11,975

Windsor, CT Homes

Section Image
    • 217 Portman St, Windsor, CT 06095

      Est $293,592 Not Listed For Sale

      217 Portman St, Windsor, CT 06095

      • 4 Beds
      • 1.5 Baths
      • 1,286 Sq Ft
      • Built 1952
      217 Portman St, Windsor, CT 06095

      Last Sold Summary

      • 1% Above List Price
      • $226/SF
      • 10 Days On Market
      • Last Sold Price $289,999
      • Feb 03, 2025

      Last Listing Agent Olivia Cabrera Coldwell Banker Realty

  • 857 Stone Rd, Windsor, CT 06095
    857 Stone Rd, Windsor, CT 06095
    857 Stone Rd, Windsor, CT 06095
    /30

    $650,000 Open Fri 5PM - 6:30PM

    • 3 Beds
    • 2.5 Baths
    • 2,100 Sq Ft

    857 Stone Rd, Windsor, CT 06095

    Discover the perfect blend of comfort, convenience, and modern design in this stunning new construction Colonial set on nearly 1.5 acres in a peaceful Farming area. Ideally located near major highways and an international airport, this home offers effortless access to everything you need-just 30 minutes to Hartford, 20 minutes to Springfield, MA, 1.5 hours to Boston, and 2 hours to New York City.

    Gina McDonald William Raveis Real Estate

    857 Stone Rd, Windsor, CT 06095
  • 29 Early Dawn Cir, Windsor, CT 06095

    $303,000 Sold Jul 22, 2025

    29 Early Dawn Cir, Windsor, CT 06095

    • 2 Beds
    • 1.5 Baths
    • 1,193 Sq Ft
    • Built 1982

    Last Sold Summary

    • 10% Above List Price
    • $254/SF
    • 9 Days On Market

    Current Estimated Value $301,717

    Last Listing Agent Sharon Rispoli Berkshire Hathaway NE Prop.

    29 Early Dawn Cir, Windsor, CT 06095
    • 36 Valley View Dr, Windsor, CT 06095

      Est $467,504 Not Listed For Sale

      36 Valley View Dr, Windsor, CT 06095

      • 4 Beds
      • 2.5 Baths
      • 2,655 Sq Ft
      • Built 1985
      36 Valley View Dr, Windsor, CT 06095

      Last Sold Summary

      • 7% Above List Price
      • $164/SF
      • 6 Days On Market
      • Last Sold Price $435,000
      • Nov 14, 2024

      Last Listing Agent Sharon Rispoli Berkshire Hathaway Home Services

  • 9 Brown Ave, Windsor, CT 06095
    9 Brown Ave, Windsor, CT 06095
    9 Brown Ave, Windsor, CT 06095
    /21

    $294,900 Pending

    • 3 Beds
    • 2 Baths
    • 1,329 Sq Ft

    9 Brown Ave, Windsor, CT 06095

    Classic Colonial home located on a quiet dead-end street. Features a functional layout with spacious living areas, well-sized bedrooms, and a comfortable kitchen with ample storage. Enjoy outdoor living on the treated wood deck overlooking a private fenced in yard. Conveniently close to schools, shopping, and major roadways. Property being sold as is - inspection for informational purposes only.

    Amores Rodriguez Janets Legacy Realty Limited Liability Company

    9 Brown Ave, Windsor, CT 06095
  • 58 High Path Rd Unit 58, Windsor, CT 06095

    $175,000 Sold Mar 17, 2026

    58 High Path Rd Unit 58, Windsor, CT 06095

    • 2 Beds
    • 2 Baths
    • 961 Sq Ft
    • Built 1972

    Last Sold Summary

    • $182/SF
    • 6 Days On Market

    Current Estimated Value $172,593

    Last Listing Agent Jacquelyn Santini Ardent Trust Property Mngmnt

    58 High Path Rd Unit 58, Windsor, CT 06095
    • 27 Orchard Rd, Windsor, CT 06095

      Est $579,225 Not Listed For Sale

      27 Orchard Rd, Windsor, CT 06095

      • 3 Beds
      • 4.5 Baths
      • 3,552 Sq Ft
      • Built 1920
      27 Orchard Rd, Windsor, CT 06095

