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

4 Beds ⋅ 4 Baths ⋅ 24199541 MLS

Custom-built Cape with ADU on 1.62 acres just minutes from Thompson Speedway Motorsports Park, home to a racing track and the Raceway Golf Club, with easy access to 395. This one-of-a-kind property is a true car enthusiast's dream, anchored by a massive eight-car barn garage, ideal for collectors and hobbyists alike. The 1,552 square foot main house offers two bedrooms, hardwood and native pine floors throughout, a custom maple staircase, and French doors leading to an English garden. The kitchen features cherry cabinets and granite countertops, and the dining room includes a fireplace. Upstairs, the primary bedroom opens to a private deck overlooking the backyard. A partially finished basement adds flexible living space, Mitsubishi mini-split heating and cooling keeps every room comfortable, and a whole-house generator offers year-round peace of mind. A two-car garage with a ramp provides convenient access into the home. The property also includes a fully separate 576 square foot accessory dwelling unit with two bedrooms, one bath, a full kitchen, an additional downstairs room, and its own laundry and private garage, perfect as a guest house, home office, in-law or rental. Set in a peaceful country setting in Connecticut's Quiet Corner, this property offers space, versatility, and craftsmanship rarely found together. Subject to seller securing suitable housing. Seller has a next home under contract

22 Kingsbury Rd, Thompson

$579,000

2 Beds ⋅ 3 Baths ⋅ 24199517 MLS

Custom-built Cape with an Accessory Dwelling Unit (ADU) on 1.62 acres just minutes from Thompson Speedway Motorsports Park, home to a racing track and the Raceway Golf Club, with easy access to 395. This one-of-a-kind property is a true car enthusiast's dream, anchored by a massive eight-car barn garage, ideal for collectors and hobbyists alike. The 1,552 square foot main house offers two bedrooms, hardwood and native pine floors throughout, a custom maple staircase, and French doors leading to an English garden. The kitchen features cherry cabinets and granite countertops, and the dining room includes a fireplace. Upstairs, the primary bedroom opens to a private deck overlooking the backyard. A partially finished basement adds flexible living space, Mitsubishi mini-split heating and cooling keeps every room comfortable, and a whole-house generator offers year-round peace of mind. A two-car garage with a ramp provides convenient access into the home. The property also includes a fully separate 576 square foot accessory dwelling unit with two bedrooms, one bath, a full kitchen, an additional downstairs room, and its own laundry and private garage, perfect as a guest house, home office, in-law, or rental. Set in a peaceful country setting in Connecticut's Quiet Corner, this property offers space, versatility, and craftsmanship rarely found together. Subject to Seller securing suitable housing, Seller has next home under contract.

22 Kingsbury Rd, Thompson

$289,900

3 Beds ⋅ 1 Baths ⋅ 24198984 MLS

"First-floor living at its best! This charming 3-bedroom home features beautiful hardwood floors, a cozy fireplace for those cool New England evenings, and a whole-house generator to keep you comfortable when the power goes out. Situated on a desirable corner lot, the property also offers a paved driveway, storage shed, and convenient access to I-395. A wonderful opportunity for comfortable and convenient living in a great location."

28 Daggett St, Plainfield

$299,000

6 Beds ⋅ 2 Baths ⋅ 24193499 MLS

This two-family property offers solid bones and strong potential. Each unit provides a functional layout with 3 bedrooms and ample space including finished walk-up attic. Home has been used as a single family for the last 20 year's second floor kitchen needs to be reinstated. Ideal for investors, contractors, or owner occupants looking to build equity, this home needs work but delivers a great opportunity to create long-term value. Conveniently located in the heart of Putnam near local amenities and major routes, this property is a chance to transform a multi-unit home into a reliable income producing asset.

