Recently Sold Windham, NY Homes

/58
$690,000

Sold Oct 24, 2025

73 Cross Rd, Windham, NY 12496
- 3 Beds
- 2 Baths
- 2,792 Sq Ft
- Built 2005
Last Sold Summary
- $247/SF
- 124 Days On Market
Current Estimated Value $705,530

Last Listing Agent Lisa Jaeger Coldwell Banker Village GreenW

73 Cross Rd, Windham, NY 12496
/54
$1,350,000

Sold Aug 08, 2025

12 Jacob Strasse Rd, Windham, NY 12496
- 6 Beds
- 5.5 Baths
- 5,500 Sq Ft
- Built 1988
Last Sold Summary
- 10% Below List Price
- $245/SF
- 41 Days On Market
Current Estimated Value $1,396,654

Last Listing Agent Catherine Quintard Compass Greater NY, LLC

12 Jacob Strasse Rd, Windham, NY 12496
/57
$169,900

Sold Jun 22, 2026

Tbd Boulder Brook Lot 8 Rd, Windham, NY 12496
- Land
- 6.17 Acres
- $27,536 per Acre
Last Sold Summary
- 341 Days On Market
Last Listing Agent Kyla Thomas Howard Hanna Rand Realty

Tbd Boulder Brook Lot 8 Rd, Windham, NY 12496
/29
$475,000

Sold May 21, 2026

38 Cambridge Heights Rd, Windham, NY 12496
- 3 Beds
- 2 Baths
- 1,140 Sq Ft
- Built 1968
Last Sold Summary
- 5% Below List Price
- $417/SF
- 122 Days On Market
Current Estimated Value $475,773

Last Listing Agent Paul Heintz Anatole House LLC

38 Cambridge Heights Rd, Windham, NY 12496
/22
$250,000

Sold Jun 15, 2026

63 Windham Ridge Rd Unit 16C, Windham, NY 12496
- 2 Beds
- 2.5 Baths
- 1,178 Sq Ft
- Built 1986
Last Sold Summary
- 22% Below List Price
- $212/SF
- 59 Days On Market
Last Listing Agent Carol Shaw Shaw Country Realty, Inc.

63 Windham Ridge Rd Unit 16C, Windham, NY 12496
/2
$960,000

Sold Nov 07, 2025

149 Magda Ln, Windham, NY 12496
- 4 Beds
- 5 Baths
- 2,140 Sq Ft
- Built 1988
Last Sold Summary
- 4% Below List Price
- $449/SF
Last Listing Agent non-member non member NON MLS OFFICE

149 Magda Ln, Windham, NY 12496
/37
$999,999

Sold Mar 10, 2026

20 Brookhollow Ln, Windham, NY 12496
- 3 Beds
- 3.5 Baths
- 3,284 Sq Ft
- Built 2024
Last Sold Summary
- 15% Below List Price
- $305/SF
- 68 Days On Market
Last Listing Agent Pamela King-Belfor Four Seasons Sotheby's Int.

20 Brookhollow Ln, Windham, NY 12496
/39
$340,000

Sold Dec 17, 2025

4 French Park Dr Unit 1 (2a), Windham, NY 12496
- 3 Beds
- 2 Baths
- 1,392 Sq Ft
- Built 1983
Last Sold Summary
- 5% Below List Price
- $244/SF
- 88 Days On Market
Last Listing Agent Carol Shaw Shaw Country Realty, Inc.

4 French Park Dr Unit 1 (2a), Windham, NY 12496
/33
$795,000

Sold Oct 27, 2025

233 Begley Rd, Windham, NY 12496
- 3 Beds
- 2 Baths
- 2,542 Sq Ft
- Built 2001
Last Sold Summary
- $313/SF
- 22 Days On Market
Current Estimated Value $816,084

Last Listing Agent Lubomir Hodan Shaw Country Realty, Inc.

