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Windham town, NY - single-family homes for sale
68 of 68 results displayed
- New
$2,900,000Active4 beds 3 baths4,321 sq. ft.59 Oliver Road, Windham, NY 12496
MLS# 20266353Listed by: BUNCE REALTY - New
$250,000Active4 beds 2 baths1,339 sq. ft.70 County Road 65, Hensonville, NY 12496
MLS# 20266268Listed by: SHAW COUNTRY REALTY, INC. - New
$499,000Active3 beds 2 baths2,270 sq. ft.125 Vining Road, Windham, NY 12496
MLS# 20266256Listed by: VENTURE FOX REALTY GROUP - New
$525,000Active4 beds 2 baths1,872 sq. ft.543 Mill Street, Windham, NY 12496
MLS# 20266229Listed by: SHAW COUNTRY REALTY, INC. 
$229,000Active3 beds 2 baths1,295 sq. ft.189 Peck Road, Windham, NY 12496
MLS# 20265990Listed by: SHAW COUNTRY REALTY, INC.
$640,000Active4 beds 3 baths2,340 sq. ft.28 Mcgovern Road, Windham, NY 12496
MLS# 20265888Listed by: COLDWELL BANKER VILLAGE GREENW
$639,000Active4 beds 2 baths2,240 sq. ft.60 Route 65a, Windham, NY 12496
MLS# 202618763Listed by: RE MAX CAPITAL
$1,999,999Active5 beds 5 baths3,600 sq. ft.90 Club Road, Windham, NY 12496
MLS# 20265814Listed by: COLDWELL BANKER VILLAGE GREENW
$3,995,000Active13 beds 12 baths10,900 sq. ft.198 South Street, Windham, NY 12496
MLS# 20265730Listed by: WIN MORRISON REALTY - W
$499,000Active3 beds 2 baths1,572 sq. ft.50 Mount Greenery Road, Windham, NY 12496
MLS# 20265733Listed by: KELLER WILLIAMS REALTY HV NORT
$859,000Active5 beds 4 baths3,002 sq. ft.2074-2080 County Route 10, Windham, NY 12496
MLS# 20263005Listed by: WINDSTAR REALTY GROUP, LLC
$4,400,000Active9 beds 8 baths10,611 sq. ft.125 Copper Ridge Trail, Windham, NY 12496
MLS# 1044804Listed by: KELLER WILLIAMS VILLAGE SQ RLT
$750,000Active3 beds 2 baths2,276 sq. ft.458 Begley Road, Windham, NY 12496
MLS# 20265510Listed by: BUNCE REALTY
$599,900Active3 beds 3 baths2,824 sq. ft.696 Old Road, Windham, NY 12496
MLS# 20265467Listed by: KELLER WILLIAMS REALTY HV NORT
$539,000Active5 beds 2 baths1,900 sq. ft.96 County Road 56, Windham, NY 12496
MLS# 20265408Listed by: SHAW COUNTRY REALTY, INC.
$1,050,000Pending4 beds 3 baths3,304 sq. ft.52 Panarama Lane, Windham, NY 12496
MLS# 20265394Listed by: COMPASS GREATER NEW YORK, LLC
$399,000Active4 beds 3 baths2,000 sq. ft.321 Begley Road, Windham, NY 12496
MLS# 20265288Listed by: SHAW COUNTRY REALTY, INC.
$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
$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.
$1,399,000Active5 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.
$1,195,000Active4 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
$925,000Active3 beds 3 baths2,236 sq. ft.89 Sky Hill Road, Windham, NY 12496
MLS# 20264252Listed by: COLDWELL BANKER VILLAGE GREENW
$878,000Active6 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
$610,000Pending4 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.
$2,300,000Pending5 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
$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
$799,000Active6 beds 3 baths2,468 sq. ft.5429 New York 23, Windham, NY 12496
MLS# 20262576Listed by: SHAW COUNTRY REALTY, INC.
$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
$549,000Active3 beds 3 baths1,545 sq. ft.149 Peck Road, Windham, NY 12496
MLS# 20261912Listed by: GILCREST PROPERTIES
$240,000Active3 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
$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
$2,650,000Pending6 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
$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
$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
$320,000Active3 beds 2 baths1,464 sq. ft.110 - 2 High Ridge Road, Windham, NY 12496
MLS# 156888Listed by: BUNCE REALTY
$569,000Pending3 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 Alliance Realty Group, CENTURY 21 North East, CENTURY 21 Elite Realty, CENTURY 21 Turner Brokers
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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.