Windham County, CT Homes

• 

  $545,000

  Sold Jan 09, 2026

  153 Bluebird Ln, Brooklyn, CT 06234

  • 3 Beds
  • 2 Baths
  • 1,582 Sq Ft
  • Built 2025

  Last Sold Summary

  • 1% Below List Price
  • $345/SF
  • 46 Days On Market

  Last Listing Agent Mark Tetreault, II RE/MAX Bell Park Realty

  153 Bluebird Ln, Brooklyn, CT 06234
• 

  Est $571,398

  Not Listed For Sale

  30 Supina Rd, Ashford, CT 06278

  • 3 Beds
  • 2.5 Baths
  • 2,415 Sq Ft
  • Built 2009

  30 Supina Rd, Ashford, CT 06278

  Last Sold Summary

  • 29 Days On Market
• 

  

  

  /23

  $267,000

  $53K PRICE DROP

  • 6 Beds
  • 2 Baths
  • 1,904 Sq Ft

  144 Prospect Ave, Danielson, CT 06239

  Price Improved.... Seller says Sell Sell Sell.. Looking for your next investment property?? Look no further. This home has been under agreement several times, but not because of inspection issues- the previous transactions couldn't move forward due to owner- occupied requirements from the solar. If you been searching for a home that's move in ready, while allowing you to update it at your own

  KAREN MILHEM Media Realty Group, Inc.

  144 Prospect Ave, Danielson, CT 06239
• 

  $310,000

  Sold Feb 13, 2026

  7 Shelby Cir, Dayville, CT 06241

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft
  • Built 1989

  Last Sold Summary

  • 5% Below List Price
  • $323/SF
  • 91 Days On Market

  Current Estimated Value $305,692

  Last Listing Agent Carol Ryniewicz CR Premier Properties

  7 Shelby Cir, Dayville, CT 06241
• 

  Est $311,572

  Not Listed For Sale

  20 Old Putnam Road Extension, Danielson, CT 06239

  • 2 Beds
  • 1 Bath
  • 912 Sq Ft
  • Built 1984

  20 Old Putnam Road Extension, Danielson, CT 06239

  Last Sold Summary

  • 2 Days On Market
• 

  

  /22

  $388,000

  Pending

  • 3 Beds
  • 2 Baths
  • 2,034 Sq Ft

  105 Brick Top Rd, Windham, CT 06280

  Move right into this beautifully renovated home on 1.49 acres with scenic farmland views. Enjoy an inviting open floor plan featuring gleaming hardwood floors, a cozy fireplace, and a stunning updated kitchen with a large center island. The spacious primary suite offers ample closet space and a private bath, while the fully renovated bathrooms add modern appeal. An oversized two-car garage

  Maricela Rivera Rivera Realty LLC

  105 Brick Top Rd, Windham, CT 06280
• 

  $460,000

  Sold Jan 16, 2026

  409 Main St, Danielson, CT 06239

  • 8 Beds
  • 5.5 Baths
  • 4,670 Sq Ft
  • Built 1800

  Last Sold Summary

  • 16% Below List Price
  • $99/SF
  • 56 Days On Market

  Current Estimated Value $450,289

  Last Listing Agent Michael Hvizdo Coldwell Banker Realty

  409 Main St, Danielson, CT 06239
• 

  Est $339,548

  Not Listed For Sale

  441 Putnam Rd, Danielson, CT 06239

  • 3 Beds
  • 1.5 Baths
  • 1,748 Sq Ft
  • Built 1955

  441 Putnam Rd, Danielson, CT 06239

  Last Sold Summary

  • 4 Days On Market
• 

  

  /16

  $329,000

  Pending

  • 3 Beds
  • 1 Bath
  • 1,484 Sq Ft

  47 River Ridge Rd, Danielson, CT 06239

  Welcome to 47 River Ridge Road, where you will find a perfect combination of nature's playground and a peaceful private sanctuary. The home features 3 bedrooms, 1 bathroom. The newly updated bathroom offers a new motorized skylight. Settled on a quiet Cul-De-Sac, this home offers river access to Quinebaug River, right from your own backyard. A new beautiful over-sized deck is the perfect

  Megan Broneill REMAX Revolution

  47 River Ridge Rd, Danielson, CT 06239
• 

  $50,000

  Sold Sep 26, 2025

  121 Highland View Dr, Windham, CT 06266

  • Land
  • 40,075 Sq Ft
  • $54,348 per Acre

  Last Sold Summary

  • 11% Below List Price
  • 8 Days On Market

  Last Listing Agent Jeanne Crum Home Selling Team

  121 Highland View Dr, Windham, CT 06266
• 

  Est $514,610

  Not Listed For Sale

  111 Day St, Brooklyn, CT 06234

  • 4 Beds
  • 3 Baths
  • 3,030 Sq Ft
  • Built 1960

  111 Day St, Brooklyn, CT 06234

  Last Sold Summary

  • 95 Days On Market
• 

  

