Windham County, CT Homes

• 

  $65,000 Sold Aug 19, 2025

  • 1,152 Sq Ft
  • $56/SF
  • 23 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1998

  57 Circle Dr, Windham, CT 06256

  Welcome to 57 Circle Drive in North Windham! This charming 1,152 sq ft manufactured home features comfortable living with 3 spacious bedrooms and 2 full bathrooms. The property offers ample outdoor space for relaxation or play. Recent upgrades include a new roof (2024 - $4,000), a new water heater (2024 - $1,500), and repaired skirting (2024 - $500), ensuring peace of mind for the new owner.

  Jessica Boswell LPT Realty

  57 Circle Dr, Windham, CT 06256
• 

  Est $306,370 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,546 Sq Ft

  23 Greystone St, Willimantic, CT 06226

  23 Greystone St, Willimantic, CT 06226
• 

  

  

  /15

  $349,000

  • Land
  • 5.2 Acres
  • $67,115 per Acre

  1450 North Rd, Killingly, CT 06241

  Discover an extraordinary aviation opportunity in the heart of Connecticut's country side. This licensed private landing area known as Yankee Airstrip - CT 13 offers pilots and aviation enthusiasts a rare chance to own their piece of the sky. Positioned at a 720 ft. elevation, the property features a well-maintained 1700 ft. turf runway that's 90 ft. wide. The airfield fits perfectly in

  Scott Pempek Berkshire Hathaway NE Prop.

  1450 North Rd, Killingly, CT 06241
• 

  $135,000 Sold Aug 18, 2025

  • 720 Sq Ft
  • $188/SF
  • 5 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1955

  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
• 

  Est $327,825 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft

  17 Nauset Ave, Danielson, CT 06239

  17 Nauset Ave, Danielson, CT 06239
• 

  

  /9

  $129,900

  • Land
  • 4.02 Acres
  • $32,313 per Acre

  1394 North Rd, Killingly, CT 06241

  Prime Building Lot with Endless Potential. Discover this exceptional building lot located in a desirable North Road neighborhood, perfect for designing your dream home. Adjacent to a private landing strip that is also for sale under (MLS # 24118955 1450 North RD). This 4.02 Acre lot offers enough room for a home, garage, and hangar if one is so inclined., Underground utilities have already been

  Scott Pempek Berkshire Hathaway NE Prop.

  1394 North Rd, Killingly, CT 06241
• 

  $82,600 Sold Aug 18, 2025

  • 924 Sq Ft
  • $89/SF
  • 12 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1981

  10 Terrace Dr, Plainfield, CT 06374

  Charming Mobile For Sale in Plainfield, Ct Welcome to your new home at 10 Terrace, Plainfield! This cozy 2-bedroom, 1-bathroom mobile home is perfect for those seeking comfort and convenience. Detached 1-car garage with storage shed in the rear, covered front porch, all located on a beautiful corner lot. No age restrictions required. Ready for you to come see it.

  Ilya Whittemore Keller Williams Realty Leading Edge

  10 Terrace Dr, Plainfield, CT 06374
• 

  Est $357,760 Not Listed For Sale

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

  282 Ashford Center Rd, Ashford, CT 06278

  282 Ashford Center Rd, Ashford, CT 06278
• 

  

  /15

  $74,900

  • 3 Beds
  • 1 Bath
  • 816 Sq Ft

  437 Putnam Pike, Killingly, CT 06241

  Welcome to 437 Putnam Pike conveniently located close to shopping, dinning and highway access for easy commuting. Part of a desirable R&R park with access off of Route 12. This spacious double wide has a nice landscaped, and private back yard with a large shed. The home has 3 good sized bedrooms and one bath (remodeled in 2018). Step inside to a spacious living area with large windows (replaced

  Stephen Galinat Home Selling Team

  437 Putnam Pike, Killingly, CT 06241
• 

  $525,000 Sold Aug 18, 2025

  • 2,246 Sq Ft
  • $234/SF
  • 16 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2018

  32 Mockingbird Dr, Danielson, CT 06239

  Welcome to 32 Mockingbird Drive - A Stunning Home in the Sought-After Briarwood Falls 55+ Community! Located on a desirable corner lot, this beautifully maintained single-level home offers comfort, convenience, and an ideal layout for easy living. Featuring 2 spacious bedrooms and 2 full bathrooms, including a primary suite with a walk-in closet and private bath with walk-in shower, this home

  Cary Marcoux RE/MAX Bell Park Realty

  32 Mockingbird Dr, Danielson, CT 06239
• 

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,450 Sq Ft

  1656 Route 171, Woodstock Valley, CT 06282

  1656 Route 171, Woodstock Valley, CT 06282
• 

  