57 Wilkinson St, Putnam

$1,300,000

3 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

$280,000

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

$694,900

3 Beds ⋅ 2 Baths ⋅ 24197370 MLS

Attention log home lovers, hunters, car enthusiasts & more! Amazing opportunity to own this private, Log sided home, sitting on over 9.25 Acres of wooded land abutting 250+ acres of Windham Land Trust protected land. This young home was built just in 2004 and is over 2,000+ sq. ft. with an additional 300 sq. ft. rec room in the walk-out basement area. Imagine watching wildlife year-round on the wrap around farmers porch. Entering on the main level, the vaulted ceiling living room has a stone wood burning fireplace along with oak floors. The open concept kitchen & eating space area has plenty of working counterspace for entertaining. There are two good sized bedrooms on the main level along with a full bathroom & laundry for convenience. The second floor features a primary suite, walk-in closet, along with a full bathroom w/jetted tub & shower stall. Theres even a catwalk to a bonus loft area which would be a readers dream or a perfect home office! The inground pool with brand new fence is ready to enjoy. A detached 10+ car garage has 3 overhead doors, extra deep for tandem storage, metal roof, 2 post car lift, 100amp electric, along with a full loft, designed for vehicle storage, with additional garage door has tons of potential! Would make an excellent ADU for family. Flat driveway, Underground utilities, large-paved driveway pad, & Buderus boiler. Walking distance to Quaddick State Park. Minutes from MA & RI. Schedule your showing today!

751 Quaddick Town Farm Rd, Thompson

$469,900

3 Beds ⋅ 2 Baths ⋅ 24199253 MLS

BACK ON MARKET - NO FAULT OF THE PROPERTY! Buyer's circumstances changed prior to inspections being completed, giving you a second opportunity to make this home yours. Don't miss your chance! Welcome to 25 Provost Lane in Killingly! This charming 3-bedroom, 1.5-bath home is set on a beautiful, spacious lot with a peaceful brook running along the property, creating a wonderful backyard setting. Enjoy summer days by the in-ground gunite pool, complete with a pool house and plenty of outdoor space for entertaining, relaxing, and making memories. The inviting front porch with Trex decking is the perfect spot to enjoy your morning coffee or unwind at the end of the day. Inside, the partially finished basement provides additional living space, perfect for a family room, game room, or entertaining area. Additional updates include a roof approximately 8 years old. Tucked away on a quiet road yet conveniently located near shopping, restaurants, and major routes, this property offers a great combination of indoor and outdoor living. Come see all that 25 Provost Lane has to offer and make it your own!

25 Provost Ln, Killingly

$459,900

5 Beds ⋅ 2 Baths ⋅ 24199139 MLS

This beautiful 1740 antique Cape sits on a lovely 1.59 acres with the iconic stone walls of the area. The home is immaculate and ready for you to move right in. The first floor features a kitchen with the pantry everyone wants. In addition there is an impeccable butler's pantry with custom storage and display cases. The dining room is bright and can accommodate large family gatherings. There is a working fireplace in the sitting room and the office receives beautiful afternoon light. The sunny living room boasts a wood stove to keep you warm all winter. There is a first floor full bath & laundry. The second floor has four bedrooms, a full bath, and a large walk in attic. Other features include a screened porch, two barns, which would be ideal for a hobby farm or workshops/studios. There is a fenced-in area for pets, an above ground pool, a large garden area with two raised beds, in ground beds, 4 newly planted fruit trees, and an area for expansion. Half of the property is in the process of rewilding, but it has only been a year and can easily be returned to lawn if desired. Recent updates include a new roof in 2025 with a warranty ,which will convey, many replacement windows, new chimney cap, the well pump was replaced two years ago, and the woodstove was installed in 2025. The home is filled with charm and character and has a floor plan that provides many options. Schedule a time to view this exceptional Brooklyn property

136 Hartford Rd, Brooklyn

$215,000

2 Beds ⋅ 2 Baths ⋅ 24199231 MLS ⋅ Elm Tree Village BLDG.

Welcome to this well maintained 2 bedroom, 1.5 bathroom condo in the peaceful Elm Tree Village community. With a living room that flows into the dining area, this home features a functional layout designed for easy living. The private deck is perfect for relaxing and enjoying the weather. There is also an attached garage and a basement offering ample storage space. Come add your touches and make it your own!

29 Kathleen Dr Unit 7E, Windham

$989,000

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

$539,000

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

$1,149,000

4 Baths ⋅ 24197138 MLS

Rare income-producing industrial/residential combination (sold as a package) on 3.41 acres in North Windham, CT, conveniently located right off Rt6. The offering includes an active concrete casting and precast manufacturing campus at 350 Tuckie Road, comprised of two buildings totaling 13,800 SF: a 9,800 SF two-story main plant built in 1965 with 21' wall height, and a 4,000 SF warehouse built in 2002 with 15' wall height, currently leased to a metal fabrication tenant. Casting equipment and forms convey with the sale, offering a turnkey opportunity for an owner to continue precast operations, while additional site equipment, vehicles, and machinery may be available separately. The adjoining residential parcel at 356 Tuckie Road provides road frontage and a buffer to the industrial campus, and includes a 1,052 SF, 2-bedroom, 1-bath ranch-style residence with a 308 SF garage - ideal for an owner-operator or on-site foreman/employee, or currently rented month-to-month for immediate income. Both parcels share a private well and septic system and are offered together as one. Combined in-place gross rental income totals approximately $33,600/year. This gives the new owner the flexibility to occupy, re-lease, or formalize a new lease at closing. Estimated market rent range for the combined property is $5.000+/month. Zoned C1 (industrial) and PDD1 (residential), this is an excellent opportunity for an owner-operator, investor, or precast manufacturer!

