Windham County, CT Real Estate | Windham County, CT Single Family Homes for Sale

3 Beds ⋅ 2 Baths ⋅ 24202735 MLS

Timeless New England character, generous living spaces, and exceptional versatility come together in this historic home. Set on approximately 1.2 acres, this distinctive 1850 Colonial offers nearly 2,400 square feet of living space along with a detached carriage house that adds another dimension of possibilities to this unique property. Step inside and discover the warmth and character of a classic Georgian colonial. Generously proportioned living and dining rooms provide an inviting backdrop for everyday living and entertaining, while hardwood flooring enhances the home's historic appeal. The kitchen is appointed with granite countertops and stainless steel appliances, creating a comfortable gathering space with a blend of traditional charm and modern convenience. A flexible room on the main level, paired with access to a full bath, offers options for an office, guest room, den, or potential first-floor bedroom. Upstairs, three well-sized bedrooms provide comfortable retreats, accompanied by a second full bath and conveniently located laundry. Updated roof, windows and central air are thoughtful enhancements One of the property's most distinctive features is the detached carriage house. Previously utilized as in-law or guest space and equipped with its own electric meter and heating system, this versatile building offers exciting potential. Additional workshop and loft storage. Outdoor patio and stunning front porch lends endless enjoyment. A true showpiece of a home!

1015 North Rd, Killingly

$389,900

3 Beds ⋅ 2 Baths ⋅ 24202054 MLS

Charming 1880 Cape Cod on 1.1 Private Acres - Moosup, CT Tucked on over an acre of level, partially wooded land, this beautifully maintained 1880 Cape Cod blends timeless New England character with thoughtful modern updates. The 3-bedroom, 1.5-bath home offers 1,154 square feet of comfortable living space, featuring first-floor laundry and fresh interior paint throughout that make it truly move-in ready. Recent upgrades give buyers real peace of mind: a new air handler, a new patio for outdoor entertaining, and a professionally sealed basement. Step outside to relax on the classic wrap-around front porch, or take advantage of the detached 1-car garage and storage shed for all your tools and toys. With a private well and public sewer, this property offers the best of both worlds - rural charm with modern convenience. Set in a quiet, low-traffic pocket of Moosup with exceptional sun exposure and minimal flood or fire risk, this is a rare chance to own a piece of Connecticut history on a spacious, private lot. Whether you're a first-time buyer or looking to downsize without sacrificing land, this one checks the boxes. Don't miss this move-in-ready blend of history and modern updates - schedule your showing today!

100 High St, Plainfield

$350,000

3 Beds ⋅ 2 Baths ⋅ 24201846 MLS

Filled with character and timeless Craftsman details, this spacious bungalow offers a floor plan as unique as the home itself. The open living and dining area features hardwood floors, original wood columns, detailed built-ins, and a fireplace. French doors open to a sun-filled inglenook-one of two in the home-perfect for an office, reading nook, or play space. The oversized kitchen features a large island with prep sink, 6-burner gas range, double porcelain sink, and abundant cabinetry. The first floor also includes a full bath with Italian glass tile, laundry/pantry room, and a versatile family room with sliders to the deck and backyard. Upstairs are three generously sized bedrooms, including a primary suite with a private dressing room and ensuite bath. Outside, enjoy a level backyard bordered by mature trees for added privacy and a two-bay garage. A truly distinctive home offering space, flexibility, and architectural details you simply don't find every day.

81 Hawkins St, Killingly

$477,999

2 Beds ⋅ 1 Baths ⋅ 24201756 MLS

LOW HOA FEES which include use of 2 private beaches !!! This turnkey, one-level, direct waterfront, year-round home has its own private beach, completed in 2025 plus the use of the Ashford lake community private beach's. Non-motorized watercraft & outboard motors 5 horsepower or less are permitted on the lake by property owners & guests only. Included are several kayaks with stand, paddle boat, patio set, new shed, floating doc and other outdoor seating, along with custom furniture inside to fit the home. The relaxing sunroom offers beautiful views of the water and features a new large Anderson picture window with professionally installed remote control blinds and a sliding door out to the deck. This exterior offers easy maintenance with vinyl siding, a newer roof, and composite decking. New foam insulation was installed in 2025. The interior offers commercial-grade laminate floors throughout, and the spacious kitchen is updated with quality-crafted cabinets with pull-out drawers. Entering into the kitchen and living room/dining area are an open floor plan with a brick fireplace. The large master bedroom was completed recently by combining a 2nd bedroom and is on the other side of the kitchen with a 2nd smaller room that's listed as a bedroom currently being used as a storage room and does have the washer and dryer included.

