Windham County CT Houses for Sale

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  /40

  $550,000

  • 4 Beds
  • 2.5 Baths
  • 1,656 Sq Ft

  815 Mashamoquet Rd, Pomfret Center, CT 06259

  Motivated seller! Bring an offer! This 4-bedroom, 2.5-bath ranch has been extensively updated inside and out, offering a bright and welcoming layout. The kitchen features new cabinetry, granite countertops, and breakfast bar seating-ideal for cooking and entertaining. The private primary suite includes a walk-in closet and a beautifully finished bath with a double vanity, while three additional

  

  Carol Ryniewicz

  CR Premier Properties

  (860) 345-5906

  815 Mashamoquet Rd, Pomfret Center, CT 06259
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  /40

  $739,900

  • 2 Beds
  • 2.5 Baths
  • 2,447 Sq Ft

  349 S Bigelow Rd, Hampton, CT 06247

  Beautiful Post and Beam design home, Tranquil setting nestled on 25+ acres with pond,babbling brook, and hiking trails nature at it best. This home has a unique design spoiling you with Private Hot tub, sauna, and solarium leading to outdoor patio with fireplace overlooking the pond side. Dramatic open layout with Swedish style stucco fireplace. This design offers the ability to have 2 or 3

  

  Amy Rio

  Executive Real Estate Inc.

  (860) 831-4269

  349 S Bigelow Rd, Hampton, CT 06247
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  /40

  $700,000

  • 5 Beds
  • 4 Baths
  • 3,610 Sq Ft

  310 S Bigelow Rd, Hampton, CT 06247

  Step into the enchanting story of this 1738 Colonial, where historic soul meets a graceful 1987 three-story addition. Lovingly preserved and thoughtfully refined, this home is a beautiful marriage of antique character and contemporary luxury. The main level radiates warmth, centered around a spacious chef's kitchen designed for gathering. Imagine hosting dinners in the formal dining room or

  

  Amy Rio

  Executive Real Estate Inc.

  (860) 979-5631

  310 S Bigelow Rd, Hampton, CT 06247
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  /10

  $324,900

  • 3 Beds
  • 1.5 Baths
  • 1,277 Sq Ft

  11 Woodland Dr, Windham, CT 06280

  New Photos Coming Soon! Welcome to 11 Woodland Drive in Windham, Connecticut. This home has all the charm and character one would find in rural Windham County. The exterior of this property boasts a lovely manicured yard with landscaped bushes, perennial flowers and vegetables, fruit trees, and native plants. The interior of this home has three bedrooms and a large laundry room that can be

  

  Sharon Watson Stokland

  List N Show LLC

  (860) 579-1208

  11 Woodland Dr, Windham, CT 06280
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  /39

  $449,000

  • 4 Beds
  • 2 Baths
  • 2,760 Sq Ft

  102 Krapf Rd, Ashford, CT 06278

  Welcome to 102 Krapf Road in Ashford, CT. This custom post-and-beam residence features 250-year-old beams, cathedral ceilings, and skylights. It is located on over three acres of land and includes an above-ground pool, hot tub, gazebo, and a brick grill for outdoor entertaining. This property is conveniently located near I-84, Route 44, and a reasonable drive from the UConn Storrs campus. Some of

  

  Sharon Watson Stokland

  List N Show LLC

  (860) 792-3716

  102 Krapf Rd, Ashford, CT 06278
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  /30

  $394,000

  • 3 Beds
  • 1.5 Baths
  • 1,448 Sq Ft

  230 Cemetery Rd, Plainfield, CT 06374

  Welcome to this thoughtfully updated 3-bedroom, 1.5 bath split-level home where comfort, efficiency, and long-term savings come together. A fully paid-off solar system will convey, offering little to no monthly electricity costs, a rare and powerful benefit in today's market. Inside the home features a warm and inviting living room with hardwood oak flooring and a fully usable fireplace, creating

  