350 Tuckie Rd, Windham

$319,900

4 Beds ⋅ 3 Baths ⋅ 24198372 MLS

If you're looking for a spacious investment property or a home where you can add your own personal touches, this could be the one! Ideally located close to Eastern Connecticut State University, this 4-bedroom Colonial offers excellent potential as a housing investment, especially with a separate in-law apartment. The home features generously sized rooms, beautiful wood floors, some updated windows, and a cozy wood stove. Outside, enjoy a beautifully landscaped, fully fenced-in yard, a huge screened-in back porch-perfect for relaxing or entertaining-and a detached one-car garage. With its desirable location, flexible living space, and plenty of potential, this property is a wonderful opportunity for investors, owner-occupants, or anyone looking to create a home that truly reflects their style.

130 Windham Rd, Windham

$84,900

24198825 MLS

Discover the perfect setting for your future home at 18 Ledge Hill Road in Sterling, Connecticut. This beautiful 1.87-acre country lot offers approximately 617 feet of road frontage and a desirable corner location at Ledge Hill Road and Church Street. High and dry with a peaceful rural setting, the property was previously approved for a 3-bedroom home in 2004, and the seller can provide the prior plans for reference. Conveniently located just 4.5 miles from I-395 and close to the Rhode Island line, you'll enjoy the privacy of country living while remaining within easy reach of surrounding towns, shopping, and major routes. A wonderful opportunity to build your dream home in a scenic New England setting. Buyers and agents are encouraged to perform their own diligence with the Town of Sterling regarding current approvals, building requirements, permits, utilities, well, and septic.

18 Ledge Hill Rd, Sterling

$650,000

4 Beds ⋅ 3 Baths ⋅ 24197102 MLS

This 4-bedroom, 2591sqft Cape is on cul-de-sac, conveniently located in South Woodstock. Offering combination of classic character with hardwood floors and comfortable living spaces, this single owner home is ready for it's next chapter. The main level living area is all hardwoods, with a kitchen/dining combination, a living room with a propane fireplace, and an office with tons of built-ins. Come in from the garage that is equipped with shelving and a set tub, to the mudroom with open locker style storage. Privately tucked to the rear of the main floor is the primary suite, with a large walk in closet, and full bath. The 2nd level is a surprise with 3 good sized bedrooms, a full bath, a great closet storage space, and a future living space, already studded with rough plumbing and electric. The level back yard offers room to relax, play, garden, or entertain. The irrigation system will keep the lawn green. No HOA, Senexet Village Road is town owned, and also hosts a recreation area for all to use.

23 Senexet Village Rd, Woodstock

$499,900

3 Beds ⋅ 2 Baths ⋅ 24198779 MLS

Welcome home to this beautifully remodeled 3-bedroom, 2-bath log home, where rustic charm meets modern comfort in a peaceful country setting. The inviting interior features vaulted ceilings and an open, warm atmosphere, complemented by a gorgeous new kitchen with quartz countertops, stainless steel appliances and a center island. Both bathrooms have been tastefully updated. The spacious primary bedroom suite offers built-in drawers, a private bath and its own sitting room, creating a wonderful private retreat. Relax and enjoy the surroundings from the full-length farmer's porch overlooking 2.76 acres of peaceful rural property. An oversized detached 2-bay garage provides plenty of room for vehicles, storage, hobbies or a workshop. Enjoy the privacy and tranquility of country living while still being conveniently located near I-395 and the Rhode Island line. A beautifully updated log home with character, space and a setting that feels like a true escape.

235 New Rd, Plainfield

$564,900

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

$650,000

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

$325,000

5 Beds ⋅ 2 Baths ⋅ 24198176 MLS

Fantastic 2 family with both units recently renovated. 3 bedrooms in one unit. 2 bedrooms in other with a formal dining room. Each unit has a washer and a dryer. Each unit has its own parking area.

