Windham County, CT Homes

• 

  Est $401,418 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,434 Sq Ft

  7 Jack Henry Dr, Windham, CT 06280

  7 Jack Henry Dr, Windham, CT 06280
• 

  

  

  /5

  $295,000

  • 3 Beds
  • 2 Baths
  • 1,652 Sq Ft

  337 Hampton Rd, Chaplin, CT 06235

  This three-bedroom, two-bathroom home, situated on two acres conveniently located off Route 6, offers a detached one-car garage with a loft and man door. It is equipped with a fireplace featuring a Heatilator, generator hookup, security system and a spacious sunroom. This property presents ample renovation opportunities to customize it to your preferences.

  Franchesca Pescatello Prue Realty LLC

  337 Hampton Rd, Chaplin, CT 06235
• 

  $295,000 Sold May 23, 2025

  1212 Norwich Rd, Plainfield, CT 06374

  • 3 Beds
  • 2 Baths
  • 1,519 Sq Ft
  • Built 1807

  Last Sold Summary

  • $194/SF
  • 22 Days On Market

  Current Estimated Value $291,511

  Last Listing Agent Tanya McDermott Berkshire Hathaway NE Prop.

  1212 Norwich Rd, Plainfield, CT 06374
• 

  Est $550,618 Not Listed For Sale

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

  6 Courtney Ln, Sterling, CT 06377

  6 Courtney Ln, Sterling, CT 06377
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  /37

  $699,000

  • 2 Beds
  • 2.5 Baths
  • 1,578 Sq Ft

  133 Fitts Rd, Ashford, CT 06278

  This beautifully crafted post-and-beam home blends timeless character with modern functionality. Designed with sustainability in mind, the home features solar power and rich hardwood floors throughout. The open-concept living and dining area creates an inviting space for everyday living and entertaining, anchored by a cozy fireplace-perfect for colder evenings. A private library or study on the

  Kerri Mullen CR Premier Properties

  133 Fitts Rd, Ashford, CT 06278
• 

  $290,000 Sold Oct 01, 2025

  269 Jackson St, Willimantic, CT 06226

  • 3 Beds
  • 3 Baths
  • 2,382 Sq Ft
  • Built 1910

  Last Sold Summary

  • $122/SF
  • 47 Days On Market

  Current Estimated Value $287,917

  Last Listing Agent Michael A Tarallo Giner Real Estate

  269 Jackson St, Willimantic, CT 06226
• 

  Est $437,561 Not Listed For Sale

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

  244 Snake Meadow Hill Rd, Sterling, CT 06377

  244 Snake Meadow Hill Rd, Sterling, CT 06377
• 

  

  /23

  $187,000 Under Contract

  • 2 Beds
  • 1.5 Baths
  • 1,076 Sq Ft

  48 Athol St Unit 48, Danielson, CT 06239

  Welcome home to this beautiful townhouse-style condo featuring 2 bedrooms and 1.5 baths. The open-concept first floor offers a bright and inviting layout, where a modern eat-in kitchen flows seamlessly into the dining area. Step through the sliders to your private back deck and take in the expansive backyard view, perfect for morning coffee or evening relaxation. A convenient half bath for guests

  Kara Mazzola First Choice Realty

  48 Athol St Unit 48, Danielson, CT 06239
• 

  $26,000 Sold Oct 08, 2025

  25 Route 197 Unit Lot 40, Woodstock, CT 06281

  • 1 Bed
  • 1 Bath
  • 300 Sq Ft
  • Built 1995

  Last Sold Summary

  • 42% Below List Price
  • $87/SF
  • 168 Days On Market

  Last Listing Agent Keri Roy Kazantzis Real Estate, LLC

  25 Route 197 Unit Lot 40, Woodstock, CT 06281
• 

  Est $441,692 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,688 Sq Ft

  239 Valley View Rd, Sterling, CT 06377

  239 Valley View Rd, Sterling, CT 06377
• 

  

