Windham County, CT Homes

• 

  $425,000 Sold Aug 26, 2025

  • 3,012 Sq Ft
  • $141/SF
  • 60 Days On Market

  • 5 Beds
  • 1.5 Baths
  • Built 1967

  29 Ralph St, Moosup, CT 06354

  SPRAWLING Raised Ranch on 2.90 ACRE level lot w/ POSSIBLE IN LAW in lower walk out level that has 2 bedrooms, full bathroom, fireplace living room! Main level has HUGE VAULTED family room leading to 14 x 16 Deck for entertaining. Living room and fireplace dining area open to APPLIANCE kitchen w/ GRANITE Counters. Full bathroom with Glass shower. PAVED driveway, CITY SEWER and detached 2 car

  Christine Johnson RE/MAX One

  29 Ralph St, Moosup, CT 06354
• 

  Est $303,280 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 936 Sq Ft

  30 Jackson Rd, Plainfield, CT 06374

  30 Jackson Rd, Plainfield, CT 06374
• 

  

  

  /21

  $699,000

  • 4 Beds
  • 3 Baths
  • 1,728 Sq Ft

  214 N Shore Rd, Dayville, CT 06241

  Welcome home to this beautiful house right on the water of Alexander's Lake! The main bedroom on the second floor has a walk- in closet, full bath and bright open windows to wake up to the view of the lake! Another good size bedroom on the second floor has its own bathroom. Two bedrooms on the main floor and another bathroom with laundry walks out to open spaced kitchen, dining, sitting room and

  Deb Kirkconnell Brunet and Company Real Estate

  214 N Shore Rd, Dayville, CT 06241
• 

  $385,000 Sold Aug 26, 2025

  • 1,802 Sq Ft
  • $214/SF
  • 14 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2022

  3 Julian Cir Unit 3, Sterling, CT 06377

  BACK ON MARKET DUE TO BUYER FINANCING FALLING THROUGH! Charming Young Colonial with 3B, 2.5BA & Low Maintenance Living! Welcome to Sterling Hills Estate! This lovely home is located in a desirable community with an HOA of only $140 a month that takes care of ALL GROUNDS MAINTENANCE! This home lets you enjoy more leisure time and less upkeep. Gleaming hardwood floors throughout first floor and a

  Kim Ricard Priority Real Estate Group,LLC

  3 Julian Cir Unit 3, Sterling, CT 06377
• 

  Est $343,819 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,618 Sq Ft

  35 Jordan Ln, North Windham, CT 06256

  35 Jordan Ln, North Windham, CT 06256
• 

  

  /40

  $349,000

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

  99 Snake Meadow Rd, Danielson, CT 06239

  This nicely appointed one-level ranch offers comfortable living with classic charm and thoughtful updates. Vinyl-sided for easy maintenance, the home welcomes you with gleaming hardwood floors throughout the main level. A brick gas fireplace serves as the centerpiece of the spacious family room, creating a warm and inviting gathering space. Flowing seamlessly from the family room is a generous

  Jacob Rochefort Mott & Chace Sotheby's Intl Rt

  99 Snake Meadow Rd, Danielson, CT 06239
• 

  $1,450,000 Sold Aug 26, 2025

  • 4,517 Sq Ft
  • $321/SF
  • 133 Days On Market

  • 6 Beds
  • 6 Baths
  • Built 1769

  6 & 8 Stone Bridge Rd, Woodstock, CT 06281

  The Historic General Samuel McClellan Estate - A Timeless Luxury Retreat. Experience the perfect blend of historic grandeur and modern luxury at this extraordinary estate, meticulously restored with $1.3 million in improvements. This multi-residence compound offers exceptional living and investment potential. Three Distinctive Homes: The Main House - A former bed and breakfast featuring six

  John Downs Berkshire Hathaway NE Prop.

