Windham County, CT Homes

• 

  

  

  /40

  $399,900

  Pre-Foreclosure

  • 5 Beds
  • 3.5 Baths
  • 2,836 Sq Ft

  394 Jerusalem Rd, Windham, CT 06280

  Timeless New England charm meets modern-day opportunity in this impressive 5-bedroom, 3.5-bath antique Colonial, where historic character and spacious living come together on a picturesque setting. Rich in original details, this one-of-a-kind home showcases wide-plank hardwood floors, stunning decorative fireplaces with ornate mantels, oversized windows, and classic architectural craftsmanship

  

  Amy Rio

  Better Homes and Gardens Real Estate Executive Real Estate

  394 Jerusalem Rd, Windham, CT 06280
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  /14

  $1,350 Per Month

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft
  • Apartment for Rent

  29 Holmeslea Ct Unit 4, Woodstock, CT 06281

  Very nice first floor unit with patio area. Hardwood floors in living room and both bedrooms. Kitchen is modern with newer cabinets and countertops. Stove and refrigerator is included. Ceramic tile floor. Bathroom has been remodeled with ceramic floor. Plenty of parking. Large yard. Great location in Woodstock. Laundry hookup is in the basement. Washer and dryer supplied by tenant. PETS ARE NOT

  Joann Hall RE/MAX Bell Park Realty

  29 Holmeslea Ct Unit 4, Woodstock, CT 06281
• 

  $474,900

  Sold Dec 05, 2025

  72 South St, Brooklyn, CT 06234

  • 3 Beds
  • 3 Baths
  • 1,795 Sq Ft
  • Built 2025

  Last Sold Summary

  • $265/SF
  • 56 Days On Market

  Last Listing Agent Christine Johnson RE/MAX One

  72 South St, Brooklyn, CT 06234
• 

  Est $267,007

  Not Listed For Sale

  141 State Ave, Killingly, CT 06263

  • 2 Beds
  • 1 Bath
  • 814 Sq Ft
  • Built 1915

  141 State Ave, Killingly, CT 06263

  Last Sold Summary

  • 20 Days On Market
• 

  

  

  /8

  $99,900

  • Land
  • 2.17 Acres
  • $46,037 per Acre

  26 Bass Ln, Brooklyn, CT 06234

  Rare opportunity to build your dream home on over 2 acres of beautiful, mostly cleared land! It's becoming increasingly difficult to find high, dry, level parcels like this that are ready for your vision. A survey will be available on July 7th. Offering approximately 250 feet of road frontage on Happy Lane, this private interior lot is shared by only two neighboring homes, providing exceptional

  

  Catherine Howard

  Berkshire Hathaway NE Prop.

  26 Bass Ln, Brooklyn, CT 06234
• 

  

  /15

  $1,650 Per Month

  • 3 Beds
  • 1 Bath
  • 1,350 Sq Ft
  • Townhouse for Rent

  105 Woodstock Ave Unit 107, Putnam, CT 06260

  Newly renovated lovely apartment with generous sized rooms. All rooms have hardwood floors and the walls have been freshly painted. Three bedrooms on the second floor with full bath. Large front porch and ample-sized side yard. Apartment is located close to town, so walking distance to all the fun activities that Putnam has to offer and the many great restaurants. No pets of any kind are allowed.

  Joann Hall RE/MAX Bell Park Realty

  105 Woodstock Ave Unit 107, Putnam, CT 06260
• 

  $399,000

  Sold Oct 21, 2025

  30 Brunswick Ave, Plainfield, CT 06354

  • 2 Beds
  • 1 Bath
  • 1,080 Sq Ft
  • Built 2025

  Last Sold Summary

  • 8% Above List Price
  • $369/SF
  • 14 Days On Market

  Last Listing Agent Paige Collelo Taber Realty, LLC

  30 Brunswick Ave, Plainfield, CT 06354
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  Not Listed For Sale

  30 Pond St Unit 30, Plainfield, CT 06374

  • 2 Beds
  • 1.5 Baths
  • 1,232 Sq Ft
  • Built 2006

  30 Pond St Unit 30, Plainfield, CT 06374

  Last Sold Summary

  • 11 Days On Market
• 

  

