46,345

Windham County, CT Homes

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  • 3 Westside Dr Unit 17, North Grosvenordale, CT 06255
    3 Westside Dr Unit 17, North Grosvenordale, CT 06255
    3 Westside Dr Unit 17, North Grosvenordale, CT 06255
    /40

    $290,000

    Pending
    • 2 Beds
    • 1.5 Baths
    • 1,288 Sq Ft

    3 Westside Dr Unit 17, North Grosvenordale, CT 06255

    Motivated Seller. Well maintained move-in ready 2 bedroom, 1 1/2 bath condo with 1 car garage. Walk in on the lower level from the garage to an additional 416 sq ft. for an office/gym/playroom whatever you choose. Up to second floor you will find a combo-living/dining area with a slider to a deck for your enjoyment, also a completely remodeled 1/2 bath and Kitchen with granite counter. On the 3rd

    Dianne Barrett Johnston & Associates Real Estate, LLC

    3 Westside Dr Unit 17, North Grosvenordale, CT 06255
  • 108 Snake Meadow Rd, Moosup, CT 06354

    $450,000

    Sold Jun 04, 2026

    108 Snake Meadow Rd, Moosup, CT 06354

    • 3 Beds
    • 2 Baths
    • 1,346 Sq Ft
    • Built 2008

    Last Sold Summary

    • 7% Below List Price
    • $334/SF
    • 10 Days On Market

    Current Estimated Value $484,218

    Last Listing Agent Brad Favreau RE/MAX Bell Park Realty

    108 Snake Meadow Rd, Moosup, CT 06354
  • 147 Orchard Hill Ln, Willimantic, CT 06226
    147 Orchard Hill Ln, Willimantic, CT 06226
    147 Orchard Hill Ln, Willimantic, CT 06226
    /29

    $224,900

    Under Contract
    • 3 Beds
    • 1 Bath
    • 960 Sq Ft

    147 Orchard Hill Ln, Willimantic, CT 06226

    Well-maintained 3-bedroom ranch located on a quiet dead-end street. This 960 sq. ft. home offers convenient one-level living with an eat-in kitchen, spacious living area, and a full unfinished basement providing ample storage and future potential. Situated on a level lot, the property features a fenced backyard, mature shade trees that enhance curb appeal, and a wooded backdrop beyond the rear

    Heather Meehan Meehan & Daughters Real Estate

    147 Orchard Hill Ln, Willimantic, CT 06226
  • 217 Orchard Hill Rd, Pomfret, CT 06258

    $50,000

    Sold Nov 19, 2025

    217 Orchard Hill Rd, Pomfret, CT 06258

    • Land
    • 4.7 Acres
    • $10,638 per Acre

    Last Sold Summary

    • 17% Below List Price
    • 13 Days On Market

    Current Estimated Value $51,676

    Last Listing Agent Mary Collins Berkshire Hathaway NE Prop.

    217 Orchard Hill Rd, Pomfret, CT 06258
  • 11 Paradise Dr, Brooklyn, CT 06234
    11 Paradise Dr, Brooklyn, CT 06234
    11 Paradise Dr, Brooklyn, CT 06234
    /11

    $185,000

    Under Contract
    • 3 Beds
    • 2 Baths
    • 964 Sq Ft

    11 Paradise Dr, Brooklyn, CT 06234

    Don't like neighbors? Don't have millions of dollars but want something with some class? Buried in the woods you will find this totally remodeled manufactured home. Everything in every room has been redone. All new flooring! The kitchen features granite countertops, new appliances and even a motion sensor activated sink! The primary bedroom features its own bath with a garden tub and separate

    Leo Chomen Signature Properties of N.E.

    11 Paradise Dr, Brooklyn, CT 06234
  • 331 Pond Hill Rd, Moosup, CT 06354

    $330,000

    Sold Dec 05, 2025

    331 Pond Hill Rd, Moosup, CT 06354

    • 4 Beds
    • 2 Baths
    • 1,594 Sq Ft
    • Built 1962

    Last Sold Summary

    • 6% Below List Price
    • $207/SF
    • 36 Days On Market

    Current Estimated Value $336,370

    Last Listing Agent Rob Perillo Robert A. Perillo Jr

    331 Pond Hill Rd, Moosup, CT 06354
  • 608 English Neighborhood Rd, Woodstock, CT 06281
    608 English Neighborhood Rd, Woodstock, CT 06281
    608 English Neighborhood Rd, Woodstock, CT 06281
    /40

