Windham County CT Houses for Sale

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  /15

  $385,000

  • 3 Beds
  • 1.5 Baths
  • 1,712 Sq Ft

  41 Jennings Ln, Windham, CT 06280

  Welcome to this beautifully maintained raised ranch nestled on a meticulously landscaped lot-offering exceptional curb appeal and plenty of space for outdoor entertaining. The oversized front, side, and backyard areas, along with the long, wide paved driveway and ample parking, provide the perfect setting for hosting family and friends. Inside, enjoy a bright and open floor plan featuring 3

  Sheri Shvonski List N Show LLC

  41 Jennings Ln, Windham, CT 06280
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  /39

  $339,900 Open Sun 11AM - 1PM

  • 3 Beds
  • 2.5 Baths
  • 1,190 Sq Ft

  157 Scotland Rd, Windham, CT 06280

  Scenic and spacious, this charming 3-bedroom, 2.5-bath home sits on just under an acre along a country road-offering the perfect blend of privacy and convenience. Inside, you'll find a well-designed living space, featuring a functional layout and thoughtful upgrades including brand-new PEX plumbing and an energy-efficient heat pump for year-round comfort. The heart of the property is the

  Josh Bodian Evermark Property Group

  157 Scotland Rd, Windham, CT 06280
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  /35

  $360,000 Open Sat 11AM - 1PM

  • 4 Beds
  • 2 Baths
  • 1,485 Sq Ft

  1897 Upper Maple St, Dayville, CT 06241

  Opportunity knocks in Killingly! Enter inside this charming 4-bedroom, 2-bathroom Cape-style home and be greeted by a sunny living room that seamlessly flows into the kitchen and dining area. The kitchen is a chef's delight, boasting butcher block countertops, stainless steel appliances, and an electric range. From the dining area, a slider provides easy access to the back deck, perfect for

  Colleen Crowley Lamacchia Realty

  1897 Upper Maple St, Dayville, CT 06241
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  /28

  $384,900 Open House 8/09

  • 3 Beds
  • 2 Baths
  • 1,848 Sq Ft

  184 Phoenixville Rd, Chaplin, CT 06235

  A unique blend of old-world charm and modern conveniences. Featuring 3 bedrooms and 2 baths, and 1,848 sqft sitting on 1.3 acres. Perfect for those looking for a piece of history with all the comforts of modern living. New windows, roof, landscaping, large garage, work shop, storage loft, parking for 6+ and more! An outdoor shower and private path straight to one of CT's most beautiful rivers. 2

  Derek Greene Derek Greene

  184 Phoenixville Rd, Chaplin, CT 06235
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  /14

  $199,999

  • 2 Beds
  • 2 Baths
  • 2,713 Sq Ft

  211 Old Colony Rd, Eastford, CT 06242

  This unique property in Eastford, CT, built in 1821, offers over 2700 square feet of living space and is brimming with historical charm and potential. While it requires extensive renovation to restore its former glory, the home boasts original features such as wide-plank hardwood floors and built ins. The spacious layout includes multiple rooms that can be reimagined for modern living. This

  Brittany Russell Tier 1 Real Estate

  211 Old Colony Rd, Eastford, CT 06242
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  /20

  $130,000

  • 1 Bed
  • 1 Bath
  • 720 Sq Ft

  256 Pine Hill Rd, Sterling, CT 06377

  Very pretty, level lot with 317 feet of road frontage, and approximately 1244 ft deep. The house was lived in until very recently, however best future use may be a tear down. All of the mechanicals seem to be functional. There is a drilled well, and an old dug well. There is some type of a septic system, presumably from when the house was built in 1955. The foundation is stone, and below the

  Lynn Converse RE/MAX Bell Park Realty

  256 Pine Hill Rd, Sterling, CT 06377
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  /40

  $409,900 Open Sat 10:30AM - 12PM

  • 4 Beds
  • 2 Baths
  • 1,068 Sq Ft

  686 Cook Hill Rd, Danielson, CT 06239

  Set on nearly 3 acres in a quiet Killingly location, this charming 4-bedroom, 2-bath mini-farm blends country character with modern upgrades. The home features a spacious layout, mini-split AC in the kitchen, a new well pressure tank (2024), wood stove in the bonus building, and added solar panels for energy efficiency. Outside, enjoy an expansive property ideal for equestrian use-including a