60 Ashford Lake Dr, Ashford

$549,900

3 Beds ⋅ 3 Baths ⋅ 24201270 MLS

There's something special about being the first to call a brand-new home your own! Set within a desirable Bunggee lake community in Woodstock Valley, this new construction Cape offers approximately 2,230 sq. ft. of finished living space across three levels with 3 bedrooms and 2.5 baths. The main level features an expansive wraparound kitchen, sliders leading to the back deck, and two separate living spaces that can easily adapt to your lifestyle. Create an eat-in kitchen with two living areas, a living room and den, or use one as a spacious formal dining room. A convenient half bath and laundry room complete the first floor. Upstairs are two generous bedrooms, a full bath, and a spacious primary suite with its own private bath and walk-in closet. The finished walkout lower level adds even more flexibility for a family room, home office, gym, hobbies, or additional recreation space and connects directly to the one-car under-house garage. Outside, the private backyard is surrounded by mature trees with a level, open area offering plenty of room for entertaining, gardening, play, or simply relaxing outdoors. The home is nearing its completion, giving you the opportunity to be its very first owner and enjoy all the benefits of new construction without starting from scratch. A great combination of space, privacy, flexibility, and lake-community living! Lake rights and fully recreational amenities offered by Bunggee Lake, including boating, fishing, and swimming opportunities.

61 Red Cedar Rd, Woodstock

$165,000

4 Beds ⋅ 2 Baths ⋅ 24201064 MLS

Bring your vision to this four-bedroom home in Willimantic's Hill Section. With approximately 1,807 square feet of living space, the property features generously sized rooms, tall windows, original woodwork, and period details throughout. With thoughtful updates, this home has the potential to showcase its original character while being tailored to its next owner. Conveniently located near downtown Willimantic, Eastern Connecticut State University, shopping, dining, and major routes. Property is being sold as-is. Also available is 11 Bellevue Street, located behind the property, creating the possibility of a package purchase. One of the parties to the LLC has an active real estate license.

15 Bellevue St, Windham

$145,000

6 Beds ⋅ 2 Baths ⋅ 24201036 MLS

Bring your vision to this six-bedroom home in Willimantic's Hill Section. With approximately 1,948 square feet of living space, the property features generously sized rooms, hardwood flooring, tall windows, original woodwork, and period details throughout. A brand-new roof has already been installed, providing a great start for future improvements. With thoughtful updates, this home has the potential to showcase its original character while being tailored to its next owner. Conveniently located near downtown Willimantic, Eastern Connecticut State University, shopping, dining, and major routes. Property is being sold as-is. Also available is 15 Bellevue Street, located at the front of the property, creating the possibility of a package purchase. One of the parties to the LLC has an active real estate license.

11 Bellevue St, Windham

$445,000

3 Beds ⋅ 2 Baths ⋅ 24200772 MLS

Welcome home! Originally built in 1961, this spacious 3-bedroom home underwent an extensive renovation in 2019, blending classic character with modern updates. Hardwood floors flow through the living room, staircase and all three bedrooms, while ceramic tile complements the kitchen and bathrooms. The oversized kitchen offers abundant cabinetry, granite countertops and a large center island with room for seating, plus plenty of space for a full-size dining table. Vaulted ceilings throughout much of the home create an open, airy feel, while the wood-burning fireplace adds warmth and charm to the living room. Both full bathrooms were beautifully updated, and the main bath includes a washer and dryer that will convey. Just off the kitchen is a heated sunroom, perfect for a home office, playroom or additional sitting area. Looking for even more space? The garageoffers great potential for future living space, with most already drywalled and painted and its own heat zone. The massive garage provides room for up to 3 vehicles plus additional storage. A generator inlet box has also been professionally wired and conveniently located between the garage doors. With over 1,800 sq. ft. above grade and even more possibilities below, this home has room to grow!

686 Squaw Rock Rd, Plainfield

$499,000

3 Beds ⋅ 2 Baths ⋅ 24200502 MLS

Set on a private, park-like .84-acre property in North Grosvenordale, 29 Vandall Street is a truly distinctive 1958 ranch offering approximately 5,700 square feet of finished living space across two levels, with 5,794 gross square feet per tax records. The home features 3 bedrooms, 2 full baths, generous living spaces, central air, two fireplaces, town sewer, and a 35-panel solar system. The centerpiece is an impressive indoor swimming pool, creating a year-round space for recreation, relaxation, and entertaining. The spacious primary suite includes a walk-in closet and an expansive bath finished with distinctive Vermont Verde Antique Serpentine stone, featuring double sinks, a bidet, jetted corner tub, and walk-in shower with bench and body jets. The finished lower level expands the home's versatility with a large game and recreation room, built-in bar, and fireplace surrounded by floor-to-ceiling stonework. Additional finished spaces provide room for hobbies, gatherings, storage, or flexible living needs. Adding to the property's unique character are a Cold War-era fallout shelter with original U.S. Civil Defense materials, hidden compartments, and other unexpected features throughout the home. With substantial indoor space, a private setting, and amenities rarely found under one roof, 29 Vandall Street offers a remarkable combination of character, history, and functionality.