  Tina Lajoie

  William Raveis Real Estate

  (860) 419-2726

  230 Cemetery Rd, Plainfield, CT 06374
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  /19

  $895,000 New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,300 Sq Ft

  36 Olde Meadow Rd, Woodstock, CT 06281

  TO BE CONSTRUCTED: Welcome to Eastwood Estates - Luxury Living in the Heart of Woodstock! Discover the elegance and tranquility of Eastwood Estates. If you're looking for privacy, this 1.92 acre lot borders open space with lovely stone walls. Modern Farmhouse home design is stunning with timeless curb appeal. Some exterior features: white clapboard siding, gabled dormers, and a welcoming covered

  

  Tina Lajoie

  William Raveis Real Estate

  (860) 407-5265

  36 Olde Meadow Rd, Woodstock, CT 06281
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  /22

  $459,900 New Construction

  • 4 Beds
  • 3 Baths
  • 1,800 Sq Ft

  14 South St, Brooklyn, CT 06234

  Construction has begun on this New Contemporary Raised Ranch on a Beautiful Wooded Lot. Check out those Pics & Virtual Reality Tour. There is still time to make some choices!! Estimated Completion Date is Late December 2025! Four Bedrooms & 3 Full Bathrooms. Central AC. Two Car Garage. Vaulted Ceilings. Luxury Plank Flooring, Custom Kitchen w/ Granite Counters & Center Island. Spacious Vaulted

  Bill Heenan William Raveis Real Estate

  14 South St, Brooklyn, CT 06234
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  /40

  $579,000

  • 3 Beds
  • 2 Baths
  • 1,979 Sq Ft

  69 N Bedlam Rd, Chaplin, CT 06235

  Opportunity knocking again! Prior buyer's financing fell through. Welcome to your New England Equestrian Trial Riders Dream property! Featuring a lovingly preserved and updated antique Cape Cod home, a 40x50' newer five-stall barn with heated tack room and workshop located on a country road with almost 6 private acres of picturesque fenced pasture land adjacent to over 200 acres of preserved land

  Tammy Lucier eXp Realty

  69 N Bedlam Rd, Chaplin, CT 06235
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  /40

  $459,000

  • 4 Beds
  • 2 Baths
  • 2,375 Sq Ft

  55 Mechanics St, Putnam, CT 06260

  Step into timeless elegance in this remarkable 1922 Antique Colonial Victorian, gracefully set in the heart of Putnam, Connecticut. Rich in historic charm yet thoughtfully updated for modern living, this distinguished residence immediately captivates with its absolutely stunning grand staircase-a true architectural centerpiece that sets the tone for the home's enduring sophistication. The main

  Lisa Therecka Therecka & Associates LLC

  55 Mechanics St, Putnam, CT 06260
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  /40

  $299,900 Open Sun 11AM - 1PM

  • 3 Beds
  • 1.5 Baths
  • 1,382 Sq Ft

  165 Ballamahack Rd, Windham, CT 06280

  Welcome to this beautiful home set on over an acre of land, offering privacy, space, and endless possibilities for outdoor enjoyment, expansion, or future improvements. This property combines modern finishes with classic charm, making it truly move-in ready. The home features a stunning kitchen complete with stainless steel appliances and elegant quartz countertops, perfect for everyday living

  Anthony La Penna Exceptional Real Estate LLC

  165 Ballamahack Rd, Windham, CT 06280
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  /17

  $499,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,366 Sq Ft

  247 Green Hollow Rd, Danielson, CT 06239

  A true RANCH style NEW construction. Nestled on a beautiful country corner lot featuring HIGH efficiency and energy savings for many years. Top notch products used throughout the entire home. 3/4" RED OAK hardwood flooring in the main areas, carpet of your choice in the bedrooms (or upgrade to hardwood). Propane heat paired with on demand hot water heater. CENTRAL A/C. Granite countertops. Walk

  Mark Tetreault, II RE/MAX Bell Park Realty

  247 Green Hollow Rd, Danielson, CT 06239
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  /40

  $679,000

  • 3 Beds
  • 2 Baths
  • 2,669 Sq Ft

  402 Perrin Rd, Woodstock, CT 06281

  Welcome to this charming 2.7-acre property, where functionality meets potential. Perfectly suited for horse enthusiasts, this small yet mighty property provides endless possibilities-whether you're looking to house your own horses, run a boarding business, or provide training. The beautifully remodeled antique home exudes warmth and character, featuring a cozy living room with a wood stove, a

