Windham County, CT Homes

• 

  

  

  /25

  $369,000

  $10K PRICE DROP Under Contract

  • 2 Beds
  • 1 Bath
  • 888 Sq Ft

  57 Beaver Dam Rd, Woodstock Valley, CT 06282

  Adorable year-round home on Lake Bunggee, ideally located across from a private beach with stunning lake views. The main level features vaulted ceilings and an open-concept layout connecting the living room, dining area, and kitchen. There are two bedrooms on the main floor, along with a finished room on the lower level for added space. Enjoy not only the beautiful lake views but also a private

  

  Carol Ryniewicz

  CR Premier Properties

  (860) 650-2745

  57 Beaver Dam Rd, Woodstock Valley, CT 06282
• 

  

  

  /35

  Starting at $1,855

  Total Monthly Price

  • 2 Beds

  140 Plains Rd, Windham, CT 06280

  Nestled in a wooded corner of Windham, CT, the two-bedroom townhome apartments at Wyndham Park offer an elevated living experience in a scenic neighborhood. Our community’s mature trees and lush landscapes provide the backdrop for a life you’ll truly love. From the moment you open your front door, an expansive layout, complete with modern conveniences, make you feel right at home. Contemporary

  Wyndham Park

  (860) 809-4918

  140 Plains Rd, Windham, CT 06280
• 

  $403,000

  Sold Feb 06, 2026

  668 Quinebaug Rd, North Grosvenordale, CT 06255

  • 3 Beds
  • 2 Baths
  • 1,730 Sq Ft
  • Built 1949

  Last Sold Summary

  • 1% Above List Price
  • $233/SF
  • 8 Days On Market

  Current Estimated Value $393,194

  Last Listing Agent Elissa Comeau Lamacchia Realty

  668 Quinebaug Rd, North Grosvenordale, CT 06255
• 

  Est $481,122

  Not Listed For Sale

  106 Kennerson Reservoir Rd, Eastford, CT 06242

  • 2 Beds
  • 2.5 Baths
  • 1,558 Sq Ft
  • Built 1986

  106 Kennerson Reservoir Rd, Eastford, CT 06242

  Last Sold Summary

  • 4 Days On Market
• 

  

  

  /38

  $299,000

  Under Contract

  • 2 Beds
  • 1 Bath
  • 1,500 Sq Ft

  4 Cross Rd, Chaplin, CT 06235

  COUNTRY LIVING AT IT'S BEST!!! Rural setting, offering peace & privacy. Come see this rustic well maintained 2 bedroom home, offering endless possibilities. 2 additional rooms in basement could be used as workshop, office, gym, craft room or guest space. Expansive open yard with the natural beauty of a peaceful stream making it ready for gardening. complete with a garage, ample yard space for RV

  

  Sonja Perpignan

  ERA Key Realty Services

  (860) 407-5803

  4 Cross Rd, Chaplin, CT 06235
• 

  

  /11

  $1,375 Plus Fees

  • 2 Beds
  • 1 Bath
  • 790 Sq Ft
  • Condo for Rent

  7 W Park St Unit E, Windham, CT 06226

  Property Id: 992155Great location! 2 bedroom 3rd floor apartment. Very efficient apartment offering new mini split heating and cooling unit, new insulation and recess led lighting throughout. The kitchen has granite counter tops and new appliances. Large yard with plenty of room for kids to play. 5 minute drive to Eastern university. All serious applicants will be screened for a credit

  (959) 210-6522

  7 W Park St Unit E, Windham, CT 06226
• 

  $331,000

  Sold Mar 16, 2026

  165 Ballamahack Rd, Windham, CT 06280

  • 3 Beds
  • 1.5 Baths
  • 1,382 Sq Ft
  • Built 1953

  Last Sold Summary

  • 10% Above List Price
  • $240/SF
  • 7 Days On Market

  Current Estimated Value $318,223

  Last Listing Agent Anthony La Penna Exceptional Real Estate LLC

  165 Ballamahack Rd, Windham, CT 06280
• 

  Not Listed For Sale

  19 Lions Way, North Windham, CT 06256

  • 3 Beds
  • 2 Baths
  • 1,296 Sq Ft
  • Built 2005

  19 Lions Way, North Windham, CT 06256

  Last Sold Summary

  • 23 Days On Market
• 

  