983 Riverside Dr, Thompson

$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

$445,000

7 Beds ⋅ 3 Baths ⋅ 24198253 MLS

61-63 Pomfret Street, Putnam, CT 06260 Excellent turnkey investment in the heart of Putnam. This true side-by-side townhouse-style duplex has been thoroughly renovated and finished to a high standard. Each unit has its own first and second floor, private basement, and private fenced-in rear lawn. The left side offers 4 bedrooms and 1 bath, currently rented at $1,600/month. The right side offers 3 bedrooms and 1.5 baths, currently rented at $1,400/month. Combined gross rents are $3,000/month ($36,000/year). Both tenants are month-to-month. Updates include newer cabinets and countertops, fully renovated bathrooms, freshly painted walls throughout, and flooring in good condition. The roof is only 2 years old with 30-year architectural shingles, furnaces are 3 years old, and the building has brand-new vinyl replacement windows.Conveniently located near downtown Putnam restaurants, shops, and events with easy access to I-395. Worcester is approximately 28 miles, Providence about 33 miles, and New London roughly 48 miles. A clean, low-maintenance duplex ideal for investors seeking cash flow or an owner-occupant.

61-63 Pomfret St, Putnam

$299,900

3 Beds ⋅ 1 Baths ⋅ 24198542 MLS

A rare opportunity to create your own waterfront retreat on Alexander's Lake. This 3-bedroom, 1-bath home offers 1,282 square feet of living space with direct lake frontage and a setting that's hard to beat. Inside, you'll find a spacious living area with a brick fireplace and stone flooring, along with a sunroom positioned to take in the water views. Step outside onto the large deck overlooking the lake, with direct access to the water just steps away. The home is ready for renovation, giving the next owner the opportunity to update the space while taking full advantage of its waterfront location. Spend your days kayaking, paddleboarding, fishing or boating on Alexander's Lake, where electric motors only are permitted. Property is located on leased land and sale is subject to Probate Court approval. A little work, a great setting, and plenty of potential-bring your vision and create your own place on the lake.

111 Island Rd, Killingly

$499,900

3 Beds ⋅ 3 Baths ⋅ 24198244 MLS

ANOTHER REFINED LIVING EXCLUSIVE! To be built! 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

$199,900

2 Beds ⋅ 2 Baths ⋅ 24197730 MLS ⋅ Elm Tree Village BLDG.

Wake up with the sunrise and end your day with sunsets in this easy-living light-filled condo in a fantastic location! Welcome to Elm Tree Village, where this well-kept two-bedroom, 1.5-bath townhouse offers comfortable, low-maintenance living in a convenient Windham location. The main level features a bright, inviting living space with an easy-flowing layout for everyday living and entertaining. Upstairs, you'll find two bedrooms and a full bath, while the finished basement adds valuable additional space - perfect for a family room, home office, or gym. Central air provides added comfort throughout the warmer months, and natural gas heat offers efficient heating when temperatures drop. Community amenities include tennis courts and outdoor picnic areas, providing additional ways to enjoy the property beyond your front door. Conveniently located near Eastern Connecticut State University, shopping, dining, and highways, this townhouse offers a great combination of space, comfort, and accessibility.

29 Kathleen Dr Unit 3B, Windham

$679,900

3 Beds ⋅ 3 Baths ⋅ 24198041 MLS

Welcome to this new construction ranch in desirable Brooklyn, CT. This 3 bedroom 2.5 bath home offers comfortable one level living! Highlighting hardwood floors throughout, abundant natural light and a spacious open layout. The kitchen 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, two-car attached garage and the ease of quiet living, all conveniently located near Route 6 and I-395.

83 Grand View Ter, Brooklyn

$349,900

3 Beds ⋅ 2 Baths ⋅ 24197625 MLS

This well-maintained ranch offers comfortable one-level living with 3 bedrooms and 1.5 baths. The kitchen features maple cabinetry, granite countertops, and plenty of workspace. Hardwood floors flow throughout most of the home, adding warmth and character. The heated, partially finished basement provides additional living space and includes 2 additional rooms great for a playroom, office, rec room or room for overnight guests. Natural gas heat and a new roof are additional features you'll appreciate. Step outside and enjoy the large, level backyard, perfect for entertaining, gardening, pets, or simply relaxing outdoors. A spacious deck overlooks the backyard, while the large screened-in room provides a wonderful spot to enjoy the outdoors while staying protected from the elements. The generous-sized shed, complete with a loft, offers plenty of additional storage space. With its desirable ranch-style layout, additional finished space, great outdoor areas, and valuable updates, this home is ready to welcome its next owners home!

