Recently Sold Homes in 06280

• 

  $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 $278,106

  Last Listing Agent Valerie Yankus Property Shoppe, LLC

  Unlisted Address
• 

  $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 $254,159

  Last Listing Agent Anthony La Penna Exceptional Real Estate LLC

  165 Ballamahack 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 $446,916

  Last Listing Agent Lindsey Niarhakos RE/MAX One

  97 Bass 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 $347,788

  Last Listing Agent Douglas Murphy Weichert,REALTORS-Four Corners

  29 Horn Rd, 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 $380,325

  Last Listing Agent Karan Garewal Winwin Realty

  47 Insalaco 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 $302,949

  Last Listing Agent Kelley Vanacore Century 21 AllPoints Realty

  44 Woodland Dr, 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 $265,164

  Last Listing Agent Lisa Barstow Simply Sold Real Estate

  77 Plains Rd, 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 $359,513

  Last Listing Agent Mike Thompson Countryside Realty

  91 Insalaco Dr, Windham, CT 06280
• 

  $308,000 Sold Apr 15, 2025

  153 North Rd, Windham, CT 06280

  • 2 Beds
  • 2 Baths
  • 1,260 Sq Ft
  • Built 1938

  Last Sold Summary

  • 12% Above List Price
  • $244/SF
  • 38 Days On Market

  Current Estimated Value $308,750

  Last Listing Agent Stephen Daly KW Legacy Partners

  153 North Rd, 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 $470,282

  Last Listing Agent Rick Loranger Coldwell Banker Realty

  9 Earl Dr, Windham, CT 06280
• 

  $284,000 Sold May 13, 2025

  11 Lovers Ln, Windham, CT 06280

  • 4 Beds
  • 2 Baths
  • 1,416 Sq Ft
  • Built 1945

  Last Sold Summary

  • 11% Below List Price
  • $201/SF
  • 168 Days On Market

  Current Estimated Value $278,972

  Last Listing Agent Rolando Navarro KW Legacy Partners

  11 Lovers Ln, 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
• 

  $282,500 Sold May 09, 2025

  45 Littlefield Rd, Hampton, CT 06247

  • 3 Beds
  • 2 Baths
  • 1,632 Sq Ft
  • Built 1957

  Last Sold Summary

  • 24% Below List Price
  • $173/SF
  • 121 Days On Market

  Current Estimated Value $291,176

  Last Listing Agent Susanna Vermette RbRE, LLC

  45 Littlefield Rd, Hampton, CT 06247
• 

  $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 $336,456

  Last Listing Agent Sonja Perpignan ERA Key Realty Services

  241 Ballamahack 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 $376,660

  Last Listing Agent Pat Malek First Choice Realty

  127 Plains 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 $247,921

  Last Listing Agent Taylor Gildein Re/Max Results

  10 North Rd, Windham, CT 06280
• 

  $410,000 Sold May 12, 2025

  24 Brick Top Ln, Windham, CT 06280

  • 4 Beds
  • 2.5 Baths
  • 1,930 Sq Ft
  • Built 1997

  Last Sold Summary

  • 14% Above List Price
  • $212/SF
  • 5 Days On Market

  Current Estimated Value $389,027

  Last Listing Agent Heather Yoreo Coldwell Banker Realty

  24 Brick Top Ln, 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 $185,627

  Last Listing Agent Franchesca Pescatello Prue Realty LLC

  67 North 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 $464,706

  Last Listing Agent Patricia Brown Lebanon Green Real Estate

  244 Jerusalem 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 $180,051

  Last Listing Agent David Mullen CR Premier Properties

  150 Gager Hill 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 $442,495

  Last Listing Agent Mary Beth Malin Brunet and Company Real Estate

  55 Tuckie Rd, 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 $261,535

  Last Listing Agent Taylor Gildein Re/Max Results

  15 Laurel Ln, Windham, CT 06280
• 

  $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 $377,241

  Last Listing Agent Melinda Walencewicz eXp Realty

  64 Parish Hill Rd, North Windham, CT 06256
• 

  $499,000 Sold May 12, 2025

  56 Sundale Dr, Windham, CT 06280

  • 4 Beds
  • 2.5 Baths
  • 2,142 Sq Ft
  • Built 1971

  Last Sold Summary

  • $233/SF
  • 105 Days On Market

  Current Estimated Value $489,849

  Last Listing Agent Betsy Diquattro Johnston & Associates Real Estate, LLC

  56 Sundale Dr, 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 $441,043

  Last Listing Agent Brittany Kimlingen First Choice Realty

  119 Brooklyn Turnpike, 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 $585,498

  Last Listing Agent Lawrence Ross Weichert,REALTORS-Four Corners

  104 Windham Center 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 $423,628

  Last Listing Agent Lisa Pekala Century 21 Clemens Group

  80 Tuckie 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 $286,906

  Last Listing Agent Mark Benard Brunet and Company Real Estate

  96 Beacon Rd, Windham, CT 06280
• 

  $310,000 Sold Apr 07, 2025

  54 Beacon Rd, Windham, CT 06280

  • 3 Beds
  • 1.5 Baths
  • 1,056 Sq Ft
  • Built 1966

  Last Sold Summary

  • 3% Above List Price
  • $294/SF
  • 3 Days On Market

  Current Estimated Value $308,494

  Last Listing Agent Mandy Gruslin Kazantzis Real Estate, LLC

  54 Beacon 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 $330,257

  Last Listing Agent Katrina Gulowsen On The Move Realty, LLC

  39 Windham Center 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 $607,328

  Last Listing Agent Stephen Daly KW Legacy Partners

  156 Ballamahack 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 $359,107

  Last Listing Agent Matthew Noren RE/MAX Bell Park Realty

  231 Back 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 $388,024

  Last Listing Agent Skyla Gagnon RE/MAX Bell Park Realty

  4 Jerusalem 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 $216,043

  Last Listing Agent Anne Newmyer Simply Sold Real Estate

  301 Brick Top Rd, 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 $447,380

  Last Listing Agent Kristen Merrill Countryside Realty

  65 Anna Maria Ln, 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 $420,379

  Last Listing Agent Cathyann Schulte Countryside Realty

  7 Autumn Ridge, 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 $368,802

  Last Listing Agent Sheri Shvonski List N Show LLC

  41 Jennings Ln, 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 $351,711

  Last Listing Agent Stacey Silvia Lock and Key Realty, Inc

  42 Sycamore Terrace, Windham, CT 06280
• 

  $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 $380,354

  Last Listing Agent Lauren Iraeta KW Legacy Partners

  187 Tuckie Rd, North Windham, CT 06256
• 

  $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 $436,145

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

  19 Oakwood Dr, Windham, CT 06280

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