29 Vandall St, Thompson

$525,000

5 Beds ⋅ 4 Baths ⋅ 24198620 MLS

Set on nearly 4 private acres, 21 Linkkila Lane offers the space, flexibility, and peaceful setting that make country living feel special. Start your morning with coffee on the deck while taking in the surrounding landscape and watching the horses at the neighboring horse farm. Inside, this beautifully updated log home strikes the perfect balance between cozy character and clean, modern updates. An abundance of natural light keeps the home feeling bright and airy, while wide plank floors add warmth and charm throughout. A gorgeous brick fireplace anchors the living room, creating an inviting gathering space. The main house features 3 spacious bedrooms, 3 full bathrooms, an extensively renovated kitchen, updated baths, new windows throughout, and a spacious walk-in pantry. Screened-in porches along the back offer additional space to relax and enjoy the peaceful surroundings. A separate in-law suite adds even more versatility with its own kitchen, 2 bedrooms, full bathroom, and separate utilities. Recent improvements include 2 updated kitchens, 4 renovated full bathrooms, new windows in 2025, 2 new water heaters, and refinished decks in 2026. A partially finished basement provides additional usable space and storage. Conveniently located near local schools, UConn, Eastern Connecticut State University, and surrounding towns, this home offers a unique combination of privacy, character, modern comfort, and flexible living.

21 Linkkila Ln, Chaplin

$1,250,000

4 Beds ⋅ 5 Baths ⋅ 24199467 MLS

Privately tucked away in a serene setting, this exceptional 2022 custom-built residence offers a rare blend of luxury, privacy and everyday comfort. Thoughtfully designed, the home features 4 bedrooms plus expansive finished living space above the garages, offering flexibility for extended family, guests or private retreats. One area was previously used as a private living suite with a bedroom, separate living area and full bath-ideal for guests or multi-generational living. Additional finished spaces include a dedicated movie room and newly added loft. Outside, enjoy your own resort-style escape with an in-ground pool, fully fenced pool area, custom concrete work and fire pit. A long private driveway with underground utilities creates an impressive approach, highlighted by a professionally crafted rock wall at the entrance, with the matching opposite side underway. Mini-splits provide efficient year-round heating and cooling. Located close to Connecticut National Golf Club and surrounded by scenic natural beauty, the property offers access to exceptional outdoor recreation and prime hunting opportunities. Modern construction, versatile living spaces and an incredible sense of seclusion make this more than a home-it's a private lifestyle retreat. A truly rare offering that must be experienced in person. Agent-owned property.

44 Blood Rd, Putnam

$259,000

2 Beds ⋅ 2 Baths ⋅ 73564030 MLS

Welcome to Unit 2 at 18 Ballou Street in Putnam! This beautifully remodeled home offers a fresh, move-in-ready interior with a functional layout and plenty of additional space.The main level features hardwood floors throughout the living and dining areas, creating a bright and open space for everyday living and entertaining. The updated kitchen flows conveniently into the dining area and provides access to the back deck.Upstairs, you’ll find two bedrooms along with a full bathroom, keeping the sleeping areas separate from the main living space.The attached garage provides secure parking and additional storage, plus a bonus room located directly off the garage. This flexible space offers plenty of possibilities for a home office, gym, gaming room, hobby area, or private hangout space.With remodeled living spaces, hardwood floors, an attached garage, private deck, bonus space, and a convenient Putnam location, Unit 2 offers a great combination of comfort, functionality, and value.

18 Ballou St Unit 2, Putnam

$449,900

4 Beds ⋅ 2 Baths ⋅ 24199139 MLS

This exceptional 1740 antique cape is set on a lovely 1.59 acre property with stonewalls. The home has been beautifully maintained, and is in immaculate, move-in condition! The first floor features a bright, sunny kitchen with a walk in pantry, a large dining room, a living room with woodstove, a sitting room, and a home office. The woodstove was installed in 2025, and adds coziness and warmth to the home. Another highlight of the first floor is a beautiful butler's pantry with custom built-ins. There is also a main level full bath with laundry. The second floor has 4 bedrooms, a full bath, and a large walk in attic area for storage. Other features include a lovely screened in back porch, two barns which would be perfect for a hobby farm or a workshop/studio, and an above ground pool. The spacious, private back yard has a large garden area with perennial plants, two raised beds, and four newly planted fruit trees. Recent updates include a new roof in 2025 with a warranty which will convey, a well pump installed two years ago, a new chimney cap, and many new replacement windows. This home is filled with charm and character, and has a great flexible floor plan. Schedule a time to view this exceptional Brooklyn property!