6 Linda Ln, Plainfield

$399,000

4 Beds ⋅ 2 Baths ⋅ 24197571 MLS

Welcome to this inviting 4-5 bedroom, 2-bath Colonial in the heart of Danielson, CT. Set on a generous .35-acre lot with 1,904 square feet of living space, this two-story home blends classic charm with everyday comfort. Gleaming hardwood floors run through the kitchen, living room, and dining room, while the sun-filled living room addition, built in 1999, adds extra space to spread out. The kitchen was refreshed about eleven years ago with new cabinets and countertops, and nearly every appliance has been updated in recent years, with the exception of the microwave. Siding and windows were replaced in 2007, the roof is roughly eleven years old, and the furnace is about 2 years old, meaning many of the big-ticket updates are already done. Upstairs, the bedrooms feature carpet and paint that were refreshed within the past couple of years. Additional highlights include a detached 2-car garage and a walk-up attic filled with natural light from its front-facing windows, perfect for storage or future finished space. Outside, enjoy a large back deck and a fully fenced yard. All of this in a peaceful residential neighborhood with easy access to local roads and amenities. This home truly offers the perfect mix of comfort and convenience.

85 Robertson Ave, Killingly

$359,000

2 Beds ⋅ 2 Baths ⋅ 24197846 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.

20 Cemetery Road Unit 20, Plainfield

$385,000

2 Beds ⋅ 1 Baths ⋅ 24197687 MLS

Well maintained 2 bedroom 1 bath ranch On secluded lot, so quiet so private. You'd never know you're only 5 mi to 395.. So many updates. Septic system just pumped, New submersible well pump installed, well water tested. New chimney inside and out. New electric water heater. New baseboard heaters . New gutters. New full perimeter sump pump. 900 plus square foot patio, new saltwater hot tub, new sunsetter 19-ft, retractable awning and more

1232 Riverside Dr, Thompson

$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

$475,000

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

$849,900

4 Beds ⋅ 24197545 MLS

Distinctive mixed-use property believed to date to the 1800s and extensively renovated around 2021. 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

$379,000

2 Beds ⋅ 1 Baths ⋅ 24197449 MLS

Lake Life! Year-round Home! Welcome to Ashford CT. 2mi to Rte 84 E/W entrance/exit to Boston, NY or Mass, 12mi to Sturbridge, MA. Easy commute. This home offers spectacular lake access and views. Sunrise to sunset enjoy the amenities of Lake Chaffee Beaches, kayaking, small boats, walks, fishing and much more! The 2009 home shines from head to toe. Enter through the front patio door with room to sit and enjoy the view. flowers and plantings. Hardwood floors, granite kitchen counters and island, stainless appliances, cathedral ceilings, hickory cabinets upgraded to include slide out drawers, corner cabinets and more. Two sets of glass sliders to the front deck makes this home bright and cheery. The Open Floor Plan allows for great conversations. The loft also with sliders to a rear deck. Perfect for guest room, office or to have a morning coffee or evening sip on the deck to sit and relax while you watch the birds or sunsets, beautifully. Full bathroom has a walk-in double shower space. Landscaped with flower gardens. Lots of space in the basement area for storage, An oversized garage with electricity ideal for storage or a workshop. Another convenient storage shed on the lush yard. Propane radiant heat and on demand hot water for optimal efficiency. The Home has lake rights to lake Chaffee, boat launch for small boats. Generator Hook-up in place for your convenience. Come visit to see this amazing home.

290 Ference Rd, Ashford

$579,900

3 Beds ⋅ 3 Baths ⋅ 24197223 MLS

UPDATED PLAN now Offers 1990 SQFT Stunning Traditional Colonial To Be Built in Ashford Meadow Estates, Ashfords Newest 6 lot subdivision featuring picturesque land in Eastern CT's quiet corner. Elegant Classic New England features interior designers dream! This functional floor plan will shine with abundant natural light throughout this spacious living space. The custom kitchen design includes quality cabinets Quartz counters & a large dining space. A great room perfect for a fireplace option to set the tone for that New England home of your dreams. To finish out the first floor the front room/home office would look great with a glass French Door style option. Upstairs is host to the spacious primary suite with private en-suite bathroom. Two additional bedrooms and an optional bonus room Enjoy all that nature has to offer, the lot is breathtaking overlooking serene wooded surroundings, perfect for relaxing or entertaining. Enjoy a peaceful rural setting while remaining conveniently close to major highway i84 just 5 miles away, Lake Chaffee close by and the Uconn campus just 13 miles away.