  Kelly Ryan William Raveis Real Estate

  402 Perrin Rd, Woodstock, CT 06281
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  /35

  $299,900

  • 4 Beds
  • 2 Baths
  • 2,540 Sq Ft

  50 Selden St, Willimantic, CT 06226

  Discover the opportunity to make this classic Colonial-style single-family home your own. Featuring 4 generously sized bedrooms and 2 full bathrooms, this property offers spacious rooms filled with natural light and a layout ready for your personal touch. Situated just minutes from Eastern Connecticut State University and the local hospital, this home is conveniently located near schools,

  Patrizia Puccia KW Legacy Partners

  50 Selden St, Willimantic, CT 06226
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  /19

  $349,900

  • 3 Beds
  • 1 Bath
  • 1,000 Sq Ft

  25 Snake Meadow Rd, Moosup, CT 06354

  This 3 bed raised ranch has had a complete overhaul- from new sheathing and shingles on the roof, new septic d-box, new windows, new carpet and flooring, granite countertops! All that needs to be done is have a new owner to love it and make it home! Nice deck off the kitchen for all the outdoor cook-outs and sitting cozy and listening to nature! The driveway has had fresh millings done in the

  Rachael Gifford The Neighborhood Realty Group

  25 Snake Meadow Rd, Moosup, CT 06354
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  /10

  $429,900 Open Sat 12PM - 1:30PM

  • 3 Beds
  • 2 Baths
  • 1,910 Sq Ft

  470 Fabyan Rd, North Grosvenordale, CT 06255

  Set in the woods, this young Cape style home features 1,900+ sq. ft., 3 bedrooms, 2 bathrooms, a 2-car garage plus shed & detached workshop garage all on over 4 AC. Entering the home you will find a convenient first floor full bathroom before entering the spacious & open living/dining room. A good-sized living room off the dining space features a wood burning fireplace. The sunroom is heated &

  Ryan LaJoie Johnston & Associates Real Estate, LLC

  470 Fabyan Rd, North Grosvenordale, CT 06255
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  /24

  $453,900

  • 4 Beds
  • 2.5 Baths
  • 2,202 Sq Ft

  68 Anderson Rd, Brooklyn, CT 06234

  HUGE PRICE IMPROVEMENT on a beautifully maintained home- absolutely just an incredible opportunity! 4 bedroom, 2.5 bath home in Brooklyn! This home has just been professionally painted, professionally cleaned and the beautiful hardwood floors have all just been hand waxed with love. Step through the front door and you can hang your coat in the mudroom, step into the very large living room that

  Rachael Gifford The Neighborhood Realty Group

  68 Anderson Rd, Brooklyn, CT 06234
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  /24

  $194,900

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

  261 Old Colony Rd, Eastford, CT 06242

  Cape-style home built in 1767, offering 6 rooms, 2 bedrooms, and 2 full bathrooms across 1,359 square feet. Features include a full basement and a one-car detached garage. The house and detached garage both have a new roof. Built in 1767, the property offers original architectural features alongside functional living space on a rural lot. This property is eligible under the Freddie Mac First Look

  Michael Calabro Coldwell Banker Calabro

  261 Old Colony Rd, Eastford, CT 06242
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  /2

  $449,999 New Construction

  • 2 Beds
  • 2 Baths
  • 1,310 Sq Ft

  167 Old Tatnic Hill Rd Unit Lot 8-6, Brooklyn, CT 06234

  Welcome to Brooklyn's newest subdivision! Six beautiful lots in a peaceful, quiet country setting. This lovely ranch style home is on a front lot, with a spacious yard, and a private driveway. Bright, open floorplan features a custom kitchen with granite counters, an island, and a door to the back deck, a large dining area and living room, and first floor laundry. Also on the main level is the

  Barbara Diaz RE/MAX Bell Park Realty

  167 Old Tatnic Hill Rd Unit Lot 8-6, Brooklyn, CT 06234
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  /40

  $345,000

  • 3 Beds
  • 1.5 Baths
  • 1,640 Sq Ft

  1250 Route 171, Woodstock, CT 06281

  Welcome to this charming colonial with stenciled details that add character & style! This delightful antique property is the perfect fixer upper and features 3 bedrooms, 1 and a 1/2 bathrooms, and a clapboard exterior. Situated on a 0.9 acre lot, this home boasts a garden in the side yard and a large backyard, perfect for outdoor enjoyment. Additionally, a shed provides convenient storage for

