Recently Sold Windham, NY Homes

/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 $2,537,337

Last Listing Agent Regina Tortorella Coldwell Banker Village GreenW

81 Sundance Dr, Windham, NY 12496
/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
/16
$225,000

Sold Oct 27, 2025

40 Quads Way, Windham, NY 12496
- 2 Beds
- 2 Baths
- 1,008 Sq Ft
- Built 1986
Last Sold Summary
- 10% Below List Price
- $223/SF
- 115 Days On Market
Current Estimated Value $247,582

Last Listing Agent Carol Shaw Shaw Country Realty, Inc.

40 Quads Way, Windham, NY 12496
/34
$1,695,000

Sold Apr 01, 2026

11 Whisper Creek Dr Unit 503, Windham, NY 12496
- 4 Beds
- 4 Baths
- 2,030 Sq Ft
- Built 2016
Last Sold Summary
- 6% Below List Price
- $835/SF
- 13 Days On Market
Current Estimated Value $1,508,859

Last Listing Agent Irene Pinto Brainard Ridge Management

11 Whisper Creek Dr Unit 503, Windham, NY 12496
/77
$930,000

Sold Nov 14, 2025

68 Hilltop Dr, Maplecrest, NY 12454
- 4 Beds
- 4.5 Baths
- 3,500 Sq Ft
- Built 1985
Last Sold Summary
- 7% Below List Price
- $266/SF
- 112 Days On Market
Current Estimated Value $990,609

Last Listing Agent Lisa Jaeger Coldwell Banker Village GreenW

68 Hilltop Dr, Maplecrest, NY 12454
/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 $729,260

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 $1,426,618

Last Listing Agent Catherine Quintard Compass Greater NY, LLC

12 Jacob Strasse Rd, Windham, NY 12496
/44
$440,000

Sold Jul 20, 2026

7 Karlstadt Rd, Windham, NY 12496
- 4 Beds
- 2 Baths
- 1,008 Sq Ft
- Built 1963
Last Sold Summary
- 10% Above List Price
- $437/SF
- 13 Days On Market
Current Estimated Value $362,005

Last Listing Agent Regina Tortorella Coldwell Banker Village GreenW

7 Karlstadt Rd, Windham, NY 12496
$1,900,000

Sold Jul 10, 2026

8 Stonewall Ln, Windham, NY 12496
- 5 Beds
- 4.5 Baths
- 3,150 Sq Ft
- Built 2025
Last Sold Summary
- $603/SF
- 106 Days On Market
Last Listing Agent John Oliveira Douglas Elliman Real Estate

8 Stonewall Ln, 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 $457,243

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
Current Estimated Value $987,412

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 $846,173

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
Current Estimated Value $987,412

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 $1,778,051

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 $2,268,005

Last Listing Agent Joseph Satto Compass Greater NY, LLC

7 Meadow Ln, Windham, NY 12496
/14
$490,000

Sold Jun 26, 2026

108 Brainard Ridge Rd Unit 14B, Windham, NY 12496
- 3 Beds
- 2.5 Baths
- 1,702 Sq Ft
- Built 1988
Last Sold Summary
- 15% Below List Price
- $288/SF
- 146 Days On Market
Last Listing Agent Irene Pinto Brainard Ridge Management

108 Brainard Ridge Rd Unit 14B, 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 $317,219

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
/68
$820,000

Sold Jul 16, 2026

39 Brook Hollow Ln, Windham, NY 12496
- 3 Beds
- 2 Baths
- 2,049 Sq Ft
- Built 1989
Last Sold Summary
- 7% Above List Price
- $400/SF
- 29 Days On Market
Current Estimated Value $621,273

Last Listing Agent Regina Tortorella Coldwell Banker Village GreenW

39 Brook Hollow Ln, 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 $595,849

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 $518,001

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 $3,148,624

Last Listing Agent Regina Tortorella Coldwell Banker Village GreenW

219 Club Rd, Windham, NY 12496
/18
$3,000,000

Sold Aug 07, 2026

209 Club Rd, Windham, NY 12496
- 6 Beds
- 5 Baths
- 5,000 Sq Ft
- Built 2016
Last Sold Summary
- 17% Below List Price
- $600/SF
- 195 Days On Market
Current Estimated Value $3,084,730

Last Listing Agent Patricia Charbonneau Brainard Ridge Management

209 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
/57
$445,000

Sold Jul 23, 2026

215 Siam Rd, Windham, NY 12496
- 3 Beds
- 2.5 Baths
- 1,903 Sq Ft
- Built 1998
Last Sold Summary
- 14% Below List Price
- $234/SF
- 169 Days On Market
Current Estimated Value $546,369

Last Listing Agent Lisa Jaeger Coldwell Banker Village GreenW

215 Siam Rd, 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 $1,583,819

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 $1,111,837

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 $1,543,740

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 $1,459,636

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 $708,643

Last Listing Agent Mark McAlpine Compass Greater New York, LLC

442 Mitchell Hollow Rd, Windham, NY 12496
/39
$232,500

Sold Jul 16, 2026

76 Loo Bridge Ln Unit 12B, Windham, NY 12496
- 2 Beds
- 2.5 Baths
- 1,411 Sq Ft
- Built 1987
Last Sold Summary
- 18% Below List Price
- $165/SF
- 173 Days On Market
Last Listing Agent Lisa Jaeger Coldwell Banker Village GreenW

76 Loo Bridge Ln Unit 12B, Windham, NY 12496

Showing Results 41 - 80, Page 2 of 3

New York Greene County

How to Buy a Home How to Finance a Home How to Sell a Home

Windham Types of Homes for Sale

Windham Real Estate

Newest Listings in Windham

Windham Homes by Price

More About Living in Windham

Homes for Sale in Nearby Zip Codes

Homes for Sale in Nearby Cities

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage