40

Recently Sold Homes in 06280

Section Image
  • Unlisted Address

    $255,000

    Sold Jan 22, 2026

    Unlisted Address

    • 3 Beds
    • 2.5 Baths
    • 2,248 Sq Ft
    • Built 1969

    Last Sold Summary

    • 18% Below List Price
    • $113/SF
    • 205 Days On Market

    Current Estimated Value $297,021

    Last Listing Agent Valerie Yankus Property Shoppe, LLC

    Unlisted Address
  • 165 Ballamahack Rd, Windham, CT 06280

    $331,000

    Sold Mar 16, 2026

    165 Ballamahack Rd, Windham, CT 06280

    • 3 Beds
    • 1.5 Baths
    • 1,382 Sq Ft
    • Built 1953

    Last Sold Summary

    • 10% Above List Price
    • $240/SF
    • 7 Days On Market

    Current Estimated Value $312,516

    Last Listing Agent Anthony La Penna Exceptional Real Estate LLC

    165 Ballamahack Rd, Windham, CT 06280
  • 97 Bass Rd, Windham, CT 06280

    $470,000

    Sold Mar 23, 2026

    97 Bass Rd, Windham, CT 06280

    • 4 Beds
    • 2.5 Baths
    • 2,464 Sq Ft
    • Built 1991

    Last Sold Summary

    • 5% Above List Price
    • $191/SF
    • 39 Days On Market

    Current Estimated Value $459,529

    Last Listing Agent Lindsey Niarhakos RE/MAX One

    97 Bass Rd, Windham, CT 06280
  • 29 Horn Rd, Windham, CT 06280

    $360,000

    Sold Jun 03, 2025

    29 Horn Rd, Windham, CT 06280

    • 3 Beds
    • 1.5 Baths
    • 1,512 Sq Ft
    • Built 1974

    Last Sold Summary

    • 6% Above List Price
    • $238/SF
    • 3 Days On Market

    Current Estimated Value $364,416

    Last Listing Agent Douglas Murphy Weichert,REALTORS-Four Corners

    29 Horn Rd, Windham, CT 06280
  • 47 Insalaco Dr, Windham, CT 06280

    $379,900

    Sold Dec 09, 2025

    47 Insalaco Dr, Windham, CT 06280

    • 3 Beds
    • 2.5 Baths
    • 2,112 Sq Ft
    • Built 1970

    Last Sold Summary

    • $180/SF
    • 30 Days On Market

    Current Estimated Value $398,173

    Last Listing Agent Karan Garewal Winwin Realty

    47 Insalaco Dr, Windham, CT 06280
  • 44 Woodland Dr, Windham, CT 06280

    $310,000

    Sold Oct 08, 2025

    44 Woodland Dr, Windham, CT 06280

    • 3 Beds
    • 2 Baths
    • 1,526 Sq Ft
    • Built 1956

    Last Sold Summary

    • 7% Above List Price
    • $203/SF
    • 104 Days On Market

    Current Estimated Value $313,386

    Last Listing Agent Kelley Vanacore Century 21 AllPoints Realty

    44 Woodland Dr, Windham, CT 06280
  • 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 $291,861

    Last Listing Agent Lisa Barstow Simply Sold Real Estate

    77 Plains Rd, Windham, CT 06280
  • 91 Insalaco Dr, Windham, CT 06280

    $362,900

    Sold Mar 27, 2026

    91 Insalaco Dr, Windham, CT 06280

    • 3 Beds
    • 3 Baths
    • 2,128 Sq Ft
    • Built 2005

    Last Sold Summary

    • 1% Below List Price
    • $171/SF
    • 98 Days On Market

    Current Estimated Value $360,390

    Last Listing Agent Mike Thompson Countryside Realty

    91 Insalaco Dr, Windham, CT 06280
  • 9 Earl Dr, Windham, CT 06280

    $490,000

    Sold Jul 10, 2025

    9 Earl Dr, Windham, CT 06280

    • 4 Beds
    • 2 Baths
    • 2,540 Sq Ft
    • Built 1963

    Last Sold Summary

    • $193/SF
    • 23 Days On Market

    Current Estimated Value $495,025

    Last Listing Agent Rick Loranger Coldwell Banker Realty

    9 Earl Dr, Windham, CT 06280
  • 170 Windham Center Rd, Windham, CT 06280

    $321,600

    Sold Apr 30, 2026

    170 Windham Center Rd, Windham, CT 06280

    • 3 Beds
    • 1 Bath
    • 1,423 Sq Ft
    • Built 1900

    Last Sold Summary

    • 7% Above List Price
    • $226/SF
    • 5 Days On Market

    Current Estimated Value $254,207

    Last Listing Agent Brenda Chubbuck Berkshire Hathaway NE Prop.

    170 Windham Center Rd, Windham, CT 06280
  • 244,278,286R Indian Hollow Rd, Windham, CT 06280

    $366,000

    Sold Aug 28, 2025

    244,278,286R Indian Hollow Rd, Windham, CT 06280

    • Land
    • 65.27 Acres
    • $5,607 per Acre

    Last Sold Summary

    • 8% Below List Price
    • 29 Days On Market

    Last Listing Agent Amber Alcazar Coldwell Banker Realty

    244,278,286R Indian Hollow Rd, Windham, CT 06280
  • 241 Ballamahack Rd, Windham, CT 06280