  /35

  $225,000

  Pending

  • 2 Beds
  • 2 Baths
  • 1,300 Sq Ft

  109 Colonial Rd, Plainfield, CT 06374

  Back on the market after financing falling through - their loss is your opportunity! This meticulously maintained 1,300 sq ft ranch in Colonial Woods offers comfortable one-level living with thoughtful updates and exceptional efficiency. Featuring 2 bedrooms, 2 full bathrooms, and a dedicated home office space, this inviting home blends functionality with everyday comfort. Recent upgrades include

  

  Elizabeth Scranton

  Kazantzis Real Estate, LLC

  (860) 981-0914

  109 Colonial Rd, Plainfield, CT 06374
• 

  

  /3

  $1,400 Plus Fees

  • 1 Bed
  • 1 Bath
  • Condo for Rent

  46 Windham St, Windham, CT 06226

  Property Id: 2565959Freshly renovated studio available with all utilities included! All New flooring, counters, appliances! Within walking distance to Eastern college. Setup your showing today.

  (959) 210-6944

  46 Windham St, Windham, CT 06226
• 

  $650,000

  Sold Oct 08, 2025

  179 Hill Rd, Thompson, CT 06277

  • 4 Beds
  • 3.5 Baths
  • 4,016 Sq Ft
  • Built 2000

  Last Sold Summary

  • 13% Below List Price
  • $162/SF
  • 38 Days On Market

  Current Estimated Value $672,201

  Last Listing Agent John Downs Berkshire Hathaway NE Prop.

  179 Hill Rd, Thompson, CT 06277
• 

  Not Listed For Sale

  365 Riverside Dr, North Grosvenordale, CT 06255

  365 Riverside Dr, North Grosvenordale, CT 06255

  Last Sold Summary

  • 161 Days On Market
• 

  

  /17

  $75,000

  $10K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 592 Sq Ft

  69 Meadowside Rd, Woodstock, CT 06281

  Your seasonal escape is waiting at Meadowside of Woodstock - a private, gated 100-site co-op campground in Connecticut's Quiet Corner. Lot 69 features TWO structures: a 1999 40-foot Retreat park model with central air, new refrigerator, new deck, and new grill, PLUS a 12x16 log cabin on a concrete slab with electric fireplace and AC. Sleeps 6 total. Fully furnished including brand new sofa.

  

  Robbie Greene Santos

  RE/MAX One

  (860) 854-1636

  69 Meadowside Rd, Woodstock, CT 06281
• 

  

  /3

  $1,150 Plus Fees

  • Studio
  • 1 Bath
  • 650 Sq Ft
  • Condo for Rent

  287 Main St Unit 101, Willimantic, CT 06237

  Property Id: 2462465Willimantic Studio apartment with heat and hot water inuded. This spacious Studio apartment was recently removated with new paint, windows, flooring, kitchen cabinets with upgraded granite counters and stainless steel appliances. There are coin operated washer and dryers on site. There is ample off street parking and the building is secure with a camera security

  (959) 210-5155

  287 Main St Unit 101, Willimantic, CT 06237
• 

  $802,375

  Sold Jan 08, 2026

  309 E Putnam Rd, Putnam, CT 06260

  • 3 Beds
  • 3 Baths
  • 2,338 Sq Ft
  • Built 1970

  Last Sold Summary

  • 2% Below List Price
  • $343/SF
  • 109 Days On Market

  Current Estimated Value $856,000

  Last Listing Agent Valerie MacNeil Kazantzis Real Estate, LLC

  309 E Putnam Rd, Putnam, CT 06260
• 

  

  /42

  Not Listed For Sale

  XO Pole Bridge Rd, Woodstock, CT 06281

  XO Pole Bridge Rd, Woodstock, CT 06281

  Last Sold Summary

  • 10 Days On Market
• 

  

