Windham, NY - single-family homes for sale

33 of 33 results displayed

New
$3,995,000Active
13 beds 12 baths10,900 sq. ft.
198 South Street, Windham, NY 12496
MLS# 20265730Listed by: WIN MORRISON REALTY - W
New
$4,400,000Active
9 beds 8 baths10,611 sq. ft.
125 Copper Ridge Trail, Windham, NY 12496
MLS# 1044804Listed by: KELLER WILLIAMS VILLAGE SQ RLT
$1,050,000Active
4 beds 3 baths3,304 sq. ft.
52 Panarama Lane, Windham, NY 12496
MLS# 20265394Listed by: COMPASS GREATER NEW YORK, LLC
$399,000Active
4 beds 3 baths2,000 sq. ft.
321 Begley Road, Windham, NY 12496
MLS# 20265288Listed by: SHAW COUNTRY REALTY, INC.
$650,000Active
3 beds 3 baths2,161 sq. ft.
9 Pine Kill Lane, Windham, NY 12496
MLS# 20265191Listed by: GILCREST PROPERTIES
$925,000Active
5 beds 4 baths3,434 sq. ft.
11 Vining Heights Road, Windham, NY 12496
MLS# 20265091Listed by: SHAW COUNTRY REALTY, INC.
$1,995,000Active
6 beds 6 baths4,928 sq. ft.
19 Twin Maples Lane, Windham, NY 12496
MLS# 20265064Listed by: COLDWELL BANKER VILLAGE GREENW
$549,000Active
3 beds 2 baths2,250 sq. ft.
16 Hickory Hill Road, Windham, NY 12496
MLS# 20264906Listed by: SHAW COUNTRY REALTY, INC.
$1,950,000Active
4 beds 4 baths3,400 sq. ft.
22 Club Road, Windham, NY 12496
MLS# 20264802Listed by: BRAINARD RIDGE MANAGEMENT
$499,000Active
2 beds 1 baths1,122 sq. ft.
183 South Street, Windham, NY 12496
MLS# 20264745Listed by: SHAW COUNTRY REALTY, INC.
$1,599,000Active
5 beds 4 baths4,056 sq. ft.
5433 New York 23, Windham, NY 12496
MLS# 20264601Listed by: WINDSTAR REALTY GROUP, LLC
$2,050,000Active
5 beds 5 baths3,150 sq. ft.
13 Stonewall Lane, Windham, NY 12496
MLS# 1037351Listed by: DOUGLAS ELLIMAN REAL ESTATE
$1,800,000Active
4 beds 4 baths2,770 sq. ft.
26 Stonewall Lane, Windham, NY 12496
MLS# 1037361Listed by: DOUGLAS ELLIMAN REAL ESTATE
$1,295,000Active
4 beds 4 baths4,280 sq. ft.
305 Mitchell Hollow Road, Windham, NY 12496
MLS# 1031149Listed by: FOUR SEASONS SOTHEBYS INTL
$899,000Active
6 beds 5 baths3,080 sq. ft.
5628 Route 23, Windham, NY 12496
MLS# R1697474Listed by: WINDSTAR REALTY GROUP LLC
$479,000Active
3 beds 2 baths1,652 sq. ft.
177 Mill Street, Windham, NY 12496
MLS# 20263905Listed by: BUNCE REALTY
$425,000Active
6 beds 3 baths2,251 sq. ft.
10 Vets Road, Windham, NY 12496
MLS# 20263857Listed by: BUNCE REALTY
$1,749,000Pending
5 beds 4 baths3,893 sq. ft.
33 Elm Ridge Road, Windham, NY 12496
MLS# 20263447Listed by: COLDWELL BANKER VILLAGE GREENW
$610,000Pending
4 beds 3 baths2,227 sq. ft.
49 Brainard Ridge Road #3a, Windham, NY 12496
MLS# 20263403Listed by: BRAINARD RIDGE MANAGEMENT
$399,000Active
4 beds 3 baths1,227 sq. ft.
5044 Ny-23, Windham, NY 12496
MLS# 20263217Listed by: WELCH REALTY INC.
$799,000Active
6 beds 3 baths2,468 sq. ft.
5429 New York 23, Windham, NY 12496
MLS# 20262576Listed by: SHAW COUNTRY REALTY, INC.
$1,700,000Pending
4 beds 4 baths2,770 sq. ft.
23 Stonewall Lane, Windham, NY 12496
MLS# 996209Listed by: DOUGLAS ELLIMAN REAL ESTATE
$1,345,000Pending
4 beds 4 baths2,856 sq. ft.
2 Watch Hill Lane #2, Windham, NY 12496
MLS# 20260488Listed by: BRAINARD RIDGE MANAGEMENT
$1,750,000Active
5 beds 5 baths3,218 sq. ft.
31 Windham Farms Road, Windham, NY 12496
MLS# 957893Listed by: FOUR SEASONS SOTHEBYS INTL
$2,650,000Active
6 beds 5 baths4,730 sq. ft.
208 Mill Street, Windham, NY 12496
MLS# 953759Listed by: ICONIC PROS
$499,000Active
3 beds 3 baths1,566 sq. ft.
13 Brainard Ridge Road, Windham, NY 12496
MLS# 20260225Listed by: COLDWELL BANKER VILLAGE GREENW
$325,000Active
3 beds 2 baths1,152 sq. ft.
315 Begley Road, Windham, NY 12496
MLS# 20260215Listed by: SHAW COUNTRY REALTY, INC.
$1,149,000Active
5 beds 6 baths3,643 sq. ft.
292 #3 South Street, Windham, NY 12496
MLS# 20254832Listed by: COLDWELL BANKER VILLAGE GREENW
$449,000Active
4 beds 3 baths2,287 sq. ft.
18 Maplewood Avenue, Windham, NY 12496
MLS# 20252508Listed by: BUNCE REALTY
$1,899,000Active
5 beds 5 baths3,723 sq. ft.
4 Goff Road, Windham, NY 12496
MLS# 20251987Listed by: COLDWELL BANKER VILLAGE GREENW
$999,000Active
5 beds 6 baths3,460 sq. ft.
292 South Street #2, Windham, NY 12496
MLS# 156125Listed by: COLDWELL BANKER VILLAGE GREENW
$425,000Active
4 beds 4 baths2,950 sq. ft.
25 Vets Road, Windham, NY 12496
MLS# 156676Listed by: COLDWELL BANKER VILLAGE GREENW
$569,000Pending
3 beds 2 baths2,182 sq. ft.
150 Vining Road, Windham, NY 12496
MLS# 20260953Listed by: COLDWELL BANKER VILLAGE GREENW

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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.

Terms of use Accessibility DMCA notice Fraud alert Privacy policy Fair housing Do not sell info NY reasonable accommodation Submit agent or broker complaint

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.