Windham County, CT Homes

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  /40

  $575,000 Coming Soon

  • 3 Beds
  • 2.5 Baths
  • 2,420 Sq Ft

  173 Mason Rd, Brooklyn, CT 06234

  Perched on a hilltop in the scenic countryside of Brooklyn, this stylish custom Cape offers beautiful sunrise views from the inviting front porch. The freshly painted, open-concept interior features a living room with a wood-burning fireplace (new flue), gleaming hardwood floors, and a ceiling fan. The dining area showcases refinished hardwoods and sliders leading to an expansive deck-ideal for

  

  Mary Collins

  Berkshire Hathaway NE Prop.

  (860) 864-5807

  173 Mason Rd, Brooklyn, CT 06234
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  /13

  $1,050 - $1,700 plus fees

  560 on Main

  Studio - 2 Beds

  560 Main St, Willimantic, CT 06226

  Overlooking scenic Willimantic Falls and adjacent to the famous Frog Bridge, 560 On Main features spacious apartments complete with an artistic, warehouse, loft feel and unique floor plans thoughtfully designed within the walls of the historic Willimantic thread mill. 560 on Main provides each resident with the ultimate in comfort and enjoyment by offering state of the art amenities, outstanding

  560 Main St, 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
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  Not Listed For Sale

  28 Commonway Dr Unit 28, Brooklyn, CT 06234

  • 2 Beds
  • 2 Baths
  • 1,584 Sq Ft
  • Built 2012

  28 Commonway Dr Unit 28, Brooklyn, CT 06234

  Last Sold Summary

  • $256/SF
  • 10 Days On Market

  Last Sold Price $405,750

  Last Listing Agent Cary Marcoux RE/MAX
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  $325,000 New Construction

  • 1 Bed
  • 1.5 Baths
  • 1,167 Sq Ft

  7 Nahaco Hill Ln, Eastford, CT 06242

  TO BE BUILT! Floor was just pour and framing starts mid April. Welcome to Nahaco Hills, a private, all ages community of 24 single family ranch homes. Step into bright, open-concept living filled with natural light and luxury vinyl plank floors throughout. The vaulted living room features a spacious storage closet and access to a composite deck, perfect for relaxing and enjoying the peaceful

  

  Valerie MacNeil

  Kazantzis Real Estate, LLC

  (860) 356-3831

  7 Nahaco Hill Ln, Eastford, CT 06242
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  /10

  $2,300 per month

  • 4 Beds
  • 1 Bath
  • 1,134 Sq Ft
  • House for Rent

  53 Lynwood Dr, Willimantic, CT 06226

  Heat, Hot Water, Washer and Dryer included with this 4 bedroom cape cod style home which borders ECSU's campus and is also minutes away from UConn. The first floor features 2 of the bedrooms, the full bathroom, and a bonus 3 season room. The other 2 spacious bedrooms are located on the second floor. The landlord takes care of the lawn, while all other utilities and snow removal are the

  Adam Zak Century 21 Classic Homes

  53 Lynwood Dr, Willimantic, CT 06226
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  $45,000 Sold Jun 23, 2025

  206 Boston Post Rd, Windham, CT 06256

  • Land
  • 0.41 Acre
  • $109,756 per Acre

  Last Sold Summary

  • 32% Below List Price
  • 12 Days On Market

  Last Listing Agent Andrea Kazantzis, CCIM Kazantzis Real Estate, LLC

  206 Boston Post Rd, Windham, CT 06256
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  Not Listed For Sale

  365 Riverside Dr, North Grosvenordale, CT 06255

  365 Riverside Dr, North Grosvenordale, CT 06255

  Last Sold Summary

  • 406% Above List Price
  • 161 Days On Market

  Last Sold Price $80,000

  Last Listing Agent John Downs Berkshire Hathaway Home Services
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  /8

  $597,000 Under Contract

  • 4 Beds
  • 2.5 Baths
  • 2,212 Sq Ft

  0 Rr 197 Rd, Woodstock, CT 06281

  Brand New Construction at an amazingly affordable price! This 4 bedroom 2.5 Colonial will be set on a knoll in the meadows in the picturesque Town of Woodstock. It is private and secluded, yet minutes away from the interstate with easy access to Boston, Worcester and Hartford. The home will have gleaming hardwood oak floors throughout the first floor with an open concept plan. The kitchen will

  