233 Begley Rd, Windham, NY 12496
/44
$1,400,000

Sold Feb 06, 2026

2 the Enclave Unit W10, Windham, NY 12496
- 4 Beds
- 4.5 Baths
- 2,600 Sq Ft
- Built 1999
Last Sold Summary
- 18% Below List Price
- $538/SF
- 117 Days On Market
Last Listing Agent Patricia Charbonneau Brainard Ridge Management

2 the Enclave Unit W10, Windham, NY 12496
/68
$960,000

Sold Nov 07, 2025

149 Magda Ln, Windham, NY 12496
- 4 Beds
- 5 Baths
- 2,140 Sq Ft
- Built 1988
Last Sold Summary
- 18% Below List Price
- $449/SF
- 224 Days On Market
Last Listing Agent Patricia Charbonneau Brainard Ridge Management

149 Magda Ln, Windham, NY 12496
/85
$1,709,999

Sold Feb 09, 2026

12 Lauren Ln, Windham, NY 12496
- 6 Beds
- 4.5 Baths
- 4,855 Sq Ft
- Built 2012
Last Sold Summary
- 2% Below List Price
- $352/SF
- 97 Days On Market
Current Estimated Value $1,666,929

Last Listing Agent Regina Tortorella Coldwell Banker Village GreenW

12 Lauren Ln, Windham, NY 12496
/26
$425,000

Sold Dec 15, 2025

410 Big Hollow Rd, Windham, NY 12496
- 3 Beds
- 2 Baths
- 1,344 Sq Ft
- Built 1970
Last Sold Summary
- $316/SF
- 28 Days On Market
Last Listing Agent Diana Polack Compass Greater NY, LLC

410 Big Hollow Rd, Windham, NY 12496
/9
$440,000

Sold Oct 27, 2025

65 Sundance Dr, Windham, NY 12496
- Land
- 15.36 Acres
- $28,646 per Acre
Last Sold Summary
- 12% Below List Price
- 219 Days On Market
Last Listing Agent Regina Tortorella Coldwell Banker Village GreenW

65 Sundance Dr, Windham, NY 12496
/43
$1,200,000

Sold Jun 08, 2026

7 Meadow Ln, Windham, NY 12496
- 5 Beds
- 5.5 Baths
- 3,752 Sq Ft
- Built 1979
Last Sold Summary
- 14% Below List Price
- $320/SF
- 243 Days On Market
Current Estimated Value $1,328,280

Last Listing Agent Joseph Satto Compass Greater NY, LLC

7 Meadow Ln, Windham, NY 12496
/43
$927,000

Sold Aug 15, 2025

92 Northridge Exd, Windham, NY 12496
- 4 Beds
- 3 Baths
- 3,104 Sq Ft
- Built 2003
Last Sold Summary
- $299/SF
- 30 Days On Market
Last Listing Agent Mark McAlpine Compass Greater New York, LLC

92 Northridge Exd, Windham, NY 12496
/36
$310,000

Sold Feb 11, 2026

73 Windham Ridge Rd Unit 16-H, Windham, NY 12496
- 2 Beds
- 2.5 Baths
- 1,058 Sq Ft
- Built 1986
Last Sold Summary
- 9% Below List Price
- $293/SF
- 161 Days On Market
Current Estimated Value $310,161

Last Listing Agent Regina Tortorella Coldwell Banker Village GreenW

73 Windham Ridge Rd Unit 16-H, Windham, NY 12496
/42
$300,000

Sold Dec 04, 2025

333 Begley Rd, Windham, NY 12496
- 3 Beds
- 2 Baths
- 1,568 Sq Ft
- Built 1998
Last Sold Summary
- 9% Below List Price
- $191/SF
- 26 Days On Market
Last Listing Agent Sharon Knudsen Coldwell Banker Village GreenW

333 Begley Rd, Windham, NY 12496
/31
$550,000

Sold Aug 08, 2025

89 Siam Rd, Windham, NY 12496
- 4 Beds
- 1 Bath
- 2,270 Sq Ft
- Built 1972
Last Sold Summary
- 8% Below List Price
- $242/SF
- 119 Days On Market
Current Estimated Value $594,846

Last Listing Agent Lisa Jaeger Coldwell Banker Village GreenW

89 Siam Rd, Windham, NY 12496
/19
$485,000

Sold Dec 18, 2025

804 Mitchell Hollow Rd, Windham, NY 12496
- 7 Beds
- 2.5 Baths
- 3,114 Sq Ft
- Built 1852
Last Sold Summary
- 91% Below List Price
- $156/SF
- 55 Days On Market
Current Estimated Value $506,941