  Kara Mazzola First Choice Realty

  1250 Route 171, Woodstock, CT 06281
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  /31

  $399,000 Open Sun 10AM - 12PM

  • 4 Beds
  • 2 Baths
  • 2,104 Sq Ft

  63 Glebas Rd, Plainfield, CT 06374

  Welcome to 63 Glebas Rd! The incredible country side views from this home are hard to beat! This fantastic raised ranch located in a quiet walkable neighborhood at the top of the Black Hill, is surrounded by fields and farms. Offering true country charm, this 4-bedroom, 2 bath home with a mostly finished walkout basement is ready for you to enjoy. The private fenced in back yard includes a large

  Lorraine Bandoni CrossRoads Real Estate Group

  63 Glebas Rd, Plainfield, CT 06374
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  /4

  $465,000

  • 4 Beds
  • 4 Baths
  • 5,176 Sq Ft

  50 High St, Moosup, CT 06354

  This expansive Cape Cod-style home is a hidden gem, situated on 2.72 acres with a wraparound driveway complemented by an additional parking area. The two-car garage is located beneath the house, and the home features spacious rooms with ample storage throughout. The dining room boasts a beautiful fieldstone fireplace, while the bar area is carpeted wall-to-wall. The kitchen offers abundant

  Liz Lavallee Dawn Taylor Real Estate

  50 High St, Moosup, CT 06354
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  /36

  $639,000 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,040 Sq Ft

  143 Goshen Rd, Plainfield, CT 06354

  GORGEOUS BRAND NEW colonial that has it ALL w/2040sqft,2.5ac,3bedrm, 2.5 Baths, 2 Bay Garage ,privacy (sitting 400ft of the road), minutes away from MOOSUP POND for your summers of boating, fishing & enjoying the beach w/all the bells & whistles. Pull into your driveway to your eye catching gray color siding w/ white trim & stamped concrete walkway to your Beautiful full length FARMERS PORCH

  Irene Adams Signature Properties of NewEng

  143 Goshen Rd, Plainfield, CT 06354
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  /36

  $335,900

  • 3 Beds
  • 1 Bath
  • 1,344 Sq Ft

  132 Grove St, Putnam, CT 06260

  Welcome to 132 Grove Street in Putnam! This beautifully remodeled 3-bedroom home combines modern updates with classic charm. The property boasts a bright and inviting floor plan with stylish finishes throughout, featuring a fully updated kitchen equipped with new cabinetry, countertops, and appliances. The full bathroom has been tastefully renovated with sleek fixtures and contemporary design.

  Mat Chojnicki CR Premier Properties

  132 Grove St, Putnam, CT 06260
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  /31

  $399,900

  • 4 Beds
  • 3 Baths
  • 2,778 Sq Ft

  338 Main St, Hampton, CT 06247

  Located conveniently off of Route 97 in Hampton, this colonial home offers a generous 2,778 square feet of finished living space. Situated on a 3.92 acre lot, this home boasts four bedrooms, one full bathroom and two half baths. Complete with a detached two car garage, partially finished walk out basement, tiered deck with a pergola, spacious bonus room with large slanted floor to ceiling

  Franchesca Pescatello Prue Realty LLC

  338 Main St, Hampton, CT 06247
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  /2

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

  • 3 Beds
  • 1.5 Baths
  • 1,160 Sq Ft

  119 Quercus Ave, Willimantic, CT 06226

  Tucked into The Oaks, one of Willimantic's most beloved neighborhoods, this 1890s Cape Cod is a home that feels instantly welcoming. Built by the Willimantic Linen Company, it reflects a simpler time, beginning with a covered front porch and a thoughtfully scaled interior that feels comfortable and inviting. The 1,160 square foot home offers three bedrooms and a cozy living room featuring the

  Kristen Kaskela Berkshire Hathaway NE Prop.

