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Windham town, NY - single-family homes for sale
67 of 67 results displayed
- New
$399,000Active4 beds 3 baths1,227 sq. ft.5044 Ny-23, Windham, NY 12496
MLS# 20263217Listed by: WELCH REALTY INC. - New
$309,777Active2 beds 2 baths1,040 sq. ft.504 County Route 40, Windham, NY 12496
MLS# 202619135Listed by: RE/MAX CAPITAL - New
$935,000Active3 beds 2 baths1,922 sq. ft.2074-2080 County Road 10, Windham, NY 12496
MLS# 20263005Listed by: WINDSTAR REALTY GROUP, LLC 
$1,040,000Active3 beds 3 baths2,342 sq. ft.216 New York 296, Windham, NY 12496
MLS# 20262850Listed by: UPSTATE DOWN
$315,000Active2 beds 2 baths1,542 sq. ft.689 Old Road, East Windham, NY 12439
MLS# 20262680Listed by: COMPASS GREATER NEW YORK, LLC
$575,000Active3 beds 2 baths1,376 sq. ft.591 & 587 Co Rd 56, Windham, NY 12496
MLS# 20262630Listed by: COLDWELL BANKER VILLAGE GREENW
$799,000Active4 beds 4 baths2,878 sq. ft.5678 New York 23, Windham, NY 12496
MLS# 20262616Listed by: COLDWELL BANKER VILLAGE GREENW
$399,000Pending4 beds 2 baths1,008 sq. ft.7 Karlstadt Road, Windham, NY 12496
MLS# 20262609Listed by: COLDWELL BANKER VILLAGE GREENW
$425,000Active3 beds 2 baths1,512 sq. ft.751 Mitchell Hollow Road, Windham, NY 12496
MLS# 20262597Listed by: BUNCE REALTY
$799,000Active6 beds 3 baths2,468 sq. ft.5429 New York 23, Windham, NY 12496
MLS# 20262576Listed by: SHAW COUNTRY REALTY, INC.
$1,850,000Active5 beds 3 baths3,740 sq. ft.37 The Loop, Windham, NY 12496
MLS# 20262533Listed by: SHAW COUNTRY REALTY, INC.
$1,699,000Active5 beds 6 baths4,848 sq. ft.27 Anchor Camp Road, Windham, NY 12496
MLS# 20262447Listed by: COLDWELL BANKER VILLAGE GREENW
$795,000Active4 beds 4 baths3,292 sq. ft.24 Case Road, Windham, NY 12496
MLS# 20262428Listed by: BRAINARD RIDGE MANAGEMENT
$1,950,000Active5 beds 5 baths3,150 sq. ft.15 Stonewall Lane, Windham, NY 12496
MLS# 20262192Listed by: DOUGLAS ELLIMAN REAL ESTATE
$1,950,000Active5 beds 5 baths3,150 sq. ft.15 Stonewall Lane, Windham, NY 12496
MLS# 996205Listed by: DOUGLAS ELLIMAN REAL ESTATE
$1,700,000Active4 beds 4 baths2,770 sq. ft.23 Stonewall Lane, Windham, NY 12496
MLS# 996209Listed by: DOUGLAS ELLIMAN REAL ESTATE
$1,349,000Active4 beds 4 baths3,977 sq. ft.78 Buckskin Loop, Windham, NY 12496
MLS# 20261997Listed by: COLDWELL BANKER VILLAGE GREENW
$595,000Active3 beds 3 baths1,545 sq. ft.149 Peck Road, Windham, NY 12496
MLS# 20261912Listed by: GILCREST PROPERTIES
$1,900,000Pending5 beds 5 baths3,150 sq. ft.8 Stonewall Lane, Windham, NY 12496
MLS# 949825Listed by: DOUGLAS ELLIMAN REAL ESTATE
$285,000Active3 beds 2 baths1,446 sq. ft.542 Mitchell Hollow Road, Windham, NY 12496
MLS# 984941Listed by: REAL BROKER NY LLC
$599,900Active3 beds 3 baths1,870 sq. ft.513 County Road 10, Windham, NY 12496
MLS# 20261383Listed by: RVW SELECT PROPERTIES
$769,000Pending3 beds 2 baths2,049 sq. ft.39 Brook Hollow Lane, Windham, NY 12496
MLS# 20261170Listed by: COLDWELL BANKER VILLAGE GREENW
$575,000Active7 beds 3 baths3,485 sq. ft.200 & 212 Co Rd 40, Windham, NY 12496
MLS# 20261068Listed by: COLDWELL BANKER TIMBERLAND
$799,000Active3 beds 3 baths2,118 sq. ft.69 County Road 32c, Windham, NY 12496
MLS# 20260916Listed by: SHAW COUNTRY REALTY, INC.
