Recently Sold Windham, NY Homes

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  /54

  $590,000 Sold Apr 27, 2026

  5320 New York 23, Windham, NY 12496

  • 8 Beds
  • 8 Baths
  • 3,712 Sq Ft
  • Built 1900

  Last Sold Summary

  • 31% Below List Price
  • $159/SF
  • 279 Days On Market

  Last Listing Agent Carol Shaw Shaw Country Realty, Inc.

  5320 New York 23, Windham, NY 12496
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  /60

  $575,000 Sold Nov 07, 2025

  36 Mount Greenery Rd, Windham, NY 12496

  • 3 Beds
  • 2 Baths
  • 1,376 Sq Ft
  • Built 1986

  Last Sold Summary

  • 4% Below List Price
  • $418/SF
  • 72 Days On Market

  Current Estimated Value $590,126

  Last Listing Agent Lisa Jaeger Coldwell Banker Village GreenW

  36 Mount Greenery Rd, Windham, NY 12496
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  /34

  $450,000 Sold May 23, 2025

  116 Galway Rd, Windham, NY 12496

  • 3 Beds
  • 2 Baths
  • 1,867 Sq Ft
  • Built 2021

  Last Sold Summary

  • 2% Below List Price
  • $241/SF
  • 66 Days On Market

  Current Estimated Value $476,301

  Last Listing Agent Patrick Dunn Core Real Estate Team

  116 Galway Rd, Windham, NY 12496
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  $490,000 Sold Jun 20, 2025

  3 Begley Rd, Windham, NY 12496

  • 4 Beds
  • 2 Baths
  • 1,916 Sq Ft
  • Built 1922

  Last Sold Summary

  • 2% Below List Price
  • $256/SF
  • 96 Days On Market

  Current Estimated Value $354,000

  Last Listing Agent Jessica Surbeck WINDSTAR REALTY GROUP LLC

  3 Begley Rd, Windham, NY 12496
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  $269,000 Sold Sep 19, 2025

  79 Windham Ridge Rd Unit 17A, Windham, NY 12496

  • 2 Beds
  • 2.5 Baths
  • 1,211 Sq Ft
  • Built 1983

  Last Sold Summary

  • $222/SF
  • 14 Days On Market

  Current Estimated Value $265,297

  Last Listing Agent FRANK GOMEZ Real Broker NY LLC

  79 Windham Ridge Rd Unit 17A, Windham, NY 12496
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  /24

  $227,500 Sold Jun 30, 2025

  35 Quads Way, Windham, NY 12496

  • 2 Beds
  • 1 Bath
  • 1,008 Sq Ft
  • Built 1986

  Last Sold Summary

  • 5% Below List Price
  • $226/SF
  • 80 Days On Market

  Current Estimated Value $249,113

  Last Listing Agent Mary Donovan Gallagher & Company

  35 Quads Way, Windham, NY 12496
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  /33

  $639,000 Sold Jan 30, 2026

  19 Brook Hollow Ln, Windham, NY 12496

  • 4 Beds
  • 2 Baths
  • 2,240 Sq Ft
  • Built 1983

  Last Sold Summary

  • $285/SF
  • 51 Days On Market

  Current Estimated Value $634,952

  Last Listing Agent Carol Shaw Shaw Country Realty, Inc.