    $340,000

    Sold Jun 13, 2025

    241 Ballamahack Rd, Windham, CT 06280

    • 4 Beds
    • 1 Bath
    • 1,878 Sq Ft
    • Built 1954

    Last Sold Summary

    • 5% Above List Price
    • $181/SF
    • 42 Days On Market

    Current Estimated Value $355,929

    Last Listing Agent Sonja Perpignan ERA Key Realty Services

    241 Ballamahack Rd, Windham, CT 06280
  • 127 Plains Rd, Windham, CT 06280

    $395,000

    Sold Feb 06, 2026

    127 Plains Rd, Windham, CT 06280

    • 4 Beds
    • 2 Baths
    • 1,700 Sq Ft
    • Built 1985

    Last Sold Summary

    • $232/SF
    • 70 Days On Market

    Current Estimated Value $388,833

    Last Listing Agent Pat Malek First Choice Realty

    127 Plains Rd, Windham, CT 06280
  • 10 North Rd, Windham, CT 06280

    $249,000

    Sold Dec 30, 2025

    10 North Rd, Windham, CT 06280

    • 2 Beds
    • 1.5 Baths
    • 1,380 Sq Ft
    • Built 1780

    Last Sold Summary

    • $180/SF
    • 95 Days On Market

    Current Estimated Value $258,648

    Last Listing Agent Taylor Gildein Re/Max Results

    10 North Rd, Windham, CT 06280
  • 67 North Rd, Windham, CT 06280

    $175,000

    Sold Nov 10, 2025

    67 North Rd, Windham, CT 06280

    • 4 Beds
    • 1.5 Baths
    • 1,621 Sq Ft
    • Built 1850

    Last Sold Summary

    • 29% Below List Price
    • $108/SF
    • 133 Days On Market

    Current Estimated Value $190,670

    Last Listing Agent Franchesca Pescatello Prue Realty LLC

    67 North Rd, Windham, CT 06280
  • 244 Jerusalem Rd, Windham, CT 06280

    $485,000

    Sold Dec 12, 2025

    244 Jerusalem Rd, Windham, CT 06280

    • 3 Beds
    • 2.5 Baths
    • 1,622 Sq Ft
    • Built 2025

    Last Sold Summary

    • 5% Above List Price
    • $299/SF
    • 30 Days On Market

    Current Estimated Value $485,776

    Last Listing Agent Patricia Brown Lebanon Green Real Estate

    244 Jerusalem Rd, Windham, CT 06280
  • 150 Gager Hill Rd, Windham, CT 06280

    $165,000

    Sold Jan 23, 2026

    150 Gager Hill Rd, Windham, CT 06280

    • 6 Beds
    • 1.5 Baths
    • 2,634 Sq Ft
    • Built 1785

    Last Sold Summary

    • 56% Below List Price
    • $63/SF
    • 85 Days On Market

    Current Estimated Value $184,571

    Last Listing Agent David Mullen CR Premier Properties

    150 Gager Hill Rd, Windham, CT 06280
  • 55 Tuckie Rd, Windham, CT 06280

    $450,000

    Sold Mar 20, 2026

    55 Tuckie Rd, Windham, CT 06280

    • 3 Beds
    • 2.5 Baths
    • 2,136 Sq Ft
    • Built 2005

    Last Sold Summary

    • $211/SF
    • 39 Days On Market

    Current Estimated Value $442,220

    Last Listing Agent Mary Beth Malin Brunet and Company Real Estate

    55 Tuckie Rd, Windham, CT 06280
  • 121 Insalaco Dr, Windham, CT 06280

    $447,000

    Sold Apr 30, 2026

    121 Insalaco Dr, Windham, CT 06280

    • 3 Beds
    • 2.5 Baths
    • 2,388 Sq Ft
    • Built 2004

    Last Sold Summary