  /40

  $639,900

  Under Contract

  • 3 Beds
  • 2 Baths
  • 2,237 Sq Ft

  210 Hill Rd, Thompson, CT 06277

  Welcome to this beautifully maintained 3-bedroom, 2-bath Cape set on 6.69 private acres, with professionally landscaped grounds surrounding the home. Built in 2013, this 2,237 sq ft home offers an open-concept layout, featuring a spacious kitchen with granite countertops, center island, and dining area, perfect for everyday living and entertaining. Hardwood flooring adds warmth and character

  

  Carol Ryniewicz

  CR Premier Properties

  (860) 492-6967

  210 Hill Rd, Thompson, CT 06277
• 

  

  /10

  $1,200

  Total Monthly Price

  • Studio
  • 1 Bath
  • 750 Sq Ft
  • Condo for Rent

  223 Jackson St Unit 2, Willimantic, CT 06226

  Willimantic, CT large 1st floor studio apartment with heat and hot water included. Recently updated and ready for your occupancy!. There is ample off street parking and a large yard. This home offers quiet living with close proximity to downtown and the bus route. All utilities are electric, only 1 bill is a plus! We are full time landlords. Please message us today and we will pre-qualify you

  223 Jackson St Unit 2, Willimantic, CT 06226
• 

  $50,000

  Sold Jul 29, 2025

  36 Fairway Dr, Windham, CT 06256

  • 2 Beds
  • 1 Bath
  • 672 Sq Ft
  • Built 1971

  Last Sold Summary

  • 9% Below List Price
  • $74/SF
  • 81 Days On Market

  Last Listing Agent Erica Molochnick RbRE, LLC

  36 Fairway Dr, Windham, CT 06256
• 

  Est $158,000

  Not Listed For Sale

  55 Coomer Hill Rd, Killingly, CT 06239

  • 4 Beds
  • Built 2024

  55 Coomer Hill Rd, Killingly, CT 06239

  Last Sold Summary

  • 180 Days On Market
• 

  

  /23

  $330,000

  Pending

  • 3 Beds
  • 1.5 Baths
  • 1,302 Sq Ft

  654 N Main St, Danielson, CT 06239

  Welcome to this beautifully refreshed New England home. Offering a blend of classic charm and modern updates, this property provides a warm and inviting setting both inside and out. Step inside to a bright, open interior featuring updated flooring, fresh finishes, and abundant natural light. The main living spaces flow seamlessly, including a comfortable living room and a dedicated dining area

  

  Ben Emerick

  Flagship Real Estate Advisors

  (860) 362-2982

  654 N Main St, Danielson, CT 06239
• 

  

  /48

  $1,600 - $2,400

  Total Monthly Price

  • 2 - 3 Beds
  • 1 Bath
  • 1,355 Sq Ft
  • Condo for Rent

  53 Tingley St, Willimantic, CT 06226

  Large 2 bedrooms apartment for rent! Close to ECSU/ UCONN. shopping malls and highway. Located on WRTD bus route. Students welcome. ALL utilities included! Tenants pay cable, Internet wifi. Unit #30 avail 6/1/2026. If you have any questions, please call Frank for more details.

  53 Tingley St, Willimantic, CT 06226
• 

  $322,000

  Sold Oct 27, 2025

  26 Hummingbird Way Unit 26, Killingly, CT 06241

  • 2 Beds
  • 1 Bath
  • 1,146 Sq Ft
  • Built 2018

  Last Sold Summary

  • 8% Below List Price
  • $281/SF
  • 15 Days On Market

  Last Listing Agent Cary Marcoux RE/MAX Bell Park Realty

  26 Hummingbird Way Unit 26, Killingly, CT 06241
• 

  Not Listed For Sale

  2 Front St, Brooklyn, CT 06234

  • 8 Beds
  • 5.5 Baths
  • 3,450 Sq Ft
  • Built 1870

  2 Front St, Brooklyn, CT 06234

  Last Sold Summary

  • 30 Days On Market
• 

  

