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Windham town, NY - single-family homes for sale
64 of 64 results displayed
- New
$399,000Active4 beds 3 baths2,000 sq. ft.321 Begley Road, Windham, NY 12496
MLS# 20265288Listed by: SHAW COUNTRY REALTY, INC. - New
$650,000Active3 beds 3 baths2,161 sq. ft.9 Pine Kill Lane, Windham, NY 12496
MLS# 20265191Listed by: GILCREST PROPERTIES 
$925,000Active5 beds 4 baths3,434 sq. ft.11 Vining Heights Road, Windham, NY 12496
MLS# 20265091Listed by: SHAW COUNTRY REALTY, INC.
$1,995,000Active6 beds 6 baths4,928 sq. ft.19 Twin Maples Lane, Windham, NY 12496
MLS# 20265064Listed by: COLDWELL BANKER VILLAGE GREENW
$549,000Active3 beds 2 baths2,250 sq. ft.16 Hickory Hill Road, Windham, NY 12496
MLS# 20264906Listed by: SHAW COUNTRY REALTY, INC.
$2,500,000Active4 beds 5 baths5,055 sq. ft.75 Beaver Hill Road, Windham, NY 12496
MLS# 20264828Listed by: VENTURE FOX REALTY GROUP
$379,000Active4 beds 2 baths1,414 sq. ft.117 Maplecrest Road, Windham, NY 12496
MLS# 20264801Listed by: COLDWELL BANKER VILLAGE GREENW
$1,950,000Active4 beds 4 baths3,400 sq. ft.22 Club Road, Windham, NY 12496
MLS# 20264802Listed by: BRAINARD RIDGE MANAGEMENT
$6,500,000Active16 beds 19 baths10,000 sq. ft.226 State Route 296, Windham, NY 12496
MLS# 1040802Listed by: ATELIER WM LLC
$499,000Active2 beds 1 baths1,122 sq. ft.183 South Street, Windham, NY 12496
MLS# 20264745Listed by: SHAW COUNTRY REALTY, INC.
$1,599,000Active5 beds 4 baths4,056 sq. ft.5433 New York 23, Windham, NY 12496
MLS# 20264601Listed by: WINDSTAR REALTY GROUP, LLC
$2,050,000Active5 beds 5 baths3,150 sq. ft.13 Stonewall Lane, Windham, NY 12496
MLS# 1037351Listed by: DOUGLAS ELLIMAN REAL ESTATE
$1,800,000Active4 beds 4 baths2,770 sq. ft.26 Stonewall Lane, Windham, NY 12496
MLS# 1037361Listed by: DOUGLAS ELLIMAN REAL ESTATE
$649,000Active4 beds 3 baths2,150 sq. ft.1100 County Road 10, Windham, NY 12496
MLS# 20264531Listed by: SHAW COUNTRY REALTY, INC.
$1,295,000Active4 beds 4 baths4,280 sq. ft.305 Mitchell Hollow Road, Windham, NY 12496
MLS# 1031149Listed by: FOUR SEASONS SOTHEBYS INTL
$299,000Active3 beds 1 baths1,040 sq. ft.135 Route 40, Windham, NY 12496
MLS# 20264280Listed by: DUGO REALTY
$949,000Active3 beds 3 baths2,236 sq. ft.89 Sky Hill Road, Windham, NY 12496
MLS# 20264252Listed by: COLDWELL BANKER VILLAGE GREENW
$549,000Pending4 beds 2 baths1,764 sq. ft.329 County Route 296, Windham, NY 12496
MLS# 20264151Listed by: COLDWELL BANKER VILLAGE GREENW
$899,000Active6 beds 5 baths3,080 sq. ft.5628 Route 23, Windham, NY 12496
MLS# R1697474Listed by: WINDSTAR REALTY GROUP LLC
$665,000Active3 beds 3 baths2,640 sq. ft.37 Cambridge Heights Road, Windham, NY 12496
MLS# 20263904Listed by: BUNCE REALTY
$479,000Active3 beds 2 baths1,652 sq. ft.177 Mill Street, Windham, NY 12496
MLS# 20263905Listed by: BUNCE REALTY
$425,000Active6 beds 3 baths2,251 sq. ft.10 Vets Road, Windham, NY 12496
MLS# 20263857Listed by: BUNCE REALTY
$598,000Active3 beds 2 baths1,718 sq. ft.320 State Route 296, Windham, NY 12496
MLS# 20263564Listed by: BUNCE REALTY
$1,749,000Pending5 beds 4 baths3,893 sq. ft.33 Elm Ridge Road, Windham, NY 12496
MLS# 20263447Listed by: COLDWELL BANKER VILLAGE GREENW
$610,000Active4 beds 3 baths2,227 sq. ft.49 Brainard Ridge Road #3a, Windham, NY 12496
MLS# 20263403Listed by: BRAINARD RIDGE MANAGEMENT
$3,649,000Active5 beds 7 baths5,532 sq. ft.6 White Way, Windham, NY 12496
MLS# 20263326Listed by: HOULIHAN LAWRENCE INC.
