Windham County CT Houses for Sale

• 

  

  

  /27

  $425,000

  $20K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,224 Sq Ft

  42 Bailey Woods Rd, Brooklyn, CT 06234

  Move-In Ready Ranch on Nearly 1 Acre of Privacy! Don't miss this beautifully maintained 3-bedroom, 1-bath home with a 1-car garage, situated on a peaceful 0.92-acre private lot in desirable Brooklyn, Connecticut. This charming home is truly move-in ready, featuring fresh interior paint, a roof that's only 2 years old, and an updated kitchen with new stainless steel appliances. Warm and inviting

  Stephanie Hughes eXp Realty

  42 Bailey Woods Rd, Brooklyn, CT 06234
• 

  

  

  /27

  $424,900

  • 3 Beds
  • 3.5 Baths
  • 2,891 Sq Ft

  48 Edmond St, Putnam, CT 06260

  LEGAL IN-LAW! Multi-generational living? Location great for MA, CT, or RI. Need a home office? Guest suite? This one has options! Room count doesn't tell the whole story. Fully remodeled home featuring a legal in-law apartment with both interior access and a private entrance. A connecting bedroom between the main home and in-law. THREE FULL & ONE HALF BATH! New kitchen: Stainless appliances,

  Brian Connolly Real Broker CT, LLC

  48 Edmond St, Putnam, CT 06260
• 

  

  

  /8

  $669,900

  New Construction Coming Soon

  • 4 Beds
  • 2.5 Baths
  • 2,400 Sq Ft

  29 Ashford Rd, Eastford, CT 06242

  Professional photos of inside to be taken and uploaded on Wednesday July 3rd. Welcome to this stunning newly constructed home in Eastford, Connecticut, where modern craftsmanship meets the tranquility of a picturesque wooded setting. Thoughtfully designed with quality finishes and custom upgrades throughout, this home showcases beautiful timber frame accents, board-and-batten siding, a metal roof

  Eric Gregan ERA Blanchard & Rossetto

  29 Ashford Rd, Eastford, CT 06242
• 

  

  

  /40

  $2,100,000

  $400K PRICE DROP

  • 5 Beds
  • 5.5 Baths
  • 7,772 Sq Ft

  357 Wrights Crossing Rd, Pomfret Center, CT 06259

  Reimagined in the early 1900s and surrounded by natural beauty, this extraordinary 41-acre estate offers unmatched privacy, timeless architecture, and refined craftsmanship. The 7,772 sq ft stone residence, crowned with a slate roof, is framed by rolling fields, mature trees, and manicured gardens. Inside, hand-carved moldings, elegant fireplaces, and artisan details reflect a level of quality

  Kristen Kaskela Berkshire Hathaway NE Prop.

  357 Wrights Crossing Rd, Pomfret Center, CT 06259
• 

  

  

  /8

  $380,000

  • 3 Beds
  • 1 Bath
  • 1,064 Sq Ft

  2 Rachel Dr, North Grosvenordale, CT 06255

  Welcome home to this 3 bedroom ranch, offering the perfect opportunity for first time home buyers, those looking to downsize, or anyone seeking easy one-level living. A spacious basement provides endless possibilities for storage, a workshop, home gym, or future finished living space. Enjoy peace of mind with a roof that is only 8 years old and an electric hot water heater that's just 9 months

  Jocelyn Loukas Coldwell Banker Realty

  2 Rachel Dr, North Grosvenordale, CT 06255
• 

  

  /40

  $620,000

  • 4 Beds
  • 3 Baths
  • 3,023 Sq Ft

  269 Black Hill Rd, Plainfield, CT 06374

  Experience the comfort of one-level living in this custom-built ranch-style home set on a spacious lot in Plainfield, offering the perfect blend of privacy, functionality, and everyday convenience. With approximately 3,000 square feet of living space, this thoughtfully designed home features 4 bedrooms, 3 full bathrooms, plus a dedicated office that can easily serve as a 5th bedroom. Step inside

  Darius Baturo Berkshire Hathaway NE Prop.