  /34

  $749,900

  Pending

  • 4 Beds
  • 2 Baths
  • 2,016 Sq Ft

  234 Pole Bridge Rd, Woodstock, CT 06281

  Here's your chance to own you personal private oasis! Nestled way back away off the beaten path, this property comes with over 25 acres, multiple level clearings with ample opportunity, heart shaped pond, abundance of wildlife, amazing sunsets, etc. This truly is a property of a lifetime! If you want privacy and love the outdoors, this is a dream come true. At the same time, it's perfect for

  Matthew Huberdault Byrnes Real Estate Company

  234 Pole Bridge Rd, Woodstock, CT 06281
• 

  $135,000

  Sold Aug 18, 2025

  256 Pine Hill Rd, Sterling, CT 06377

  • 1 Bed
  • 1 Bath
  • 720 Sq Ft
  • Built 1955

  Last Sold Summary

  • 4% Above List Price
  • $188/SF
  • 5 Days On Market

  Current Estimated Value $144,674

  Last Listing Agent Lynn Converse RE/MAX Bell Park Realty

  256 Pine Hill Rd, Sterling, CT 06377
• 

  Est $734,028

  Not Listed For Sale

  429 Child Rd, Woodstock, CT 06281

  • 3 Beds
  • 4 Baths
  • 3,076 Sq Ft
  • Built 2008

  429 Child Rd, Woodstock, CT 06281

  Last Sold Summary

  • 7 Days On Market
• 

  

  /16

  $419,900

  Pending

  • 6 Beds
  • 2 Baths
  • 2,880 Sq Ft

  34 Woodstock Rd, Pomfret Center, CT 06259

  Discover an exceptional opportunity in one of Pomfret's most desirable locations. Set back from the road on over 2 acres along a quiet country stretch, this beautifully maintained twofamily home offers versatility, privacy, and outstanding income potential. The property features a new rear deck, a charming side patio accessed through a newer sliding door, and a truly impressive 34' x 8' covered

  Monique Rouillard Signature Properties of N.E.

  34 Woodstock Rd, Pomfret Center, CT 06259
• 

  $725,000

  Sold Jan 23, 2026

  245 Brooklyn Rd, Canterbury, CT 06331

  • 4 Beds
  • 2.5 Baths
  • 3,285 Sq Ft
  • Built 1787

  Last Sold Summary

  • 8% Below List Price
  • $221/SF
  • 64 Days On Market

  Current Estimated Value $719,399

  Last Listing Agent Cary Marcoux RE/MAX Bell Park Realty

  245 Brooklyn Rd, Canterbury, CT 06331
• 

  Est $425,829

  Not Listed For Sale

  10 Zoldak Dr, North Windham, CT 06256

  • 3 Beds
  • 2.5 Baths
  • 1,957 Sq Ft
  • Built 2008

  10 Zoldak Dr, North Windham, CT 06256

  Last Sold Summary

  • 6 Days On Market
• 

  /2

  $179,000

  Pending

  • Land
  • 3.29 Acres
  • $54,407 per Acre

  0 Child Dome Rd Unit 24183833, Woodstock, CT 06281

  Rare opportunity to own a large tract of land in Woodstock, CT. This stunning location is one of the highest points in Woodstock. Surrounded by conservatory farmland, the views are for miles. The ride to this property, through the sparsely populated countryside, will surely give you the feel of the natural surroundings. Although located "far from the crowd" you are centrally located to Hartford,

  Bob Seele Coldwell Banker Realty

  0 Child Dome Rd Unit 24183833, Woodstock, CT 06281
• 

  $20,000

  Sold Jun 15, 2026

  4 Paradise Dr, Brooklyn, CT 06234

  • Land
  • 5,227 Sq Ft
  • $166,667 per Acre

  Last Sold Summary

  • 50% Below List Price
  • 122 Days On Market

  Last Listing Agent Amber Alcazar Coldwell Banker Realty

  4 Paradise Dr, Brooklyn, CT 06234
• 

  Est $572,543

  Not Listed For Sale

  6 Courtney Ln, Sterling, CT 06377

  • 3 Beds
  • 2.5 Baths
  • 2,137 Sq Ft
  • Built 2007

  6 Courtney Ln, Sterling, CT 06377

  Last Sold Summary

  • 40 Days On Market
• 

  