  /37

  $1,700,000

  • 7 Beds
  • 5 Baths
  • 4,283 Sq Ft

  90-94 & 93 Upton Rd, Ashford, CT 06278

  Welcome to one of the most extraordinary and locally adored estates in Eastern Connecticut-nearly 300 acres of rolling fields, woodlands, and historic charm offered as a single, unmatched property. Privately set along a quiet, town-maintained dirt road, this expansive estate combines 93 and 90-94 Upton Road into a rare opportunity for legacy ownership. The centerpiece is a breathtaking

  Nicole Gleason CR Premier Properties

  90-94 & 93 Upton Rd, Ashford, CT 06278
• 

  $355,000 Sold Aug 18, 2025

  • 1,494 Sq Ft
  • $238/SF
  • 10 Days On Market

  • 4 Beds
  • 1.5 Baths
  • Built 1959

  24 Claudia Ave, Brooklyn, CT 06234

  OFFERS DUE SUNDAY 7/20 by 7PM. Don't miss this Classic Cape w/ Modern Updates! Spacious updated 4 bed, 1.5 bath home w/ 2 main-floor bedrooms, while the 2nd floor features 2 more generous bedrooms & a renovated 1/2 bath. Beautiful main floor bathroom recently renovated w/ a walk-in tile shower, new flooring, vanity, lighting & new flooring. Hardwood floors throughout most of the home! The living

  Lorena Childress HomeSmart Professionals Real Estate

  24 Claudia Ave, Brooklyn, CT 06234
• 

  Est $289,895 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,110 Sq Ft

  88 Thompson Hill Rd, North Grosvenordale, CT 06255

  88 Thompson Hill Rd, North Grosvenordale, CT 06255
• 

  

  /28

  $379,900

  • 8 Beds
  • 3 Baths
  • 3,073 Sq Ft

  176 Windham Rd, Willimantic, CT 06226

  Located near the South Windham border of Willimantic, this beautifully maintained 3-family Victorian home is a rare find perfect for investors seeking immediate rental income or owner-occupants looking to live on-site while collecting rent. Nestled in a quiet neighborhood filled with majestic historic homes and directly across from a scenic park, the property offers the perfect combination of

  Gregory Leone Coldwell Banker Realty

  176 Windham Rd, Willimantic, CT 06226
• 

  $510,000 Sold Aug 18, 2025

  • 1,638 Sq Ft
  • $311/SF
  • 24 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2024

  6 S Bear Hill Rd, Chaplin, CT 06235

  Welcome to Chaplin! Custom Built Ranch on 2.12 acres has 3 Bedrooms, 2 Full Bathrooms, Home Office, and First Floor Laundry. Large Open Floor Plan for the Family Room and Kitchen with Granite Countertops and Hardwood Floors. Primary Bedroom has Private Bath and Walk-in Closet. Central Air, Covered Front Porch, Deck, Large Walk-Out Basement, and 2 Car Attached Garage. Located on a quiet country

  Mary Ann Bohonowicz Berkshire Hathaway NE Prop.

  6 S Bear Hill Rd, Chaplin, CT 06235
• 

  Est $561,564 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,944 Sq Ft

  21 Deer Meadow Ln, Woodstock, CT 06281

  21 Deer Meadow Ln, Woodstock, CT 06281
• 

  

  /38

  $574,900

  • 4 Beds
  • 2.5 Baths
  • 2,700 Sq Ft

  58 New Rd, Moosup, CT 06354

  Set on scenic acreage, this inviting single-level ranch offers a seamless blend of comfort and natural beauty. Relax on the wide front porch or entertain on the expansive back deck while enjoying visits from local wildlife. Inside, the thoughtfully designed open floor plan is warmed by a wood-burning fireplace and brightened by large windows overlooking the yard. The kitchen pairs charm with

  Heather Morrone Coldwell Banker Coastal Homes

  58 New Rd, Moosup, CT 06354
• 

  $70,000 Sold Aug 18, 2025

  • 924 Sq Ft
  • $76/SF
  • 34 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1987

  26 Jacqueline Ln, North Windham, CT 06256

  Two bed, two full bath, recently remodeled home with large deck in a less traveled area of Stonegate Manor. Great affordable price point in a well maintained community. Laundry hook ups of the kitchen area and plenty of off street parking. Come and view this great unit before it's gone! Closing cost assistance available.