  6 & 8 Stone Bridge Rd, Woodstock, CT 06281
• 

  Est $389,179 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,404 Sq Ft

  10 Henry Rd, Danielson, CT 06239

  10 Henry Rd, Danielson, CT 06239
• 

  

  /35

  $349,000

  • 4 Beds
  • 2 Baths
  • 1,506 Sq Ft

  2C N Pleasant St, Plainfield, CT 06374

  Do you need a lot of room? This 4 Bedroom 2 full baths home has a lot to offer. The Large Kitchen with laundry has been upgraded. SAVE MONEY WITH THE SOLAR PANELS! Proof of costs available. The Primary suite (with private bath) is on one side of the home and the three bedrooms with another full bath), on the other. Very Large basement could add living space if needed. 2 car garage. Close to

  Victoria Schroeder Kazantzis Real Estate, LLC

  2C N Pleasant St, Plainfield, CT 06374
• 

  $375,000 Sold Aug 25, 2025

  • 1,208 Sq Ft
  • $310/SF
  • 5 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1935

  38 First St, North Grosvenordale, CT 06255

  Welcome to this charming 2 bedroom, 1 bath Bungalow that has been recently updated with new outlets and switches, new appliances, granite countertops, and carpeting. All ceilings have been repainted and bathroom freshened up with paint, flooring, vanity, and fixtures. This property offers a perfect blend of comfort and functionality with a spacious layout and room for expansion. The attic space

  Michelle Richardson Kazantzis Real Estate, LLC

  38 First St, North Grosvenordale, CT 06255
• 

  Est $328,000 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,040 Sq Ft

  87 Tarbox Rd, Plainfield, CT 06374

  87 Tarbox Rd, Plainfield, CT 06374
• 

  

  /40

  $853,500

  • 4 Beds
  • 2.5 Baths
  • 2,900 Sq Ft

  287 S Bear Hill Rd, Chaplin, CT 06235

  If you are looking for everything this is the home for you. Home sits on 3.39 acres of beautiful land with a 36x48 Morton barn that has 2 stalls but could be 6, or if you want a kennel it is set up with 5 doggy doors into barn has water and electric and can be heated if you want. Nice areas for pasture and also a chicken coop with water and electric. The home has been completely renovated in the

  Jeanne Crum Home Selling Team

  287 S Bear Hill Rd, Chaplin, CT 06235
• 

  $72,000 Sold Aug 25, 2025

  • 780 Sq Ft
  • $92/SF
  • 35 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1965

  115 North Rd, Ashford, CT 06278

  Two-bedroom trailer featuring a kitchen, living room, and laundry area, situated on a beautiful, sloping one-acre lot offering a private setting and ample off-street parking. Surrounded by nature and abundant wildlife, this property is ideal for those seeking a peaceful, rural atmosphere. Enjoy outdoor living from the deck overlooking the natural landscape. This property is being sold as-is,

  Adrian Cote William Raveis Real Estate

  115 North Rd, Ashford, CT 06278
• 

  Est $288,068 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft

  2 Charles St, Plainfield, CT 06374

  2 Charles St, Plainfield, CT 06374
• 

  

  /22

  $225,000

  • 2 Beds
  • 1.5 Baths
  • 1,210 Sq Ft

  366 Ash St Unit 2, Willimantic, CT 06226

  Move right in to this seldom available townhouse style condo in Windham Oaks with open efficient floor plan. Kitchen overlooks the living room. Spacious second floor bedrooms and a bathroom with double sinks. Private lower level. Abundant storage space. This condo is convenient to shopping, downtown, Eastern Connecticut State University and the University of Connecticut.

  Deb Chabot RE/MAX One

  366 Ash St Unit 2, Willimantic, CT 06226
• 

  $279,900 Sold Aug 25, 2025

  • 1,520 Sq Ft
  • $184/SF
  • 10 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1920

  10 Tiffany St, Brooklyn, CT 06234

  2-Family with one unit ready for occupancy! 2/3 bedrooms with living room, eat in appliance kitchen with breakfast bar, & 1/2 bath. Room could be dining room or bedroom. Staircase leads to full bathroom with glass shower and 2 spacious bedrooms with plenty of closet space. Porch to enjoy your evenings. City water, sewer and gas! Unit B is rented and has a large deck, 1 bedroom, large living room,