  /40

  $779,900

  $70K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,316 Sq Ft

  483 North Rd, Ashford, CT 06278

  Exceptional Currier and Ives type setting in peaceful Ashford CT. Set on 25 acres that preliminary work was done showing 4 lots and leaving the house with over 5 acres. This property has a Barn with three oversized stalls and pastures; property absolutely designed for horses. This home has been tenderly updated to maintain all that historic feeling of this 225-year-old home while having all of

  

  Dan Keune

  Campbell-Keune Realty Inc

  (860) 813-3662

  483 North Rd, Ashford, CT 06278
• 

  

  /48

  $1,600 - $2,400

  Total Monthly Price

  • 2 - 3 Beds
  • 1 Bath
  • 1,355 Sq Ft
  • Condo for Rent

  53 Tingley St, Willimantic, CT 06226

  Large 2 bedrooms apartment for rent! Close to ECSU/ UCONN. shopping malls and highway. Located on WRTD bus route. Students welcome. ALL utilities included! Tenants pay cable, Internet wifi. Unit #30 avail 6/1/2026. If you have any questions, please call Frank for more details.

  53 Tingley St, Willimantic, CT 06226
• 

  $654,000

  Sold Jun 06, 2025

  124 New Rd, Thompson, CT 06277

  • 3 Beds
  • 2.5 Baths
  • 2,120 Sq Ft
  • Built 2025

  Last Sold Summary

  • 1% Above List Price
  • $308/SF
  • 8 Days On Market

  Last Listing Agent Joshua Somers P&H Property Consulting, Inc.

  124 New Rd, Thompson, CT 06277
• 

  Est $509,972

  Not Listed For Sale

  12 Tripp Hollow Rd, Brooklyn, CT 06234

  • 3 Beds
  • 2.5 Baths
  • 2,837 Sq Ft
  • Built 2023

  12 Tripp Hollow Rd, Brooklyn, CT 06234

  Last Sold Summary

  • 145 Days On Market
• 

  

  /40

  $512,500

  Open Sat 11AM - 1PM

  • 3 Beds
  • 2 Baths
  • 1,480 Sq Ft

  121 Kozey Rd, Eastford, CT 06242

  Tucked away on a private 3.9 acre wooded setting, this beautiful Cape-style home offers the perfect combination of comfort, character, and future expansion potential. The open-concept main living area is filled with natural light and showcases soaring cathedral ceilings, dramatic triangular windows, hardwood floors, and a stunning stone fireplace with wood stove insert. The spacious kitchen

  

  Carol Ryniewicz

  CR Premier Properties

  (860) 979-6411

  121 Kozey Rd, Eastford, CT 06242
• 

  

  /5

  $3,500

  Total Monthly Price

  • 3 Beds
  • 2.5 Baths
  • 1,500 Sq Ft
  • House for Rent

  245 Valley View Rd, Sterling, CT 06377

  Spacious Single-Family Home for RentBeautiful and well-maintained 3-bedroom, 2.5-bath single-family home with a large bonus room above the garage, offering plenty of extra space for a home office, playroom, or guest area.Features include: • First-floor master bedroom with private bath• Two additional bedrooms located on the second floor• Convenient second-floor washer and

  245 Valley View Rd, Sterling, CT 06377
• 

  $625,000

  Sold Sep 22, 2025

  37 Pulpit Rock Rd, Woodstock, CT 06281

  • 4 Beds
  • 2.5 Baths
  • 2,682 Sq Ft
  • Built 1968

  Last Sold Summary

  • 7% Below List Price
  • $233/SF
  • 129 Days On Market

  Last Listing Agent Carol Ryniewicz CR Premier Properties

  37 Pulpit Rock Rd, Woodstock, CT 06281
• 

  Est $323,333

  Not Listed For Sale

  46 River St, North Grosvenordale, CT 06255

  • 5 Beds
  • 2 Baths
  • 2,040 Sq Ft
  • Built 1890

  46 River St, North Grosvenordale, CT 06255

  Last Sold Summary

  • 7 Days On Market
• 

  

  /11

  $139,000

  • Land
  • 1.43 Acres
  • $97,203 per Acre

  301 Church St, Sterling, CT 06377

  Build-ready 1.43-acre lot with the heavy lifting already done. Full residential foundation poured, roof structure framed and sheathed, 3-bedroom approved septic system installed, deep well drilled and approved, and 200 amp electrical service in place. Lot is approximately 80 percent cleared with a 480 SF frame shed on site. Located on a well-maintained residential street with quality homes.