  /39

  $510,000

  $15K PRICE DROP Pending

  • 3 Beds
  • 2.5 Baths
  • 2,754 Sq Ft

  102 Pumpkin Hill Rd, Ashford, CT 06278

  Private 10.21-acre country property offering the perfect blend of comfortable living, privacy, and hobby farm potential. This well-maintained ranch features 3 bedrooms, 2.5 baths, hardwood flooring, a beautiful stone fireplace, a bright sunroom, and an attached 2-car garage. The finished walkout lower level adds valuable living space with a large family room, three additional finished rooms,

  

  Carol Ryniewicz

  CR Premier Properties

  102 Pumpkin Hill Rd, Ashford, CT 06278
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  /9

  $1,800 Per Month

  • 4 Beds
  • 1 Bath
  • 1,500 Sq Ft
  • House for Rent

  74 Prospect St, Moosup, CT 06354

  Spacious and well-maintained second floor 4-bedroom, 1-bath apartment offering plenty of room for comfortable living. This bright and inviting unit features generously sized bedrooms, a large living area, a kitchen, and a full bathroom. Conveniently located near shopping, restaurants, schools, and major highways, making commuting a breeze. Perfect for anyone looking for extra space. Don't miss

  Andrew Whitehead The Neighborhood Realty Group

  74 Prospect St, Moosup, CT 06354
• 

  $320,000

  Sold Aug 13, 2025

  195 Quarry St, Willimantic, CT 06226

  • 3 Beds
  • 2 Baths
  • 2,100 Sq Ft
  • Built 1979

  Last Sold Summary

  • $152/SF
  • 6 Days On Market

  Current Estimated Value $306,646

  Last Listing Agent Jasmine Baker RE/MAX One

  195 Quarry St, Willimantic, CT 06226
• 

  Est $666,250

  Not Listed For Sale

  164 Gorman Rd, Brooklyn, CT 06234

  • 3 Beds
  • 2.5 Baths
  • 2,357 Sq Ft
  • Built 2017

  164 Gorman Rd, Brooklyn, CT 06234

  Last Sold Summary

  • 9 Days On Market
• 

  /2

  $7,900

  Pending

  • Land
  • 6,098 Sq Ft
  • $56,429 per Acre

  4 Short St, Brooklyn, CT 06234

  Affordable opportunity for builders and investors! Bring your plans and creativity to this 0.14-acre lot located off of the peaceful Paradise Drive. This property offers an excellent entry point for a new build or small development project, with nearby amenities and continued neighborhood growth adding to its value. Easy access, manageable lot size, and placement within the Paradise Drive Overlay

  

  Catherine Howard

  Berkshire Hathaway NE Prop.

  4 Short St, Brooklyn, CT 06234
• 

  

  /20

  $3,600 Per Month

  • 6 Beds
  • 2 Baths
  • 3,180 Sq Ft
  • House for Rent

  371 Prospect St, Willimantic, CT 06226

  6-bedroom, 2 full bath rental located just steps from Eastern Connecticut State University, offering an unbeatable location with direct access to ECSU campus nearby. With over 3,000 square feet of living space, this home provides large bedrooms, flexible common areas, and plenty of room to spread out. Set on a .41-acre lot, the property also offers outdoor space to enjoy along with exceptional

  Jason Boice eXp Realty

  371 Prospect St, Willimantic, CT 06226
• 

  $300,000

  Sold Apr 30, 2026

  11 Mountain Laurel Ln, Chaplin, CT 06235

  • 2 Beds
  • 1 Bath
  • 904 Sq Ft
  • Built 1992

  Last Sold Summary

  • 9% Above List Price
  • $332/SF
  • 34 Days On Market

  Current Estimated Value $291,537

  Last Listing Agent Jeanne Crum Home Selling Team

  11 Mountain Laurel Ln, Chaplin, CT 06235
• 

  Est $412,179

  Not Listed For Sale

  297 Sabin St Unit 36, Putnam, CT 06260

  • 2 Beds
  • 2 Baths
  • 1,326 Sq Ft
  • Built 2017

  297 Sabin St Unit 36, Putnam, CT 06260

  Last Sold Summary

  • 22 Days On Market
• 

  