  Christine Johnson RE/MAX One

  10 Tiffany St, Brooklyn, CT 06234
• 

  Est $489,000 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,562 Sq Ft

  233 Dow Rd, Plainfield, CT 06374

  233 Dow Rd, Plainfield, CT 06374
• 

  

  /16

  $319,900

  • 6 Beds
  • 2 Baths
  • 1,360 Sq Ft

  144 Prospect Ave, Danielson, CT 06239

  Moivated Seller book your private tour today. Welcome to this great 2 family with many many updates. Brand new roof. Great commuter location. This family style setting 2 units side by side with 3 bedrooms 1 bath each unit. First floor features many windows for natural sunlight, Livingroom, eat in kitchen and bedroom. 2nd floor offers an additional 2 bedrooms. The back yard is level for

  KAREN MILHEM Media Realty Group, Inc.

  144 Prospect Ave, Danielson, CT 06239
• 

  $540,000 Sold Aug 25, 2025

  • 2,528 Sq Ft
  • $214/SF
  • 50 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2003

  63 Stone Rd, Dayville, CT 06241

  Welcome to your dream country retreat! This sprawling ranch is perfectly situated on an expansive property with unparalleled river frontage, offering the serenity and beauty of nature right at your doorstep. Nestled back from the road, a charming farmer's porch welcomes you into this thoughtfully designed home. Step inside to find an inviting open-concept main floor, seamlessly blending the

  Sheena Ruggirello Real Broker CT, LLC

  63 Stone Rd, Dayville, CT 06241
• 

  Est $415,823 Not Listed For Sale

  • 6 Beds
  • 3 Baths
  • 2,780 Sq Ft

  95 Charlotte Dr, Plainfield, CT 06374

  95 Charlotte Dr, Plainfield, CT 06374
• 

  

  /22

  $369,999

  • 2 Beds
  • 1 Bath
  • 1,040 Sq Ft

  81 Reynolds St, Danielson, CT 06239

  Welcome to your new home in the heart of Danielson! This charming 2-bedroom, 1-bathroom home features a one-car garage and offers the perfect blend of comfort and convenience. Step inside to find a bright and inviting living space that flows effortlessly into the kitchen and dining area. The bedrooms provide cozy retreats, while the bathroom is well-appointed for everyday ease. Mini splits are a

  Ashley Walker Brunet and Company Real Estate

  81 Reynolds St, Danielson, CT 06239
• 

  $240,000 Sold Aug 22, 2025

  • Land
  • 40.99 Acres
  • $5,855 per Acre

  • 4 Days On Market

  0 Chatey Rd, Ashford, CT 06278

  Discover the potential of this expansive 40.99-acre parcel located in a serene rural area, offering endless possibilities for residential development or private use. Recently logged, the land is ready for your vision-whether you're planning to build your dream home, establish a hobby farm, or invest in future development. The RA zoning is ideal for a single-family home, farm, or future

  Amy Therrien The Neighborhood Realty Group

  0 Chatey Rd, Ashford, CT 06278
• 

  Est $637,423 Not Listed For Sale

  • 5 Beds
  • 2.5 Baths
  • 3,526 Sq Ft

  3 Holmeslea Ct, Woodstock, CT 06281

  3 Holmeslea Ct, Woodstock, CT 06281
• 

  

  /10

  $309,000

  • 3 Beds
  • 1 Bath
  • 1,056 Sq Ft

  6 Orleans Ave, Danielson, CT 06239

  Nestled on a generous halfacre lot in the peaceful Danielson neighborhood of Killingly, this charming singlefamily ranch-style home built in 1972 offers an inviting 1,056 square feet of living space, featuring three cozy bedrooms and one well-appointed bathroom. Boasting an attached garage, oil heating, and an unfinished basement with abundant potential, this property exudes both comfort and