  Morris Lewis

  Northeast Realty

  (860) 943-4776

  0 Rr 197 Rd, Woodstock, CT 06281
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  /13

  $4,800 total monthly price

  • 6 Beds
  • 2 Baths
  • 2,100 Sq Ft
  • House for Rent

  147 Spring St, Willimantic, CT 06226

  STUDENTS ARE WELCOME!!!! - Perfect For A Group Of 6

  147 Spring St, Willimantic, CT 06226
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  $150,000 Sold Jan 14, 2026

  Unlisted Address

  • 3 Beds
  • 1 Bath
  • 1,614 Sq Ft
  • Built 1835

  Last Sold Summary

  • 25% Below List Price
  • $93/SF
  • 10 Days On Market

  Current Estimated Value $163,439

  Last Listing Agent Jeanne Crum Home Selling Team

  Unlisted Address
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  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

  Last Sold Price $180,000

  Last Listing Agent Dennis Duga Dr. LAND
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  $639,900 Under Contract

  • 3 Beds
  • 3 Baths
  • 2,200 Sq Ft

  121 New Rd, Thompson, CT 06277

  Welcome to your dream home, an exceptional 2026 custom-built raised ranch offering superior craftsmanship, luxury finishes, and privacy on 1.19 acres of pristine land. Conveniently located near I-395 and just 25 minutes from Worcester, MA, this meticulously constructed 2,200 sq ft home was built well above standard building code requirements, showcasing a level of quality and attention to detail

  

  Carol Ryniewicz

  CR Premier Properties

  (860) 499-4249

  121 New Rd, Thompson, CT 06277
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  $1,600 per month

  • 3 Beds
  • 1 Bath
  • 2,939 Sq Ft
  • Apartment for Rent

  260 Summit St Unit 2B, Windham, CT 06226

  3-bedroom, 1-bath second-floor apartment available for immediate occupancy featuring an eat-in kitchen. Conveniently located near local shops, restaurants, parks, and commuter routes. No smoking permitted. Pets considered on a case-by-case basis.

  Michelle Mandel Carl Guild & Associates

  260 Summit St Unit 2B, Windham, CT 06226
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  $137,500 Sold Jul 09, 2025

  1100 Plainfield Pike, Sterling, CT 06377

  • 3 Beds
  • 1 Bath
  • 1,920 Sq Ft
  • Built 1750

  Last Sold Summary

  • 31% Below List Price
  • $72/SF
  • 7 Days On Market

  Current Estimated Value $281,808

  Last Listing Agent Paul Stone Kazantzis Real Estate, LLC

  1100 Plainfield Pike, Sterling, CT 06377
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  Est $175,000 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

  • 4% Above List Price
  • $70/SF
  • 180 Days On Market

  Last Sold Price $168,000

  Last Listing Agent Kerri Mullen CR Premier Properties
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  /19

  $469,900 New Construction

  • 4 Beds
  • 3 Baths
  • 1,800 Sq Ft

  16 South St, Brooklyn, CT 06234

  Just getting started on this New Contemporary Raised Ranch on a Beautiful Wooded Lot. Check out those Pics & Virtual Reality Tour. There is still time to make some choices!! Estimated Completion Date is Late July 2026! Four Bedrooms & 3 Full Bathrooms. Central AC. Two Car Garage. Vaulted Ceilings. Luxury Plank Flooring, Custom Kitchen w/ Granite Counters & Center Island. Spacious Vaulted

  Bill Heenan William Raveis Real Estate

  16 South St, Brooklyn, CT 06234
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  $2,350 total monthly price

  • 3 Beds
  • 2 Baths
  • 1,000 Sq Ft
  • Condo for Rent

  736 Main St Unit 3, Willimantic, CT 06226

  Located at 736 Main Street in the heart of Willimantic, CT, this recently renovated property offers three spacious, modern 3-bedroom apartments, each with distinct appeal. Both units feature bright, open layouts with contemporary finishes, including light-toned wood-look floors, crisp white walls, and recessed lighting. Large windows throughout flood each space with natural light and offer

  736 Main St Unit 3, Willimantic, CT 06226
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  $385,000 Sold Oct 02, 2025

  24 Blumenthal Dr, Dayville, CT 06241

  • 3 Beds
  • 1.5 Baths
  • 1,248 Sq Ft
  • Built 1971

  Last Sold Summary

  • 4% Below List Price
  • $308/SF
  • 8 Days On Market

  Current Estimated Value $391,229

  Last Listing Agent Kara Mazzola First Choice Realty

  24 Blumenthal Dr, Dayville, CT 06241
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  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

  • $61/SF
  • 30 Days On Market

  Last Sold Price $210,000

  Last Listing Agent Dan Saffer Dan Saffer
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  /26

  $300,000

  • 3 Beds
  • 1 Bath
  • 1,120 Sq Ft

  74 Riverside Dr, Thompson, CT 06277

  Cozy, sunny, ranch in North Grosvenordale offering easy one-floor living in Connecticut's Quiet Corner. Detached garage, manageable yard, and a layout that lives comfortably from day one. Walk-up attic and walk-out basement offer potential expansion. Great commuter location with simple living and long-term potential. Easy to show and ready to go!