  /39

  $674,000

  $16K PRICE DROP Pre-Foreclosure

  • 3 Beds
  • 2.5 Baths
  • 2,626 Sq Ft

  23 Senexet Rd, Woodstock, CT 06281

  Welcome to this stunning 2022-built Colonial set on 2.42 private acres in desirable Woodstock! Tucked back from the road and surrounded by nature, this beautifully maintained 3-bedroom, 2.5-bath home offers the perfect blend of modern comfort and peaceful country living. Step inside to an inviting open-concept layout featuring gleaming hardwood floors, recessed lighting, and abundant natural

  

  Carol Ryniewicz

  CR Premier Properties

  23 Senexet Rd, Woodstock, CT 06281
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  /16

  $1,450 Per Month

  • 1 Bed
  • 1 Bath
  • 1,000 Sq Ft
  • House for Rent

  27 N Walnut St, Plainfield, CT 06239

  Nice 1 bedroom apartment in Plainfield, CT. Close to Killingly/Danielson area and 395 for easy commute. This one bedroom apartment has a bonus room off bedroom that could be used for a large closet, office, gaming room, etc. Washer/dryer located on first floor and good size basement for additional storage. All applicants subject to application process via rent spree. This includes credit,

  Brian Hammett Hammett Real Estate

  27 N Walnut St, Plainfield, CT 06239
• 

  $350,000

  Sold Jun 15, 2026

  45 Breaults Landing Rd, Thompson, CT 06277

  • 2 Beds
  • 2 Baths
  • 1,643 Sq Ft
  • Built 1940

  Last Sold Summary

  • 3% Below List Price
  • $213/SF
  • 51 Days On Market

  Current Estimated Value $359,082

  Last Listing Agent Christine Johnson RE/MAX One

  45 Breaults Landing Rd, Thompson, CT 06277
• 

  Est $639,265

  Not Listed For Sale

  128 Orchard Hill Rd, Pomfret Center, CT 06259

  • 3 Beds
  • 2 Baths
  • 1,996 Sq Ft
  • Built 2024

  128 Orchard Hill Rd, Pomfret Center, CT 06259

  Last Sold Summary

  • 9 Days On Market
• 

  

  /39

  $850,000

  • 3 Beds
  • 2.5 Baths
  • 2,080 Sq Ft

  50 Swedetown Rd, Pomfret Center, CT 06259

  Nestled on 6.22 private acres, this exceptional Colonial offers the perfect blend of country living, modern updates, & equestrian amenities. Featuring 3 bedrooms, 2.5 baths, and approximately 2,080 square feet of living space, this well-maintained home is designed for both comfort and functionality. The remodeled kitchen (2019) is the heart of the home, featuring granite countertops, quality

  

  Carol Ryniewicz

  CR Premier Properties

  50 Swedetown Rd, Pomfret Center, CT 06259
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  /9

  $1,600 Per Month

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft
  • Apartment for Rent

  82 Boston Post Rd Unit A1, North Windham, CT 06256

  First-floor 1 bedroom, 1 bathroom apartment with all utilities included! This well-kept unit offers easy access, a comfortable layout, and worry-free living, perfect for anyone seeking a clean, convenient place to call home. Close to shopping, and just a short drive to both ECSU and UCONN. A credit and background check are required for all applicants. First month's rent and one month's security

  Reese Griffin Kazantzis Real Estate, LLC

  82 Boston Post Rd Unit A1, North Windham, CT 06256
• 

  $81,400

  Sold Feb 20, 2026

  27 Haley Ln, North Windham, CT 06256

  • 2 Beds
  • 1 Bath
  • 924 Sq Ft
  • Built 2004

  Last Sold Summary

  • 2% Above List Price
  • $88/SF
  • 17 Days On Market

  Last Listing Agent Katherine Hernandez Lantigua KW Legacy Partners

  27 Haley Ln, North Windham, CT 06256
• 

  Est $103,254

  Not Listed For Sale

  127 Lakeside Dr, Ashford, CT 06278

  127 Lakeside Dr, Ashford, CT 06278

  Last Sold Summary

  • 34 Days On Market
• 

  