      Last Sold Summary

      • 16% Above List Price
      • $141/SF
      • 5 Days On Market
      • Last Sold Price $500,000
      • May 05, 2023

      Last Listing Agent Sheila Gschwind Berkshire Hathaway Home Services

  • 4 Winthrop Rd, Windsor, CT 06095
    4 Winthrop Rd, Windsor, CT 06095
    4 Winthrop Rd, Windsor, CT 06095
    /38

    $349,900 Under Contract

    • 3 Beds
    • 2 Baths
    • 1,791 Sq Ft

    4 Winthrop Rd, Windsor, CT 06095

    *** multiple offers received - Deadline for offer submission Tuesday at 8 AM *** Offered for the very first time by its original owners, this lovingly maintained home is a rare find on a large corner lot in a well-established neighborhood. From the moment you arrive, the setting stands out with its expansive yard, mature surroundings, and the kind of space that is increasingly hard to find.

    Michael Sakey Real Broker CT, LLC

    4 Winthrop Rd, Windsor, CT 06095
  • 80 Green Manor Ave, Windsor, CT 06095

    $260,000 Sold Jun 27, 2025

    80 Green Manor Ave, Windsor, CT 06095

    • 3 Beds
    • 1.5 Baths
    • 1,100 Sq Ft
    • Built 1954

    Last Sold Summary

    • 18% Above List Price
    • $236/SF
    • 6 Days On Market

    Current Estimated Value $259,657

    Last Listing Agent Sharon Rispoli Berkshire Hathaway NE Prop.

    80 Green Manor Ave, Windsor, CT 06095
    • 204 Portman St, Windsor, CT 06095

      Est $325,764 Not Listed For Sale

      204 Portman St, Windsor, CT 06095

      • 3 Beds
      • 2 Baths
      • 1,322 Sq Ft
      • Built 1948
      204 Portman St, Windsor, CT 06095

      Last Sold Summary

      • 14% Above List Price
      • $216/SF
      • 3 Days On Market
      • Last Sold Price $285,000
      • May 17, 2023

      Last Listing Agent Anthony Cusano Berkshire Hathaway Home Services

  • 625 Palisado Ave Unit 313, Windsor, CT 06095
    625 Palisado Ave Unit 313, Windsor, CT 06095
    625 Palisado Ave Unit 313, Windsor, CT 06095
    /30

    $47,500 Pending

    • 1 Bed
    • 1 Bath
    • 626 Sq Ft

    625 Palisado Ave Unit 313, Windsor, CT 06095

    One bedroom now available at Delamere Woods - an independent retirement community (not assisted living) for active adults 62+, just past Windsor's Historic District. Take the elevator to this bright, fresh 3rd-floor unit with an open living/dining area, efficient kitchen, king-size bedroom with ample closet space, and a private balcony with peaceful wooded views accessed through French doors. The

    Mary Beth Welsh Century 21 AllPoints Realty

    625 Palisado Ave Unit 313, Windsor, CT 06095
  • 5 Crabapple Rd, Windsor, CT 06095

    $570,000 Sold Jul 17, 2025

    5 Crabapple Rd, Windsor, CT 06095

    • 4 Beds
    • 4 Baths
    • 2,000 Sq Ft
    • Built 1975

    Last Sold Summary

    • 14% Above List Price
    • $285/SF
    • 3 Days On Market

    Current Estimated Value $553,646

    Last Listing Agent Diane Kendrick Coldwell Banker Realty

    5 Crabapple Rd, Windsor, CT 06095
    • Unlisted Address

      Est $447,470 Not Listed For Sale

      Unlisted Address

      • 5 Beds
      • 2 Baths
      • 2,722 Sq Ft
      • Built 1925
      Unlisted Address