136 Hartford Rd, Brooklyn

$890,000

3 Beds ⋅ 3 Baths ⋅ 24185445 MLS

There are properties, and then there are properties that invite you to imagine an entirely different way of living. Set in the heart of picturesque Pomfret, this extraordinary 51-acre estate offers a rare combination of land, history, architectural charter and limitless potential. For those who have envisioned an authentic country estate, the possibilities are extraordinary. Create a refined gentleman's-or gentlewoman's-farm, cultivate a private equestrian or agricultural retreat, surround yourself with beloved animals or simply enjoy the unparalleled freedom that comes with owning an expansive parcel of land.At the heart of the property is a beautifully restored Cape, offering charm and character. Nearby, a stately antique Colonial awaits a discerning owner with the vision to restore its historic grandeur. Complementing the residences are impressive barns,and outbuildings, creating an estate setting rarely found in today's market.For the collectors, craftsman, hobbyist or automobile enthusiasts the property's scale and collection of structures provide remarkable opportunities.For those seeking a more self-sufficient lifestyle, the acreage offers the canvas for a private homestead routed in the timeless traditions of country living while embracing today's ideals of sustainability and stewardship.Those who simply appreciate the finer things in life, there is another option:do nothing more than enjoy it.

236 Deerfield Rd, Pomfret

$519,900

3 Beds ⋅ 3 Baths ⋅ 24199032 MLS

Welcome to 88 Grand View Terrace, where mid-century modern character meets a fresh, thoughtful renovation. Set on a half-acre in an established Brooklyn neighborhood, this beautifully updated home offers an open, light-filled layout with gorgeous hardwood floors, custom lighting and a spacious living/dining area featuring a classic brick fireplace. The brand-new kitchen complements the home's style with warm modern cabinetry, quartz countertops that continue to a full-height quartz backsplash, and striking GE Cafe, matte black appliances. One of the home's standout architectural features is the dramatic open staircase, surrounded by expansive windows that flood the space with natural light while beautifully connecting the upper and lower levels and creating a cohesive flow throughout the home. The upper level features two spacious bedrooms and a designated office, offering flexibility as a potential fourth bedroom or guest room. The completely finished lower level continues the home's polished feel with an additional living area, wet bar and an impressive primary suite complete with an oversized walk-in closet and beautifully remodeled private bath with double sinks and a marble tile walk-in shower. (Glass door and wall to be added prior to closing) Extensive updates include remodeled Kitchen and bathrooms, tile flooring, refinished hardwood floors, updated electrical and plumbing, energy-efficient heating and cooling, a new roof, new thermal-pane windows, doors and more.

88 Grand View Ter, Brooklyn

$534,900

3 Beds ⋅ 3 Baths ⋅ 24198652 MLS

Brand New Construction! Raised Ranch style home sitting on just over 1 AC abutting Army Corp of Engineers/protected land from the West Thompson Dam property. Home features 3 bedrooms 2.5 Bathrooms. A vaulted Kitchen/Dining/Living Room with gleaming true hardwood floors. A rear slider to the oversized back deck for entertaining & enjoying nature. All three bedrooms are located on the main level with a primary bedroom suite with full bathroom, along with two additional bedrooms and the guest full bathroom. The basement is fully finished with an additional half bathroom and laundry. Two car garage under the home with automatic garage door openers. Efficient mini split heating & air conditioning throughout the home. 1 year new home construction warranty added along with all manufacturer warranties ensures many years of carefree living. Nothing to do but move in! Reap the benefits of lower insurance costs along with energy efficiency.

577 Fabyan Rd, Thompson

$625,000

5 Beds ⋅ 4 Baths ⋅ 24198311 MLS

Here's your opportunity to have the feeling of a little piece of Vermont while being in Connecticut. About 7 minutes to the highway and 10 minutes to UConn. 17.3 acres creating such a unique setting. Knowlton Brook Runs through the property feeding a beautiful pond. The property is surrounded by treed areas with a lot of nature's feeling integrated into the living areas of the property. Tranquil is an understatement. First floor of this home has three bedrooms, primary bedroom has private bath, Main bath, living room, dining room, kitchen and family room. There is a lower-level rec room and an additional half bath. The Lower-level In-law apartment has private entry, 2 bedrooms, living room, kitchen and a full bath. Two car garage. Two-story barn.