  19 Brook Hollow Ln, Windham, NY 12496
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  /14

  $76,000 Sold Dec 30, 2025

  0 County Route 40, Windham, NY 12454

  • Land
  • 4.9 Acres
  • $15,510 per Acre

  Last Sold Summary

  • 45% Below List Price
  • 204 Days On Market

  Last Listing Agent Anne Jakubowski Bunce Realty

  0 County Route 40, Windham, NY 12454
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  $520,000 Sold Oct 07, 2025

  21 Nauvoo Rd, Windham, NY 12496

  • 2 Beds
  • 1.5 Baths
  • 1,072 Sq Ft
  • Built 1956

  Last Sold Summary

  • 10% Below List Price
  • $485/SF
  • 173 Days On Market

  Current Estimated Value $517,201

  Last Listing Agent Joel Craig Coldwell Banker Village Green

  21 Nauvoo Rd, Windham, NY 12496
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  /67

  $725,000 Sold Sep 09, 2025

  8 Evans Rd, Windham, NY 12496

  • 5 Beds
  • 3.5 Baths
  • 3,862 Sq Ft
  • Built 2000

  Last Sold Summary

  • 90,638% Above List Price
  • $188/SF
  • 22 Days On Market

  Current Estimated Value $723,879

  Last Listing Agent Regina Tortorella Coldwell Banker Village GreenW

  8 Evans Rd, Windham, NY 12496
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  $158,000 Sold Jan 29, 2026

  2 Quads Way, Windham, NY 12496

  • 1 Bed
  • 1 Bath
  • 560 Sq Ft
  • Built 1987

  Last Sold Summary

  • $282/SF
  • 50 Days On Market

  Current Estimated Value $156,385

  Last Listing Agent Gal Ozana Ozana Realty Group

  2 Quads Way, Windham, NY 12496
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  /9

  $75,000 Sold Jul 11, 2025

  611 Old Rd, Windham, NY 12496

  • Land
  • 1.7 Acres
  • $44,118 per Acre

  Last Sold Summary

  • 61 Days On Market

  Last Listing Agent Mary Donovan Gallagher & Company

  611 Old Rd, Windham, NY 12496
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  /33

  $283,500 Sold Aug 26, 2025

  71 County Road 65 Unit 4, Hensonville, NY 12439

  • 2 Beds
  • 2 Baths
  • 1,290 Sq Ft
  • Built 2020

  Last Sold Summary

  • 4% Below List Price
  • $220/SF
  • 47 Days On Market

  Current Estimated Value $325,924

  Last Listing Agent Susanna Scott-Mitchell Compass Greater NY, LLC

  71 County Road 65 Unit 4, Hensonville, NY 12439
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  /75

  $1,450,000 Sold Sep 05, 2025

  16 High Rd W, Windham, NY 12496

  • 5 Beds
  • 4.5 Baths
  • 4,140 Sq Ft
  • Built 2017

  Last Sold Summary

  • 3% Below List Price
  • $350/SF
  • 55 Days On Market

  Last Listing Agent Regina Tortorella Coldwell Banker Village GreenW

  16 High Rd W, Windham, NY 12496
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  /50

  $885,000 Sold Dec 15, 2025

  30 The Loop, Windham, NY 12496

  • 5 Beds
  • 4 Baths
  • 3,100 Sq Ft
  • Built 1970

  Last Sold Summary

  • 11% Below List Price
  • $285/SF
  • 291 Days On Market

  Current Estimated Value $900,339

  Last Listing Agent Regina Tortorella Coldwell Banker Village GreenW

  30 The Loop, Windham, NY 12496
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  /28

  $340,000 Sold Jun 13, 2025

  34 Old Rd, Windham, NY 12496

  • 3 Beds
  • 1.5 Baths
  • 1,440 Sq Ft
  • Built 1969

  Last Sold Summary

  • 21% Below List Price
  • $236/SF
  • 188 Days On Market

  Current Estimated Value $509,865

  Last Listing Agent Carol Shaw Shaw Country Realty, Inc.

  34 Old Rd, Windham, NY 12496
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  /35

  $815,000 Sold Dec 24, 2025

  2 Biff Andrus Rd, Windham, NY 12496

  • 4 Beds
  • 3 Baths
  • 3,500 Sq Ft
  • Built 2002

  Last Sold Summary

  • 18% Below List Price
  • $233/SF
  • 346 Days On Market

  Current Estimated Value $916,363

  Last Listing Agent Richard Vizzini Corcoran Country Living

  2 Biff Andrus Rd, Windham, NY 12496
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  /15

  $81,500 Sold Aug 13, 2025

  1 - 886 Mill St, Windham, NY 12496

  • Land
  • 1.2 Acres
  • $67,917 per Acre

  Last Sold Summary

  • 14% Below List Price
  • 268 Days On Market

  Last Listing Agent Lisa Jaeger Coldwell Banker Village GreenW

  1 - 886 Mill St, Windham, NY 12496
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  /73