      Last Sold Summary

      • 3% Above List Price
      • $159/SF
      • 47 Days On Market
      • Last Sold Price $433,000
      • Dec 06, 2024

      Last Listing Agent Michael Price KW Legacy Partners

  • 28 Skitchewaug St, Windsor, CT 06095
    28 Skitchewaug St, Windsor, CT 06095
    28 Skitchewaug St, Windsor, CT 06095
    /14

    $299,999

    • 3 Beds
    • 1.5 Baths
    • 1,472 Sq Ft

    28 Skitchewaug St, Windsor, CT 06095

    Welcome Home To This Lovely 1,472 Square Feet, 3 Bedroom, 1.5 Bath, Colonial House! Conveniently Located in A Peaceful Area Next To Parks, Several Hiking/Walking Trails Near the Connecticut River, A Nature Center, An Animal Barn, Highways, Libraries, Shopping, And Restaurants. This Well-Maintained Home Also Features Hardwood Floors Throughout, A Full-Size Deck, A Decent Sized Level Back Yard

    Craig Ings Hill Top Real Estate, LLC

    28 Skitchewaug St, Windsor, CT 06095
  • 21 Derek Ln, Windsor, CT 06095

    $560,000 Sold Feb 13, 2026

    21 Derek Ln, Windsor, CT 06095

    • 4 Beds
    • 3.5 Baths
    • 2,604 Sq Ft
    • Built 1984

    Last Sold Summary

    • 3% Below List Price
    • $215/SF
    • 45 Days On Market

    Current Estimated Value $565,135

    Last Listing Agent Allysa DeRosa Mapleridge Realty

    21 Derek Ln, Windsor, CT 06095
    • 1200 Windsor Ave, Windsor, CT 06095

      Est $385,716 Not Listed For Sale

      1200 Windsor Ave, Windsor, CT 06095

      • 3 Beds
      • 1.5 Baths
      • 1,644 Sq Ft
      • Built 1915
      1200 Windsor Ave, Windsor, CT 06095

      Last Sold Summary

      • 2% Above List Price
      • $231/SF
      • 12 Days On Market
      • Last Sold Price $380,000
      • Jun 05, 2024

      Last Listing Agent Amy Rio Executive Real Estate

  • 39 Warham St, Windsor, CT 06095

    $231,000 Sold Apr 24, 2026

    39 Warham St, Windsor, CT 06095

    • 3 Beds
    • 1.5 Baths
    • 1,253 Sq Ft
    • Built 1910

    Last Sold Summary

    • 8% Below List Price
    • $184/SF
    • 141 Days On Market

    Current Estimated Value $222,431

    Last Listing Agent Mark Mermelstein eXp Realty

    39 Warham St, Windsor, CT 06095
    • 76 N Meadow Rd, Windsor, CT 06095

      Est $272,429 Not Listed For Sale

      76 N Meadow Rd, Windsor, CT 06095

      • 2 Beds
      • 1 Bath
      • 1,905 Sq Ft
      • Built 1786
      76 N Meadow Rd, Windsor, CT 06095

      Last Sold Summary

      • 21% Above List Price
      • $118/SF
      • 48 Days On Market
      • Last Sold Price $225,000
      • Aug 06, 2024

      Last Listing Agent Andy Johnson Century 21 AllPoints Realty

  • 107 Sunnyfield Dr, Windsor, CT 06095

    $337,000 Sold Dec 09, 2025

    107 Sunnyfield Dr, Windsor, CT 06095

    • 3 Beds
    • 2.5 Baths
    • 1,352 Sq Ft
    • Built 1985

    Last Sold Summary

    • 2% Above List Price
    • $249/SF
    • 33 Days On Market

    Current Estimated Value $343,164

    Last Listing Agent Ben Castonguay Sentry Real Estate

    107 Sunnyfield Dr, Windsor, CT 06095
    • 33 Mechanic St Unit 311, Windsor, CT 06095

      Est $296,035 Not Listed For Sale

      33 Mechanic St Unit 311, Windsor, CT 06095

      • 2 Beds
      • 2 Baths
      • 1,107 Sq Ft
      • Built 2007
      33 Mechanic St Unit 311, Windsor, CT 06095