97 Cushman Rd, Ashford

$749,900

7 Beds ⋅ 4 Baths ⋅ 24198629 MLS

Step back in time while enjoying the comforts of today in this exceptional Antique Colonial, built in 1830 and proudly situated on historic Thompson Hill. From the moment you arrive, the home makes a lasting impression with its welcoming wrap-around front porch, tastefully landscaped grounds, and classic circular driveway. The property also features a sizeable barn, offering abundant storage and endless possibilities. There is even an original "privy"! Inside, the 5-bedroom main residence offers generous closet space, 2 full baths, a thoughtfully designed updated kitchen, both formal and informal dining spaces, and beautifully updated bathrooms.A convenient first-floor laundry adds to the functionality of this spacious home, while the property's original character provides the warmth and charm that only an antique Colonial can offer. A standout feature is the spacious two-story in-law apartment, complete with a private entrance and rear deck. With 2 bedrooms and 1 1/2 baths, this versatile space is perfect for extended family, guests, a home office, or other living arrangements. The property has been thoughtfully improved with updated mechanical systems and a brand-new septic system, providing modern peace of mind while maintaining the home's historic character. This home is ideally located just minutes from the Massachusetts and Rhode Island state lines and major commuter routes allowing quick and easy access to the Arts, Dining, Shopping, Medical facilities and Airports

362 Thompson Rd, Thompson

$499,900

3 Beds ⋅ 3 Baths ⋅ 24198244 MLS

ANOTHER REFINED LIVING EXCLUSIVE with COMPLETION & OCCUPANCY IN NOVEMBER!! A very rare NEW CONSTRUCTION home opportunity that offers 1,491 SF, attached 1 car garage, 3 large bedrooms, primary bedroom with it's own full bath, 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! PRICED TO SELL!

53 Litchfield Ave, Killingly

$650,000

3 Beds ⋅ 3 Baths ⋅ 24198041 MLS

Price Improvement! Welcome to this new construction ranch in desirable Brooklyn, CT. This move in ready home with 3 bedrooms 2.5 baths offers comfortable one level living! Highlights include hardwood floors throughout, abundant natural light and a spacious open layout. This home's heating and cooling system is notably highly efficient. The kitchen comes equipped with appliances and features granite countertops and a large pantry, while the living room centers around a cozy fireplace. The primary suite includes a custom tile shower and a walk-in closet. A dedicated laundry room with butcher block counter and ample storage adds everyday convenience. The spacious basement provides plenty of storage or the potential for future living space. Enjoy the back deck, front porch, two-car attached garage and the ease of quiet living, all conveniently located near Route 6 and I-395.

83 Grand View Ter, Brooklyn

$385,000

2 Beds ⋅ 1 Baths ⋅ 24196755 MLS

Experience a secluded Ranch in the pretty-as-picture setting of a Rural Community of Ashford, CT. Enjoy 2 acres of Private Country living. Property includes a small Horse stall and a newly built enormous 24' X 30' garage for all sorts of hobbies or mechanical recreation. The home boasts a spacious Master Bedroom with a walk-in closet. A second bedroom on the main floor and one on the lower level, which can be used for a third bedroom or office. The comfortable eat-in kitchen has a corner built-in, not far from the generous Sun-filled Living room. This home has been in the family for many years. It is updated and well taken care of. This Rustic location will serve your family for many years to come. Plenty of space for a pool, vegetable garden, flower garden, and your FOREVER DREAMS!

Ashford

$449,999

4 Beds ⋅ 3 Baths ⋅ 24197506 MLS

Investors, take notice! This antique Colonial is situated on an impressive 6.6-acre private lot offering a peaceful setting and endless potential. A portion of the acreage is already cleared, while the property also features three beautiful ponds and plenty of outdoor space to enjoy the tranquil surroundings. Inside, the home offers 4 bedrooms, 3 full bathrooms, and a walk-out basement, providing plenty of space and flexibility for future improvements. A brand-new 200-amp electrical service is already in place, along with a newer heating system, approximately 4 years old, giving the next owner a great start on bringing this property back to life. The home is in need of TLC and updating, but with its antique Colonial character, spacious layout, beautiful acreage, and private setting, the possibilities are plentiful. Whether you're an investor searching for your next project or an owner occupant looking to restore an antique home and create something special, this property is ready for your vision. Schedule your showing today and discover its full potential!