  /31

  $149,000 Open Sat 10AM - 12PM

  • 2 Beds
  • 1 Bath
  • 1,104 Sq Ft

  67 Breezy Ln, Thompson, CT 06277

  Welcome to easy, low-maintenance living in this well-maintained mobile home in a sought-after community in Northeastern CT. This inviting home features an updated kitchen and living room (2024) as well as an updated bedroom and bathroom (2023) offering modern finishes and functionality for everyday comfort. The large, versatile living room can easily accommodate multiple seating areas and is

  Vivian Kozey CR Premier Properties

  67 Breezy Ln, Thompson, CT 06277
• 

  $95,000 Sold Sep 24, 2025

  0 Seckar Rd Unit 24034213, Ashford, CT 06278

  • Land
  • 3.68 Acres
  • $25,815 per Acre

  Last Sold Summary

  • 21% Below List Price
  • 420 Days On Market

  Last Listing Agent Jeff Main Berkshire Hathaway NE Prop.

  0 Seckar Rd Unit 24034213, Ashford, CT 06278
• 

  Est $292,087 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 2,016 Sq Ft

  125 Main St, Sterling, CT 06377

  125 Main St, Sterling, CT 06377
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  /38

  $729,900 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,400 Sq Ft

  56 W View Dr, Woodstock, CT 06281

  This stunning custom-built 2019 Colonial farmhouse blends modern design with efficient, thoughtful craftsmanship. Meticulously maintained, it features an inviting open-concept layout, hickory wood floors, and a gourmet chef's kitchen with an Electrolux 36" induction range, custom range hood, GE Profile stainless steel appliances, and a pantry. Natural light fills the spacious living and dining

  Pamela Therrien The Neighborhood Realty Group

  56 W View Dr, Woodstock, CT 06281
• 

  $300,000 Sold Nov 13, 2025

  100 South St, Willimantic, CT 06226

  • 6 Beds
  • 2 Baths
  • 1,932 Sq Ft
  • Built 1914

  Last Sold Summary

  • $155/SF
  • 85 Days On Market

  Last Listing Agent Amber Jones KW Legacy Partners

  100 South St, Willimantic, CT 06226
• 

  Est $480,410 Not Listed For Sale

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

  33 Railroad Ave, Sterling, CT 06377

  33 Railroad Ave, Sterling, CT 06377
• 

  

  /16

  $289,000

  • 4 Beds
  • 1 Bath
  • 1,180 Sq Ft

  933 Hampton Rd, Pomfret, CT 06259

  Located in the quiet, rural town of Pomfret, Connecticut, this 1,180 square foot single-family home offers four bedrooms and one full bathroom in a peaceful New England setting. The flexible layout provides options for bedrooms, home offices, or guest space to suit a variety of needs. The home features maintenance-free vinyl siding, a durable metal roof, and replacement windows, offering

  Paul Stone Kazantzis Real Estate, LLC

  933 Hampton Rd, Pomfret, CT 06259
• 

  $330,000 Sold Jan 23, 2026

  69 Peckham Ln, Danielson, CT 06239

  • 4 Beds
  • 3.5 Baths
  • 3,523 Sq Ft
  • Built 1930

  Last Sold Summary

  • 10% Above List Price
  • $94/SF
  • 112 Days On Market

  Last Listing Agent Mary Collins Berkshire Hathaway NE Prop.

  69 Peckham Ln, Danielson, CT 06239
• 

  Est $501,592 Not Listed For Sale

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

  629 Margaret Henry Rd, Sterling, CT 06377

  629 Margaret Henry Rd, Sterling, CT 06377
• 

  

  /40

  $345,000 Under Contract

  • 2 Beds
  • 2 Baths
  • 1,259 Sq Ft

  50 Richmond Rd Unit 10, Putnam, CT 06260

  Well-maintained 2-bedroom, 2-full-bath condo offering an open and inviting floor plan filled with natural light. The main level features spacious living and dining areas that flow seamlessly to a private deck-perfect for relaxing or entertaining. The finished walk-out lower level adds exceptional versatility with a comfortable family room, den, and dedicated office space. Additional highlights