      Last Sold Summary

      • 4% Above List Price
      • $257/SF
      • 2 Days On Market
      • Last Sold Price $285,000
      • Apr 15, 2024

      Last Listing Agent James Knurek Coldwell Banker Realty

  • 19 Cardston Cir, Windsor, CT 06095

    $370,000 Sold Sep 22, 2025

    19 Cardston Cir, Windsor, CT 06095

    • 5 Beds
    • 3 Baths
    • 2,406 Sq Ft
    • Built 1970

    Last Sold Summary

    • 5% Below List Price
    • $154/SF
    • 76 Days On Market

    Current Estimated Value $388,977

    Last Listing Agent Benita Reaves Berkshire Hathaway NE Prop.

    19 Cardston Cir, Windsor, CT 06095
    • 33 Mechanic St Unit 310, Windsor, CT 06095

      Est $297,090 Not Listed For Sale

      33 Mechanic St Unit 310, Windsor, CT 06095

      • 2 Beds
      • 2 Baths
      • 1,107 Sq Ft
      • Built 2007
      33 Mechanic St Unit 310, Windsor, CT 06095

      Last Sold Summary

      • 2% Above List Price
      • $264/SF
      • 11 Days On Market
      • Last Sold Price $292,000
      • Apr 22, 2024

      Last Listing Agent Neda Sabino Calcagni Real Estate

  • 105 Trent Dr, Windsor, CT 06095

    $420,000 Sold Apr 15, 2026

    105 Trent Dr, Windsor, CT 06095

    • 4 Beds
    • 2.5 Baths
    • 1,960 Sq Ft
    • Built 1969

    Last Sold Summary

    • 1% Below List Price
    • $214/SF
    • 6 Days On Market

    Current Estimated Value $424,841

    Last Listing Agent William Eidt Realty One Group Cutting Edge

    105 Trent Dr, Windsor, CT 06095
    • 33 Mechanic St Unit 307, Windsor, CT 06095

      Est $299,956 Not Listed For Sale

      33 Mechanic St Unit 307, Windsor, CT 06095

      • 2 Beds
      • 2 Baths
      • 1,111 Sq Ft
      • Built 2007
      33 Mechanic St Unit 307, Windsor, CT 06095

      Last Sold Summary

      • 2% Below List Price
      • $275/SF
      • 49 Days On Market
      • Last Sold Price $305,000
      • Jul 17, 2024

      Last Listing Agent Mary Wisneski Redfin Corporation

  • 14 Sage Park Rd, Windsor, CT 06095

    $338,000 Sold Feb 09, 2026

    14 Sage Park Rd, Windsor, CT 06095

    • 3 Beds
    • 2 Baths
    • 1,578 Sq Ft
    • Built 1945

    Last Sold Summary

    • 1% Below List Price
    • $214/SF
    • 12 Days On Market

    Current Estimated Value $334,659

    Last Listing Agent Clyde Crosby Inventive Realty LLC

    14 Sage Park Rd, Windsor, CT 06095
    • 33 Mechanic St Unit 306, Windsor, CT 06095

      Not Listed For Sale

      33 Mechanic St Unit 306, Windsor, CT 06095

      • 2 Beds
      • 2 Baths
      • 1,597 Sq Ft
      • Built 2007
      33 Mechanic St Unit 306, Windsor, CT 06095

      Last Sold Summary

      • 10% Below List Price
      • $207/SF
      • 53 Days On Market
      • Last Sold Price $330,000
      • Feb 24, 2025