Last Listing Agent Chris Tripsas Reliant Property Services

804 Mitchell Hollow Rd, Windham, NY 12496
/103
$3,100,000

Sold May 05, 2026

219 Club Rd, Windham, NY 12496
- 6 Beds
- 5 Baths
- 5,021 Sq Ft
- Built 2023
Last Sold Summary
- 17% Below List Price
- $617/SF
- 254 Days On Market
Current Estimated Value $2,962,989

Last Listing Agent Regina Tortorella Coldwell Banker Village GreenW

219 Club Rd, Windham, NY 12496
/14
$1,525,000

Sold Feb 12, 2026

10 Enclave Dr N Unit 106, Windham, NY 12496
- 3 Beds
- 3 Baths
- 1,655 Sq Ft
- Built 2005
Last Sold Summary
- 8% Below List Price
- $921/SF
- 203 Days On Market
Last Listing Agent Irene Pinto Brainard Ridge Management

10 Enclave Dr N Unit 106, Windham, NY 12496
/74
$1,535,000

Sold Nov 19, 2025

869 County Route 10 Rd, Windham, NY 12496
- 5 Beds
- 4.5 Baths
- 3,812 Sq Ft
- Built 2023
Last Sold Summary
- 1% Below List Price
- $403/SF
- 40 Days On Market
Current Estimated Value $1,535,029

Last Listing Agent Regina Tortorella Coldwell Banker Village GreenW

869 County Route 10 Rd, Windham, NY 12496
/72
$1,311,000

Sold Dec 30, 2025

61 Cambridge Heights Rd, Windham, NY 12496
- 5 Beds
- 3.5 Baths
- 4,214 Sq Ft
- Built 1970
Last Sold Summary
- 9% Above List Price
- $311/SF
- 30 Days On Market
Current Estimated Value $1,100,027

Last Listing Agent Regina Tortorella Coldwell Banker Village GreenW

61 Cambridge Heights Rd, Windham, NY 12496
/59
$545,000

Sold Apr 30, 2026

274 Route 65 Unit 28, Windham, NY 12496
- 4 Beds
- 4.5 Baths
- 3,190 Sq Ft
- Built 2002
Last Sold Summary
- 5% Below List Price
- $171/SF
- 154 Days On Market
Last Listing Agent Lisa Jaeger Coldwell Banker Village GreenW

274 Route 65 Unit 28, Windham, NY 12496
/96
$1,571,126

Sold May 12, 2026

102 Thunderbird Terrace, Windham, NY 12496
- 5 Beds
- 3.5 Baths
- 4,312 Sq Ft
- Built 2015
Last Sold Summary
- 8% Below List Price
- $364/SF
- 340 Days On Market
Current Estimated Value $1,501,521

Last Listing Agent Regina Tortorella Coldwell Banker Village GreenW

102 Thunderbird Terrace, Windham, NY 12496
/30
$1,400,000

Sold Sep 18, 2025

4 The Loop, Windham, NY 12496
- 4 Beds
- 3 Baths
- 2,536 Sq Ft
- Built 1974
Last Sold Summary
- 6% Below List Price
- $552/SF
- 121 Days On Market
Current Estimated Value $1,429,860

Last Listing Agent Patricia Charbonneau Brainard Ridge Management

4 The Loop, Windham, NY 12496
/42
$655,000

Sold Dec 23, 2025

442 Mitchell Hollow Rd, Windham, NY 12496
- 3 Beds
- 2.5 Baths
- 2,868 Sq Ft
- Built 1969
Last Sold Summary
- 6% Below List Price
- $228/SF
- 146 Days On Market
Current Estimated Value $672,361

Last Listing Agent Mark McAlpine Compass Greater New York, LLC

442 Mitchell Hollow Rd, Windham, NY 12496
/34
$420,000

Sold Jul 14, 2025

296 Mitchell Hollow Rd, Windham, NY 12496
- 3 Beds
- 1 Bath
- 1,486 Sq Ft
- Built 1847
Last Sold Summary
- 4% Below List Price
- $283/SF
- 33 Days On Market
Current Estimated Value $438,167

Last Listing Agent Allison Morelle Coldwell Banker Village GreenK

296 Mitchell Hollow Rd, Windham, NY 12496
/59
$1,392,500

Sold Mar 06, 2026

3 the Enclave, Windham, NY 12496
- 4 Beds
- 4.5 Baths
- 2,893 Sq Ft
- Built 2002
Last Sold Summary
- 13% Below List Price
- $481/SF
- 116 Days On Market
Last Listing Agent Regina Tortorella Coldwell Banker Village GreenW