$599,000Pending3 beds 3 baths2,448 sq. ft.5376 State Route 23, Windham, NY 12496
MLS# 20260828Listed by: BUNCE REALTY
$279,990Active2 beds 1 baths800 sq. ft.107 Route 40 Road, Windham, NY 12496
MLS# 20260694Listed by: RHR REALTY GROUP
$599,000Active3 beds 2 baths2,250 sq. ft.16 Hickory Hill Road, Windham, NY 12496
MLS# 20260578Listed by: SHAW COUNTRY REALTY, INC.
$1,345,000Pending4 beds 4 baths2,856 sq. ft.2 Watch Hill Lane #2, Windham, NY 12496
MLS# 20260488Listed by: BRAINARD RIDGE MANAGEMENT- Open Sat, 12:30 to 2pm
$1,750,000Active5 beds 5 baths3,218 sq. ft.31 Windham Farms Road, Windham, NY 12496
MLS# 957893Listed by: FOUR SEASONS SOTHEBYS INTL 
$2,650,000Active6 beds 5 baths4,730 sq. ft.208 Mill Street, Windham, NY 12496
MLS# 953759Listed by: ICONIC PROS
$695,000Active3 beds 2 baths1,448 sq. ft.730 Mill Street, Windham, NY 12496
MLS# 20260344Listed by: BRAINARD RIDGE MANAGEMENT- Open Sat, 12:30 to 2pm
$1,360,000Active4 beds 4 baths4,280 sq. ft.305 Mitchell Hollow Road, Windham, NY 12496
MLS# 951166Listed by: FOUR SEASONS SOTHEBYS INTL 
$525,000Active3 beds 2 baths2,084 sq. ft.34 Old Road, Windham, NY 12496
MLS# 952926Listed by: PATRICIA FORGIONE'S REALTY
$499,000Active3 beds 3 baths1,566 sq. ft.13 Brainard Ridge Road, Windham, NY 12496
MLS# 20260225Listed by: COLDWELL BANKER VILLAGE GREENW
$325,000Active3 beds 2 baths1,152 sq. ft.315 Begley Road, Windham, NY 12496
MLS# 20260215Listed by: SHAW COUNTRY REALTY, INC.
$550,000Active2 beds 1 baths1,122 sq. ft.183 South Street, Windham, NY 12496
MLS# 20260193Listed by: SHAW COUNTRY REALTY, INC.
$1,650,000Pending4 beds 4 baths2,770 sq. ft.10 Stonewall Lane, Windham, NY 12496
MLS# 948997Listed by: DOUGLAS ELLIMAN REAL ESTATE
$685,000Active5 beds 3 baths3,184 sq. ft.523 Mitchell Hollow Road, Windham, NY 12496
MLS# 20256169Listed by: SHAW COUNTRY REALTY, INC.
$2,250,000Active5 beds 5 baths3,600 sq. ft.90 Club Road, Windham, NY 12496
MLS# 20256151Listed by: BUNCE REALTY
$2,500,000Pending7 beds 6 baths5,569 sq. ft.110 Old Road, Windham, NY 12496
MLS# 20256123Listed by: COLDWELL BANKER VILLAGE GREENW
$3,195,000Active6 beds 5 baths5,000 sq. ft.209 Club Road, Windham, NY 12496
MLS# 20256011Listed by: BRAINARD RIDGE MANAGEMENT
$499,000Pending3 beds 3 baths1,903 sq. ft.215 Siam Road, Windham, NY 12496
MLS# 20255960Listed by: COLDWELL BANKER VILLAGE GREENW
$1,899,000Active5 beds 4 baths4,044 sq. ft.22 The Loop, Windham, NY 12496
MLS# 20255691Listed by: COLDWELL BANKER VILLAGE GREENW
$2,175,000Active6 beds 5 baths4,104 sq. ft.19 Twin Maples Lane, Windham, NY 12496
MLS# 20255113Listed by: COLDWELL BANKER VILLAGE GREENW
$1,125,000Active5 beds 6 baths3,643 sq. ft.292 #3 South Street, Windham, NY 12496
MLS# 20254832Listed by: COLDWELL BANKER VILLAGE GREENW
$2,495,000Active8 beds 4 baths3,350 sq. ft.3 Leon Macglashan Road, Windham, NY 12496
MLS# 912042Listed by: SERHANT LLC
$749,000Active4 beds 4 baths2,088 sq. ft.93 Maplewood Road, Windham, NY 12496
MLS# 20254677Listed by: COLDWELL BANKER VILLAGE GREENW
$399,000Pending3 beds 2 baths1,876 sq. ft.370 Begley Road, Windham, NY 12496
MLS# 20254656Listed by: COLDWELL BANKER VILLAGE GREENW
$179,000Active-- beds -- baths611 Mitchell Hollow Road, Windham, NY 12496
MLS# 20254648Listed by: COLDWELL BANKER VILLAGE GREENW
$749,000Pending3 beds 4 baths3,279 sq. ft.415 Old Road, Windham, NY 12496
MLS# 20254472Listed by: HUNTER WINDHAM REAL ESTATE
$379,000Active3 beds 2 baths1,400 sq. ft.436 Big Hollow Road, Windham, NY 12496
MLS# 20254344Listed by: SHAW COUNTRY REALTY, INC.