  269 Black Hill Rd, Plainfield, CT 06374
• 

  

  /37

  $315,000

  $25K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,006 Sq Ft

  23 Winter St, Danielson, CT 06239

  Classic details and practical updates come together in this charming home, where the covered front porch and fenced front yard set a welcoming first impression. The main level offers an easy daily layout with a mudroom, half bath, flexible office or bonus room, a spacious living room with a bow window and built-in bookshelves. The dining room adds character with wainscoting and crown molding,

  Lauren Heidelberger Berkshire Hathaway NE Prop.

  23 Winter St, Danielson, CT 06239
• 

  

  /20

  $379,000

  $20K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,710 Sq Ft

  288 Bedlam Rd, Chaplin, CT 06235

  Step into timeless charm with modern peace of mind in this beautifully restored 1830 home, set on a serene 1 acre country lot. This thoughtfully renovated 3 bedroom, 1 bath home blends historic character with today's most important updates. The flexible layout offers a first floor primary bedroom and full bath for easy living. Inside, enjoy a fully refreshed interior featuring a complete bathroom

  Natascia Klimas William Pitt Sotheby's Int'l

  288 Bedlam Rd, Chaplin, CT 06235
• 

  

  /21

  $449,900

  • 2 Beds
  • 2 Baths
  • 1,837 Sq Ft

  125 Sayle Ave, Putnam, CT 06260

  Welcome to this one-of-a-kind contemporary retreat, offered for the very first time by its original owner. Custom built with care and thoughtfully designed, this 2-bedroom, 2-bath home sits on just over 1.5 acres of beautifully maintained grounds, offering the perfect blend of privacy, comfort, and functionality. The expansive yard provides endless opportunities to relax, entertain, garden, or

  Lexie Brunet Brunet and Company Real Estate

  125 Sayle Ave, Putnam, CT 06260
• 

  

  /40

  $2,950,000

  • 4 Beds
  • 5 Baths
  • 4,442 Sq Ft

  282 & 260 Searles Rd, Pomfret, CT 06259

  A rare and refined country estate offering privacy, luxury, and elegance on over 53 acres in scenic Pomfret. This extraordinary 4,442 sq ft custom, Tennessee fieldstone home includes 4 bedrooms and 5 baths-including a private in-law apartment/second primary suite with its own entrance. An additional 16+ acre building lot provides development potential. Surrounded by forest and adjacent to 175

  John Downs Berkshire Hathaway NE Prop.

  282 & 260 Searles Rd, Pomfret, CT 06259
• 

  

  /26

  $329,000

  • 3 Beds
  • 1.5 Baths
  • 2,180 Sq Ft

  131 Canterbury Rd, Plainfield, CT 06374

  Charming 3-bedroom ranch with 1.5 baths, situated on over half an acre. This home features beautiful hardwood floors, a private backyard with a patio an oversized 2 car garage and in the basement is more room offering additional living space for a potential rec. room or whatever you can dream up .Newer roof and furnace. Conveniently located near shopping, restaurants, and major commuter routes,

  Pamela Royer Berkshire Hathaway NE Prop.

  131 Canterbury Rd, Plainfield, CT 06374
• 

  

  /25

  $399,000

  $76K PRICE DROP

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

  200 Pond Hill Rd, Moosup, CT 06354

  Delightfully COMPLETELY REMODELED 4/5 Bed, 2 Full bath with WATERVIEWS in almost every room. Enjoy the weather with gorgeous views of Moosup Pond. 2/3 beds on the first level with full bath. Large master suite on the second floor. This house has ALL NEW OF THE FOLLOWING... Roof, Windows, Siding, Flooring, Electrical System, Plumbing, Paint, Kitchen, Stainless Steel Appliances, 2 New Bathrooms,