128 Holmes Rd, Pomfret

$2,500,000

3 Beds ⋅ 4 Baths ⋅ 24196666 MLS

Welcome to this 80 acre Connecticut Estate, tucked into the rolling hills of Woodstock Ct. This exceptional 4,655 sq ft contemporary home offers a unique living experience with its own privately owned public FAA approved commercial grade airport. The property is a pilot's paradise, featuring a spacious hangar that not only accommodates multiple small planes and helicopters but also offers ample room for vehicle storage. The hangar is self-sufficient with its own septic, well, electrical, and heating systems, providing convenience and flexibility as well as a finished lounge area to gather and relax. This property is a rare find, offering a blend of luxury, functionality, and the ultimate in private aviation convenience! Whether you're an avid pilot, car enthusiast, or simply seeking a tranquil retreat, this home promises an unparalleled lifestyle. This residence boasts privacy and scenic New England beauty with stunning views. The contemporary design, built in 1987, features 3 bedrooms and 4 bathrooms, open living space with soaring ceilings, two story fireplace, and a beautiful open center oak staircase. The home's large windows and open layout invite the natural surroundings inside, creating a harmonious living environment. The finished walkout lower level offers beautiful views of the pond and the plush grounds. So many exciting possibilities!

80 Bungay Hill Rd, Woodstock

$359,900

3 Beds ⋅ 2 Baths ⋅ 24192883 MLS

Enjoy the appeal of newer construction without the wait! Built in 2023, this raised ranch at 2 Julians Circle in Sterling offers modern finishes, three-year-old mechanicals, and room to bring your own vision to life. Beautiful hardwood floors and vaulted ceilings create an airy, welcoming feel throughout the open-concept living space. The kitchen brings everything together with granite countertops, a large island, stainless steel appliances, and abundant cabinetry. Three bedrooms, two full bathrooms, central air conditioning, and an attached two-car garage add everyday comfort and convenience. A slider off the kitchen opens to the rear deck, perfect for outdoor meals or morning coffee. Beyond the deck, an existing fire pit offers another inviting spot to unwind. Association providing lawn mowing and snow removal help simplify outdoor upkeep. Looking for room to grow? The unfinished basement is already plumbed for an additional bathroom and offers potential for expanded living space. Enjoy the home's current comforts while exploring the possibilities. Modern, inviting, and ready for your personal touch, schedule your private showing today!

2 Julian Cir, Sterling

$329,900

3 Beds ⋅ 1 Baths ⋅ 24196234 MLS

Do not miss out on the opportunity to own this ranch style home located just minutes away from Quaddick Lake, Quaddick State Park, Mass & RI state lines. Deeded water rights to the sought after Quaddick Lake. Home features 3 bedrooms 1 full bathroom, main level laundry, living room and eat in kitchen all located on the first floor for convenience. Recent upgrades in last 6 years include NEW roof, new electrical panel, new oil tank, leased solar panels, and new flooring.

972 Quaddick Town Farm Rd, Thompson

$675,000

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 and style!

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

$20,000

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 and one bathroom. Wide-open layout to the living room/dining room make the home feel spacious! Newer windows! Shed in the backyard for storage. Needs cosmetics and repairs. Park approval needed.

49 Erin Dr, Plainfield

$499,900

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

$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

$109,900

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. Owner and agent are related.

11 R And R Park, Killingly

$694,900

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

$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

$685,000

5 Beds ⋅ 3 Baths ⋅ 24191051 MLS

SELLER IS OFFERING A $10,000 RATE BUY DOWN OR CREDIT TOWARDS BUYERS CLOSING COSTS!! 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

$555,000

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

$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

$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

$549,000

4 Beds ⋅ 3 Baths ⋅ 24187009 MLS

New price with recent improvements! Nestled at the end of a long, winding driveway, this exquisite Colonial home offers timeless New England elegance on over three private, picturesque acres. Surrounded by classic stone walls, sprawling lawns, mature gardens, and inviting outdoor dining spaces, this exceptional property is a secluded retreat rich in historic details and charm. Inside, you'll find four spacious bedrooms with one on the main floor, two and one-half baths, wide-plank hardwood floors, and five fireplaces that create warmth and character in nearly every room. One-of-a-kind hand-painted wall murals and custom artisan details enhance this home's distinctive personality while honoring its antique Colonial aesthetic. Built in 1988 and expanded in 1995 it includes a full basement, abundant storage and modern systems. Every space reflects craftsmanship rarely found in today's market. Located in the historic town of Ashford in Northeast Connecticut's "Quiet Corner" this remarkable property offers the perfect balance of peaceful country living with convenient access to nearby amenities as well as the Connecticut shoreline, Massachusetts, and the beautiful Rhode Island beaches. A truly exceptional offering for those seeking privacy, authenticity, and refined New England living. New roof and new septic system have been installed in last few months. Roof was installed days ago with transferrable 30-year warranty. Entire septic system was replaced months ago.