  Sasha Torchigina Torch Real Estate Group

  6 Orleans Ave, Danielson, CT 06239
• 

  $25,000 Sold Aug 22, 2025

  • 770 Sq Ft
  • $32/SF
  • 24 Days On Market

  • Built 1970

  3 Terrace Dr, Plainfield, CT 06374

  Don't miss this amazing opportunity to own a mobile home on leased land in a desirable, peaceful and private neighborhood in Plainfield, Connecticut. This home features a large lot, screened in porch, new roof, paved driveway and shed. The interior has been gutted and is ready to be finished. Whether you're an investor seeking a great opportunity or a future homeowner ready to add some

  Roosevelt Shider HERE Realty

  3 Terrace Dr, Plainfield, CT 06374
• 

  Est $530,000 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,580 Sq Ft

  430 Sterling Hill Rd, Moosup, CT 06354

  430 Sterling Hill Rd, Moosup, CT 06354
• 

  

  /19

  $375,000 Open Sat 12PM - 2PM

  • 4 Beds
  • 1.5 Baths
  • 1,400 Sq Ft

  140 Old Colony Rd, Eastford, CT 06242

  WOW ! Privacy,privacy, privacy with this newly renovated 4 bed 1 and a half bath home on 3.7 acres. Hardwood floors in all bedrooms and living room. Huge living room with fireplace. Primary bedroom has an attached half bathroom. Eat in kitchen has slider that opens to the deck. Enormous walk out basement and charming front porch. New roof, boiler, and oil tank.

  Alexis Devlin Coldwell Banker Realty

  140 Old Colony Rd, Eastford, CT 06242
• 

  $353,000 Sold Aug 22, 2025

  • 1,736 Sq Ft
  • $203/SF
  • 19 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1986

  12 Charlton Ave, Dayville, CT 06241

  CAPTIVATINGLY SWEET! This open flow, ranch-styled home offers easy and incredibly spacious living. Loaded with deep closets and massive storage areas, there is also extra depth in the two-car, attached garage. A private, low-key entry ramp into the first floor is also available from the garage for further simplified accessibility. This well-loved, single-owner home was so well-sited on its lot

  Anna Sava Namnoum William Raveis Real Estate

  12 Charlton Ave, Dayville, CT 06241
• 

  Est $338,730 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,120 Sq Ft

  530 Wauregan Rd, Danielson, CT 06239

  530 Wauregan Rd, Danielson, CT 06239
• 

  

  /11

  $474,900

  • 3 Beds
  • 2.5 Baths
  • 3,333 Sq Ft

  83 Kate Downing Rd, Plainfield, CT 06374

  Own Your Dream Home with Zero Money Down! Unlock the door to your future with an exclusive offer: Purchase this home and receive $4,749 back in closing cost credits OR $2,217 per month at an exceptional financing rate of 5.75% APR with ZERO down payment available for those who qualify. Your Private Oasis Awaits Welcome to this spacious and beautifully appointed contemporary home, perfectly

  Nathan Clark Your Home Sold Guaranteed Realty, The Nathan Clark Team

  83 Kate Downing Rd, Plainfield, CT 06374
• 

  $477,500 Sold Aug 22, 2025

  • 1,632 Sq Ft
  • $293/SF
  • 8 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1998

  31 Pond Factory Rd, Woodstock, CT 06281

  Nestled in the beautiful and desirable town of Woodstock, CT-just minutes from the Massachusetts border-this charming 1,600+ sq ft home offers the perfect blend of comfort, convenience, and location. Set on a private 2-acre lot on a non-through road within walking distance to the town beach, this 3-bedroom, 1.1-bath home is filled with thoughtful features. The main level boasts an open and

  Jared Meehan RE/MAX Bell Park Realty

  31 Pond Factory Rd, Woodstock, CT 06281
• 

  Est $248,810 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,588 Sq Ft

  112 Bridge St, Willimantic, CT 06226

  112 Bridge St, Willimantic, CT 06226
• 

  

  /35

  $375,000 Open Sat 10:30AM - 12PM

  • 3 Beds
  • 2 Baths
  • 1,536 Sq Ft

  328 County Rd, Woodstock, CT 06281

  Charming Farmhouse located on a picturesque 1.2 acre corner lot in Woodstock CT! This 3 bedroom, 2 bath home blends historic charm with modern comfort. Featuring hardwood floors throughout, a spacious living room with cozy fireplace, and a large dining room perfect for gatherings. The cozy kitchen opens to a low-maintenance Trex deck, which is ideal for relaxing or entertaining while enjoying