      Last Listing Agent Zina Planeta Coldwell Banker Realty

  • 838 Matianuck Ave, Windsor, CT 06095

    $335,000 Sold Sep 11, 2025

    838 Matianuck Ave, Windsor, CT 06095

    • 2 Beds
    • 2 Baths
    • 1,192 Sq Ft
    • Built 1963

    Last Sold Summary

    • 12% Above List Price
    • $281/SF
    • 5 Days On Market

    Current Estimated Value $328,189

    Last Listing Agent Danielle Dube RE/MAX Right Choice

    838 Matianuck Ave, Windsor, CT 06095
    • 33 Mechanic St Unit 305, Windsor, CT 06095

      Est $359,800 Not Listed For Sale

      33 Mechanic St Unit 305, Windsor, CT 06095

      • 2 Beds
      • 2 Baths
      • 1,579 Sq Ft
      • Built 2006
      33 Mechanic St Unit 305, Windsor, CT 06095

      Last Sold Summary

      • 3% Below List Price
      • $234/SF
      • 4 Days On Market
      • Last Sold Price $370,000
      • Dec 09, 2024

      Last Listing Agent John Waters Berkshire Hathaway Home Services

  • 2200 Dover Ct, Windsor, CT 06095

    $310,000 Sold Nov 14, 2025

    2200 Dover Ct, Windsor, CT 06095

    • 2 Beds
    • 1.5 Baths
    • 1,276 Sq Ft
    • Built 1985

    Last Sold Summary

    • 7% Above List Price
    • $243/SF
    • 5 Days On Market

    Current Estimated Value $308,944

    Last Listing Agent George Varessis Realty One Group Cutting Edge

    2200 Dover Ct, Windsor, CT 06095
    • 33 Mechanic St Unit 303, Windsor, CT 06095

      Est $315,525 Not Listed For Sale

      33 Mechanic St Unit 303, Windsor, CT 06095

      • 2 Beds
      • 2 Baths
      • 1,296 Sq Ft
      • Built 2006
      33 Mechanic St Unit 303, Windsor, CT 06095

      Last Sold Summary

      • 3% Above List Price
      • $235/SF
      • 31 Days On Market
      • Last Sold Price $305,000
      • Oct 18, 2024

      Last Listing Agent Anna Sava Namnoum William Raveis Real Estate

  • 15 Clubhouse Rd, Windsor, CT 06095

    $380,000 Sold Dec 19, 2025

    15 Clubhouse Rd, Windsor, CT 06095

    • 4 Beds
    • 2 Baths
    • 1,768 Sq Ft
    • Built 1900

    Last Sold Summary

    • $215/SF
    • 16 Days On Market

    Current Estimated Value $382,203

    Last Listing Agent Marc Nazaire Century 21 Clemens Group

    15 Clubhouse Rd, Windsor, CT 06095
    • 33 Mechanic St Unit 215, Windsor, CT 06095

      Est $301,067 Not Listed For Sale

      33 Mechanic St Unit 215, Windsor, CT 06095

      • 2 Beds
      • 2 Baths
      • 1,111 Sq Ft
      • Built 2007
      33 Mechanic St Unit 215, Windsor, CT 06095

      Last Sold Summary

      • 70% Above List Price
      • $159/SF
      • 150 Days On Market
      • Last Sold Price $177,000
      • Feb 26, 2021

      Last Listing Agent Linda Moss Berkshire Hathaway Home Services

  • 28 Sunnyfield Dr, Windsor, CT 06095

    $399,000 Sold Nov 21, 2025

    28 Sunnyfield Dr, Windsor, CT 06095

    • 4 Beds
    • 2 Baths
    • 1,603 Sq Ft
    • Built 1960

    Last Sold Summary

    • $249/SF
    • 40 Days On Market

    Current Estimated Value $390,200

    Last Listing Agent Christian Rivas Plata Complete Real Estate

    28 Sunnyfield Dr, Windsor, CT 06095
    • 33 Mechanic St Unit 206, Windsor, CT 06095

      Est $374,095 Not Listed For Sale

      33 Mechanic St Unit 206, Windsor, CT 06095

      • 2 Beds
      • 3 Baths
      • 1,745 Sq Ft
      • Built 2006
      33 Mechanic St Unit 206, Windsor, CT 06095

