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Windham, NY - single-family homes for sale
29 of 29 results displayed
- New
$1,590,000Active5 beds 3 baths2,974 sq. ft.3-5 Hickory Hill Road, Windham, NY 12496
MLS# 20263929Listed by: VENTURE FOX REALTY GROUP 
$899,000Active6 beds 5 baths3,080 sq. ft.5628 Route 23, Windham, NY 12496
MLS# R1697474Listed by: WINDSTAR REALTY GROUP LLC
$479,000Active3 beds 2 baths1,652 sq. ft.177 Mill Street, Windham, NY 12496
MLS# 20263905Listed by: BUNCE REALTY
$464,000Active6 beds 3 baths2,251 sq. ft.10 Vets Road, Windham, NY 12496
MLS# 20263857Listed by: BUNCE REALTY
$1,749,000Active5 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
$399,000Active4 beds 3 baths1,227 sq. ft.5044 Ny-23, Windham, NY 12496
MLS# 20263217Listed by: WELCH REALTY INC.
$799,000Active6 beds 3 baths2,468 sq. ft.5429 New York 23, Windham, NY 12496
MLS# 20262576Listed by: SHAW COUNTRY REALTY, INC.
$1,950,000Active5 beds 5 baths3,150 sq. ft.15 Stonewall Lane, Windham, NY 12496
MLS# 996205Listed by: DOUGLAS ELLIMAN REAL ESTATE
$1,700,000Pending4 beds 4 baths2,770 sq. ft.23 Stonewall Lane, Windham, NY 12496
MLS# 996209Listed by: DOUGLAS ELLIMAN REAL ESTATE
$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- Open Sat, 12:30 to 2pm
$1,330,000Active4 beds 4 baths4,280 sq. ft.305 Mitchell Hollow Road, Windham, NY 12496
MLS# 951166Listed by: FOUR SEASONS SOTHEBYS INTL 
$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.
$3,195,000Pending6 beds 5 baths5,000 sq. ft.209 Club Road, Windham, NY 12496
MLS# 20256011Listed by: BRAINARD RIDGE MANAGEMENT
$2,175,000Active6 beds 5 baths4,104 sq. ft.19 Twin Maples Lane, Windham, NY 12496
MLS# 20255113Listed 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
$749,000Active4 beds 4 baths2,088 sq. ft.93 Maplewood Road, Windham, NY 12496
MLS# 20254677Listed by: COLDWELL BANKER VILLAGE GREENW
$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
$460,000Active3 beds 1 baths1,200 sq. ft.5134 Route 23, Windham, NY 12496
MLS# 20254112Listed by: DUGO REALTY
$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 Alliance Realty Group, CENTURY 21 Bridgeway Realty, CENTURY 21 Full Service 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.