  /40

  $319,900

  • 3 Beds
  • 1 Bath
  • 1,148 Sq Ft

  44 School St, Danielson, CT 06239

  This well-loved 3-bedroom Cape-style home has been the place for generations of memories and is now ready for its next chapter. Offering 1,148 sq. ft., the main level features a spacious living room, dining room, kitchen, full bath and first-floor bedroom with cedar closet. A side sunroom offers additional space to relax, while custom wood trim, beams, built-in shelving and cabinetry add

  

  Tina Lajoie

  Signature Properties of N.E.

  44 School St, Danielson, CT 06239
• 

  

  /5

  $1,600 Per Month

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • Apartment for Rent

  347 Fox Rd, Putnam, CT 06260

  Enjoy peaceful country living in this freshly updated 2-bedroom rental located in a quiet, scenic setting. This bright and inviting home features new paint and brand-new carpeting throughout, creating a clean and comfortable space ready for immediate occupancy. The unit is heated with electric heat and offers a peaceful atmosphere while remaining conveniently located near everyday amenities. No

  Andrea Kazantzis, CCIM Kazantzis Real Estate, LLC

  347 Fox Rd, Putnam, CT 06260
• 

  $355,000

  Sold Feb 27, 2026

  130 Church St, Moosup, CT 06354

  • 3 Beds
  • 1 Bath
  • 1,386 Sq Ft
  • Built 2015

  Last Sold Summary

  • 1% Below List Price
  • $256/SF
  • 6 Days On Market

  Current Estimated Value $343,862

  Last Listing Agent Shiloh Therrien The Neighborhood Realty Group

  130 Church St, Moosup, CT 06354
• 

  Est $456,574

  Not Listed For Sale

  1153 Windham Rd, Windham, CT 06266

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft
  • Built 2025

  1153 Windham Rd, Windham, CT 06266

  Last Sold Summary

  • 162 Days On Market
• 

  

  /34

  $249,999

  Under Contract

  • 3 Beds
  • 1 Bath
  • 998 Sq Ft

  16 Franklin St, Putnam, CT 06260

  Charming farmhouse-style home filled with warmth, character, and timeless appeal! This inviting 3-bedroom offers cozy living with beautiful built-ins, tasteful updates, and move-in-ready convenience. Recent improvements include a 3y/o 50-year architectural roof, updated flooring, and a new hot water heater for added peace of mind. The fully fenced yard is the perfect size for easy maintenance

  

  Catherine Howard

  Berkshire Hathaway NE Prop.

  16 Franklin St, Putnam, CT 06260
• 

  

  /11

  $2,600 Per Month

  • 4 Beds
  • 1.5 Baths
  • 1,848 Sq Ft
  • House for Rent

  139 South St, Willimantic, CT 06226

  Welcome home to stylish, effortless living in this turn-key, 4-bedroom, 1.5-bath Windham rental, perfectly designed for comfort and immediate move-in. This inviting home features a chic, thoughtfully refreshed layout that beautifully balances style with everyday functionality. Situated in a convenient location, the property is just steps away from Windham's vibrant local dining scene, cozy coffee

  Alison Anton RE/MAX One

  139 South St, Willimantic, CT 06226
• 

  $152,000

  Sold Oct 10, 2025

  20 Connecticut Dr, Plainfield, CT 06374

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft
  • Built 1987

  Last Sold Summary

  • 9% Above List Price
  • $158/SF
  • 105 Days On Market

  Current Estimated Value $156,872

  Last Listing Agent Justin Cote Compass Connecticut, LLC

  20 Connecticut Dr, Plainfield, CT 06374
• 

  Est $356,441

  Not Listed For Sale

  200 Old Bush Hill Rd, Windham, CT 06226

  • 3 Beds
  • 2.5 Baths
  • 1,900 Sq Ft
  • Built 2025

  200 Old Bush Hill Rd, Windham, CT 06226

  Last Sold Summary

  • 125 Days On Market
• 

  