  Derek Greene Derek Greene

  200 Pond Hill Rd, Moosup, CT 06354
• 

  

  /37

  $450,000

  $30K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,926 Sq Ft

  22 Circle Dr, Ashford, CT 06278

  Welcome to Lake Chaffee living at its finest! This truly unique ranch/split-level home has been thoughtfully updated from top to bottom and offers a rare combination of space, style, and functionality. Inside, you'll find three generously sized bedrooms, including an enormous primary bedroom that serves as a true retreat. The home's oversized bathroom provides ample space and comfort, along with

  Amy Therrien The Neighborhood Realty Group

  22 Circle Dr, Ashford, CT 06278
• 

  /2

  $745,000

  New Construction $20K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,020 Sq Ft

  106 Church St, Brooklyn, CT 06234

  Approved building lot on desirable street, property is on a shared driveway. TO BE BUILT: A 2,020 sqft., 3 bedroom, 2.5 bath colonial style home sits on a beautiful 2.6 acre lot. The kitchen features a tile backsplash, oversized island, stainless steel range hood, pantry cabinet, and quartz countertops. The living room flows from the kitchen creating an open feel. Hardwood flooring throughout the

  Andrea Kazantzis, CCIM Kazantzis Real Estate, LLC

  106 Church St, Brooklyn, CT 06234
• 

  

  /23

  $389,900

  • 3 Beds
  • 2 Baths
  • 1,610 Sq Ft

  222 Tower Hill Rd, Chaplin, CT 06235

  Beautifully set on 4.02 scenic acres in Chaplin, Connecticut, this charming 3-bedroom, 2-bath home offers the perfect blend of character, privacy, and versatility. Featuring approximately 1,600 square feet, the home showcases soaring vaulted ceilings, stunning exposed beams, and an inviting open-concept kitchen, dining, and living area filled with natural light. The finished lower level offers a

  Lisa Therecka Therecka & Associates LLC

  222 Tower Hill Rd, Chaplin, CT 06235
• 

  

  /28

  $427,000

  $133K PRICE DROP

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

  86 Tracy Rd, Canterbury, CT 06331

  Charming Cape Cod set on a beautiful wooded lot with a fenced-in yard and above-ground pool, perfect for relaxing and entertaining! The town lists this home as a 3-bedroom, with two bedrooms currently being used on the main level and one bedroom repurposed as a dining room. Upstairs, you'll find two large rooms offering flexible space for additional bedrooms, home office, or living areas. The

  Missy Willard Carl Guild & Associates

  86 Tracy Rd, Canterbury, CT 06331
• 

  

  /40

  $399,000

  $50K PRICE DROP

  • 5 Beds
  • 2.5 Baths
  • 2,816 Sq Ft

  7 Sycamore Terrace, Windham, CT 06280

  Welcome Home to this beautifully updated 5-bedroom Colonial tucked away on a dead end road on a private, wooded .78-acre lot. Step inside to a sunlit living room where the fireplace sets the tone for cozy New England evenings, flowing seamlessly into the formal dining room and updated kitchen - ideal for hosting holidays or casual weeknight meals. Just off the main level, you will find a

  John M Varrone, Terry Varrone eXp Realty

  7 Sycamore Terrace, Windham, CT 06280
• 

  

  /32

  $220,000

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft

  37 Spring View Ln, Willimantic, CT 06226

  Opportunity awaits at this ranch-style home tucked away on a cul-de-sac in a convenient Willimantic location. Ready for renovation and personal updates, this property offers excellent potential for investors, contractors, or buyers looking to build sweat equity. The functional floor plan features a comfortable living area, three bedrooms, one full bath, and a layout that provides flexibility for

  Sue Esposito Home Selling Team

  37 Spring View Ln, Willimantic, CT 06226
• 

  

  /40

  $369,900

  • 3 Beds
  • 1 Bath
  • 1,080 Sq Ft

  97 Kapitulik Rd, North Grosvenordale, CT 06255

  The inside of this home is adorable. The outside is an oasis of relaxation with absolute privacy. This is a well loved home that is in move-in condition. Cozy living room, updated kitchen, 3 Bedrooms on main floor. The lower level has a comfy family room, laundry and plenty of storage. The one car garage doubles as a workshop. So many great features, you won't be disappointed.