$1,999,000Active4 beds 4 baths4,247 sq. ft.37 White Way, Windham, NY 12496
MLS# 20253702Listed by: BUNCE REALTY
$449,000Active4 beds 2 baths2,457 sq. ft.20 Slater Road, Windham, NY 12496
MLS# 20252531Listed by: RHR REALTY GROUP
$449,000Active4 beds 3 baths2,287 sq. ft.18 Maplewood Avenue, Windham, NY 12496
MLS# 20252508Listed by: BUNCE REALTY
$699,000Active4 beds 4 baths2,100 sq. ft.769 Mitchell Hollow Road, Windham, NY 12496
MLS# 20252216Listed by: COLDWELL BANKER VILLAGE GREENW
$1,899,000Active5 beds 5 baths3,723 sq. ft.4 Goff Road, Windham, NY 12496
MLS# 20251987Listed by: COLDWELL BANKER VILLAGE GREENW
$294,000Active2 beds 2 baths1,290 sq. ft.71 County Road 65 #6, Windham, NY 12439
MLS# 925738Listed by: COMPASS GREATER NY, LLC
$1,749,000Active5 beds 3 baths3,893 sq. ft.33 Elm Ridge Road, Windham, NY 12496
MLS# 142580Listed by: COLDWELL BANKER VILLAGE GREENW
$999,000Pending7 beds 3 baths4,281 sq. ft.5474 Route 23, Windham, NY 12496
MLS# 149640Listed by: JANE H. REYNOLDS
$1,149,000Active5 beds 6 baths3,460 sq. ft.292 South Street #2, Windham, NY 12496
MLS# 156125Listed by: COLDWELL BANKER VILLAGE GREENW
$425,000Active4 beds 4 baths2,950 sq. ft.25 Vets Road, Windham, NY 12496
MLS# 156676Listed by: COLDWELL BANKER VILLAGE GREENW
$369,000Active3 beds 2 baths1,464 sq. ft.110 - 2 High Ridge Road, Windham, NY 12496
MLS# 156888Listed by: BUNCE REALTY
$485,000Active3 beds 1 baths1,200 sq. ft.5134 Route 23, Windham, NY 12496
MLS# 20254112Listed by: DUGO REALTY
$1,998,500Pending5 beds 6 baths5,000 sq. ft.4 Estate View Drive, Windham, NY 12496
MLS# 202519775Listed by: KW PLATFORM
$599,000Active3 beds 3 baths1,680 sq. ft.9 Pinekill Ln, Windham, NY 12496
MLS# L3573079Listed by: SANY REALTY GROUP LLC
$1,450,000Active3 beds 4 baths2,400 sq. ft.17 Stonewall Lane, Windham, NY 12496
MLS# 948963Listed by: DOUGLAS ELLIMAN REAL ESTATE
$569,000Active3 beds 2 baths2,182 sq. ft.150 Vining Road, Windham, NY 12496
MLS# 20260953Listed by: COLDWELL BANKER VILLAGE GREENW
Local realty services provided by:CENTURY 21 Stoeckeler Real Estate, CENTURY 21 North East
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©2026 Century 21 Real Estate LLC. All rights reserved. CENTURY 21®, the CENTURY 21 Logo and C21® are service marks owned by Century 21 Real Estate LLC. Century 21 Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Each office is independently owned and operated. Listing information is deemed reliable but not guaranteed accurate.
Protect your home and budget from life's surprises with an Assurant Home Warranty, backed by a partner that supports you through every step of homeownership. Explore Plans.
©2026 Century 21 Real Estate LLC. All rights reserved. CENTURY 21®, the CENTURY 21 Logo and C21® are service marks owned by Century 21 Real Estate LLC. Century 21 Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Each office is independently owned and operated. Listing information is deemed reliable but not guaranteed accurate.