    $440,000

    Pending
    • 4 Beds
    • 3.5 Baths
    • 1,728 Sq Ft

    608 English Neighborhood Rd, Woodstock, CT 06281

    OPEN HOUSE IS CANCELED. Welcome to this spacious Colonial set on a peaceful 1.21-acre lot in the heart of Woodstock's scenic countryside. Offering 4 bedrooms, 3 bathrooms, and over 1,700 square feet of living space, this home is move in ready with all new interior paint. Built in 1987, the property features generous living areas, a primary en-suite, an attached garage, fireplace, and the charm of

    Corey Turer Real Broker CT, LLC

    608 English Neighborhood Rd, Woodstock, CT 06281
  • 71 Rawson Rd, Woodstock, CT 06281

    $510,000

    Sold Dec 19, 2025

    71 Rawson Rd, Woodstock, CT 06281

    • 4 Beds
    • 2.5 Baths
    • 1,887 Sq Ft
    • Built 1800

    Last Sold Summary

    • 7% Below List Price
    • $270/SF
    • 81 Days On Market

    Current Estimated Value $523,122

    Last Listing Agent James Duffer RISE REC

    71 Rawson Rd, Woodstock, CT 06281
  • 25 Klocek Rd, Killingly, CT 06239
    25 Klocek Rd, Killingly, CT 06239
    /2

    $450,000

    Pending
    • Land
    • 22.51 Acres
    • $19,991 per Acre

    25 Klocek Rd, Killingly, CT 06239

    Experience the quintessential beauty of the New England countryside on this breathtaking 22.51 acres. Defined by rolling emerald pastures and sweeping scenic vistas, this property offers a rare sense of pastoral peace without sacrificing convenience. Located less than a quarter-mile from I-395, you can enjoy a quiet, rural lifestyle with seamless transit to Boston, Providence, and NYC right at

    Jill Pilgrim William Pitt Sotheby's Int'l

    25 Klocek Rd, Killingly, CT 06239
  • 26 Main St, Thompson, CT 06255

    $625,000

    Sold Jan 02, 2026

    26 Main St, Thompson, CT 06255

    • 5 Beds
    • 4 Baths
    • 24,256 Sq Ft
    • Built 1959

    Last Sold Summary

    • 4% Above List Price
    • $26/SF
    • 11 Days On Market

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

    26 Main St, Thompson, CT 06255
  • 38-82 Ballouville Rd, Killingly, CT 06241
    38-82 Ballouville Rd, Killingly, CT 06241
    /2

    $750,000

    $450K PRICE DROP
    • Land
    • 19.37 Acres
    • $38,720 per Acre

    38-82 Ballouville Rd, Killingly, CT 06241

    41 lot approved sub-division (detached single family units). Town water & sewer reserved for project. Close to I-395 and Route 12. Total of 19.37 acres. For Sale $750,000. DIRECTIONS: I-395 S Exit 43. Turn left on Attawaugan Crossing Rd. Go straight on Ballouville Rd. Just past Church St. on left. I-395 N Exit 43. Turn right on Attawaugan Crossing Rd. Go straight on Ballouville Rd. Just past

    Norm Peck Signature Properties of N.E.

    38-82 Ballouville Rd, Killingly, CT 06241
  • 33 MacHine Shop Hill Rd, South Windham, CT 06266

    $160,000

    Sold Dec 24, 2025

    33 MacHine Shop Hill Rd, South Windham, CT 06266

    • 5 Beds
    • 1 Bath
    • 2,548 Sq Ft
    • Built 1850

    Last Sold Summary

    • 33% Below List Price
    • $63/SF
    • 145 Days On Market

    Current Estimated Value $202,902

    Last Listing Agent Franchesca Pescatello Prue Realty LLC

    33 MacHine Shop Hill Rd, South Windham, CT 06266
  • 24 Providence Rd, Brooklyn, CT 06234
    24 Providence Rd, Brooklyn, CT 06234
    24 Providence Rd, Brooklyn, CT 06234
    /34

    $539,000

    $50K PRICE DROP Pending
    • 5 Beds
    • 2.5 Baths
    • 2,946 Sq Ft

    24 Providence Rd, Brooklyn, CT 06234

    Welcome to this charming antique home in Brooklyn, Connecticut, where antique character meets a modern, open feel. This spacious 5-bedroom, 2 full and 1 half bath home offers incredible flexibility for living, working, multi-generational needs or even a potential business opportunity. Step inside and enjoy a unique blend of old and new, featuring an open, flowing layout with sightlines from one