$2,300,000Active5 beds 5 baths4,069 sq. ft.16 White Way, Windham, NY 12496
MLS# 20263285Listed by: COLDWELL BANKER VILLAGE GREENW
$399,000Active4 beds 3 baths1,227 sq. ft.5044 Ny-23, Windham, NY 12496
MLS# 20263217Listed by: WELCH REALTY INC.
$297,000Active2 beds 2 baths1,890 sq. ft.504 County Route 40, Windham, NY 12496
MLS# 20263099Listed by: RE/MAX CAPITAL
$875,000Active5 beds 4 baths3,002 sq. ft.2074-2080 County Road 10, Windham, NY 12496
MLS# 20263005Listed by: WINDSTAR REALTY GROUP, LLC
$315,000Pending2 beds 2 baths1,542 sq. ft.689 Old Road, East Windham, NY 12439
MLS# 20262680Listed by: COMPASS GREATER NEW YORK, LLC
$525,000Active3 beds 2 baths1,376 sq. ft.591 & 587 Co Rd 56, Windham, NY 12496
MLS# 20262630Listed by: COLDWELL BANKER VILLAGE GREENW
$299,000Active3 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.
$1,699,000Pending5 beds 6 baths4,848 sq. ft.27 Anchor Camp Road, Windham, NY 12496
MLS# 20262447Listed by: COLDWELL BANKER VILLAGE GREENW
$699,000Active4 beds 4 baths3,292 sq. ft.24 Case Road, Windham, NY 12496
MLS# 20262428Listed by: BRAINARD RIDGE MANAGEMENT
$1,700,000Pending4 beds 4 baths2,770 sq. ft.23 Stonewall Lane, Windham, NY 12496
MLS# 996209Listed by: DOUGLAS ELLIMAN REAL ESTATE
$1,199,000Active4 beds 4 baths3,977 sq. ft.78 Buckskin Loop, Windham, NY 12496
MLS# 20261997Listed by: COLDWELL BANKER VILLAGE GREENW
$575,000Active3 beds 3 baths1,545 sq. ft.149 Peck Road, Windham, NY 12496
MLS# 20261912Listed by: GILCREST PROPERTIES
$285,000Active3 beds 2 baths1,446 sq. ft.542 Mitchell Hollow Road, Windham, NY 12496
MLS# 984941Listed by: REAL BROKER NY LLC
$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.
$247,985Active2 beds 1 baths800 sq. ft.107 Route 40 Road, Windham, NY 12496
MLS# 20260694Listed by: RHR REALTY GROUP
$1,345,000Pending4 beds 4 baths2,856 sq. ft.2 Watch Hill Lane #2, Windham, NY 12496
MLS# 20260488Listed by: BRAINARD RIDGE MANAGEMENT
$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
$639,000Active3 beds 2 baths1,448 sq. ft.730 Mill Street, Windham, NY 12496
MLS# 20260344Listed by: BRAINARD RIDGE MANAGEMENT
$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.
$1,899,000Active5 beds 4 baths4,044 sq. ft.22 The Loop, Windham, NY 12496
MLS# 20255691Listed by: COLDWELL BANKER VILLAGE GREENW
$1,149,000Active5 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
$399,000Pending3 beds 2 baths1,876 sq. ft.370 Begley Road, Windham, NY 12496
MLS# 20254656Listed by: COLDWELL BANKER VILLAGE GREENW
$349,000Active3 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
$699,000Pending4 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
$999,000Active5 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
$335,000Active3 beds 2 baths1,464 sq. ft.110 - 2 High Ridge Road, Windham, NY 12496
MLS# 156888Listed by: BUNCE REALTY
$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 Hudson Valley Realty, CENTURY 21 Monticello Realty, CENTURY 21 Galloway Realty
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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.