  Audrey Martinez LAER Realty Partners

  74 Riverside Dr, Thompson, CT 06277
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  /9

  $1,500 per month

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

  Unlisted Address

  Discover this main level, two bedroom unit just footsteps to the riverfront and to all the shops and restaurants to downtown Danielson.

  Kate Sullivan Compass Connecticut, LLC

  Unlisted Address
• 

  $410,000 Sold Apr 30, 2025

  232 Ballouville Rd, Dayville, CT 06241

  • 8 Beds
  • 2 Baths
  • 2,450 Sq Ft
  • Built 1840

  Last Sold Summary

  • 5% Above List Price
  • $167/SF
  • 8 Days On Market

  Current Estimated Value $381,541

  Last Listing Agent Amy Brunet Brunet and Company Real Estate

  232 Ballouville Rd, Dayville, CT 06241
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  Est $498,105 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

  • 14% Below List Price
  • $204/SF
  • 145 Days On Market

  Last Sold Price $579,900

  Last Listing Agent Loni Wright RE/MAX
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  /40

  $579,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,979 Sq Ft

  69 N Bedlam Rd, Chaplin, CT 06235

  Opportunity knocking again! Prior buyer's financing fell through. Welcome to your New England Equestrian Trial Riders Dream property! Featuring a lovingly preserved and updated antique Cape Cod home, a 40x50' newer five-stall barn with heated tack room and workshop located on a country road with almost 6 private acres of picturesque fenced pasture land adjacent to over 200 acres of preserved land

  Tammy Lucier eXp Realty

  69 N Bedlam Rd, Chaplin, CT 06235
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  /18

  $1,600 - $1,800 plus fees

  16 Bradley St

  2 Beds

  16 Bradley St, Putnam, CT 06260

  Modern 2-Bedroom Apartment for Rent – 16 Bradley St, Apt 2, Putnam, CT 06260DescriptionWelcome home to this newly renovated and modern 2-bedroom apartment in the heart of Putnam. Located at 16 Bradley Street, Apartment 2, this sleek, updated unit offers the perfect balance of style, comfort, and convenience. Just minutes from Day Kimball Hospital, and close to I-395, Route 44, Route 12,

  16 Bradley St, Putnam, CT 06260
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  $154,000 Sold Jul 18, 2025

  1 Circle Dr, North Windham, CT 06256

  • 3 Beds
  • 2 Baths
  • 1,436 Sq Ft
  • Built 1987

  Last Sold Summary

  • 7% Below List Price
  • $107/SF
  • 252 Days On Market

  Last Listing Agent Ryan Smithwick eRealty Advisors, Inc.

  1 Circle Dr, North Windham, CT 06256
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  Est $326,667 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

  • 4% Below List Price
  • $167/SF
  • 7 Days On Market

  Last Sold Price $340,000

  Last Listing Agent Irene Adams Signature Properties of N.E.
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  /20

  $189,000

  • 1 Bed
  • 1 Bath
  • 909 Sq Ft

  45 Main St Unit 308, Plainfield, CT 06374

  Welcome to your new home, a bright, low-maintenance condo located in a beautifully restored mill builidng that blends historic charm with modern convenience. This turn-key unit is designed for effortless living, offering comfort, security, and unbeatable access to everything you need. Sun-filled mill-style windows flood the space with natural light, creating an open airy feel from the moment you

  David Viveiros eXp Realty

  45 Main St Unit 308, Plainfield, CT 06374
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  /26

  $2,500 per month

  • 3 Beds
  • 2.5 Baths
  • 3,132 Sq Ft
  • Townhouse for Rent

  85 Maple St, Danielson, CT 06239

  Huge 3-bedroom, 2.5-bath duplex, featuring beautiful hardwood floors and new carpeting upstairs. This home offers built-ins with classic charm, that has been thoughtfully, and lovingly remodeled throughout. Enjoy tons of natural light, a well-appointed kitchen with appliances included, washer/dryer hook ups, a full basement and a 1-car garage with two additional parking spaces. Step out back to a

