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Windham town, NY - homes for sale
114 of 114 results displayed
- New
$299,000Active3 beds 1 baths1,040 sq. ft.135 Route 40, Windham, NY 12496
MLS# 20264280Listed by: DUGO REALTY - New
$949,000Active3 beds 3 baths2,236 sq. ft.89 Sky Hill Road, Windham, NY 12496
MLS# 20264252Listed by: COLDWELL BANKER VILLAGE GREENW - New
$5,999,000Active307 Acres174 High Peak Road, Windham, NY 12496
MLS# 20264180Listed by: WIN MORRISON REALTY-K - New
$199,000Active2 beds 1 baths893 sq. ft.394 Route 296 #3, Hensonville, NY 12496
MLS# 20264171Listed by: SHAW COUNTRY REALTY, INC. - New
$549,000Active4 beds 2 baths1,764 sq. ft.329 County Route 296, Windham, NY 12496
MLS# 20264151Listed by: COLDWELL BANKER VILLAGE GREENW - New
$385,000Active3 beds 1 baths1,893 sq. ft.82 County Road 56, Windham, NY 12496
MLS# 20264147Listed by: BUNCE REALTY - New
$89,000Active2.3 Acres0 Windham Woods Road, Windham, NY 12496
MLS# 20264075Listed by: SHAW COUNTRY REALTY, INC. 
$639,000Active4 beds 2 baths2,240 sq. ft.60 Route 65-a, Windham, NY 12496
MLS# 20262943Listed by: RE/MAX CAPITAL
$1,275,000Active3 beds 3 baths1,506 sq. ft.11 Whisper Creek Drive #301b, Windham, NY 12496
MLS# 20263965Listed by: COLDWELL BANKER VILLAGE GREENW
$1,590,000Active5 beds 3 baths2,974 sq. ft.3-5 Hickory Hill Road, Windham, NY 12496
MLS# 20263929Listed by: VENTURE FOX REALTY GROUP
$425,000Active2 beds 2 baths1,392 sq. ft.23 French Park Drive #7c, Windham, NY 12496
MLS# 20263909Listed by: BUNCE REALTY
$899,000Active6 beds 5 baths3,080 sq. ft.5628 Route 23, Windham, NY 12496
MLS# R1697474Listed by: WINDSTAR REALTY GROUP LLC
$749,000Active3 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
$464,000Active6 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
$1,749,000Active5 beds 4 baths3,893 sq. ft.33 Elm Ridge Road, Windham, NY 12496
MLS# 20263447Listed by: COLDWELL BANKER VILLAGE GREENW
$335,000Active2 beds 3 baths1,295 sq. ft.274 County Route 65 Route #68, Windham, NY 12496
MLS# 20263397Listed by: GALLAGHER & COMPANY
$439,000Active2 beds 2 baths1,295 sq. ft.274 Route 65 #29, Windham, NY 12496
MLS# 20263395Listed by: DUGO REALTY
$610,000Active4 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# 202619863Listed by: HOULIHAN LAWRENCE
$2,300,000Active5 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
$915,000Active3 beds 2 baths1,922 sq. ft.2074-2080 County Road 10, Windham, NY 12496
MLS# 20263005Listed by: WINDSTAR REALTY GROUP, LLC
$790,000Active4 beds 2 baths2,112 sq. ft.97 Clarence D Lane Road #D, Windham, NY 12496
MLS# 20263003Listed by: WINDSTAR REALTY GROUP, LLC
$407,000Active4 beds 3 baths2,058 sq. ft.274 Brooksburg Road #35, Windham, NY 12496
MLS# 20262894Listed by: RE/MAX CAPITAL
$689,000Active5 beds -- baths2,500 sq. ft.5355 New York 23, Windham, NY 12496
MLS# 20262874Listed by: SHAW COUNTRY REALTY, INC.
$1,040,000Pending3 beds 3 baths2,342 sq. ft.216 New York 296, Windham, NY 12496
MLS# 20262850Listed by: UPSTATE DOWN
$350,000Active3 beds 3 baths1,520 sq. ft.69 Windham Ridge Road #16-F, Windham, NY 12496
MLS# 202618066Listed by: RE/MAX CAPITAL
$315,000Active2 beds 2 baths1,542 sq. ft.689 Old Road, East Windham, NY 12439
MLS# 20262680Listed by: COMPASS GREATER NEW YORK, LLC
$269,000Active2 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
$547,000Active3 beds 2 baths1,376 sq. ft.591 & 587 Co Rd 56, Windham, NY 12496
MLS# 20262630Listed by: COLDWELL BANKER VILLAGE GREENW
$799,000Pending4 beds 4 baths2,878 sq. ft.5678 New York 23, Windham, NY 12496
MLS# 20262616Listed by: COLDWELL BANKER VILLAGE GREENW
$349,000Active3 beds 2 baths1,512 sq. ft.751 Mitchell Hollow Road, Windham, NY 12496
MLS# 20262597Listed by: BUNCE REALTY
$799,000Active6 beds 3 baths2,468 sq. ft.5429 New York 23, Windham, NY 12496
MLS# 20262576Listed by: SHAW COUNTRY REALTY, INC.