  Cary Marcoux RE/MAX Bell Park Realty

  50 Richmond Rd Unit 10, Putnam, CT 06260
• 

  $504,700 Sold Jan 05, 2026

  93 Jericho Rd, Pomfret Center, CT 06259

  • 3 Beds
  • 2 Baths
  • 1,884 Sq Ft
  • Built 1975

  Last Sold Summary

  • 1% Below List Price
  • $268/SF
  • 16 Days On Market

  Last Listing Agent Ryan LaJoie Johnston & Associates Real Estate, LLC

  93 Jericho Rd, Pomfret Center, CT 06259
• 

  Est $370,917 Not Listed For Sale

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

  13 Sterling Ridge Ln, Sterling, CT 06377

  13 Sterling Ridge Ln, Sterling, CT 06377
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  /36

  $484,900 Pending

  • 3 Beds
  • 2 Baths
  • 1,102 Sq Ft

  140 Ragged Hill Rd, Pomfret Center, CT 06259

  3 acres. 3 buildings. 3 bedrooms. Surrounded by Wyndham Land Trust-protected land, this unique property offers direct access to scenic trails ideal for horseback riding, biking, walking, and birdwatching. The three structures include a renovated three-bedroom, two-bath ranch, a barn, and an impressive 84' x 48' metal building with its own electric service. Updated in 2009, the home features an

  Lynn Converse RE/MAX Bell Park Realty

  140 Ragged Hill Rd, Pomfret Center, CT 06259
• 

  $320,000 Sold Jun 25, 2025

  19 Harrison St, Putnam, CT 06260

  • 3 Beds
  • 1 Bath
  • 1,224 Sq Ft
  • Built 1977

  Last Sold Summary

  • 2% Above List Price
  • $261/SF
  • 5 Days On Market

  Current Estimated Value $314,536

  Last Listing Agent Tanya McDermott Berkshire Hathaway NE Prop.

  19 Harrison St, Putnam, CT 06260
• 

  Est $467,466 Not Listed For Sale

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

  562 Sterling Rd, Sterling, CT 06377

  562 Sterling Rd, Sterling, CT 06377
• 

  

  /33

  $549,900 Open Sat 12PM - 2PM

  • 3 Beds
  • 2.5 Baths
  • 1,518 Sq Ft

  310 Roseland Park Rd, Woodstock, CT 06281

  Nestled in a peaceful country setting come see what this home has to offer. This inviting 3 bedroom, 2 bath home sits on 5.7 beautiful acres, offering privacy, space, and thoughtful updates throughout. The home features 3 bedrooms, including a newly added master bathroom, providing added comfort and convenience. This home offers two convienent options for heating, with electric and a wood burning

  Tessa Stacy Brunet and Company Real Estate

  310 Roseland Park Rd, Woodstock, CT 06281
• 

  $610,000 Sold Jul 11, 2025

  287 N Sterling Rd, Sterling, CT 06377

  • 3 Beds
  • 2 Baths
  • 1,404 Sq Ft
  • Built 2022

  Last Sold Summary

  • 19% Below List Price
  • $434/SF
  • 10 Days On Market

  Current Estimated Value $663,591

  Last Listing Agent Daniel Deojay RE/MAX Bell Park Realty

  287 N Sterling Rd, Sterling, CT 06377
• 

  Est $467,235 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,254 Sq Ft

  637 Margaret Henry Rd, Sterling, CT 06377

  637 Margaret Henry Rd, Sterling, CT 06377
• 

  

  /24

  $325,000 Pending

  • 5 Beds
  • 2 Baths
  • 2,542 Sq Ft

  85 Furnace St, Danielson, CT 06239

  Well-maintained two-family property ideal for owner-occupied living or investment. Each unit offers generous living space with comfortable room sizes and practical layouts. Enjoy a nice sized yard with plenty of space for outdoor use. Conveniently located close to I-395 and Route 6, making commuting and daily travel easy. Great opportunity to live in one unit while generating rental income from