    Ashley Walker Kazantzis Real Estate, LLC

    24 Providence Rd, Brooklyn, CT 06234
  • 90 Putnam Pike, Killingly, CT 06241

    $600,000

    Sold Sep 05, 2025

    90 Putnam Pike, Killingly, CT 06241

    • Land
    • 54 Acres
    • $11,111 per Acre

    Last Sold Summary

    • 316 Days On Market

    Last Listing Agent Jared Meehan RE/MAX Bell Park Realty

    90 Putnam Pike, Killingly, CT 06241
  • 115 Groveland Ave, Putnam, CT 06260
    115 Groveland Ave, Putnam, CT 06260
    115 Groveland Ave, Putnam, CT 06260
    /12

    $215,000

    $10K PRICE DROP
    • Land
    • 1.34 Acres
    • $160,448 per Acre

    115 Groveland Ave, Putnam, CT 06260

    Development Opportunity! Town-approved condominium project with fully engineered plans available by request, set on a private lot with views. This offering conveys development rights only for an approved condominium complex consisting of two existing townhouses and approvals for eight additional units to be built. Prior approvals are in place with the Town, underground utilities are on site, and

    Jennie Kesselman Berkshire Hathaway NE Prop.

    115 Groveland Ave, Putnam, CT 06260
  • 0 Connecticut 169, Woodstock, CT 06281

    $130,000

    Sold Oct 28, 2025

    0 Connecticut 169, Woodstock, CT 06281

    • Land
    • 3.96 Acres
    • $32,828 per Acre

    Last Sold Summary

    • 13% Below List Price
    • 22 Days On Market

    Last Listing Agent Richard Loomis RE/MAX Bell Park Realty

    0 Connecticut 169, Woodstock, CT 06281
  • 120 Tyott Rd, Pomfret Center, CT 06259
    120 Tyott Rd, Pomfret Center, CT 06259
    120 Tyott Rd, Pomfret Center, CT 06259
    /20

    $499,900

    $29K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,642 Sq Ft

    120 Tyott Rd, Pomfret Center, CT 06259

    NESTELED ON 17 ACRES OF PEACEFUL CT COUNTRYSIDE, THIS BEAUTIFULLY UPDATED 3 BEDROOM 2 FULL BATH POMFET CAPE OFFERS THE PERFECT BLEND OF MODERN COMFORT & NATURAL SERNITY. THE MAIN FLOOR WELCOMES YOU WITH AN UPDATED KITCHEN FEATURING STAINLESS STEEL APPLIANCES & GRANITE COUNTERTOPS, FLOWING INTO A BRIGHT DINING ROOM, W/A PICTURE WINDOW. STEP THROUGH THE SLIDER ONTO A FULL LENGTH TREX DECK. THE

    Robin Smith RE/MAX Bell Park Realty

    120 Tyott Rd, Pomfret Center, CT 06259
  • 128 Spaulding Rd, Brooklyn, CT 06234

    $650,000

    Sold Jul 23, 2025

    128 Spaulding Rd, Brooklyn, CT 06234

    • 3 Beds
    • 2.5 Baths
    • 2,176 Sq Ft
    • Built 1988

    Last Sold Summary

    • 2% Below List Price
    • $299/SF
    • 66 Days On Market

    Current Estimated Value $651,407

    Last Listing Agent Kristen Kaskela Berkshire Hathaway NE Prop.

    128 Spaulding Rd, Brooklyn, CT 06234
  • 10 Whip Poor Will Dr, Moosup, CT 06354
    10 Whip Poor Will Dr, Moosup, CT 06354
    10 Whip Poor Will Dr, Moosup, CT 06354
    /39

    $425,000

    Pending
    • 3 Beds
    • 2 Baths
    • 2,274 Sq Ft

    10 Whip Poor Will Dr, Moosup, CT 06354

    Welcome home to this well cared for oversized 2,274 SQFT ranch, beautifully set on a spacious corner lot with nearly 1.48 acres of flat, usable yard space. Thoughtfully designed with two separate wings on opposite ends of the home, the layout offers exceptional flexibility for a variety of living arrangements, providing privacy and versatility for extended living style needs. Featuring generous

    Skyla Gagnon RE/MAX Bell Park Realty

    10 Whip Poor Will Dr, Moosup, CT 06354
  • 1261 Norwich Rd, Plainfield, CT 06374

    $370,000

    Sold May 04, 2026

    1261 Norwich Rd, Plainfield, CT 06374

    • 3 Beds
    • 1 Bath
    • 1,711 Sq Ft
    • Built 1910

    Last Sold Summary

    • 7% Below List Price
    • $216/SF
    • 2 Days On Market

    Current Estimated Value $376,491

    Last Listing Agent Cynthia Cingranelli-Tagliaferri Priority Real Estate Group,LLC

    1261 Norwich Rd, Plainfield, CT 06374
  • 65 Laurel Hill Dr, Woodstock Valley, CT 06282
    65 Laurel Hill Dr, Woodstock Valley, CT 06282
    65 Laurel Hill Dr, Woodstock Valley, CT 06282
    /40