  Mae Lyons Stonehouse Real Estate Co., LLC

  97 Kapitulik Rd, North Grosvenordale, CT 06255
• 

  

  /38

  $575,000

  • 5 Beds
  • 4.5 Baths
  • 2,888 Sq Ft

  41 Margaret Henry Rd, Danielson, CT 06239

  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

  Andrea Kazantzis, CCIM Kazantzis Real Estate, LLC

  41 Margaret Henry Rd, Danielson, CT 06239
• 

  

  /26

  $899,000

  $51K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,437 Sq Ft

  9 Becola Rd, Thompson, CT 06277

  Rare opportunity to own 100 feet of beautiful pond frontage in Thompson, CT! From the moment you arrive, you'll fall in love with the peaceful setting, breathtaking water views, and the care that has gone into maintaining this home. Whether you're enjoying your morning coffee overlooking the lake, relaxing in the hot tub, or unwinding after a long day, this property offers a true sense of

  Chelsea Greene CR Premier Properties

  9 Becola Rd, Thompson, CT 06277
• 

  

  /39

  $455,000

  $94K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,496 Sq Ft

  59 Oakwood Blvd, Plainfield, CT 06374

  Welcome to 59 Oakwood Blvd., a charming and well-maintained property nestled in a quiet residential neighborhood in Plainfield, CT. This inviting home offers a perfect blend of comfort, functionality, and small-town charm. Step inside to find a bright and spacious living room with gleaming hard wood floors and a pellet stove. The generously sized living areas are ideal for both everyday living

  Jennifer Ferri Berkshire Hathaway NE Prop.

  59 Oakwood Blvd, Plainfield, CT 06374
• 

  

  /40

  $644,000

  $36K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 3,780 Sq Ft

  1 Maple Ln, Thompson, CT 06277

  Beautifully maintained and built to last, this spacious 4 bedroom, 3.5 bath home offers comfort, quality, and exceptional living space in a prime location near prestigious Thompson Hill. Situated on a manicured corner lot, the home features durable fiberboard construction, newer vinyl siding with a lifetime warranty, and 50-year shingles for peace of mind. Designed for easy living and

  Tracie Gagnon Berkshire Hathaway NE Prop.

  1 Maple Ln, Thompson, CT 06277
• 

  

  /35

  $675,000

  $25K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 3,381 Sq Ft

  28 Blackmer Downs Rd, North Grosvenordale, CT 06255

  Exquisitely updated and impeccably maintained, this modern/contemporary home offers a seamless blend of elegance and comfort. The open-concept design features formal living and dining rooms, an inviting den, and a spacious gathering area ideal for entertaining. The chef's kitchen is beautifully appointed with abundant cabinetry and granite countertops, while a private office with custom built-ins

  Cathy Duprey Duprey Real Estate, LLC

  28 Blackmer Downs Rd, North Grosvenordale, CT 06255
• 

  

  /19

  $219,000

  $19K PRICE DROP

  • 4 Beds
  • 1 Bath
  • 1,078 Sq Ft

  129 Walnut St, Willimantic, CT 06226

  Charming Antique Colonial - Prime Windham Location Step back in time and experience the warmth and character of this classic 1915 Antique Colonial, beautifully situated on a desirable corner lot in Windham. This inviting home offers four spacious bedrooms and one full bath, along with a generously sized living room perfect for relaxing or entertaining. The bright eat-in kitchen provides a