  Shiloh Therrien The Neighborhood Realty Group

  328 County Rd, Woodstock, CT 06281
• 

  $240,000 Sold Aug 22, 2025

  • 988 Sq Ft
  • $243/SF
  • 8 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1870

  395 Hartford Pike, Dayville, CT 06241

  Welcome to this well-maintained 2-family home located in the heart of Dayville! Whether you're looking for an owner-occupied residence with rental income or a solid investment property, this one checks all the boxes. Each unit offers 2 bedrooms and 1 bath . Live in one side and rent the other unit With strong rental history and separate utilities, it's truly investor-friendly. Conveniently

  Courtney Ravenelle RE/MAX Bell Park Realty

  395 Hartford Pike, Dayville, CT 06241
• 

  Est $343,981 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 1,380 Sq Ft

  59 Broad St, Danielson, CT 06239

  59 Broad St, Danielson, CT 06239
• 

  

  /24

  $379,900

  • 3 Beds
  • 2.5 Baths
  • 2,112 Sq Ft

  47 Insalaco Dr, Windham, CT 06280

  Welcome to your beautifully renovated home at 47 Insalaco Drive! This stunning residence features modern updates throughout, including sleek quartz countertops in the kitchen and bathrooms. The spacious floor plan offers comfort and versatility, perfect for family living and entertaining. Enjoy over 2 acres of tranquil outdoor space, ideal for outdoor activities, gardening, or future expansion.

  Karan Garewal Winwin Realty

  47 Insalaco Dr, Windham, CT 06280
• 

  $229,900 Sold Aug 22, 2025

  • 1,040 Sq Ft
  • $221/SF
  • 38 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1985

  11 Fawn Ridge, Woodstock, CT 06281

  Nestled in the Fawn Ridge community, this tastefully updated 2-bedroom, 1.5-bath condo offers low-maintenance living in a prime location just minutes from the Woodstock Fairgrounds. Inside, you'll find beautiful hardwood floors and an inviting layout. The kitchen opens to the dining and living areas, seamlessly connecting the spaces. The full bathroom has been upgraded with a tiled shower stall,

  Kimberly Frasier Real Broker CT, LLC

  11 Fawn Ridge, Woodstock, CT 06281
• 

  Est $289,864 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,758 Sq Ft

  135 Franklin St, Danielson, CT 06239

  135 Franklin St, Danielson, CT 06239
• 

  

  /39

  $475,000

  • 3 Beds
  • 2 Baths
  • 2,081 Sq Ft

  209 Main St, Hampton, CT 06247

  Built in 1880 by the Jewitt family-founders of Jewitt City-this home exudes warmth and history at every turn. The barn-turned-studio features beautiful Marvin windows that flood the space with natural light. The upper level offers a bright, open area perfect for a home office, creative studio, or a quiet place to read and unwind. Below, you'll find a cozy seating area complete with a wood stove

  Elizabeth Zimmer Berkshire Hathaway NE Prop.

  209 Main St, Hampton, CT 06247
• 

  $510,000 Sold Aug 22, 2025

  • 2,750 Sq Ft
  • $185/SF
  • 58 Days On Market

  • 12 Beds
  • 4 Baths
  • Built 1900

  251 Jackson St, Willimantic, CT 06226

  INVESTORS take NOTE! Turnkey 4-Unit Investment Property with room for upside. This opportunity to own a well-maintained multi-family in the LOW VACANCY market of Windham wont last long! Updated utilities, separate meters, and reliable long-term tenants. All utilities separately metered. MANY upgrades including a complete remodel making this property suitable for owner occupant or investor. On the

  Robyn Letourneau Berkshire Hathaway NE Prop.

  251 Jackson St, Willimantic, CT 06226

Showing Results 361 - 400, Page 10 of 18