  $1,810,000 Sold Mar 05, 2026

  150 Trailside Rd, Windham, NY 12496

  • 9 Beds
  • 7 Baths
  • 6,859 Sq Ft
  • Built 2001

  Last Sold Summary

  • 20% Below List Price
  • $264/SF
  • 304 Days On Market

  Current Estimated Value $2,026,272

  Last Listing Agent Regina Tortorella Coldwell Banker Village GreenW

  150 Trailside Rd, Windham, NY 12496
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  /2

  $227,500 Sold Jul 28, 2025

  35 Quads Way, Windham, NY 12496

  • 2 Beds
  • 2 Baths
  • 1,008 Sq Ft
  • Built 1986

  Last Sold Summary

  • 5% Below List Price
  • $226/SF

  Current Estimated Value $249,113

  Last Listing Agent Mark Goodall Empire Real Estate Firm LLC

  35 Quads Way, Windham, NY 12496
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  /26

  $66,000 Sold Jun 04, 2025

  0 Hayden Rd, Windham, NY 12496

  • Land
  • 5 Acres
  • $13,200 per Acre

  Last Sold Summary

  • 11% Below List Price
  • 330 Days On Market

  Last Listing Agent Lisa Jaeger Coldwell Banker Village GreenW

  0 Hayden Rd, Windham, NY 12496
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  /73

  $715,000 Sold Nov 24, 2025

  122 Old Rd, Windham, NY 12496

  • 4 Beds
  • 2.5 Baths
  • 1,823 Sq Ft
  • Built 1982

  Last Sold Summary

  • 5% Below List Price
  • $392/SF
  • 42 Days On Market

  Current Estimated Value $726,000

  Last Listing Agent Regina Tortorella Coldwell Banker Village GreenW

  122 Old Rd, Windham, NY 12496
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  /41

  $640,000 Sold Nov 21, 2025

  212 South St, Windham, NY 12496

  • 3 Beds
  • 2 Baths
  • 2,240 Sq Ft
  • Built 1970

  Last Sold Summary

  • 4% Below List Price
  • $286/SF
  • 69 Days On Market

  Last Listing Agent Mary Donovan Gallagher & Company

  212 South St, Windham, NY 12496
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  /41

  $999,000 Sold Dec 30, 2025

  51 Barnum Rd, Windham, NY 12496

  • 6 Beds
  • 4.5 Baths
  • 2,679 Sq Ft
  • Built 1985

  Last Sold Summary

  • 9% Above List Price
  • $373/SF
  • 15 Days On Market

  Last Listing Agent Catherine Quintard Compass Greater NY, LLC

  51 Barnum Rd, Windham, NY 12496
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  /43

  $518,000 Sold Aug 21, 2025

  996 County Route 10, Windham, NY 12496

  • 2 Beds
  • 2 Baths
  • 1,450 Sq Ft
  • Built 2020

  Last Sold Summary

  • 5% Below List Price
  • $357/SF
  • 59 Days On Market

  Current Estimated Value $496,712

  Last Listing Agent Lisa Jaeger Coldwell Banker Village GreenW

  996 County Route 10, Windham, NY 12496
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  /29

  $1,650,000 Sold May 09, 2025

  12 - 2C Stonewall Ln, Windham, NY 12496

  • 4 Beds
  • 3.5 Baths
  • 2,700 Sq Ft

  Last Sold Summary

  • $611/SF
  • 0 Days On Market

  Last Listing Agent Pamela King-Belfor Four Seasons Sotheby's Int.

  12 - 2C Stonewall Ln, Windham, NY 12496
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  /35

  $581,250 Sold Dec 01, 2025

  528 New York 296, Hensonville, NY 12439

  • 4 Beds
  • 2.5 Baths
  • 2,194 Sq Ft
  • Built 1895

  Last Sold Summary

  • $265/SF
  • 32 Days On Market

  Last Listing Agent Catherine Quintard Compass Greater NY, LLC

  528 New York 296, Hensonville, NY 12439
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  /55

  $355,000 Sold Jan 09, 2026

  23 Townhouse Ln Unit 1, Windham, NY 12496

  • 3 Beds
  • 2.5 Baths
  • 1,846 Sq Ft
  • Built 1980

  Last Sold Summary

  • 9% Below List Price
  • $192/SF
  • 101 Days On Market

  Current Estimated Value $375,690

  Last Listing Agent Sharon Knudsen Coldwell Banker Village GreenW

  23 Townhouse Ln Unit 1, Windham, NY 12496
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  /46

  $585,000 Sold Aug 29, 2025

  14 - 57 Windham Mountain Village, Windham, NY 12496

  • 3 Beds
  • 2.5 Baths
  • 1,510 Sq Ft
  • Built 1986

  Last Sold Summary

  • 11% Below List Price
  • $387/SF
  • 181 Days On Market

  Last Listing Agent Russell Pelham Real Broker, LLC

  14 - 57 Windham Mountain Village, Windham, NY 12496
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  /24