  119 Quercus Ave, Willimantic, CT 06226
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  /33

  $325,000

  • 3 Beds
  • 1 Bath
  • 1,242 Sq Ft

  40 Tarbox Rd, Plainfield, CT 06374

  Welcome to this fully renovated 3 bedroom, 1 bath home that has been completely brought back to life! This house has been transformed from top to bottom. Notable exterior upgrades include new roof, new siding, new windows, and a new drilled well. Once you step inside this home you will notice a completely refreshed interior which provides a modern feel with fresh neutral paint to suit any decor

  Joseph Rivers Larrow's Real Estate

  40 Tarbox Rd, Plainfield, CT 06374
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  /20

  $509,900 Open Sun 1PM - 3PM

  • 4 Beds
  • 3 Baths
  • 1,890 Sq Ft

  249 S Canterbury Rd, Canterbury, CT 06331

  A Wonderful opportunity to own a BRAND NEW and quality constructed home in Canterbury. Presently under construction and soon to be ready for a new owner to enjoy. Spacious FOUR bedroom and THREE FULL bath, Contemporary Raised Ranch, consisting of 1890 square feet of living space. The home has an open concept with vaulted ceilings and hardwood floors in the upper living area and kitchen. The

  John Troland William Raveis Real Estate

  249 S Canterbury Rd, Canterbury, CT 06331
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  /40

  $569,900

  • 3 Beds
  • 2.5 Baths
  • 2,522 Sq Ft

  23 Brookside Dr, Killingly, CT 06241

  This beautiful ranch style home features over 2500 square feet of living space, and it is set on a beautiful 1.92 acre property with a private pond. The bright, open main level has a custom kitchen with a very large island, granite counters, tile backsplash, and stainless appliances. There is a spacious living room with a stone fireplace and sliders to the back deck, and a lovely formal dining

  Barbara Diaz RE/MAX Bell Park Realty

  23 Brookside Dr, Killingly, CT 06241
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  /37

  $699,000

  • 2 Beds
  • 2.5 Baths
  • 1,578 Sq Ft

  133 Fitts Rd, Ashford, CT 06278

  This beautifully crafted post-and-beam home blends timeless character with modern functionality. Designed with sustainability in mind, the home features solar power and rich hardwood floors throughout. The open-concept living and dining area creates an inviting space for everyday living and entertaining, anchored by a cozy fireplace-perfect for colder evenings. A private library or study on the

  Kerri Mullen CR Premier Properties

  133 Fitts Rd, Ashford, CT 06278
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  /16

  $289,000

  • 4 Beds
  • 1 Bath
  • 1,180 Sq Ft

  933 Hampton Rd, Pomfret, CT 06259

  Located in the quiet, rural town of Pomfret, Connecticut, this 1,180 square foot single-family home offers four bedrooms and one full bathroom in a peaceful New England setting. The flexible layout provides options for bedrooms, home offices, or guest space to suit a variety of needs. The home features maintenance-free vinyl siding, a durable metal roof, and replacement windows, offering

  Paul Stone Kazantzis Real Estate, LLC

  933 Hampton Rd, Pomfret, CT 06259
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  /36

  $484,900

  • 3 Beds
  • 2 Baths
  • 1,102 Sq Ft

  140 Ragged Hill Rd, Pomfret Center, CT 06259

  3 acres. 3 buildings. 3 bedrooms. Surrounded by Wyndham Land Trust-protected land, this unique property offers direct access to scenic trails ideal for horseback riding, biking, walking, and birdwatching. The three structures include a renovated three-bedroom, two-bath ranch, a barn, and an impressive 84' x 48' metal building with its own electric service. Updated in 2009, the home features an

  Lynn Converse RE/MAX Bell Park Realty

  140 Ragged Hill Rd, Pomfret Center, CT 06259
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  /33

  $549,900

  • 3 Beds
  • 2.5 Baths
  • 1,518 Sq Ft

  310 Roseland Park Rd, Woodstock, CT 06281

  Nestled in a peaceful country setting come see what this home has to offer. This inviting 3 bedroom, 2 bath home sits on 5.7 beautiful acres, offering privacy, space, and thoughtful updates throughout. The home features 3 bedrooms, including a newly added master bathroom, providing added comfort and convenience. This home offers two convienent options for heating, with electric and a wood burning