  Derek Greene Derek Greene

  26 Jacqueline Ln, North Windham, CT 06256
• 

  Est $616,624 Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 4,524 Sq Ft

  547 Margaret Henry Rd, Sterling, CT 06377

  547 Margaret Henry Rd, Sterling, CT 06377
• 

  

  /12

  $350,000

  • Land
  • 47.73 Acres
  • $7,333 per Acre

  241 Killingly Ave, Putnam, CT 06260

  Discover a prime opportunity for a 55 and older condo development on this expansive 47-acre parcel of land. With its previous approval for a 70-unit development, this property offers the perfect canvas for creating a community tailored for active adults. The spaciousness of the land allows for a thoughtful layout that can incorporate a range of amenities, such as walking trails, community

  Jennifer Lehto Kazantzis Real Estate, LLC

  241 Killingly Ave, Putnam, CT 06260
• 

  $540,000 Sold Aug 18, 2025

  • 2,160 Sq Ft
  • $250/SF
  • 65 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2023

  379 Tripp Hollow Rd, Brooklyn, CT 06234

  Why wait for new construction when you can move right into this stunning, nearly-new home at 379 Tripp Hollow rd, Brooklyn, CT? Built just two years ago, this modern country retreat offers the perfect blend of peaceful rural living and unbeatable convenience. Enjoy the serenity and privacy of the countryside, surrounded by nature and open skies, while still being just minutes from I-395- making

  Kim Synott Castinetti Realty Group

  379 Tripp Hollow Rd, Brooklyn, CT 06234
• 

  Est $300,795 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,400 Sq Ft

  120 Broad St, Danielson, CT 06239

  120 Broad St, Danielson, CT 06239
• 

  

  /40

  $2,500,000

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

  357 Wrights Crossing Rd, Pomfret Center, CT 06259

  Steeped in history and surrounded by natural beauty, this extraordinary 41-acre estate offers unmatched privacy, timeless architecture, and refined craftsmanship. Originally built in the mid-1800s and reimagined in 1906, the 7,000+ sq ft stone residence is crowned with a slate roof and framed by lush fields and gardens. Inside, hand-carved moldings, elegant fireplaces, and artisan details speak

  Kristen Kaskela Berkshire Hathaway NE Prop.

  357 Wrights Crossing Rd, Pomfret Center, CT 06259
• 

  $435,000 Sold Aug 18, 2025

  • 2,349 Sq Ft
  • $185/SF
  • 13 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1978

  2 Marion Ln, Canterbury, CT 06331

  Spacious 4-bedroom, 2.5-bath home nestled on a park-like lot in Canterbury, CT. This versatile property offers plenty of living space with two lower levels-perfect for a potential in-law setup. Features include a 2-car heated garage, additional storage, and a shed. So many possibilities with this beautifully maintained home in a peaceful setting!

  Kris Morin Real Broker CT, LLC

  2 Marion Ln, Canterbury, CT 06331
• 

  Est $233,668 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft

  101 Colonial Rd, Plainfield, CT 06374

  101 Colonial Rd, Plainfield, CT 06374
• 

  

  /24

  $335,000

  • 3 Beds
  • 1.5 Baths
  • 1,760 Sq Ft

  26 Perkins St, Plainfield, CT 06374

  Rare Sprawling colonial set on a corner lot with 5 Bedrooms 3 Baths with plenty of nooks and crannies for entertainment and comfort for the entire family. The first floor features large entry foyer with sitting room, sizeable primary bedroom with full bath, eat in kitchen, dining room, and an additional bedroom and full bath. The upper floor has 3 additional roomy bedrooms. Lots of storage space

  Victoria Lindsey Coldwell Banker Realty

  26 Perkins St, Plainfield, CT 06374
• 

  $440,000 Sold Aug 18, 2025

  • 2,527 Sq Ft
  • $174/SF
  • 53 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1960

  118 Putnam Rd, Pomfret Center, CT 06259

  Welcome to this spacious and versatile home in the heart of desirable Pomfret, CT. Offering over 2,500 square feet of quality living space, this thoughtfully designed property is ideal for a variety of lifestyles and living arrangements. The flexible layout features three bedrooms and two full baths, along with a full kitchen on each level, providing the perfect setup for a seamless single-family

  John Downs Berkshire Hathaway NE Prop.

  118 Putnam Rd, Pomfret Center, CT 06259
• 

  Est $432,174 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,859 Sq Ft

  76 Ballouville Rd, Dayville, CT 06241

  76 Ballouville Rd, Dayville, CT 06241
• 

  

  /8

  $300,000

  • Land
  • 37.5 Acres
  • $8,000 per Acre

  35 River Rd, Sterling, CT 06377

  Expansive 37.5-acre parcel offering excellent potential for development or subdivision, per town zoning regulations. With a mix of open space and woodlands, this versatile property lends itself to a variety of uses-from building a private estate or homestead to exploring subdivision options for future development. Enjoy the peace and privacy of a rural setting with convenient access to nearby

  Bradley Kazarian Executive Real Estate Inc.