  

  Robbie Greene Santos

  RE/MAX One

  (860) 318-2615

  301 Church St, Sterling, CT 06377
• 

  

  /37

  $3,200

  Total Monthly Price

  • 4 Beds
  • 1 Bath
  • 4,000 Sq Ft
  • Condo for Rent

  324 Valley St Unit 20, Willimantic, CT 06226

  Bright and spacious 4 bedroom apartment. Close to downtown, shopping malls, highway, the bus route and ECS/UCONN. All utilities included in the rent. Tenants pay Cable. Parking Fee $100 per spot. Please call for more details

  324 Valley St Unit 20, Willimantic, CT 06226
• 

  $440,000

  Sold Nov 21, 2025

  23 Birchwood Dr, Dayville, CT 06241

  • 3 Beds
  • 3.5 Baths
  • 2,646 Sq Ft
  • Built 1986

  Last Sold Summary

  • 12% Below List Price
  • $166/SF
  • 50 Days On Market

  Current Estimated Value $445,966

  Last Listing Agent Amy Brunet Brunet and Company Real Estate

  23 Birchwood Dr, Dayville, CT 06241
• 

  Est $113,485

  Not Listed For Sale

  270 S Windham Rd Unit 67, Willimantic, CT 06226

  • 2 Beds
  • 1 Bath
  • 765 Sq Ft
  • Built 1968

  270 S Windham Rd Unit 67, Willimantic, CT 06226

  Last Sold Summary

  • 13 Days On Market
• 

  

  /31

  $385,000

  Pending

  • 2 Beds
  • 1.5 Baths
  • 1,544 Sq Ft

  973 Hampton Rd, Pomfret, CT 06259

  Best/final offers by 4:00pm 5/26. Set on 7.34 scenic acres in Pomfret, this charming antique farmhouse offers a peaceful country setting with timeless New England character. The property features lovely stone walls, open fields, and direct access to the Air Line State Park Trail, providing opportunities for outdoor recreation and enjoying nature. Inside, oak floors add warmth and character

  

  Valerie MacNeil

  Kazantzis Real Estate, LLC

  (860) 854-4239

  973 Hampton Rd, Pomfret, CT 06259
• 

  

  /21

  $2,600

  Total Monthly Price

  • 4 Beds
  • 1 Bath
  • 1,200 Sq Ft
  • House for Rent

  291 Mansfield Ave, Willimantic, CT 06226

  This property at 291 Mansfield Ave is located within a few minutes walk to ECSU and a 15 minute drive to UCONN Campus. It features 4 bedrooms and 1 bathroom within a total living space of 1,200 square feet. The living room offers ample space for relaxation and entertainment, while the bathroom includes a tub/shower combination. Each bedroom provides sufficient room for furniture and personal

  291 Mansfield Ave, Willimantic, CT 06226
• 

  $297,000

  Sold Jul 11, 2025

  1264 Hartford Pike, Dayville, CT 06241

  • 4 Beds
  • 2 Baths
  • 1,600 Sq Ft
  • Built 1880

  Last Sold Summary

  • 2% Above List Price
  • $186/SF
  • 5 Days On Market

  Last Listing Agent Tina Lajoie Signature Properties of N.E.

  1264 Hartford Pike, Dayville, CT 06241
• 

  Est $514,261

  Not Listed For Sale

  44 Kennerson Reservoir Rd, Eastford, CT 06242

  • 3 Beds
  • 2.5 Baths
  • 2,690 Sq Ft
  • Built 2002

  44 Kennerson Reservoir Rd, Eastford, CT 06242

  Last Sold Summary

  • 186 Days On Market

Showing Results 41 - 80, Page 2 of 18