3 the Enclave, Windham, NY 12496
/30
$397,500

Sold Nov 25, 2025

1020 Maplecrest Rd, Windham, NY 12439
- 4 Beds
- 2 Baths
- 2,267 Sq Ft
- Built 1980
Last Sold Summary
- 1% Below List Price
- $175/SF
- 54 Days On Market
Last Listing Agent Mary Donovan Gallagher & Company

1020 Maplecrest Rd, Windham, NY 12439
/52
$685,000

Sold Dec 15, 2025

128 Mount Greenery Rd, Windham, NY 12496
- 4 Beds
- 3 Baths
- 2,759 Sq Ft
- Built 1989
Last Sold Summary
- 6% Below List Price
- $248/SF
- 44 Days On Market
Current Estimated Value $707,968

Last Listing Agent Regina Tortorella Coldwell Banker Village GreenW

128 Mount Greenery Rd, Windham, NY 12496
/54
$398,000

Sold Mar 23, 2026

17 Mitchell Hollow Rd, Windham, NY 12496
- 4 Beds
- 3 Baths
- 1,914 Sq Ft
- Built 1900
Last Sold Summary
- 9% Below List Price
- $208/SF
- 98 Days On Market
Last Listing Agent Sharri Cunningham Bunce Realty

17 Mitchell Hollow Rd, Windham, NY 12496
/31
$159,900

Sold Jun 22, 2026

TBD Boulder Brook Rd Unit Lot 10, Windham, NY 12496
- Land
- 8.33 Acres
- $19,196 per Acre
Last Sold Summary
- 221 Days On Market
Last Listing Agent Kyla Thomas Howard Hanna Rand Realty

TBD Boulder Brook Rd Unit Lot 10, Windham, NY 12496
/27
$154,000

Sold Apr 30, 2026

5220 New York 23 Unit 126, Windham, NY 12496
- 1 Bed
- 1 Bath
- 423 Sq Ft
- Built 1960
Last Sold Summary
- 9% Below List Price
- $364/SF
- 159 Days On Market
Last Listing Agent Savannah Delaney Weichert Realtors Fontaine

5220 New York 23 Unit 126, Windham, NY 12496
/31
$850,000

Sold Oct 03, 2025

205 Nauvoo Rd, Windham, NY 12496
- 4 Beds
- 2 Baths
- 2,200 Sq Ft
- Built 1987
Last Sold Summary
- 3% Above List Price
- $386/SF
- 21 Days On Market
Current Estimated Value $797,052

Last Listing Agent Kathy Marino Bunce Realty

205 Nauvoo Rd, Windham, NY 12496
/39
$835,000

Sold Mar 04, 2026

407 Mill St, Windham, NY 12496
- 3 Beds
- 2.5 Baths
- 2,864 Sq Ft
- Built 1986
Last Sold Summary
- 2% Below List Price
- $292/SF
- 163 Days On Market
Current Estimated Value $840,641

Last Listing Agent Brittany Craig Houlihan Lawrence Inc.

407 Mill St, Windham, NY 12496
/30
$220,000

Sold Oct 24, 2025

91 Windham Ridge Rd Unit 18B, Windham, NY 12496
- 2 Beds
- 1 Bath
- 936 Sq Ft
- Built 1986
Last Sold Summary
- 4% Below List Price
- $235/SF
- 199 Days On Market
Last Listing Agent Wayne Bunce Bunce Realty

91 Windham Ridge Rd Unit 18B, Windham, NY 12496
/7
$750,000

Sold Oct 29, 2025

234 South St, Windham, NY 12496
- 6,932 Sq Ft
- Built 1900
Last Sold Summary
- 32% Below List Price
- $108/SF
- 83 Days On Market
Last Listing Agent Irene Pinto Brainard Ridge Management

234 South St, Windham, NY 12496
/26
$150,000

Sold Feb 24, 2026

384 New York 296, Hensonville, NY 12439
- 3 Beds
- 1.5 Baths
- 1,200 Sq Ft
- Built 1835
Last Sold Summary
- 30% Below List Price
- $125/SF
- 82 Days On Market
Last Listing Agent Brian Kozloski Century 21 New West

384 New York 296, Hensonville, NY 12439

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