  Jonathan Bolano eXp Realty

  686 Cook Hill Rd, Danielson, CT 06239
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  /31

  $299,000

  • 2 Beds
  • 1 Bath
  • 1,040 Sq Ft

  242 Herrick Rd, Brooklyn, CT 06234

  1.93 acres of pure retreat await you! Follow the country roads to this charming 2-bedroom split-style home on an incredible lot. Private, yet accessible to all of the downtown conveniences you need. Lush fruit trees & bushes surround this outdoor oasis, with endless options for gardening! Double fire pits, gazebos of greenery - a must see. Many recent updates - priced to sell & ready for your

  Jackie Tacy RE/MAX One

  242 Herrick Rd, Brooklyn, CT 06234
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  /37

  $299,000 Open Sat 11AM - 12:30PM

  • 4 Beds
  • 3.5 Baths
  • 2,257 Sq Ft

  19 Impala Dr, Willimantic, CT 06226

  WELCOME to 19 Impala Drive, the IDEAL home for multiple generational living. This delightful colonial offers newly finished hardwood floors, New Furnace (less than 5 years old) and a well maintained opportunity to create your forever dream home!!! Location within a few minutes of shopping, minutes to Uconn & ECSU, near public transit and with convenient highway access. Featuring beautiful wood

  Robyn Letourneau Berkshire Hathaway NE Prop.

  19 Impala Dr, Willimantic, CT 06226
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  /40

  $939,000

  • 3 Beds
  • 2.5 Baths
  • 3,282 Sq Ft

  133 Munyan Rd, Putnam, CT 06260

  Welcome to 133 Munyan Road in Putnam, Connecticut-a beautifully maintained and private retreat nestled on over 4 acres of picturesque land. This elegant 3-bedroom, 2.5-bathroom home, built in 1988, offers approximately 3,282 square feet of refined living space. Recent upgrades include a brand-new roof and an updated kitchen, blending modern comfort with timeless charm. Inside, you'll find a warm,

  Joel Grispino Drawbridge Realty

  133 Munyan Rd, Putnam, CT 06260
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  /37

  $399,900

  • 3 Beds
  • 2.5 Baths
  • 1,858 Sq Ft

  9 Main St, Hampton, CT 06247

  GORGEOUS field with a view with 6.7 ACRES to bring the horses and cows! OVERSIZED detached 2 car garage built in 2008 w/ LARGE LOFT above would make a great office. Gambrel awaits your finishing touches with trim, Moulding and paint. BEAUTIFUL eat in kitchen w/ GRANITE COUNTERS and breakfast bar w/ FRENCH doors leading to back yard and formal dining w/ FIREPLACE and wide plank flooring. LARGE

  Christine Johnson RE/MAX One

  9 Main St, Hampton, CT 06247
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  /36

  $799,900

  • 3 Beds
  • 2.5 Baths
  • 3,364 Sq Ft

  36 Breakneck Hill Rd, Dayville, CT 06241

  Gracefully set on 7.7 private acres, this exceptional estate was designed for those who live to entertain-and love to retreat. From its elegant architecture to its resort-inspired amenities, every detail reflects luxury without compromise. Inside, soaring ceilings and refined millwork frame a layout built for both grand gatherings and quiet indulgence. The formal dining room makes a statement

  Patrick Farrell Compass Connecticut, LLC

  36 Breakneck Hill Rd, Dayville, CT 06241
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  /40

  $279,000

  • 4 Beds
  • 2 Baths
  • 2,673 Sq Ft

  98 Windham St, Willimantic, CT 06226

  Step into timeless elegance at 98 Windham Street, a circa 1893 Victorian gem set on a rare double lot stretching from Windham St to Tingley St. Brimming with historic character, this home showcases beautifully preserved woodwork, rich hardwood floors, breathtaking stained glass windows, and period fixtures that echo its storied past. This home is in process of being lovingly renovated and