  35 River Rd, Sterling, CT 06377
• 

  $411,000 Sold Aug 18, 2025

  • 1,372 Sq Ft
  • $300/SF
  • 15 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1914

  111 Pineville Rd, Dayville, CT 06241

  Seller says sell. Seller at the new lower price is offering upto $10,000 toward buyers closing costs for this 1914 home transformed into 2025 home has been restored with an open floor plan, new windows, heating, well, and septic. The home sits on 2 plus acres and overlooks the river across the street. Fully insulated and ready to offer a new family the beautiful front porch to relax on with

  Rene Barbeau RE/MAX Bell Park Realty

  111 Pineville Rd, Dayville, CT 06241
• 

  Est $305,396 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,636 Sq Ft

  16 Lyon St, Putnam, CT 06260

  16 Lyon St, Putnam, CT 06260
• 

  

  /27

  $359,999

  • 2 Beds
  • 2 Baths
  • 1,292 Sq Ft

  13 Oriole Dr Unit 13, Danielson, CT 06239

  Welcome to carefree living in this beautifully maintained 2-bedroom, 2-bath condo located in one of the area's most desirable 55+ communities. This home offers the perfect blend of comfort, convenience, and style. Step inside to a bright, open floor plan designed for easy living and entertaining. The spacious living area flows seamlessly to a partially finished walk-out basement, complete with a

  Ashley Walker Brunet and Company Real Estate

  13 Oriole Dr Unit 13, Danielson, CT 06239
• 

  $325,000 Sold Aug 18, 2025

  • 1,215 Sq Ft
  • $267/SF
  • 54 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1889

  143 S Main St, Brooklyn, CT 06234

  Welcome to this spacious single-family home located in the charming town of Brooklyn, CT. Offering 3 generously sized bedrooms and 2 full bathrooms, this home features a bright and open layout with an abundance of natural light streaming through large windows. Beautiful hardwood flooring flows throughout, adding warmth and character. The modern kitchen is equipped with stainless steel appliances,

  Kyle Seyboth Century 21 Limitless

  143 S Main St, Brooklyn, CT 06234
• 

  Est $269,288 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 1,638 Sq Ft

  14 Front St, Brooklyn, CT 06234

  14 Front St, Brooklyn, CT 06234
• 

  

  /22

  $289,900

  • 3 Beds
  • 1.5 Baths
  • 2,236 Sq Ft

  360 N Society Rd, Canterbury, CT 06331

  EXCEPTIONAL NEW PRICE!!! on this opportunity to renovate your own dream home to YOUR liking! A great opportunity to build GREAT EQUITY and be located in beautiful Canterbury, with choices of school, options for animals and gardens! This large house is currently mostly gutted and waiting for you to complete. 2 car garage attached to the house, and oversized 2 car garage workshop great for home

  Michelle Pivin Kazantzis Real Estate, LLC

  360 N Society Rd, Canterbury, CT 06331
• 

  $271,000 Sold Aug 15, 2025

  • 1,008 Sq Ft
  • $269/SF
  • 4 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1960

  30 Mcdermott Ave, Willimantic, CT 06226

  Don't miss your opportunity to own this charming ranch located in a quiet neighborhood ! This well-maintained home is the perfect blend of comfort and convenience. Featuring updated flooring, GRANITE countertops, a NEW FURNACE, and a NEWER ROOF replaced within the last five years, this home offers peace of mind and move-in-ready condition. Enjoy single-level living with a functional layout, ideal

  Amber Jones KW Legacy Partners

  30 Mcdermott Ave, Willimantic, CT 06226
• 

  Est $295,011 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,870 Sq Ft

  21 Bristol St, Willimantic, CT 06226

  21 Bristol St, Willimantic, CT 06226
• 

  

  /30

  $499,900

  • 3 Beds
  • 1.5 Baths
  • 2,146 Sq Ft

  8 Juniper Ln, Moosup, CT 06354

  Welcome to this beautifully maintained Colonial / Contemporary home, set on a generous 1.38 acre private lot and located on a cul-de-sac road. The inviting first floor offers cathedral ceilings, a large, updated kitchen with stainless steel appliances, a breakfast bar, abundant cabinet and counter space which is perfect for cooking and entertaining. Also offers a spacious half bathroom and

  Paige Hennequin Berkshire Hathaway NE Prop.

  8 Juniper Ln, Moosup, CT 06354
• 

  $420,000 Sold Aug 15, 2025

  • 2,248 Sq Ft
  • $187/SF
  • 3 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1969

  78 Anderson Rd, Brooklyn, CT 06234

  Charming, updated home set on a peaceful 1.2-acre lot in the beautiful Brooklyn countryside. A spacious 52'x24' garage easily fits up to 6 cars. The main level was remodeled in 2014 and features an open kitchen with granite counters, large island, solid wood cabinets, and stainless steel appliances. Sunny dining area opens to a new covered deck-perfect for enjoying coffee and nature. The bright

  Mary Collins Berkshire Hathaway NE Prop.

  78 Anderson Rd, Brooklyn, CT 06234

Showing Results 441 - 480, Page 12 of 18