  Danielle Bakanowsky Kazantzis Real Estate, LLC

  85 Maple St, Danielson, CT 06239
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  $91,000 Sold May 14, 2025

  309 Quinns Hill Rd, Dayville, CT 06241

  • Land
  • 4.5 Acres
  • $20,222 per Acre

  Last Sold Summary

  • 9% Below List Price
  • 131 Days On Market

  Current Estimated Value $98,960

  Last Listing Agent Cheryl Mallick Carey & Guarrera Real Estate

  309 Quinns Hill Rd, Dayville, CT 06241
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  Est $113,784 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

  • 25% Above List Price
  • $119/SF
  • 13 Days On Market

  Last Sold Price $91,000

  Last Listing Agent Erica Molochnick RbRE, LLC
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  /40

  $449,000

  • 4 Beds
  • 2 Baths
  • 2,375 Sq Ft

  55 Mechanics St, Putnam, CT 06260

  Step into timeless elegance in this remarkable 1922 Antique Colonial Victorian, gracefully set in the heart of Putnam, Connecticut. Rich in historic charm yet thoughtfully updated for modern living, this distinguished residence immediately captivates with its absolutely stunning grand staircase-a true architectural centerpiece that sets the tone for the home's enduring sophistication. The main

  Lisa Therecka Therecka & Associates LLC

  55 Mechanics St, Putnam, CT 06260
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  /5

  $1,600 plus fees

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

  69 Franklin St Unit A, Killingly, CT 06239

  Property Id: 466501$400 WEEKLY PAYMENT ??????Two-Bedroom, One-Bath Second-Floor Unit AvailableSpacious second-floor two-bedroom, one-bath unit with plenty of yard space on both sides of the building. Conveniently located near Mohegan Sun and Foxwoods—approximately 30 minutes to each. Close proximity to Frito-Lay, local restaurants, banking, and Town Hall. Easy access to major

  69 Franklin St Unit A, Killingly, CT 06239
• 

  $400,000 Sold Sep 24, 2025

  614 Hartford Rd, Brooklyn, CT 06234

  • 3 Beds
  • 2 Baths
  • 1,131 Sq Ft
  • Built 1929

  Last Sold Summary

  • $354/SF
  • 26 Days On Market

  Current Estimated Value $399,672

  Last Listing Agent Gina Wentworth Lebanon Green Real Estate

  614 Hartford Rd, Brooklyn, CT 06234
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  Est $492,580 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

  • 12% Above List Price
  • $164/SF
  • 186 Days On Market

  Last Sold Price $440,000

  Last Listing Agent Rob Rosa Berkshire Hathaway Home Services
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  /19

  $475,000 Under Contract

  • 4 Beds
  • 3 Baths
  • 1,800 Sq Ft

  22 South St, Brooklyn, CT 06234

  Construction has begun on this New Contemporary Raised Ranch on a Beautiful Wooded Lot. Check out those Pics & Virtual Reality Tour. There is still time to make some choices!! Estimated Completion Date is Late July 2026! Four Bedrooms & 3 Full Bathrooms. Central AC. Two Car Garage. Vaulted Ceilings. Luxury Plank Flooring, Custom Kitchen w/ Granite Counters & Center Island. Spacious Vaulted

  Bill Heenan William Raveis Real Estate

  22 South St, Brooklyn, CT 06234
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  /14

  $3,000 per month

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft
  • House for Rent

  387 Route 169, Woodstock, CT 06281

  Woodstock 3-bedroom 1 bathroom Ranch rental, conveniently located for commuting. Sitting on 3/4 AC, this home features new roof, efficient solar panels for low electric bills, brand new well, along with cosmetic updates to the kitchen, bathroom, and bedrooms. Home has a good sized attached 2 car garage/workshop/storage area along with a full basement for additional storage. Paved driveway with

  Ryan LaJoie Johnston & Associates Real Estate, LLC

  387 Route 169, Woodstock, CT 06281
• 

  $225,000 Sold Nov 11, 2025

  366 Ash St Unit 2, Willimantic, CT 06226

  • 2 Beds
  • 1.5 Baths
  • 1,210 Sq Ft
  • Built 1988

  Last Sold Summary

  • $186/SF
  • 57 Days On Market

  Current Estimated Value $227,153

  Last Listing Agent Deb Chabot RE/MAX One

  366 Ash St Unit 2, Willimantic, CT 06226
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  Est $871,004 Not Listed For Sale

  145 Laurel Hill Dr, Woodstock Valley, CT 06282

  • 3 Beds
  • 2.5 Baths
  • 2,614 Sq Ft
  • Built 2011

  145 Laurel Hill Dr, Woodstock Valley, CT 06282

  Last Sold Summary

  • 8% Below List Price
  • $363/SF
  • 2 Days On Market

  Last Sold Price $950,000

  Last Listing Agent John Downs Berkshire Hathaway Home Services

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