    $599,900

    Pending
    • 3 Beds
    • 2 Baths
    • 922 Sq Ft

    65 Laurel Hill Dr, Woodstock Valley, CT 06282

    Enjoy year round waterfront living on beautiful Lake Bunggee! Situated on a level, west-facing lot ideal for afternoon sun and coveted sunsets views, this beautifully remodeled 3-bedroom, 2-bath home offers breathtaking sunsets, afternoon sun, and the perfect setting for boating, kayaking, fishing, swimming, and relaxing by the water. The open concept floor plan is designed to capture stunning

    Gwendolyn Levine Executive Real Estate Inc.

    65 Laurel Hill Dr, Woodstock Valley, CT 06282
  • 46 Klondike St, North Grosvenordale, CT 06255

    $379,000

    Sold Jul 09, 2026

    46 Klondike St, North Grosvenordale, CT 06255

    • 3 Beds
    • 2 Baths
    • 1,332 Sq Ft
    • Built 2000

    Last Sold Summary

    • 8% Below List Price
    • $285/SF
    • 66 Days On Market

    Current Estimated Value $386,797

    Last Listing Agent Keri Roy Kazantzis Real Estate, LLC

    46 Klondike St, North Grosvenordale, CT 06255
    • 1115 Route 169, Woodstock, CT 06281
      1115 Route 169, Woodstock, CT 06281
      1115 Route 169, Woodstock, CT 06281
      /39

      Est $539,278

      Not Listed For Sale

      1115 Route 169, Woodstock, CT 06281

      • 3 Beds
      • 2 Baths
      • 2,644 Sq Ft
      • Built 1986
      1115 Route 169, Woodstock, CT 06281

      Last Sold Summary

      • 214 Days On Market

  • 67 Holmes Rd, Pomfret, CT 06259
    67 Holmes Rd, Pomfret, CT 06259
    67 Holmes Rd, Pomfret, CT 06259
    /3

    $6,950,000

    • Land
    • 39 Acres
    • $178,205 per Acre

    67 Holmes Rd, Pomfret, CT 06259

    This 39 Acres of Open Space is being sold as a package, along with 433 Wrights Crossing Rd., Pomfret, MLS #24101484; and 13 Holmes Rd., 25.14 Acres of Open Space, MLS #24174011.

    Lisa Rollins Team Compass Connecticut, LLC

    67 Holmes Rd, Pomfret, CT 06259
  • 77 Plains Rd, Windham, CT 06280

    $259,900

    Sold Sep 12, 2025

    77 Plains Rd, Windham, CT 06280

    • 3 Beds
    • 1.5 Baths
    • 1,624 Sq Ft
    • Built 1984

    Last Sold Summary

    • $160/SF
    • 11 Days On Market

    Current Estimated Value $278,037

    Last Listing Agent Lisa Barstow Simply Sold Real Estate

    77 Plains Rd, Windham, CT 06280
    • 35 King St, Putnam, CT 06260

      Est $332,141

      Not Listed For Sale

      35 King St, Putnam, CT 06260

      • 3 Beds
      • 1 Bath
      • 960 Sq Ft
      • Built 1978
      35 King St, Putnam, CT 06260

      Last Sold Summary

      • 3 Days On Market

  • 609 Norwich Rd, Plainfield, CT 06374
    609 Norwich Rd, Plainfield, CT 06374
    609 Norwich Rd, Plainfield, CT 06374
    /40

    $295,000

    • 4 Beds
    • 2.5 Baths
    • 2,820 Sq Ft

    609 Norwich Rd, Plainfield, CT 06374

    Welcome to 609 Norwich Road, Plainfield-a spacious and unique contemporary home offering approximately 2,800 square feet of living space. This property features 4 bedrooms, 2.5 bathrooms, and a stunning addition highlighted by a dramatic floor-to-ceiling fieldstone fireplace, cathedral ceilings, and walls of windows that flood the space with natural light. The flexible floor plan includes a

    Nutan Pawar DreamHomes Realty LLC

    609 Norwich Rd, Plainfield, CT 06374
  • 26 N Society Rd, Canterbury, CT 06331

    $620,000

    Sold Dec 01, 2025

    26 N Society Rd, Canterbury, CT 06331

    • 3 Beds
    • 2.5 Baths
    • 1,062 Sq Ft
    • Built 1960

    Last Sold Summary

    • 5% Above List Price
    • $584/SF
    • 4 Days On Market

    Current Estimated Value $585,653

    Last Listing Agent Heather Bassett Team Bassett Realty LLC

    26 N Society Rd, Canterbury, CT 06331

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