  /40

  $599,900

  Under Contract

  • 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 5.44 acres of level land! 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 the modern conveniences needed for today's living. 1st floor has a large

  

  Dan Keune

  Campbell-Keune Realty Inc

  483 North Rd, Ashford, CT 06278
• 

  

  /18

  $2,200 Per Month

  • 3 Beds
  • 2 Baths
  • 1,048 Sq Ft
  • House for Rent

  280 Scotland Rd, Windham, CT 06280

  This single family rental is what you've been waiting for! Minutes away from the Windham Center you'll find this 3 bedroom 2 bath colonial. This renovated 1900 home has beautiful hardwood floors throughout. The 3 upstairs bedrooms are generously sized to fit any family's needs or a single person that wants the extra space for an office and a guest bedroom. Along with the bedrooms there is 1 of

  Mallorie Dorflinger Coldwell Banker Realty

  280 Scotland Rd, Windham, CT 06280
• 

  $425,000

  Sold Aug 26, 2025

  29 Ralph St, Moosup, CT 06354

  • 5 Beds
  • 1.5 Baths
  • 3,012 Sq Ft
  • Built 1967

  Last Sold Summary

  • 6% Above List Price
  • $141/SF
  • 60 Days On Market

  Current Estimated Value $422,144

  Last Listing Agent Christine Johnson RE/MAX One

  29 Ralph St, Moosup, CT 06354
• 

  Est $515,211

  Not Listed For Sale

  41 Crooked Trail, Wood Stock, CT 06281

  • 4 Beds
  • 2 Baths
  • 1,834 Sq Ft
  • Built 1972

  41 Crooked Trail, Wood Stock, CT 06281

  Last Sold Summary

  • 41 Days On Market
• 

  

  /10

  $225,000

  • Land
  • 3.72 Acres
  • $60,484 per Acre

  80 Averill Rd, Pomfret, CT 06259

  Approved, shovel ready Commercial Building Site. Part of a 15.9 acre 3 Lot approved subdivision. This is Lot #3.04 the entrance is on Averill Rd It has 3.72 Acres. Engineering plans will accommodate a 5000SF building. Just off US Route 44.Shared driveway access with Commercial Property owned by Centerville Bank. Zoned Village Commercial. Ideal for Retail Centers & Strip Malls. Drive-Thru,

  

  Mary Collins

  Berkshire Hathaway NE Prop.

  80 Averill Rd, Pomfret, CT 06259
• 

  

  /14

  $2,200 Per Month

  • 3 Beds
  • 1 Bath
  • 1,296 Sq Ft
  • House for Rent

  9 Floral Ave Unit A, North Grosvenordale, CT 06255

  Charming 3-Bedroom, 1-Bathroom spacious rental in a well-maintained Two-family Duplex. Main Floor Kitchen, Dining Room, and Living Room. Second Floor 3 Bedrooms and Full Bath. This Unit has 2 Private Entrances and Screened-in Front Porch. Dedicated Off-Street Parking. Washer/Dryer available for use and Water & Sewer is paid by the landlord. Convenient to local amenities and major routes -

  Mary Ann Bohonowicz Berkshire Hathaway NE Prop.

  9 Floral Ave Unit A, North Grosvenordale, CT 06255
• 

  $350,000

  Sold Feb 05, 2026

  239 Main St, Danielson, CT 06239

  • 1 Bed
  • 1.5 Baths
  • 3,391 Sq Ft
  • Built 1820

  Last Sold Summary

  • 5% Below List Price
  • $103/SF
  • 31 Days On Market

  Current Estimated Value $341,108

  Last Listing Agent Christine Johnson RE/MAX One

  239 Main St, Danielson, CT 06239
• 

  Est $233,587

  Not Listed For Sale

  135 Chapman St, Willimantic, CT 06226

  135 Chapman St, Willimantic, CT 06226

  Last Sold Summary

  • 208 Days On Market

Showing Results 241 - 280, Page 7 of 18