  Sue Esposito Home Selling Team

  98 Windham St, Willimantic, CT 06226
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  /30

  $335,000 Open Sat 11AM - 2PM

  • 2 Beds
  • 2.5 Baths
  • 1,904 Sq Ft

  433 Norwich Rd, Plainfield, CT 06374

  Well maintained Colonial on 1.90 acres, enjoy nature with your private, fenced in back yard with plenty of room for the animals! Fireplaced living room, fresh carpet, updated kitchen with slider to back deck, huge upstairs master bedroom, large closets and a large, updated, upstairs bath with jet tub and laundry. Many updates include well pump, electrical, appliances are less than 5 years,

  Cheryl Roireau William Raveis Real Estate

  433 Norwich Rd, Plainfield, CT 06374
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  /28

  $400,000

  • 1 Bed
  • 1 Bath
  • 517 Sq Ft

  31 Green Island, Thompson, CT 06277

  Quaddick Lake. Unique opportunity on Green Island. Only 12 homes in this private seasonal community. Home has been carefully renovated. Located on the southern peninsula of the island with 3 sides of waterfront.. over 90 feet. Spectacular views, easy access to the water, 3 docks. Large common area, one bedroom and loft. Screen porch to large deck. Home has electric, heat, ac, dry-well for shower

  Richard Loomis RE/MAX Bell Park Realty

  31 Green Island, Thompson, CT 06277
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  /19

  $239,000

  • 4 Beds
  • 1 Bath
  • 1,078 Sq Ft

  129 Walnut St, Willimantic, CT 06226

  Charming antique 1915 home in down town Willimantic on a beautiful corner lot showcasing its 20th century craftsmanship. The authentic wooden white picket fence is a beautiful addition to all of the craftsmanship . A two story carriage house style garage detached from the home offering an abundance of space and access onto two roads. Conveniently just walking distance from Eastern CT State

  Lisa Therecka Therecka & Associates LLC

  129 Walnut St, Willimantic, CT 06226
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  /40

  $989,900

  • 3 Beds
  • 2 Baths
  • 1,808 Sq Ft

  641 5 Mile River Rd, Putnam, CT 06260

  A truly rare and magical offering - live immersed in nature on a private, ~13-acre brook-fed private pond, complete with cascading waterfall, serene wetlands, forested trails and wildflower meadows. This one of a kind sanctuary has been lovingly restored and planted to support thriving bird and wildlife habitats, including ospreys, herons, eagles, warblers and swallows. Take a sunset canoe ride,

  Jared Meehan RE/MAX Bell Park Realty

  641 5 Mile River Rd, Putnam, CT 06260
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  /15

  $299,999

  • 3 Beds
  • 1.5 Baths
  • 1,440 Sq Ft

  566 Route 197, Woodstock, CT 06281

  Welcome to this charming home! This recently renovated home is move in ready! Sitting on a small, but usable, 0.2 acre fenced-in lot, this 3 bedroom, 1.5 bathroom home is ready for immediate occupancy. The home is approximately 1,400 sq. ft. with spacious rooms & bedrooms. On the first floor, you'll find kitchen has been tastefully updated with updated cabinets, countertops, backsplash &

  Skyla Gagnon RE/MAX Bell Park Realty

  566 Route 197, Woodstock, CT 06281
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  /36

  $335,000

  • 4 Beds
  • 2 Baths
  • 1,680 Sq Ft

  122 Lovers Ln, Windham, CT 06280

  Nestled on a just under 2 acre lot in Windham, this refreshed home offers a tranquil retreat surrounded by nature. Step inside to discover a welcoming interior, spanning 1,736 square feet, with 4 bedrooms and 2 full bathrooms. The property boasts modern comforts while retaining its charming character. Beyond the thoughtfully placed living spaces, the true highlight of this property is its

  Michael Hernandez Signature Realty LLC

  122 Lovers Ln, Windham, CT 06280
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  /35

  $399,999

  • 5 Beds
  • 3 Baths
  • 2,100 Sq Ft

  22 Philmar Dr, Plainfield, CT 06374

  Need space for a growing family or in-home business? This remodeled 5-bedroom, 3-bath ranch-style home offers it all! Situated on a large, level .73-acre lot in a peaceful cul-de-sac, this property features a accessible ramp and along with one of three bathrooms. The rear facing open family room has cathedral ceiling,huge windows and skylights with access to a large deck .Combined with the