    • 2% Above List Price
    • $187/SF
    • 75 Days On Market

    Current Estimated Value $440,406

    Last Listing Agent Mike Thompson Countryside Realty

    121 Insalaco Dr, Windham, CT 06280
  • 15 Laurel Ln, Windham, CT 06280

    $266,000

    Sold Feb 13, 2026

    15 Laurel Ln, Windham, CT 06280

    • 3 Beds
    • 1 Bath
    • 1,288 Sq Ft
    • Built 1958

    Last Sold Summary

    • $207/SF
    • 0 Days On Market

    Current Estimated Value $261,738

    Last Listing Agent Taylor Gildein Re/Max Results

    15 Laurel Ln, Windham, CT 06280
  • 64 Parish Hill Rd, North Windham, CT 06256

    $375,000

    Sold Jun 12, 2025

    64 Parish Hill Rd, North Windham, CT 06256

    • 3 Beds
    • 1 Bath
    • 1,260 Sq Ft
    • Built 1951

    Last Sold Summary

    • 7% Above List Price
    • $298/SF
    • 10 Days On Market

    Current Estimated Value $382,642

    Last Listing Agent Melinda Walencewicz eXp Realty

    64 Parish Hill Rd, North Windham, CT 06256
  • 119 Brooklyn Turnpike, Windham, CT 06280

    $450,000

    Sold Nov 07, 2025

    119 Brooklyn Turnpike, Windham, CT 06280

    • 4 Beds
    • 3 Baths
    • 1,914 Sq Ft
    • Built 1987

    Last Sold Summary

    • 13% Above List Price
    • $235/SF
    • 6 Days On Market

    Current Estimated Value $467,729

    Last Listing Agent Brittany Kimlingen First Choice Realty

    119 Brooklyn Turnpike, Windham, CT 06280
  • 5 Insalaco Dr, Windham, CT 06280

    $465,000

    Sold Apr 07, 2026

    5 Insalaco Dr, Windham, CT 06280

    • 4 Beds
    • 2 Baths
    • 1,872 Sq Ft
    • Built 1970

    Last Sold Summary

    • 6% Above List Price
    • $248/SF
    • 39 Days On Market

    Current Estimated Value $434,962

    Last Listing Agent Joseph Snell Luxe Realty LLC

    5 Insalaco Dr, Windham, CT 06280
  • 104 Windham Center Rd, Windham, CT 06280

    $577,875

    Sold Nov 07, 2025

    104 Windham Center Rd, Windham, CT 06280

    • 4 Beds
    • 3.5 Baths
    • 4,476 Sq Ft
    • Built 1780

    Last Sold Summary

    • 4% Below List Price
    • $129/SF
    • 107 Days On Market

    Current Estimated Value $601,416

    Last Listing Agent Lawrence Ross Weichert,REALTORS-Four Corners

    104 Windham Center Rd, Windham, CT 06280
  • 80 Tuckie Rd, Windham, CT 06280

    $430,000

    Sold Sep 29, 2025

    80 Tuckie Rd, Windham, CT 06280

    • 3 Beds
    • 3.5 Baths
    • 2,389 Sq Ft
    • Built 1982

    Last Sold Summary

    • 2% Below List Price
    • $180/SF
    • 5 Days On Market

    Current Estimated Value $441,858

    Last Listing Agent Lisa Pekala Century 21 Clemens Group

    80 Tuckie Rd, Windham, CT 06280
  • 96 Beacon Rd, Windham, CT 06280

    $310,000

    Sold Feb 26, 2026

    96 Beacon Rd, Windham, CT 06280

    • 3 Beds
    • 1.5 Baths
    • 1,284 Sq Ft
    • Built 1968

    Last Sold Summary

    • 15% Above List Price
    • $241/SF
    • 7 Days On Market