  /18

  $499,900

  New Construction Under Contract

  • 3 Beds
  • 2 Baths
  • 1,366 Sq Ft

  247 Green Hollow Rd, Danielson, CT 06239

  A true RANCH style NEW construction. Nestled on a beautiful country corner lot featuring HIGH efficiency and energy savings for many years. Top notch products used throughout the entire home. 3/4" RED OAK hardwood flooring in the main areas, carpet of your choice in the bedrooms (or upgrade to hardwood). Propane heat paired with on demand hot water heater. CENTRAL A/C. Granite countertops. Walk

  Mark Tetreault, II RE/MAX Bell Park Realty

  247 Green Hollow Rd, Danielson, CT 06239
• 

  $789,000

  Sold Aug 15, 2025

  43 Hiawatha Heights, Woodstock Valley, CT 06282

  • 2 Beds
  • 2 Baths
  • 1,918 Sq Ft
  • Built 1988

  Last Sold Summary

  • $411/SF
  • 42 Days On Market

  Current Estimated Value $793,648

  Last Listing Agent Jennie Kesselman Berkshire Hathaway NE Prop.

  43 Hiawatha Heights, Woodstock Valley, CT 06282
• 

  Est $466,337

  Not Listed For Sale

  244 Snake Meadow Hill Rd, Sterling, CT 06377

  • 3 Beds
  • 2.5 Baths
  • 1,764 Sq Ft
  • Built 2007

  244 Snake Meadow Hill Rd, Sterling, CT 06377

  Last Sold Summary

  • 22 Days On Market
• 

  

  /38

  $359,000

  $16K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 864 Sq Ft

  70 Hawkins Rd, Woodstock Valley, CT 06282

  Welcome to this charming 2-bedroom, 1.5-bath home that offers the perfect blend of comfort and convenience. Ideal for empty nesters, downsizers, or anyone looking for a fantastic condo alternative, this home provides the privacy of single-family living without the hassle HOA. Step inside and enjoy a warm and inviting layout with comfortable living spaces that make the home feel instantly

  Joyce Teixeira Dream Living Realty, LLC

  70 Hawkins Rd, Woodstock Valley, CT 06282
• 

  $620,000

  Sold May 11, 2026

  1350 Thompson Rd, Thompson, CT 06277

  • 3 Beds
  • 2.5 Baths
  • 2,610 Sq Ft
  • Built 2004

  Last Sold Summary

  • 3% Above List Price
  • $238/SF
  • 3 Days On Market

  Current Estimated Value $619,116

  Last Listing Agent Christine Johnson RE/MAX One

  1350 Thompson Rd, Thompson, CT 06277
• 

  Est $295,883

  Not Listed For Sale

  125 Main St, Sterling, CT 06377

  • 3 Beds
  • 1 Bath
  • 2,016 Sq Ft
  • Built 1900

  125 Main St, Sterling, CT 06377

  Last Sold Summary

  • 8 Days On Market
• 

  

  /13

  $134,900

  Pending

  • 3 Beds
  • 2 Baths
  • 1,141 Sq Ft

  5 Woods Way Unit WOOD005, Windham, CT 06256

  Welcome to Stonegate Manor, an all-age active and vibrant community, where you can find yourself in your dream home. We have a stunning, brand new, beautiful, 2025 3 bed, 2 bath home for sale featuring 1141.52 sq ft of beautifully designed living space. Located in North Windham. Step inside to find an open-concept floor plan, hardwood floors, high ceilings and natural light. The kitchen boasts

  Nichole Boisvert Stonegate Manor

  5 Woods Way Unit WOOD005, Windham, CT 06256
• 

  $72,000

  Sold Apr 30, 2026

  16 Pond Way, North Windham, CT 06256

  • 2 Beds
  • 2 Baths
  • 1,218 Sq Ft
  • Built 1988

  Last Sold Summary

  • 6% Above List Price
  • $59/SF
  • 5 Days On Market

  Last Listing Agent Stephen Daly KW Legacy Partners

  16 Pond Way, North Windham, CT 06256
• 

  Est $501,450

  Not Listed For Sale

  33 Railroad Ave, Sterling, CT 06377

  • 3 Beds
  • 3 Baths
  • 2,586 Sq Ft
  • Built 2004

  33 Railroad Ave, Sterling, CT 06377

  Last Sold Summary

  • 1 Day On Market
• 

  

  /23

  $300,000

  Pending

  • 3 Beds
  • 2 Baths
  • 1,405 Sq Ft

  29 Shetucket Dr, Windham, CT 06280

  Highest and Best Offers must be submitted by Tuesday June 23rd 6pm. Ranch style home set on a culdesac location with a little over an acre of land. Private back yard. The home has 3 bedrooms on the main level. There is also 2 more bedrooms and a full bath in the lower level. The home has central air and a whole house propane generator. Septic system was replaced in 2021.