272 Horse Hill Rd, Ashford

$549,900

4 Beds ⋅ 3 Baths ⋅ 24186226 MLS

Live in this lovely house. 4-5 bedrooms 2.5 bathrooms. Eat-in kitchen, formal living room and formal dining room, first floor office, family room and laundry room. Most rooms have tin ceilings. The second floor is 4 bedrooms and 2 full bathrooms. Have your business in the former church...3300 sq ft with a balcony and a half bathroom. Handicap accessible. You could have your business on the first floor of the house and live on the second floor or you have an amazing 2 story barn....lots of options. All of this is on 1.58 acres. Subject to the recording of the new map, deed and easements.

350 Hartford Pike, Killingly

$1,275,000

4 Beds ⋅ 4 Baths ⋅ 24185273 MLS

Waterfront living at its most private and picturesque on beautiful Chamberlain Lake. Set on 200 feet of private lake frontage, this exceptional custom post-and-beam Cape offers a rare combination of craftsmanship, character, privacy and direct access to the water. Thoughtfully designed and built using timber milled from trees harvested on the property, the home has an unmistakable warmth and authenticity. A dramatic center brick chimney anchors the main living spaces, complemented by wide-board pine floors, exposed beams and abundant windows framing the surrounding landscape and lake. The spacious primary suite features a private balcony overlooking the water, two walk-in closets and a spa-like bath. Generously sized rooms and oversized step-in closets provide exceptional comfort and storage throughout. Step outside and enjoy the best of lake living with a private pathway leading to the water, ideal for swimming, fishing, kayaking and canoeing. Relax on the covered porch, gather around the fire pits, or enjoy the outdoor shower after a day on the lake. Beautifully landscaped grounds create a peaceful and private setting surrounded by mature trees and natural beauty.

95 Pole Bridge Rd, Woodstock

$374,900

3 Beds ⋅ 2 Baths ⋅ 24184708 MLS

Welcome home to this lovingly maintained 3-bedroom, 2-bath Ranch set on nearly half an acre in Willimantic. A welcoming slate-tiled foyer leads into a spacious living room that flows seamlessly into the dining area, creating a bright and inviting space filled with natural light. The eat-in kitchen features warm wood cabinetry, granite countertops, and ample workspace for meal preparation. Step outside to the composite deck overlooking the fenced backyard, perfect for relaxing, entertaining, gardening, or play. The home offers a primary suite with a private bath and two additional bedrooms. Laundry is currently located in the third bedroom but can easily be relocated to the basement, where washer and dryer hookups already exist. The walkout lower level is unfinished and offers endless possibilities for future expansion, including additional living space, a home office, gym, or potential in-law setup. Additional features include a spacious two-car garage with storage, central air, a boiler and heat pumps for efficient heating and cooling. Move right in and make it your own!

45 Whittemore St, Windham

$460,000

3 Beds ⋅ 3 Baths ⋅ 24185135 MLS

Immaculate in every sense of the word! 3 Bed, 2-1/2 Bath 2005 Colonial! Set back from the road tucked away & very private. 2 Car attached garage leads into a very spacious cabinet packed kitchen with area for eat-in kitchen option! Kitchen sliders right out to the deck. Separate formal dining room just to the left of the kitchen. Living room features Propane fireplace & lots of space for furniture arrangement. Main level laundry shared w/ 1/2 bath for convenience. Upstairs you will find front-to-back Primary Suite featuring private full bath & walk-in Closet. Bedroom 2 & 3 also have use of the 2nd full bath. Lower level finished Game/Entertainment room with another propane stove. Tons of space for basement storage on the unfinished side. Nothing to do but move into this one!

92 State Ave, Killingly

$240,000

2 Beds ⋅ 1 Baths ⋅ 24184150 MLS

Lake Life in this small home offering lake views and 2 level living space with large bedroom with storage on upper level. First floor offers a large living room, a bedroom and sitting area with a propane heater stove. The kitchen has space for the laundry equipment, and all amenities and sky lights. The large lot 0.24 acre, 2 sheds, grape vine and expansion possibilities. Selling " AS IS " condition. MOTIVATED SELLER. Closing is subject to seller find suitable housing.

59 Lake View Dr, Ashford

$594,900

3 Beds ⋅ 2 Baths ⋅ 24181815 MLS

14 Hnath Rd, Ashford

$875,000

4 Beds ⋅ 5 Baths ⋅ 24180671 MLS

NO TRICKS, ALL TREATS here. As the kiddos walk safely at the end of a town road cul-de-sac, up the paved driveway to the pretty front door, peek inside to see the details of this custom built ranch. Arched door ways, soaring ceilings, beautiful windows, and diverse gathering areas. Plenty of space on the more than 3000sqft main level living. What cannot be seen from the front door is the screened porch, covered deck, and pretty pergola with field stone patio. If you need more space, there is in-law style space finished above the garage. The majority of the lower level, walk out with sliders and its own garage, is finished with a media room, full bath, rec area and wet bar. In total, this property offers over 5000sqft of finished space, 3 garages, 2.12 acres, and situated conveniently in South Woodstock.