82 Ference Rd, Ashford

$299,900

4 Beds ⋅ 1 Baths ⋅ 24195103 MLS

Should go ANY Financing! HUGE 16 x 19 DECK to enjoy your Summer evenings! 4 Bedrooms with NEW Carpet! LARGE family room w/ Woodstove and NEW carpet, Laundry area w/ 2 bedrooms on lower level. Main level has NEW flooring in living room and hallway big bay window for natural light. BRAND NEW cabinets, counter, sink and has appliances too with NEW flooring in eat in kitchen. Slider leads to deck. Bathroom has NEW vanity, toilet and flooring. City water, sewer, 2026 hot water heater and shed conveys. LOW TAXES!

39 Beechwood Blvd, Plainfield

$274,900

4 Beds ⋅ 2 Baths ⋅ 24193997 MLS

Offered for the first time in 24 years and loaded with high-ticket updates, this spacious 1648 ft.2 Cape Cod offers four bedrooms, two full baths, and is set on a private .61 acre lot in a small neighborhood! Over the past 12 years, the seller performed substantial updates including a new metal roof, installed a new central air system with new ductwork, converted from oil to propane, added a high efficiency propane furnace and on-demand water heater, updated 200 AMP electrical, plus a new well pump and retention tank! You can add your personal touch throughout the interior and enjoy everything this Home has to offer! The main level offers a spacious eat-in kitchen with large pantry and access to the side deck, living room with HW floors and abundant natural light, bedroom with HW floors, super convenient full bath and separate 8'5" by 9'7" laundry room! Upstairs find three spacious bedrooms, including the primary with his and her closets, and a shared full bath! Other updates include newer windows (2005 - 2010), septic system (1989) and new Well (1985). The walkout portion of the lower level used to house a wood stove and was set up as a 350 ft.2 rec room, while the basement is great for storage. The yard has lots of possibilities and comes with 2 storage sheds! Centrally located minutes from shopping, restaurants, golf, parks, trails, and farms, while ECSU is 10 minutes away, and UConn Storrs is 15 minutes!

27 Gamache Ln, Windham

$389,900

6 Beds ⋅ 2 Baths ⋅ 24196938 MLS

This well-maintained duplex offers an excellent opportunity for investors or owner-occupants looking to build equity while generating rental income. Each unit features 3 bedrooms, 1 full bathroom, and nearly 1,300 square feet of living space, providing spacious layouts and strong rental potential. One unit will be vacant at the time of purchase and has been recently renovated, allowing a new owner the flexibility to move in, secure a new tenant at current market rates, or utilize the unit as an owner-occupied residence. The second unit is currently tenant-occupied and generates $1,700 per month in rental income, providing immediate cash flow from day one. Both units feature individual basements, offering valuable storage space and additional potential. Conveniently located in Plainfield with easy access to local amenities, schools, shopping, and major roadways, this property is an ideal addition to any investment portfolio. Live in one unit, rent the other, or maximize the property's income potential-this is a great opportunity to own a spacious two-family property.

81-83 Community Ave, Plainfield

$249,900

6 Beds ⋅ 2 Baths ⋅ 24196730 MLS

Exceptional opportunity for investors and owner-occupants alike! This two-family home has one vacant unit and one occupied currently generating $1625 per month in gross rental income while being offered at just $265,000. Opportunities to acquire a property with this level of income at this price point are becoming increasingly difficult to find. This Putnam two-family is located on a quiet dead-end street just a short walk from downtown's restaurants, shops, and amenities. Each unit offers three bedrooms and one full bath, providing spacious layouts that remain highly desirable to tenants. With nearly 2,000 square feet of living space on a manageable 0.14-acre lot, the property delivers strong rental performance without the burden of extensive grounds maintenance. Putnam's ongoing downtown revitalization continues to attract residents seeking a walkable lifestyle, helping support strong demand for well-located rental housing. Whether you're looking to add a cash-flowing asset to your portfolio or offset your mortgage with rental income, 21 George Street represents an affordable entry into investment property ownership with income already in place from day one.