  Vito Uva Scalzo Real Estate

  22 Philmar Dr, Plainfield, CT 06374
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  /40

  $715,000 Open Sat 12PM - 2PM

  • 4 Beds
  • 3.5 Baths
  • 4,536 Sq Ft

  101 Center Rd, Woodstock, CT 06281

  This beautiful sprawling custom colonial is set on 9 acres of land at the end of a winding long driveway and surrounded by open area. Grand living spaces with cathedral ceilings and a floor to ceiling fireplace, tons of natural light, 4 bedrooms & 3.5 bathrooms, a 1500 sqft in-law suite with additional bedroom, new appliances, spacious 2 car garage, and an out building with electricity and

  Jeff Valentine William Pitt Sotheby's Int'l

  101 Center Rd, Woodstock, CT 06281
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  /40

  $300,000 Open Sat 11AM - 12:30PM

  • 4 Beds
  • 2 Baths
  • 1,496 Sq Ft

  19 Florence St, Putnam, CT 06260

  Step into this adorable Victorian brimming with charming character, ideally situated in the heart of Putnam. This beautifully maintained, affordable 4 bedroom, 2 bath home offers the perfect blend of timeless elegance and thoughtful updates. The inviting kitchen features stainless appliances and engineered hardwood floors, making it a wonderful space for cooking and dining. Throughout the home,

  Kim Synott Castinetti Realty Group

  19 Florence St, Putnam, CT 06260
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  /40

  $1,100,000

  • 5 Beds
  • 4 Baths
  • 5,079 Sq Ft

  76 Mill Brook Ln, Woodstock, CT 06281

  Tucked away on 6.5 private acres in the prestigious MillBrook Estates, this 5,000+ sq ft custom home offers an exceptional blend of elegance, functionality, and luxury. A long paved drive leads to this stately residence, featuring 5 bedrooms, multiple living areas, and rich architectural details throughout. The grand foyer with a hydraulic chandelier sets the tone for the craftsmanship found

  Katie Totten William Raveis Real Estate

  76 Mill Brook Ln, Woodstock, CT 06281
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  /34

  $550,000

  • 3 Beds
  • 2.5 Baths
  • 2,362 Sq Ft

  359 Barlow Cemetery Rd, Woodstock, CT 06281

  Welcome to 359 Barlow Cemetery Rd - a truly one-of-a-kind property set on 3.2 scenic acres that lead to the peaceful waters of Bungee Brook. This spacious home offers a versatile layout, featuring a large primary bedroom suite, two additional bedrooms, and a generous supplemental room on the upper level-perfect for a home office, gym, or guest space. The fully finished basement is an

  Adam Gumula Kazantzis Real Estate, LLC

  359 Barlow Cemetery Rd, Woodstock, CT 06281
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  /22

  $340,000

  • 5 Beds
  • 2 Baths
  • 1,591 Sq Ft

  546 N Main St, Moosup, CT 06354

  Welcome to this beautifully updated 5-bedroom, 2-bathroom home offering a perfect blend of comfort and modern style. With 8 spacious rooms, this property features a thoughtfully renovated kitchen and bathrooms, making it move-in ready for its next owner. Situated on a private and secluded 0.14-acre lot, the home provides rare peace and privacy while still being conveniently located. Enjoy the

  Kevin Brignole Spaulding Realty Group, LLC

  546 N Main St, Moosup, CT 06354
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  /38

  $424,900

  • 3 Beds
  • 2 Baths
  • 1,359 Sq Ft

  422 Zaicek Rd, Ashford, CT 06278

  Come see this one-of-a-kind, cozy contemporary ranch offering exceptional privacy and peaceful country living. Situated on over 12 acres and comprised of two separate parcels, this custom-built home is tucked away a few hundred yards off Zaicek Road, yet is only a 15-minute drive to the UConn campus. As you step inside, you're welcomed by an open-concept space that combines the living room,

  Thomas Walsh Century 21 AllPoints Realty

  422 Zaicek Rd, Ashford, CT 06278
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  /5

  $299,000

  • 2 Beds
  • 1.5 Baths
  • 1,196 Sq Ft

  10 Laurel Hill Dr, Woodstock Valley, CT 06282

  LOCATION, LOCATION, LOCATION!!!! This cozy 2-3 bedroom ranch is nestled on .40 of an acre lot with views of Lake Bunggee. Lake Bunggee is a private lake association for residents only. Access to the beach and boat launch is across the street. The roof is only 10 years old, electrical was updated and new wood decks on each side of the home. One floor living including a woodburning fireplace for

