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Windham, NY - homes for sale
50 of 50 results displayed
- New
$399,000Active4 beds 3 baths1,227 sq. ft.5044 Ny-23, Windham, NY 12496
MLS# 20263217Listed by: WELCH REALTY INC. 
$790,000Active4 beds 2 baths2,112 sq. ft.97 Clarence D Lane Road #D, Windham, NY 12496
MLS# 20263003Listed by: WINDSTAR REALTY GROUP, LLC
$209,000Active1 beds 1 baths700 sq. ft.139 Windham Ridge Road #D, Windham, NY 12496
MLS# 20263004Listed by: WINDSTAR REALTY GROUP, LLC
$689,000Active5 beds -- baths2,500 sq. ft.5355 New York 23, Windham, NY 12496
MLS# 20262874Listed by: SHAW COUNTRY REALTY, INC.
$365,000Active3 beds 3 baths1,520 sq. ft.69 Windham Ridge Road #16-F, Windham, NY 12496
MLS# 202618066Listed by: RE/MAX CAPITAL
$280,000Active2 beds 3 baths1,058 sq. ft.45 Windham Ridge Road #C, Windham, NY 12496
MLS# R1682752Listed by: HOWARD HANNA
$389,000Active2 beds 2 baths1,392 sq. ft.21 French Park Court #7b, Windham, NY 12496
MLS# 20262629Listed 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.
$319,000Active2 beds 3 baths1,238 sq. ft.55 Windham Ridge Road #15h, Windham, NY 12496
MLS# 20262498Listed by: COLDWELL BANKER VILLAGE GREENW
$1,950,000Active5 beds 5 baths3,150 sq. ft.15 Stonewall Lane, Windham, NY 12496
MLS# 20262192Listed by: DOUGLAS ELLIMAN REAL ESTATE
$1,950,000Active5 beds 5 baths3,150 sq. ft.15 Stonewall Lane, Windham, NY 12496
MLS# 996205Listed by: DOUGLAS ELLIMAN REAL ESTATE
$1,700,000Active4 beds 4 baths2,770 sq. ft.23 Stonewall Lane, Windham, NY 12496
MLS# 996209Listed by: DOUGLAS ELLIMAN REAL ESTATE
$239,000Active2 beds 2 baths1,163 sq. ft.5359 Route 23 #2E, Windham, NY 12496
MLS# 989706Listed by: REALTY CONNECT USA LLC
$1,350,000Active11.74 Acres0 South Street, Windham, NY 12496
MLS# 20261395Listed by: COLDWELL BANKER VILLAGE GREENW
$769,000Pending3 beds 2 baths2,049 sq. ft.39 Brook Hollow Lane, Windham, NY 12496
MLS# 20261170Listed by: COLDWELL BANKER VILLAGE GREENW
$319,000Active2 beds 3 baths1,211 sq. ft.#44 Loo Bridge Lane #14b, Windham, NY 12496
MLS# 20261025Listed by: BRAINARD RIDGE MANAGEMENT
$599,000Pending3 beds 3 baths2,448 sq. ft.5376 State Route 23, Windham, NY 12496
MLS# 20260828Listed by: BUNCE REALTY
$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
$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
$1,360,000Active4 beds 4 baths4,280 sq. ft.305 Mitchell Hollow Road, Windham, NY 12496
MLS# 951166Listed by: FOUR SEASONS SOTHEBYS INTL
$799,000Active3 beds 3 baths1,528 sq. ft.71 Windham Mount Village #71, Windham, NY 12496
MLS# 20260313Listed by: SHAW COUNTRY REALTY, INC.
$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.
$1,650,000Pending4 beds 4 baths2,770 sq. ft.10 Stonewall Lane, Windham, NY 12496
MLS# 948997Listed by: DOUGLAS ELLIMAN REAL ESTATE
$259,000Pending2 beds 3 baths1,411 sq. ft.76 Loo Bridge Lane #12 B, Windham, NY 12496
MLS# 20256109Listed by: COLDWELL BANKER VILLAGE GREENW
$544,000Pending3 beds 3 baths1,702 sq. ft.108 Brainard Ridge Road #14b, Windham, NY 12496
MLS# 20256102Listed by: BRAINARD RIDGE MANAGEMENT
$3,195,000Active6 beds 5 baths5,000 sq. ft.209 Club Road, Windham, NY 12496
MLS# 20256011Listed by: BRAINARD RIDGE MANAGEMENT
$427,000Active3 beds 2 baths1,249 sq. ft.111 Brainard Ridge Road #11b, Windham, NY 12496
MLS# 20255439Listed 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
$1,125,000Active5 beds 6 baths3,643 sq. ft.292 #3 South Street, Windham, NY 12496
MLS# 20254832Listed by: COLDWELL BANKER VILLAGE GREENW
$399,000Active0.46 Acres2 Twin Maples Lane, Windham, NY 12496
MLS# 20254820Listed 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
$569,900Active40.07 AcresTBD Boulder Brook Lots 33-38 Road, Windham, NY 12496
MLS# 878815Listed by: HOWARD HANNA RAND REALTY
$449,000Active4 beds 3 baths2,287 sq. ft.18 Maplewood Avenue, Windham, NY 12496
MLS# 20252508Listed by: BUNCE REALTY
$545,000Active2 beds 2 baths1,390 sq. ft.53 Windham Mountain Village, Windham, NY 12496
MLS# 20252434Listed 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
$999,000Pending7 beds 3 baths4,281 sq. ft.5474 Route 23, Windham, NY 12496
MLS# 149640Listed by: JANE H. REYNOLDS
$549,000Active7 beds 6 baths4,800 sq. ft.41 County Road 40, Windham, NY 12496
MLS# 150051Listed by: RVW SELECT PROPERTIES
$75,000Active2 Acres0 Trail View Lane, Windham, NY 12496
MLS# 155999Listed by: COLDWELL BANKER VILLAGE GREENW
$75,000Active1 Acres0 Mountain View Road, Windham, NY 12496
MLS# 156000Listed by: COLDWELL BANKER VILLAGE GREENW
$1,149,000Active5 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
$485,000Active3 beds 1 baths1,200 sq. ft.5134 Route 23, Windham, NY 12496
MLS# 20254112Listed by: DUGO REALTY
$1,998,500Pending5 beds 6 baths5,000 sq. ft.4 Estate View Drive, Windham, NY 12496
MLS# 202519775Listed by: KW PLATFORM
$599,000Active3 beds 3 baths1,680 sq. ft.9 Pinekill Ln, Windham, NY 12496
MLS# L3573079Listed by: SANY REALTY GROUP LLC
$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 North East, CENTURY 21 Elite Realty
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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.
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.