Windham, NY - single-family homes for sale

41 of 41 results displayed

$675,000Active
3 beds 2 baths2,350 sq. ft.
5287 Route 23, Windham, NY 12496
MLS# 20260653Listed by: COMPASS GREATER NEW YORK, LLC
$599,000Active
3 beds 2 baths2,250 sq. ft.
16 Hickory Hill Road, Windham, NY 12496
MLS# 20260578Listed by: SHAW COUNTRY REALTY, INC.
$1,345,000Active
4 beds 4 baths2,856 sq. ft.
2 Watch Hill Lane #2, Windham, NY 12496
MLS# 20260488Listed by: BRAINARD RIDGE MANAGEMENT
$1,775,000Active
5 beds 5 baths3,218 sq. ft.
31 Windham Farms Road, Windham, NY 12496
MLS# 957893Listed by: FOUR SEASONS SOTHEBYS INTL
$2,750,000Active
6 beds 5 baths4,730 sq. ft.
208 Mill Street, Windham, NY 12496
MLS# 953759Listed by: ICONIC PROS
$1,375,000Active
4 beds 4 baths4,280 sq. ft.
305 Mitchell Hollow Road, Windham, NY 12496
MLS# 951166Listed by: FOUR SEASONS SOTHEBYS INTL
$1,750,000Active
5 beds 4 baths4,056 sq. ft.
5433 Ny-23, Windham, NY 12496
MLS# 20260285Listed by: COMPASS GREATER NY, LLC
$499,000Active
3 beds 3 baths1,566 sq. ft.
13 Brainard Ridge Road, Windham, NY 12496
MLS# 20260225Listed by: COLDWELL BANKER VILLAGE GREENW
$349,000Active
3 beds 2 baths1,152 sq. ft.
315 Begley Road, Windham, NY 12496
MLS# 20260215Listed by: SHAW COUNTRY REALTY, INC.
$550,000Active
2 beds 1 baths1,122 sq. ft.
183 South Street, Windham, NY 12496
MLS# 20260193Listed by: SHAW COUNTRY REALTY, INC.
$780,000Pending
4 beds 3 baths1,839 sq. ft.
91 Beaver Hill Road, Windham, NY 12496
MLS# 20260174Listed by: BRAINARD RIDGE MANAGEMENT
$1,650,000Active
4 beds 4 baths2,770 sq. ft.
10 Stonewall Lane, Windham, NY 12496
MLS# 948997Listed by: DOUGLAS ELLIMAN REAL ESTATE
$1,900,000Active
5 beds 5 baths3,150 sq. ft.
19 Stonewall Lane, Windham, NY 12496
MLS# 949825Listed by: DOUGLAS ELLIMAN REAL ESTATE
$790,000Pending
3 beds 4 baths2,324 sq. ft.
78 Mitchell Hollow Road, Windham, NY 12496
MLS# 20256152Listed by: COLDWELL BANKER VILLAGE GREENW
$3,600,000Active
6 beds 5 baths5,000 sq. ft.
209 Club Road, Windham, NY 12496
MLS# 20256011Listed by: BRAINARD RIDGE MANAGEMENT
$1,175,000Active
5 beds 3 baths4,489 sq. ft.
32 Glennamaddy Drive, Windham, NY 12496
MLS# 20255834Listed by: CONTINENTAL REAL ESTATE GROUP
$699,000Pending
2 beds 2 baths1,438 sq. ft.
355 South Street, Windham, NY 12496
MLS# 20255740Listed by: BRAINARD RIDGE MANAGEMENT
$985,000Active
5 beds 5 baths4,500 sq. ft.
5355 Ny-212, Shandaken, NY 12480
MLS# 202529002Listed by: PRIME LISTINGS, INC
$1,175,000Pending
12 beds 4 baths3,284 sq. ft.
20 Brook Hollow Lane, Windham, NY 12496
MLS# 921643Listed by: FOUR SEASONS SOTHEBYS INTL
$2,175,000Active
6 beds 4 baths4,104 sq. ft.
19 Twin Maples Lane, Windham, NY 12496
MLS# 20255113Listed by: COLDWELL BANKER VILLAGE GREENW
$2,799,000Active