  $210,000 Sold Jun 11, 2025

  359 Begley Rd, Windham, NY 12496

  • Land
  • 5 Acres
  • $42,000 per Acre

  Last Sold Summary

  • 33% Below List Price
  • 271 Days On Market

  Current Estimated Value $222,216

  Last Listing Agent Sharon Knudsen Coldwell Banker Village GreenW

  359 Begley Rd, Windham, NY 12496
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  /45

  $521,000 Sold Jul 02, 2025

  13 Boulder Brook Rd, Windham, NY 12496

  • 4 Beds
  • 2 Baths
  • 1,840 Sq Ft
  • Built 1986

  Last Sold Summary

  • 2% Below List Price
  • $283/SF
  • 39 Days On Market

  Current Estimated Value $533,100

  Last Listing Agent Mary Donovan Gallagher & Company

  13 Boulder Brook Rd, Windham, NY 12496
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  /32

  $680,000 Sold Apr 28, 2026

  5287 New York 23, Windham, NY 12496

  • 3 Beds
  • 2 Baths
  • 2,350 Sq Ft
  • Built 1850

  Last Sold Summary

  • 1% Above List Price
  • $289/SF
  • 15 Days On Market

  Last Listing Agent Mark McAlpine Compass Greater New York, LLC

  5287 New York 23, Windham, NY 12496
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  /50

  $702,000 Sold Dec 22, 2025

  73 Beaver Hill Rd, Windham, NY 12496

  • 4 Beds
  • 2.5 Baths
  • 2,500 Sq Ft
  • Built 1989

  Last Sold Summary

  • 3% Below List Price
  • $281/SF
  • 75 Days On Market

  Last Listing Agent Patricia Charbonneau Brainard Ridge Management

  73 Beaver Hill Rd, Windham, NY 12496
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  /73

  $599,000 Sold Jan 08, 2026

  110 Maplecrest Rd, Windham, NY 12439

  • 8 Beds
  • 4 Baths
  • 3,577 Sq Ft
  • Built 1920

  Last Sold Summary

  • 6% Below List Price
  • $167/SF
  • 125 Days On Market

  Last Listing Agent Lisa Jaeger Coldwell Banker Village GreenW

  110 Maplecrest Rd, Windham, NY 12439
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  /41

  $340,000 Sold Apr 03, 2026

  317 Mitchell Hollow Rd, Windham, NY 12496

  • 5 Beds
  • 3 Baths
  • 2,472 Sq Ft
  • Built 1970

  Last Sold Summary

  • 20% Below List Price
  • $138/SF
  • 103 Days On Market

  Last Listing Agent Lisa Jaeger Coldwell Banker Village GreenW

  317 Mitchell Hollow Rd, Windham, NY 12496
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  /34

  $400,000 Sold Dec 30, 2025

  4992 New York 23, Windham, NY 12496

  • 3 Beds
  • 2.5 Baths
  • 1,812 Sq Ft
  • Built 1986

  Last Sold Summary

  • 18% Below List Price
  • $221/SF
  • 146 Days On Market

  Last Listing Agent Irene Pinto Brainard Ridge Management

  4992 New York 23, Windham, NY 12496
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  /43

  $240,000 Sold Apr 17, 2026

  113 Windham Ridge Rd, Windham, NY 12496

  • 2 Beds
  • 2 Baths
  • 1,024 Sq Ft
  • Built 1986

  Last Sold Summary

  • 14% Below List Price
  • $234/SF
  • 207 Days On Market

  Current Estimated Value $256,623

  Last Listing Agent Ellen Boldis Berkshire Hathaway HomeService

  113 Windham Ridge Rd, Windham, NY 12496
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  /17

  $65,000 Sold Aug 14, 2025

  Tbd Hollow View Rd, Windham, NY 12496

  • Land
  • 5.01 Acres
  • $12,974 per Acre

  Last Sold Summary

  • 56% Below List Price
  • 291 Days On Market

  Last Listing Agent Arlena Armstrong Anatole House LLC

  Tbd Hollow View Rd, Windham, NY 12496
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  /100

  $2,625,000 Sold Apr 13, 2026

  81 Sundance Dr, Windham, NY 12496

  • 6 Beds
  • 4.5 Baths
  • 5,872 Sq Ft
  • Built 2007

  Last Sold Summary

  • 6% Below List Price
  • $447/SF
  • 138 Days On Market

  Current Estimated Value $2,771,604

  Last Listing Agent Regina Tortorella Coldwell Banker Village GreenW

  81 Sundance Dr, Windham, NY 12496
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  /35

  $755,000 Sold May 01, 2026

  91 Beaver Hill Rd, Windham, NY 12496

  • 4 Beds
  • 3 Baths
  • 1,839 Sq Ft
  • Built 1987

  Last Sold Summary

  • 3% Below List Price
  • $411/SF
  • 42 Days On Market

  Last Listing Agent Patricia Charbonneau Brainard Ridge Management

  91 Beaver Hill Rd, Windham, NY 12496

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