  Gregory LaFlam LaFlam Group

  29 Shetucket Dr, Windham, CT 06280
• 

  $400,000

  Sold Oct 03, 2025

  16 Porter Plain Rd, Thompson, CT 06277

  • 3 Beds
  • 2 Baths
  • 1,960 Sq Ft
  • Built 1974

  Last Sold Summary

  • 5% Above List Price
  • $204/SF
  • 3 Days On Market

  Current Estimated Value $403,988

  Last Listing Agent Jared Meehan RE/MAX Bell Park Realty

  16 Porter Plain Rd, Thompson, CT 06277
• 

  Est $528,539

  Not Listed For Sale

  629 Margaret Henry Rd, Sterling, CT 06377

  • 3 Beds
  • 3 Baths
  • 2,156 Sq Ft
  • Built 2003

  629 Margaret Henry Rd, Sterling, CT 06377

  Last Sold Summary

  • 0 Days On Market
• 

  

  /20

  $315,000

  Pending

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft

  13 South St, Plainfield, CT 06374

  Welcome to this charming 3-bedroom ranch tucked away on a quiet street in Plainfield. Offering the convenience of single-level living, this home features hardwood floors, a functional layout, and plenty of potential to make it your own.The outdoor space is a standout feature, with a fenced backyard, cozy fire pit area, perfect for relaxing, entertaining, or enjoying a peaceful evening outdoors.

  Kendra Bonette Coldwell Banker Realty

  13 South St, Plainfield, CT 06374
• 

  $355,000

  Sold Jan 14, 2026

  5 Chappell St, Chaplin, CT 06235

  • 3 Beds
  • 2.5 Baths
  • 1,748 Sq Ft
  • Built 1954

  Last Sold Summary

  • 3% Above List Price
  • $203/SF
  • 53 Days On Market

  Current Estimated Value $345,098

  Last Listing Agent Gregory Hanner Garden Realty

  5 Chappell St, Chaplin, CT 06235
• 

  Est $396,972

  Not Listed For Sale

  13 Sterling Ridge Ln, Sterling, CT 06377

  • 3 Beds
  • 2.5 Baths
  • 1,669 Sq Ft
  • Built 2007

  13 Sterling Ridge Ln, Sterling, CT 06377

  Last Sold Summary

  • 33 Days On Market
• 

  

  /37

  $450,000

  Under Contract

  • 3 Beds
  • 2.5 Baths
  • 2,847 Sq Ft

  83 Kate Downing Rd, Plainfield, CT 06374

  Welcome to this spacious and inviting contemporary offering 3 bedrooms, 2.5 baths, and a 2-car attached garage with extra storage. Filled with natural light, the main level features a dramatic living room with cathedral ceilings and skylights, a warm hardwood family room, and a formal dining room ready for everyday meals or special gatherings. The eat-in kitchen offers generous cabinet space,

  Kara Mazzola First Choice Realty

  83 Kate Downing Rd, Plainfield, CT 06374
• 

  $395,000

  Sold Nov 03, 2025

  50 Crooked Trail, Woodstock, CT 06281

  • 3 Beds
  • 3 Baths
  • 2,339 Sq Ft
  • Built 1993

  Last Sold Summary

  • 6% Below List Price
  • $169/SF
  • 16 Days On Market

  Current Estimated Value $424,549

  Last Listing Agent Lynn Converse RE/MAX Bell Park Realty

  50 Crooked Trail, Woodstock, CT 06281
• 

  Est $567,213

  Not Listed For Sale

  562 Sterling Rd, Sterling, CT 06377

  • 3 Beds
  • 2 Baths
  • 2,096 Sq Ft
  • Built 2002

  562 Sterling Rd, Sterling, CT 06377

  Last Sold Summary

  • 6 Days On Market
• 

  

  /40

  $699,900

  Pending

  • 4 Beds
  • 3.5 Baths
  • 2,576 Sq Ft

  271 Putnam Rd, Pomfret Center, CT 06259

  Nestled privately back from the road on 4.5 rolling acres of gorgeous, cleared land, this stunning 4-BR Colonial blends classic farmhouse charm with sophisticated modern updates. Enjoy a sprawling, picturesque front yard and a welcoming front porch perfectly positioned to capture incredible evening sunsets. This special property offers rural peace with direct access to the main road, walking

  Brenda Chubbuck Berkshire Hathaway NE Prop.

  271 Putnam Rd, Pomfret Center, CT 06259
• 

  $399,000

  Sold Feb 20, 2026

  10 School Street Extension, Plainfield, CT 06374

  • 3 Beds
  • 2.5 Baths
  • 1,824 Sq Ft
  • Built 2025

  Last Sold Summary

  • 13% Below List Price
  • $219/SF
  • 63 Days On Market

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

  10 School Street Extension, Plainfield, CT 06374

Showing Results 321 - 360, Page 9 of 18