  Jennifer Lehto Kazantzis Real Estate, LLC

  85 Furnace St, Danielson, CT 06239
• 

  $700,000 Sold Nov 19, 2025

  170 Lyon Hill Rd, Woodstock, CT 06281

  • 3 Beds
  • 2.5 Baths
  • 2,960 Sq Ft
  • Built 1811

  Last Sold Summary

  • 3% Above List Price
  • $236/SF
  • 2 Days On Market

  Last Listing Agent Mary Ellen Barnett William Pitt Sotheby's Int'l

  170 Lyon Hill Rd, Woodstock, CT 06281
• 

  Est $1,138,972 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 5,462 Sq Ft

  53 Brookstone Dr, Sterling, CT 06377

  53 Brookstone Dr, Sterling, CT 06377
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  /6

  $899,000

  • Land
  • 130.75 Acres
  • $6,876 per Acre

  0 Brooklyn Rd Unit 24124218, Canterbury, CT 06331

  GREAT OPPORTUNITY FOR RESIDENTIAL, FARM, or AGRICULTURE DEVELOPMENT ! 133 ACRES!! SOLD AS A PACKAGE ONLY WITH LISTING #24111912 TOTAL LAND BEING SOLD IS 133 ACRES(APPROX) and TOTAL ROAD FRONTAGE IS 350 FT(APPROX) WITH BOTH PARCELS COMBINED. BUYER TO PERFORM DUE DILIGENCE TO DETERMINE AVAILABLE LAND USE, ZONING REGULATIONS, UTILITIES AVAIL. CURRENT TAXES ARE FOR FORESTRY CLASSIFICATION

  Margaret Memoli Memoli&Memoli Real Estate,LLC

  0 Brooklyn Rd Unit 24124218, Canterbury, CT 06331
• 

  $470,000 Sold Sep 12, 2025

  156 Quaddick Rd, Thompson, CT 06277

  • 3 Beds
  • 2 Baths
  • 1,836 Sq Ft
  • Built 1955

  Last Sold Summary

  • 1% Above List Price
  • $256/SF
  • 10 Days On Market

  Current Estimated Value $468,683

  Last Listing Agent Ryan LaJoie Johnston & Associates Real Estate, LLC

  156 Quaddick Rd, Thompson, CT 06277
• 

  Est $678,733 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 4,184 Sq Ft

  242 Harris Rd, Sterling, CT 06377

  242 Harris Rd, Sterling, CT 06377
• 

  

  /35

  $445,000 Pending

  • 5 Beds
  • 3.5 Baths
  • 3,719 Sq Ft

  16 Wilkinson St, Putnam, CT 06260

  Opportunity is back on the market!A compelling investment opportunity in the center of Putnam, this 1867 Victorian style home combines historic appeal with practical updates and multiple paths for added value. Used today as a two-family, the property offers spacious floor plans, high ceilings, and a layout that lends itself to strong rental demand or a comfortable owner-occupied arrangement.

  Kristen Kaskela Berkshire Hathaway NE Prop.

  16 Wilkinson St, Putnam, CT 06260
• 

  $350,000 Sold Dec 17, 2025

  80 Ventura Dr, Brooklyn, CT 06234

  • 2 Beds
  • 2 Baths
  • 1,908 Sq Ft
  • Built 1982

  Last Sold Summary

  • 8% Below List Price
  • $183/SF
  • 155 Days On Market

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

  80 Ventura Dr, Brooklyn, CT 06234
• 

  Est $343,092 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,632 Sq Ft

  871 Gibson Hill Rd, Sterling, CT 06377

  871 Gibson Hill Rd, Sterling, CT 06377
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  /2

  $65,000

  • Land
  • 0.28 Acre
  • $232,143 per Acre

  64 Westcott Rd, Killingly, CT 06239

  Vacant land, undeveloped. Buyers to do due diligence.

  Andrea Kazantzis, CCIM Kazantzis Real Estate, LLC

  64 Westcott Rd, Killingly, CT 06239
• 

  $560,000 Sold Jul 01, 2025

  449 E Thompson Rd, Thompson, CT 06277

  • 3 Beds
  • 2.5 Baths
  • 2,132 Sq Ft
  • Built 1989

  Last Sold Summary

  • 2% Below List Price
  • $263/SF
  • 12 Days On Market

  Current Estimated Value $575,219

  Last Listing Agent Rachel Sposato Berkshire Hathaway NE Prop.

  449 E Thompson Rd, Thompson, CT 06277
• 

  Est $495,600 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,171 Sq Ft

  297 Sabin St Unit 34, Putnam, CT 06260

  297 Sabin St Unit 34, Putnam, CT 06260

Showing Results 361 - 400, Page 10 of 18