      Last Sold Summary

      • 1% Above List Price
      • $212/SF
      • 47 Days On Market
      • Last Sold Price $370,000
      • Jan 31, 2025

      Last Listing Agent Samantha Khan William Raveis Real Estate

  • 16 Landing Cir, Windsor, CT 06095

    $330,000 Sold Sep 19, 2025

    16 Landing Cir, Windsor, CT 06095

    • 3 Beds
    • 2 Baths
    • 2,237 Sq Ft
    • Built 1988

    Last Sold Summary

    • 6% Above List Price
    • $148/SF
    • 4 Days On Market

    Current Estimated Value $484,161

    Last Listing Agent Denise Reale CENTURY 21 AllPoints Realty

    16 Landing Cir, Windsor, CT 06095
    • 33 Mechanic St Unit 201, Windsor, CT 06095

      Est $374,044 Not Listed For Sale

      33 Mechanic St Unit 201, Windsor, CT 06095

      • 2 Beds
      • 3 Baths
      • 1,700 Sq Ft
      • Built 2006
      33 Mechanic St Unit 201, Windsor, CT 06095

      Last Sold Summary

      • 2% Below List Price
      • $224/SF
      • 21 Days On Market
      • Last Sold Price $380,000
      • Feb 18, 2025

      Last Listing Agent Chris Colli Chestnut Oak Associates

  • 15 Upton St, Windsor, CT 06095

    $270,000 Sold Mar 31, 2026

    15 Upton St, Windsor, CT 06095

    • 3 Beds
    • 1 Bath
    • 1,210 Sq Ft
    • Built 1955

    Last Sold Summary

    • 8% Above List Price
    • $223/SF
    • 38 Days On Market

    Current Estimated Value $253,103

    Last Listing Agent Ellen Sebastian William Pitt Sotheby's Int'l

    15 Upton St, Windsor, CT 06095
    • 33 Mechanic St Unit 117, Windsor, CT 06095

      Est $346,278 Not Listed For Sale

      33 Mechanic St Unit 117, Windsor, CT 06095

      • 2 Beds
      • 2.5 Baths
      • 1,575 Sq Ft
      • Built 2007
      33 Mechanic St Unit 117, Windsor, CT 06095

      Last Sold Summary

      • 1% Below List Price
      • $222/SF
      • 27 Days On Market
      • Last Sold Price $350,000
      • Apr 11, 2025

      Last Listing Agent Leah Murchie Coldwell Banker Realty

  • 139 Windbrook Dr, Windsor, CT 06095

    $289,900 Sold Dec 10, 2025

    139 Windbrook Dr, Windsor, CT 06095

    • 4 Beds
    • 2.5 Baths
    • 2,200 Sq Ft
    • Built 1972

    Last Sold Summary

    • 18% Above List Price
    • $132/SF
    • 6 Days On Market

    Current Estimated Value $302,092

    Last Listing Agent Evan Berman William Raveis Real Estate

    139 Windbrook Dr, Windsor, CT 06095
    • 33 Mechanic St Unit 106, Windsor, CT 06095

      Est $297,796 Not Listed For Sale

      33 Mechanic St Unit 106, Windsor, CT 06095

      • 2 Beds
      • 2 Baths
      • 1,142 Sq Ft
      • Built 2006
      33 Mechanic St Unit 106, Windsor, CT 06095

      Last Sold Summary

      • 10% Above List Price
      • $236/SF
      • 7 Days On Market
      • Last Sold Price $270,000
      • Dec 01, 2023

      Last Listing Agent Samantha Khan William Raveis Real Estate

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