neighboring lots have been surveyed, adding to the property's appeal. Enjoy the privacy and beauty of country living with plenty of space for your dream home while remaining conveniently located near local amenities and major routes. A rare opportunity to own a large parcel with much of the groundwork already in place. Bring your plans and make your dream a reality!

Route 197, Woodstock
$580,000
3 Beds ⋅ 3 Baths ⋅ 24188698 MLS
Spacious 3-bedroom, 2.5-bath home situated on 16.4 picturesque acres on a quiet country road in Canterbury. This property offers a wonderful mix of open fields and wooded land, making it ideal for horses, hobby farming, recreation, or simply enjoying privacy. The home features a dedicated office, cedar closet, attached 2-car garage, and numerous updates including newer windows, siding, doors, and roof. Enjoy outdoor living and entertaining on the large rear deck overlooking the peaceful surroundings. The 26' x 26' barn provides storage for approximately 800 bales of hay and offers excellent space for livestock, equipment, or workshop use. The acreage provides endless opportunities for gardening, trails, and outdoor activities. Potential exists to subdivide an additional building lot (subject to town approvals). Convenient country location with the perfect balance of rural charm and everyday functionality. A rare opportunity to own a versatile property with acreage in desirable Canterbury.

107 N Society Rd, Canterbury
$369,900
3 Beds ⋅ 1 Baths ⋅ 24188389 MLS
Step into a beautifully restored piece of history with this enchanting 1830s home, nestled on a serene, private acre. This property perfectly captures the balance of historic character and modern ease, offering a warm, welcoming retreat from the everyday. The main level features a flexible, sun-drenched layout highlighted by a convenient primary bedroom and a fully renovated bathroom with new framing and subfloor for peace of mind. A cozy wood stove serves as the heart of the home, creating an inviting atmosphere for both relaxed evenings and intimate gatherings. Upstairs, you will find a thoughtfully remodeled space that adds to the home's bright, refreshed aesthetic. Extensively updated for worry-free living, this residence boasts significant mechanical improvements, including updated electrical and plumbing systems, a new well system, and an efficient mini-split ductless system. Modern conveniences-from new appliances and lighting to fresh carpeting-blend seamlessly with the home's original spirit. The exterior is equally impressive, featuring a new roof on both the home and garage, a rebuilt deck off the primary bedroom, and charming curb appeal with a brick mailbox and landscape lighting. This is a rare opportunity to own a meticulously cared-for home that offers the best of both worlds: the soul of a historic property and the comfort of modern upgrades, all in a tranquil country setting.

288 Bedlam Rd, Chaplin
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