21-23 George St, Putnam

$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

$690,000

3 Beds ⋅ 2 Baths ⋅ 24196150 MLS

Lakefront Living at Its Finest! Experience the beauty of waterfront living in this charming 3-bedroom, 2 full-bath home nestled on the shores of a Alexanders Lake. Wake up to breathtaking water views and enjoy peaceful mornings from the inviting three-season room, the perfect place to relax, entertain, or take in the beauty of every season. Inside, you'll find a welcoming layout designed for comfortable everyday living. The home features a bright living area, a functional kitchen, 3 bedrooms & 2 full baths providing plenty of space for family and guests. A walk in attic has enough space for expansion. The walkout basement offers endless possibilities-create a recreation room, home gym, workshop, or additional living space while enjoying direct access to the backyard and lakefront. Whether you're looking for a year-round residence, a vacation getaway, or an investment property, this lakefront gem offers the perfect combination of comfort, scenery, and outdoor recreation. Spend your days boating, fishing, kayaking, swimming, or simply enjoying the tranquil surroundings. Don't miss this rare opportunity to own your own slice of paradise on one of the area's most beautiful lakes! Slow life down and breath in the scenery at this beautiful home.

188 Laurel Point Rd, Killingly

$435,000

5 Beds ⋅ 3 Baths ⋅ 24196439 MLS

Excellent opportunity to own a versatile 3-family property in the heart of Putnam! This well-located multi-family home offers an outstanding opportunity for both investors and owner-occupants. Live in one unit while generating rental income from the others, or add a solid income-producing property to your portfolio. Situated on a 0.31-acre level lot, the property features three residential units, a detached 3-car garage, ample paved parking, and public water and sewer. Conveniently located just minutes from vibrant Downtown Putnam, you'll enjoy easy access to restaurants, shops, parks, schools, and local amenities, making this an attractive location for tenants and homeowners alike.

31 Mill St, Putnam

$399,999

3 Baths ⋅ 24196433 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

$547,000

5 Beds ⋅ 4 Baths ⋅ 73558354 MLS

Oversized Colonial offering exceptional space, flexibility, and income potential. This well-appointed home features a spacious layout with generous living areas, ideal for both everyday living and entertaining. A separate in-law apartment provides the perfect setup for extended family, guests, or additional rental income, offering privacy and versatility. The main residence showcases classic Colonial charm with expansive rooms, abundant natural light, and a functional floor plan. A two-car garage adds convenience and storage, while the property's layout accommodates a variety of lifestyle needs. Equipped with a Generac generator, this home ensures peace of mind and uninterrupted comfort year-round. Whether you're seeking multi-generational living or an opportunity to offset your mortgage with supplemental income, this property delivers both value and flexibility in one impressive package.

41 Margaret Henry Road, Killingly

$699,900

6 Beds ⋅ 5 Baths ⋅ 73558344 MLS

Step back in time while enjoying the comforts of modern living at this extraordinary circa-1770 three-unit property, where historic New England charm meets exceptional income-producing potential. Set on nearly 4 private acres, this one-of-a-kind estate offers the perfect opportunity for investors, owner-occupants, or those seeking a multi-generational family compound. The property features three separate living units, each offering its own unique character while showcasing the timeless craftsmanship of the 18th century. Thoughtful renovations and updates have preserved the home's rich history while providing the conveniences of today's lifestyle. Whether you choose to occupy one unit and generate rental income from the others or maximize the property's investment potential, the possibilities are endless.Beyond the residences, the property is loaded with amenities including your own private dock, multiple garage spaces, several barns, outbuildings, and charming sheds that are ideal for workshops, storage, entertaining, or hobby spaces. The nearly 4-acre setting provides privacy, open space, and room to garden, explore, or simply enjoy the peaceful countryside. Properties offering this combination of history, flexibility, and income potential are incredibly rare. Whether you're looking to expand your investment portfolio, create a multi-generational estate, or own a distinctive piece of New England history, this remarkable three-unit property is truly unlike anything else.

1530 Hartford Pike, Killingly

$547,000

5 Beds ⋅ 5 Baths ⋅ 73558329 MLS

Oversized Colonial offering exceptional space, flexibility, and income potential. This well-appointed home features a spacious layout with generous living areas, ideal for both everyday living and entertaining. A separate in-law apartment provides the perfect setup for extended family, guests, or additional rental income, offering privacy and versatility. The main residence showcases classic Colonial charm with expansive rooms, abundant natural light, and a functional floor plan. A two-car garage adds convenience and storage, while the property's layout accommodates a variety of lifestyle needs. Equipped with a Generac generator, this home ensures peace of mind and uninterrupted comfort year-round. Whether you're seeking multi-generational living or an opportunity to offset your mortgage with supplemental income, this property delivers both value and flexibility in one impressive package.