    Current Estimated Value $295,887

    Last Listing Agent Mark Benard Brunet and Company Real Estate

    96 Beacon Rd, Windham, CT 06280
  • 39 Windham Center Rd, Windham, CT 06280

    $325,000

    Sold Jul 30, 2025

    39 Windham Center Rd, Windham, CT 06280

    • 4 Beds
    • 1.5 Baths
    • 2,383 Sq Ft
    • Built 1769

    Last Sold Summary

    • 4% Below List Price
    • $136/SF
    • 30 Days On Market

    Current Estimated Value $344,126

    Last Listing Agent Katrina Gulowsen On The Move Realty, LLC

    39 Windham Center Rd, Windham, CT 06280
  • 156 Ballamahack Rd, Windham, CT 06280

    $635,000

    Sold Sep 15, 2025

    156 Ballamahack Rd, Windham, CT 06280

    • 4 Beds
    • 2 Baths
    • 2,190 Sq Ft
    • Built 1800

    Last Sold Summary

    • 2% Below List Price
    • $290/SF
    • 51 Days On Market

    Current Estimated Value $641,565

    Last Listing Agent Stephen Daly KW Legacy Partners

    156 Ballamahack Rd, Windham, CT 06280
  • 231 Back Rd, Windham, CT 06280

    $361,000

    Sold Dec 04, 2025

    231 Back Rd, Windham, CT 06280

    • 3 Beds
    • 2 Baths
    • 2,144 Sq Ft
    • Built 1963

    Last Sold Summary

    • 9% Above List Price
    • $168/SF
    • 4 Days On Market

    Current Estimated Value $369,732

    Last Listing Agent Matthew Noren RE/MAX Bell Park Realty

    231 Back Rd, Windham, CT 06280
  • 4 Jerusalem Rd, Windham, CT 06280

    $379,000

    Sold Dec 17, 2025

    4 Jerusalem Rd, Windham, CT 06280

    • 3 Beds
    • 2 Baths
    • 1,938 Sq Ft
    • Built 2001

    Last Sold Summary

    • 5% Below List Price
    • $196/SF
    • 26 Days On Market

    Current Estimated Value $390,510

    Last Listing Agent Skyla Gagnon RE/MAX Bell Park Realty

    4 Jerusalem Rd, Windham, CT 06280
  • 301 Brick Top Rd, Windham, CT 06280

    $210,000

    Sold Aug 21, 2025

    301 Brick Top Rd, Windham, CT 06280

    • 2 Beds
    • 1 Bath
    • 1,077 Sq Ft
    • Built 1948

    Last Sold Summary

    • 5% Above List Price
    • $195/SF
    • 55 Days On Market

    Current Estimated Value $221,247

    Last Listing Agent Anne Newmyer Simply Sold Real Estate

    301 Brick Top Rd, Windham, CT 06280
  • 65 Anna Maria Ln, Windham, CT 06280

    $450,000

    Sold Oct 02, 2025

    65 Anna Maria Ln, Windham, CT 06280

    • 3 Beds
    • 2.5 Baths
    • 1,691 Sq Ft
    • Built 2006

    Last Sold Summary

    • 15% Above List Price
    • $266/SF
    • 5 Days On Market

    Current Estimated Value $446,942

    Last Listing Agent Kristen Merrill Countryside Realty

    65 Anna Maria Ln, Windham, CT 06280
  • 7 Autumn Ridge, Windham, CT 06280

    $430,000

    Sold Oct 06, 2025

    7 Autumn Ridge, Windham, CT 06280

    • 3 Beds
    • 2.5 Baths
    • 1,792 Sq Ft
    • Built 2025

    Last Sold Summary

    • $240/SF
    • 203 Days On Market

    Current Estimated Value $430,134

    Last Listing Agent Cathyann Schulte Countryside Realty