48 Grey Fox Lndg, Woodstock

$1,995,000

4 Beds ⋅ 4 Baths ⋅ 24180508 MLS

Extraordinary Waterfront Estate. Set on an exceptional 5.5-acre private lot with 265 feet of shoreline frontage, this completely rebuilt luxury residence offers a rare opportunity to own one of Woodstock's premier lakefront properties. Arrive via a long, newly paved private driveway that winds through a tranquil setting before revealing this stunning waterfront retreat. Offering 3,971 square feet, 4 bedrooms, and 4 bathrooms, the home was rebuilt from the ground up with next level quality and craftsmanship. Designed for both elegant entertaining and everyday enjoyment, the layout includes a formal dining room, spacious family room, custom mudroom, and a beautiful living room with propane fireplace overlooking Quasset Lake. The showpiece kitchen is truly one-of-a-kind, featuring handcrafted cabinetry by a New York artisan cabinet maker, thick quartzite countertops, premium built-in appliances, and a dramatic tray ceiling with custom white oak detailing. Luxury finishes continue throughout with veneer plaster walls, custom white oak vanities, a professionally designed primary closet, handmade laundry room cabinetry, and architectural flangeless LED lighting seamlessly integrated into the wood ceilings. Built with 2x6 construction, engineered floor systems, 2x12 roof rafters, red cedar siding and trim, central air, all-new heating and cooling systems, underground 400-amp service, and an automatic whole-house generator. Step outside and embrace the ultimate lake lifestyle.

158 W Quasset Rd, Woodstock

$399,900

5 Beds ⋅ 3 Baths ⋅ 24179982 MLS

Spacious farmhouse living at its best! This charming 5-bedroom, 2 full bath, and 1 half bath home sits on an expansive 11 acres, offering endless possibilities for privacy, recreation, or hobby farming. Inside, you'll find hardwood flooring throughout and two cozy fireplaces that add warmth and character. The versatile layout includes two additional family rooms that could easily serve as extra bedrooms, a home office, playroom, gym, or guest space - perfect for today's flexible lifestyle needs. Tucked away in a truly special setting, this home is surrounded by federal land, offering direct access to scenic hiking and horseback riding trails just steps from your door. Enjoy the peace and privacy of nature while still having the convenience of recent updates, including a newer boiler and porch. A seldom-available gem with room to grow both inside and out! Enjoy the space, charm, and opportunity this beautiful property provides with peaceful surroundings while still being in close proximity to Mansfield Hollow State Park, as well as nearby shopping and dining options. A rare opportunity to own acreage, space, and convenience all in one - schedule your showing today!

13 Bates Rd, Chaplin

$2,950,000

4 Beds ⋅ 5 Baths ⋅ 24115278 MLS

A rare and refined country estate offering privacy, luxury, and elegance on over 53 acres in scenic Pomfret. This extraordinary 4,442 sq ft custom, Tennessee fieldstone home includes 4 bedrooms and 5 baths-including a private in-law apartment/second primary suite with its own entrance. An additional 16+ acre building lot provides development potential. Surrounded by forest and adjacent to 175 acres of open space, this home sits high with long eastern views into RI! A 1,000 ft paved driveway leads past over 500 ft of hand-laid stone walls to the stunning residence, framed by 10" cedar columns and solid mahogany double doors. The interior exudes craftsmanship with 8' solid wood doors, mahogany floors, 12" triple crown molding, and Marvin windows throughout. The grand great room boasts 20' ceilings and a massive fieldstone fireplace, while the private office stuns with a redwood ceiling, fireplace, and custom cherry built-ins. The chef's kitchen features Viking and Meile appliances, granite counters, cherry details, and opens to a sunny morning room and expansive veranda. The primary suite is a retreat with vaulted ceilings, a luxurious spa bath, radiant heated travertine floors, custom vanities, arched alcoves, and dual walk-ins. Additional highlights include a 3-car garage with Spanish cedar doors, Sonos sound system, generator, 139-head irrigation system, and walk-up basement ready to finish. This is a one-of-a-kind legacy property -stately, expansive, and exquisitely built.

282 & 260 Searles Rd, Pomfret

Windham County, CT Single Family Homes for Sale

Newest Windham County, CT Single Family Homes for Sale

How much is your home worth?

How much is your home worth?

Address

Contact

Follow