41 Margaret Henry Road, Killingly

$359,900

3 Beds ⋅ 2 Baths ⋅ 24192883 MLS

Welcome home to this beautifully crafted 2023 Raised Ranch, where modern design meets everyday comfort. Offering 3 spacious bedrooms and 2 full bathrooms, this move-in ready home is perfect for buyers looking for the convenience of new construction without the wait. Step inside to an inviting open-concept layout featuring gorgeous hardwood floors and an abundance of natural light. The stunning kitchen is the centerpiece of the home, complete with granite countertops, a large center island, stainless steel appliances, and ample cabinet space, ideal for both everyday living and entertaining. The thoughtfully designed floor plan provides comfortable living spaces, while the newer construction offers peace of mind with modern finishes and minimal maintenance. Whether you're a first-time homebuyer, looking to downsize, or simply searching for a home that's truly turnkey, this property is sure to impress. Don't miss your chance to own this exceptional home. Schedule your private showing today before it's gone!

2 Julian Cir, Sterling

$699,900

6 Beds ⋅ 5 Baths ⋅ 24196318 MLS

Step back in time while enjoying the comforts of modern living at this extraordinary circa-1770 three-unit property, where historic New England charm meets exceptional income-producing potential. Set on nearly 4 private acres, this one-of-a-kind estate offers the perfect opportunity for investors, owner-occupants, or those seeking a multi-generational family compound. The property features three separate living units, each offering its own unique character while showcasing the timeless craftsmanship of the 18th century. Thoughtful renovations and updates have preserved the home's rich history while providing the conveniences of today's lifestyle. Whether you choose to occupy one unit and generate rental income from the others or maximize the property's investment potential, the possibilities are endless.Beyond the residences, the property is loaded with amenities including your own private dock, multiple garage spaces, several barns, outbuildings, and charming sheds that are ideal for workshops, storage, entertaining, or hobby spaces. The nearly 4-acre setting provides privacy, open space, and room to garden, explore, or simply enjoy the peaceful countryside. Properties offering this combination of history, flexibility, and income potential are incredibly rare. Whether you're looking to expand your investment portfolio, create a multi-generational estate, or own a distinctive piece of New England history, this remarkable three-unit property is truly unlike anything else.

1530 Hartford Pike, Killingly

$550,000

24194772 MLS

56.38 Acres * 2,900 Feet of Combined Road Frontage * Outstanding Subdivision Potential .... Exceptional opportunity to own 56.38 acres in the scenic countryside of Canterbury. Offering approximately 1,900 feet of frontage on Walker Road and an additional 1,000 feet of frontage on John Brook Road, this beautiful parcel features gently rolling to mostly level terrain, mature hardwoods, picturesque stone walls, a meandering stream and abundant wildlife including deer and pheasants. The expansive road frontage and size present outstanding potential for future subdivision, subject to local approvals. Perc testing was most recently completed in 2009. Whether you're a developer, builder, investor, or someone seeking a remarkable estate setting, this property offers the rare combination of privacy, natural beauty, and development potential. Conveniently located while maintaining the peaceful character of rural Connecticut, this is a unique opportunity to create something special. Buyer to perform their own due diligence regarding subdivision and development possibilities.

121 Walker Rd, Canterbury

$500,000

4 Beds ⋅ 4 Baths ⋅ 24193694 MLS

Everyone loves a great wrap-around front porch, & this one feels like it was made for slowing down. Wrapped in classic columns & overlooking one of Connecticut's most scenic historic districts, this 1830 home offers 4 bedrooms, 3.5 bathrooms, & over 2,800 square feet filled with original character. Step inside to an elegant oak staircase, original hardwood floors, crown molding, & an interior that reminds you why people continue to fall in love with historic homes. The oversized living room is filled with natural light from dramatic floor-to-ceiling windows. A formal dining room flows into the eat-in farmhouse-style kitchen, where a remarkable brick fireplace once served as the home's original indoor cooking hearth. A first-floor en suite bedroom provides flexibility for guests, multigenerational living, or a private home office, while upstairs you'll find three additional bedrooms plus additional rooms ideal for offices, art studios, a library, or hobby space. Outside, the large rear deck overlooks a just over 3/4-acre, partially fenced lot with plenty of room to entertain, garden, or simply enjoy the outdoors. A new roof installed in 2026, solar panels that help offset electric costs, & a one-car garage add everyday convenience. Located along scenic Route 169 in Brooklyn's historic district, you'll enjoy the charm of Connecticut's Quiet Corner just five minutes from everyday conveniences & approximately 45 minutes from both Providence & Worcester.

31 Canterbury Rd, Brooklyn

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