    7 Autumn Ridge, Windham, CT 06280
  • 41 Jennings Ln, Windham, CT 06280

    $369,900

    Sold Nov 20, 2025

    41 Jennings Ln, Windham, CT 06280

    • 3 Beds
    • 1.5 Baths
    • 1,712 Sq Ft
    • Built 1980

    Last Sold Summary

    • 4% Below List Price
    • $216/SF
    • 17 Days On Market

    Current Estimated Value $378,817

    Last Listing Agent Sheri Shvonski List N Show LLC

    41 Jennings Ln, Windham, CT 06280
  • 42 Sycamore Terrace, Windham, CT 06280

    $360,000

    Sold Aug 12, 2025

    42 Sycamore Terrace, Windham, CT 06280

    • 3 Beds
    • 2 Baths
    • 1,807 Sq Ft
    • Built 1966

    Last Sold Summary

    • 11% Above List Price
    • $199/SF
    • 62 Days On Market

    Current Estimated Value $369,147

    Last Listing Agent Stacey Silvia Lock and Key Realty, Inc

    42 Sycamore Terrace, Windham, CT 06280
  • 187 Tuckie Rd, North Windham, CT 06256

    $375,000

    Sold Sep 16, 2025

    187 Tuckie Rd, North Windham, CT 06256

    • 3 Beds
    • 2 Baths
    • 2,158 Sq Ft
    • Built 1967

    Last Sold Summary

    • 7% Above List Price
    • $174/SF
    • 35 Days On Market

    Current Estimated Value $386,521

    Last Listing Agent Lauren Iraeta KW Legacy Partners

    187 Tuckie Rd, North Windham, CT 06256
  • 19 Oakwood Dr, Windham, CT 06280

    $435,000

    Sold Oct 30, 2025

    19 Oakwood Dr, Windham, CT 06280

    • 4 Beds
    • 2.5 Baths
    • 2,288 Sq Ft
    • Built 1965

    Last Sold Summary

    • 2% Above List Price
    • $190/SF
    • 36 Days On Market

    Current Estimated Value $456,441

    Last Listing Agent Lisa Romano William Pitt Sotheby's Int'l

    19 Oakwood Dr, Windham, CT 06280
  • 5 Autumn Ridge, Windham, CT 06280

    $527,000

    Sold May 01, 2026

    5 Autumn Ridge, Windham, CT 06280

    • 4 Beds
    • 3.5 Baths
    • 2,368 Sq Ft
    • Built 2025

    Last Sold Summary

    • $223/SF
    • 303 Days On Market

    Current Estimated Value $500,447

    Last Listing Agent Cathyann Schulte Countryside Realty

    5 Autumn Ridge, Windham, CT 06280
  • 12 Chena Dr, Windham, CT 06280

    $300,000

    Sold Jul 11, 2025

    12 Chena Dr, Windham, CT 06280

    • 3 Beds
    • 1 Bath
    • 1,480 Sq Ft
    • Built 1969

    Last Sold Summary

    • $203/SF
    • 2 Days On Market

    Current Estimated Value $324,699

    Last Listing Agent Ted Jarrett Berkshire Hathaway NE Prop.

    12 Chena Dr, Windham, CT 06280
  • 157 Scotland Rd, Windham, CT 06280

    $360,000

    Sold Sep 30, 2025

    157 Scotland Rd, Windham, CT 06280

    • 3 Beds
    • 2.5 Baths
    • 1,590 Sq Ft
    • Built 1968

    Last Sold Summary

    • 6% Above List Price
    • $226/SF
    • 61 Days On Market

    Current Estimated Value $365,609

    Last Listing Agent Josh Bodian Evermark Property Group

    157 Scotland Rd, Windham, CT 06280
How to Buy a Home How to Finance a Home How to Sell a Home