  Lisa Therecka Therecka & Associates LLC

  129 Walnut St, Willimantic, CT 06226
• 

  

  /40

  $6,950,000

  • 12 Beds
  • 9 Baths
  • 10,517 Sq Ft

  433 Wrights Crossing Rd, Pomfret Center, CT 06259

  Welcome to Bark Meadow Farm, a 127-acre legacy estate once cherished by the Gulden mustard family in CT's "Quiet Corner." The journey begins at a majestic entrance, where a striking allee of century-old maples stands alongside magnificent oaks nearing 200 years of age. This multi-generational compound offers 12 bedrooms & 7.2 bathrooms across three year-round residences. At the heart is the 1799

  Lisa Rollins Team Compass Connecticut, LLC

  433 Wrights Crossing Rd, Pomfret Center, CT 06259
• 

  

  /28

  $390,000

  $11K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,685 Sq Ft

  70 Red Cedar Rd, Woodstock Valley, CT 06282

  Nestled in the serene landscape with views of Bunggee Lake, this Cape-style residence offers a quintessential lake living experience with 5 sssociation beaches within walking distance. Built in 1992, this home spans 1,685 square feet on a generous .3-acre lot, providing ample space for comfortable living. As you step inside, you're greeted by the warmth of all wide plank wood flooring throughout

  Keely Smith Real Broker CT, LLC

  70 Red Cedar Rd, Woodstock Valley, CT 06282
• 

  

  /36

  $389,000

  $14K PRICE INCREASE

  • 3 Beds
  • 2 Baths
  • 2,313 Sq Ft

  42 Fremont St, Putnam, CT 06260

  Step into timeless elegance with this updated Victorian Home. Featuring architectural details, high ceilings, and abundant natural light, the house has been through thoughtful renovations to preserve its historic character. Original features such as decorative moldings, hardwood parquet floors, and unique french doors still exist. Updated systems included heating, electric, windows, and roof.

  Lynn Converse RE/MAX Bell Park Realty

  42 Fremont St, Putnam, CT 06260
• 

  

  /40

  $589,900

  $10K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,672 Sq Ft

  863 Route 198, Woodstock, CT 06281

  Exceptional 2600+ SF Colonial on 2+ acres in desirable Woodstock commuter location about 40 mins to Hartford & Worcester, MA in Woodstock Academy district! This 3-bedroom, 2.5 bath home w/ a bonus room (used as an office) welcomes you w/a stunning open foyer and cathedral ceilings. Hardwood and tile flooring extend throughout most of the 1st floor, while the family room features brand new

  Jared Meehan RE/MAX Bell Park Realty

  863 Route 198, Woodstock, CT 06281
• 

  

  /39

  $880,000

  • 4 Beds
  • 5 Baths
  • 5,087 Sq Ft

  48 Grey Fox Landing, Woodstock, CT 06281

  Welcome to this exceptional custom-built ranch, perfectly situated at the end of a peaceful cul-de-sac in South Woodstock. Offering a great blend of luxury, comfort, and versatility, this impressive home boasts 2,822 square feet of beautifully designed main-level living space, with over 5000 square feet of total finished living area including the private in-law apartment above the garage and the

  Lynn Converse RE/MAX Bell Park Realty

  48 Grey Fox Landing, Woodstock, CT 06281
• 

  

  /23

  $335,900

  • 4 Beds
  • 2 Baths
  • 2,210 Sq Ft

  623 N Main St, Danielson, CT 06239

  Welcome home to this spacious home offering over 2,200 square feet of living space. The updated kitchen features granite counter tops, newer appliances (2021), and opens to the dining area, creating a comfortable flow for everyday living and entertaining. A charming window bench seat adds character and warmth to the dining room. The first floor offers an open layout, while upstairs you'll find

  Jocelyn Loukas Coldwell Banker Realty

  623 N Main St, Danielson, CT 06239

Showing Results 121 - 151, Page 4 of 4