6 beds 5 baths5,872 sq. ft.
81 Sundance Drive, Windham, NY 12496
MLS# 20255018Listed by: COLDWELL BANKER VILLAGE GREENW
$399,000Pending
5 beds 3 baths2,472 sq. ft.
317 Mitchell Hollow Road, Windham, NY 12496
MLS# 20254983Listed by: COLDWELL BANKER VILLAGE GREENW
$625,000Active
4 beds 4 baths2,100 sq. ft.
57 Brainard Ridge #3-E, Windham, NY 12496
MLS# 20254919Listed by: COLDWELL BANKER VILLAGE GREENW
$1,125,000Active
5 beds 6 baths3,643 sq. ft.
292 #3 South Street, Windham, NY 12496
MLS# 20254832Listed by: COLDWELL BANKER VILLAGE GREENW
$749,000Active
4 beds 4 baths2,088 sq. ft.
93 Maplewood Road, Windham, NY 12496
MLS# 20254677Listed by: COLDWELL BANKER VILLAGE GREENW
$849,000Pending
3 beds 3 baths2,864 sq. ft.
407 Mill Street, Windham, NY 12496
MLS# 202524673Listed by: HOULIHAN LAWRENCE
$1,450,000Active
6 beds 6 baths4,284 sq. ft.
93 & 99 Nauvoo Road, Windham, NY 12496
MLS# 20253703Listed by: COLDWELL BANKER VILLAGE GREENW
$565,000Active
4 beds 2 baths1,052 sq. ft.
31 Koonan Road, Windham, NY 12496
MLS# 20253265Listed by: CORE REAL ESTATE TEAM
$850,000Active
8 beds 8 baths3,712 sq. ft.
5320 Route 23, Windham, NY 12496
MLS# 20252750Listed by: SHAW COUNTRY REALTY, INC.
$499,000Active
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
$999,000Pending
7 beds 3 baths4,281 sq. ft.
5474 Route 23, Windham, NY 12496
MLS# 149640Listed by: JANE H. REYNOLDS
$1,149,000Active
5 beds 6 baths3,460 sq. ft.
292 South Street #2, Windham, NY 12496
MLS# 156125Listed by: COLDWELL BANKER VILLAGE GREENW
$2,250,000Pending
9 beds 7 baths6,859 sq. ft.
150 Trailside Road, Windham, NY 12496
MLS# 156438Listed by: COLDWELL BANKER VILLAGE GREENW
$449,000Active
4 beds 4 baths2,950 sq. ft.
25 Vets Road, Windham, NY 12496
MLS# 156676Listed by: COLDWELL BANKER VILLAGE GREENW
$1,649,000Active
5 beds 4 baths4,312 sq. ft.
102 Thunderbird Terrace, Windham, NY 12496
MLS# 156747Listed by: COLDWELL BANKER VILLAGE GREENW
$485,000Active
3 beds 1 baths1,200 sq. ft.
5134 Route 23, Windham, NY 12496
MLS# 20254112Listed by: DUGO REALTY
$439,000Pending
4 beds 3 baths1,914 sq. ft.
17 Mitchell Hollow Road, Windham, NY 12496
MLS# 20255650Listed by: BUNCE REALTY
$1,998,500Active
5 beds 6 baths5,000 sq. ft.
4 Estate View Drive, Windham, NY 12496
MLS# 202519775Listed by: KW PLATFORM
$1,400,000Active
3 beds 4 baths2,400 sq. ft.
17 Stonewall Lane, Windham, NY 12496
MLS# 948963Listed by: DOUGLAS ELLIMAN REAL ESTATE
$2,100,000Active
4 beds 4 baths3,400 sq. ft.
22 Club Road, Windham, NY 12496
MLS# 20252877Listed by: BRAINARD RIDGE MANAGEMENT

Local realty services provided by:CENTURY 21 New West Properties, CENTURY 21 Ed & Margaret Williams Realty, 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.

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.