  Simonne Corriveau KW Legacy Partners

  10 Laurel Hill Dr, Woodstock Valley, CT 06282
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  /40

  $739,000

  • 5 Beds
  • 2 Baths
  • 2,443 Sq Ft

  393 N Canterbury Rd, Canterbury, CT 06331

  Built in 1750 and celebrating its 275th anniversary, this distinguished Colonial farmhouse remains a pristine exemplar of early New England architecture. Set on 8.5 acres, the estate features a secluded pond, a gently winding brook, and two traditional barns-all original to its historic rural setting. This graceful home offers 4 bedrooms, 2 full bathrooms, and approximately 2,443 sf of living

  Adam Gumula Kazantzis Real Estate, LLC

  393 N Canterbury Rd, Canterbury, CT 06331
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  /40

  $550,000

  • 3 Beds
  • 3 Baths
  • 2,814 Sq Ft

  271 Snake Meadow Hill Rd, Sterling, CT 06377

  Looking for a custom built home that's set on a peaceful setting? Welcome to this one owner owned home! Located JUST MINUTES OVER the RI line! This private country oasis awaits. This home has it all, including additional & separate living space above the attached 2 car garage. Step food inside this gorgeous home entering through the large mudroom right off the garage which is perfect for New

  Skyla Gagnon RE/MAX Bell Park Realty

  271 Snake Meadow Hill Rd, Sterling, CT 06377
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  /40

  $599,900

  • 5 Beds
  • 3.5 Baths
  • 4,172 Sq Ft

  4 Perrin Rd, Woodstock, CT 06281

  Welcome to the exquisite Ebenezer Stoddard house built in 1800 once an inn for travelers on an early state route. This 4100 sq ft home is filled with character, history and updates for modern convenience, while saving the historic charm! The home resides on an 1.2 acre lot, mostly cleared with plenty of room for family gatherings of any size! Entering the home into an official mudroom - leave

  Kerri Mullen CR Premier Properties

  4 Perrin Rd, Woodstock, CT 06281
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  /30

  $350,000

  • 3 Beds
  • 1 Bath
  • 1,320 Sq Ft

  19 Thompson Pike, Dayville, CT 06241

  Welcome to this sweet raised ranch offering an open and inviting layout, perfect for comfortable living and entertaining. The kitchen features newer appliances, granite countertops, stylish cabinetry and an abundance of natural light. Step outside the kitchen onto a lovely composite deck, ideal for outdoor dining or relaxing while overlooking your lovely backyard. This home offers 3 bedrooms, 1

  Amy Archambault CR Premier Properties

  19 Thompson Pike, Dayville, CT 06241
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  /36

  $419,000

  • 4 Beds
  • 2 Baths
  • 2,014 Sq Ft

  117 Woodside St, Putnam, CT 06260

  Beautiful 4-bedroom, 2-bath Colonial offering 2,270 square feet of comfortable living space. The open-concept main level features exposed beam ceilings and an updated kitchen with brand new granite countertops and a convenient breakfast bar. Both bathrooms have been tastefully updated, and the home includes newer windows throughout. Enjoy a large fenced-in backyard, perfect for relaxing or

  Jaclyn Smith Coldwell Banker Realty

  117 Woodside St, Putnam, CT 06260
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  /36

  $419,900 Open Sun 12PM - 2PM

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft

  367 Pine Hill Rd, Sterling, CT 06377

  Charming Ranch House in Tranquil Sterling, CT, welcome to your dream home in a small-town atmosphere! Nestled on a stunning 1.46-acre lot in the picturesque town of Sterling, Connecticut, this beautifully updated ranch house presents an exceptional blend of comfort and modern elegance. Two-bedroom, one-bathroom, updated flooring, newer appliances, perfectly designed for relaxation and nature