  Tessa Stacy Brunet and Company Real Estate

  310 Roseland Park Rd, Woodstock, CT 06281
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  /39

  $1,250,000

  • 2 Beds
  • 2 Baths
  • 2,340 Sq Ft

  1669 Route 169, Woodstock, CT 06281

  Welcome to Hilltop Meadows-a one-of-a-kind, 60-acre luxury hay farm nestled in Connecticut's scenic "Quiet Corner." Set high above Route 169 in North Woodstock, this breathtaking property offers rolling meadows, mature forests, and serene privacy just 60 miles from Boston and 150 from Manhattan. The heart of the property is a newly updated 2-bed, 2-bath, 2,340 sq ft farmhouse blending historic

  Ryan De Lello William Pitt Sotheby's International Realty

  1669 Route 169, Woodstock, CT 06281
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  /19

  $249,900

  • 3 Beds
  • 1 Bath
  • 1,170 Sq Ft

  15 Bristol St, Willimantic, CT 06226

  Looking for your First home? Move right into this well-maintained 3 bedroom, 1 bath cape offering 1170 sq feet of comfortable living space located on a dead end street making this a quiet no traffic neighborhood. Recently stained exterior (2024) and a charming farmers porch adds great curb appeal, while solar panels provide energy efficiency and savings. Inside you'll find hardwood floors

  Ted Jarrett Berkshire Hathaway NE Prop.

  15 Bristol St, Willimantic, CT 06226
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  /30

  $399,900

  • 2 Beds
  • 2 Baths
  • 1,134 Sq Ft

  941 Upper Maple St, Dayville, CT 06241

  Move right into this spacious one-level ranch set on nearly an acre of land. Enjoy the convenience of nearby highways and shopping while still savoring a bit of a peaceful, rural feel. The home features high-end durable plank vinyl flooring and custom window treatments throughout, with all living spaces, including the laundry, conveniently located on the main level! Closet and storage space

  Kristen Moore RE/MAX Properties

  941 Upper Maple St, Dayville, CT 06241
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  /20

  $289,000

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft

  47 Texas Heights Rd, Plainfield, CT 06374

  RANCH HOME! Bring your vision and make this 3-bedroom, 1-bath ranch your own! Situated on a corner lot, this 960 sq ft home offers great potential with a full basement for added space or storage. Enclosed porch. With some repairs and updates, this property could shine again-ideal for investors, DIY enthusiasts, or first-time buyers looking for a project. Features a dirt driveway and solid bones

  Doug Taber Taber Realty, LLC

  47 Texas Heights Rd, Plainfield, CT 06374
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  /29

  $439,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft

  8 John's Cir Unit Lot 33, Sterling, CT 06377

  * NEW CONSTRUCTION * 30 days from completion and still time to choose some selections. Welcome to Sterling Hills Estates, where luxury meets convenience! This Brand New 2024 to be built Ranch offers the epitome of modern living. With Central Air and Hardwood flooring throughout, this home boasts City water and Sewer for added comfort. Picture yourself in the Gorgeous Granite Kitchen, complete

  Patrick Farrell Compass Connecticut, LLC

  8 John's Cir Unit Lot 33, Sterling, CT 06377
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  /32

  $725,000

  • 3 Beds
  • 1.5 Baths
  • 2,232 Sq Ft

  204 Paine Rd, Pomfret, CT 06259

  First time offered in over 50 years, this c.1820 home has been updated and very well maintained with craftsmanship and charm. Rich and warm with wood and natural light, comfortable kitchen, large dining room, and a wood burning fireplace in the living room. The original Cape portion of the house has 3 rooms and a half bath on the 2nd level. The primary bedroom is on the main floor. With over

  Lynn Converse RE/MAX Bell Park Realty

  204 Paine Rd, Pomfret, CT 06259
• 

  

  /40

  $525,000

  • 3 Beds
  • 2.5 Baths
  • 2,258 Sq Ft

  383 Lathrop Rd, Plainfield, CT 06374

  Welcome to this charming Cape Cod-style home featuring a beautifully unique floor plan and an abundance of natural light throughout. The spacious layout offers a large dining area, living room, and kitchen-perfect for entertaining or everyday living. A generous mudroom/laundry room and a dedicated office space provide both function and flexibility. The inviting three-season room off the back of

  Madelyn Pope RE/MAX One

  383 Lathrop Rd, Plainfield, CT 06374

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