  Allen Gammons BHHS Commonwealth/Robert Paul

  367 Pine Hill Rd, Sterling, CT 06377
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  /37

  $374,980

  • 4 Beds
  • 1.5 Baths
  • 2,408 Sq Ft

  16 North Rd, Ashford, CT 06278

  **Charming Home with Timeless Beauty and Modern Comforts** Discover this fantastic 2,408 sq. ft. home featuring 4 bedrooms and 2 bathrooms, which beautifully blends classic charm with modern updates and stunning landscaping. This residence exudes a warm and welcoming atmosphere you'll love. With a new roof (only two years old), a newly installed bulkhead, and fresh exterior paint, it's ready for

  Kerri Mullen CR Premier Properties

  16 North Rd, Ashford, CT 06278
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  /39

  $2,995,000

  • 5 Beds
  • 4.5 Baths
  • 5,977 Sq Ft

  66 Bebbington Rd, Ashford, CT 06278

  PROMINENT 55-ACRE EQUESTRIAN FACILITY w/PRIMARY 6,000SF RESIDENCE w/2 APARTMENTS! Nestled amid a peaceful countryside, this exceptional horse property presents a rare opportunity to acquire a versatile estate that seamlessly combines elegant residential living w/impressive equestrian facilities. A turnkey sanctuary for those seeking solitude, sophistication, & functionality. A private gated entry

  Kiara Rusconi William Raveis Real Estate

  66 Bebbington Rd, Ashford, CT 06278
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  /38

  $389,000 Open Sun 12PM - 2PM

  • 2 Beds
  • 1.5 Baths
  • 1,048 Sq Ft

  361 Westminster Rd, Canterbury, CT 06331

  Step into history with modern comfort at 361 Westminster Road in Canterbury, CT. Originally built in 1800, this beautifully restored 2-bedroom, 1.5-bath home blends classic New England character with thoughtful updates throughout. Featuring brand-new flooring, fresh paint, a new roof, and ductless air conditioning units, this home is completely move-in ready. The updated kitchen showcases butcher

  Adam Gumula Kazantzis Real Estate, LLC

  361 Westminster Rd, Canterbury, CT 06331
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  /18

  $274,900

  • 3 Beds
  • 1.5 Baths
  • 1,344 Sq Ft

  20 Greystone St, Willimantic, CT 06226

  Fully renovated 3 bedroom, 1 1/2 Bathrooms on a level lot. Updated plumbing, electrical, insulation, furnace, water heater, roof, appliances, kitchen, all new windows and framed in basement ready for completion to add additional bedrooms or space. All public utilities. Dont miss your chance to see this move in ready home !

  Frank Fonteyn Prestige Realty Group

  20 Greystone St, Willimantic, CT 06226
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  /6

  $242,000

  • 2 Beds
  • 1 Bath
  • 928 Sq Ft

  Unlisted Address

  House, garage and 3 additional lots being sold as 1-sale. House is in very poor condition and not livable as it sits. Total acres are 19.46. Do not access the house without permission! Driveway turn around is available, do not proceed to last house's driveway!

  Roberta Cardinal RbRE, LLC

  Unlisted Address
• 

  

  /39

  $349,999

  • 5 Beds
  • 2.5 Baths
  • 1,952 Sq Ft

  240 Walnut St, Willimantic, CT 06226

  Hill Section of Willimantic, this beautifully well maintained Victorian Home at top of the hill offers rest and relaxing in quiet classic neighborhood. Many original features including pocket doors, moldings and stained glass window. Hardwood and tile throughout. 5 bedrooms, 2.5 baths, finished attic and finished basement with kitchenette and bath for in-law unit for potential rental income. 2

  Kathy Dubay I.M.A. Realty LLC

  240 Walnut St, Willimantic, CT 06226
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  /31

  $1,250,000

  • 3 Beds
  • 2.5 Baths
  • 3,983 Sq Ft

  584 Prospect St, Woodstock, CT 06281

  For those who belong to the land. Over 100 acres of private, usable terrain at the CT/MA line, Bear Hill Estate is a fully realized lifestyle retreat for the discerning equestrian or outdoor enthusiast, with effortless access to I-395, I-84, and the Mass Pike. At its heart sits a 3 bed, 2.5 bath custom log home-crafted from white pine logs hand-felled in Nova Scotia, where the bespoke cabinetry

  Jennie Kesselman Berkshire Hathaway NE Prop.

  584 Prospect St, Woodstock, CT 06281

Showing Results 41 - 80, Page 2 of 5