$1,850,000Active5 beds 3 baths3,740 sq. ft.37 The Loop, Windham, NY 12496
MLS# 20262533Listed 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
$1,699,000Active5 beds 6 baths4,848 sq. ft.27 Anchor Camp Road, Windham, NY 12496
MLS# 20262447Listed by: COLDWELL BANKER VILLAGE GREENW
$795,000Active4 beds 4 baths3,292 sq. ft.24 Case Road, Windham, NY 12496
MLS# 20262428Listed by: BRAINARD RIDGE MANAGEMENT
$579,000Active6 beds 3 baths1,680 sq. ft.49 Chase Drive, Hensonville, NY 12496
MLS# 20262276Listed by: COLDWELL BANKER VILLAGE GREENW
$1,700,000Pending4 beds 4 baths2,770 sq. ft.23 Stonewall Lane, Windham, NY 12496
MLS# 996209Listed by: DOUGLAS ELLIMAN REAL ESTATE
$1,349,000Active4 beds 4 baths3,977 sq. ft.78 Buckskin Loop, Windham, NY 12496
MLS# 20261997Listed by: COLDWELL BANKER VILLAGE GREENW
$239,000Active2 beds 2 baths1,163 sq. ft.5359 Route 23 #2E, Windham, NY 12496
MLS# 989706Listed by: REALTY CONNECT USA LLC
$575,000Active3 beds 3 baths1,545 sq. ft.149 Peck Road, Windham, NY 12496
MLS# 20261912Listed by: GILCREST PROPERTIES
$227,900Active2 beds 2 baths1,008 sq. ft.41 Quads Way #41, Windham, NY 12496
MLS# 20261802Listed by: RHR REALTY GROUP
$238,000Active23.85 Acres0 Cunningham And Cochrane Road, Durham, NY 12422
MLS# 20261721Listed by: SHAW COUNTRY REALTY, INC.
$285,000Active3 beds 2 baths1,446 sq. ft.542 Mitchell Hollow Road, Windham, NY 12496
MLS# 984941Listed by: REAL BROKER NY LLC
$174,999Active5.6 Acres0 Peck Road, Windham, NY 12496
MLS# 20261433Listed by: SHAW COUNTRY REALTY, INC.
$1,350,000Active11.74 Acres0 South Street, Windham, NY 12496
MLS# 20261395Listed by: COLDWELL BANKER VILLAGE GREENW
$599,900Active3 beds 3 baths1,870 sq. ft.513 County Road 10, Windham, NY 12496
MLS# 20261383Listed by: RVW SELECT PROPERTIES
$115,000Active1.6 Acres0 County Road 65, Windham, NY 12496
MLS# 20261215Listed by: SHAW COUNTRY REALTY, INC.
$575,000Active7 beds 3 baths3,485 sq. ft.200 & 212 Co Rd 40, Windham, NY 12496
MLS# 20261068Listed by: COLDWELL BANKER TIMBERLAND
$319,000Active2 beds 3 baths1,211 sq. ft.#44 Loo Bridge Lane #14b, Windham, NY 12496
MLS# 20261025Listed by: BRAINARD RIDGE MANAGEMENT
$799,000Active3 beds 3 baths2,118 sq. ft.69 County Road 32c, Windham, NY 12496
MLS# 20260916Listed by: SHAW COUNTRY REALTY, INC.
$154,000Active17.15 Acres0 High Peak Road Lot 61 & 20, Windham, NY 12496
MLS# 20260786Listed by: COLDWELL BANKER VILLAGE GREENW
$279,990Active2 beds 1 baths800 sq. ft.107 Route 40 Road, Windham, NY 12496
MLS# 20260694Listed by: RHR REALTY GROUP
$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
$685,000Active3 beds 2 baths1,448 sq. ft.730 Mill Street, Windham, NY 12496
MLS# 20260344Listed by: BRAINARD RIDGE MANAGEMENT
$1,330,000Active4 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.
$525,000Pending3 beds 2 baths2,084 sq. ft.34 Old Road, Windham, NY 12496
MLS# 952926Listed by: PATRICIA FORGIONE'S REALTY
$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.
$665,000Active5 beds 3 baths3,184 sq. ft.523 Mitchell Hollow Road, Windham, NY 12496
MLS# 20256169Listed by: SHAW COUNTRY REALTY, INC.
$459,000Active0.68 Acres0 Club Road, Windham, NY 12496
MLS# 20256096Listed by: COLDWELL BANKER VILLAGE GREENW
$3,195,000Pending6 beds 5 baths5,000 sq. ft.209 Club Road, Windham, NY 12496
MLS# 20256011Listed by: BRAINARD RIDGE MANAGEMENT
$325,000Active2 beds 3 baths1,295 sq. ft.274 County Route 65 #55, Windham, NY 12496
MLS# 20255947Listed by: GALLAGHER & COMPANY
$599,000Active69.02 Acres0 High Peak Lot 111-112, Windham, NY 12496
MLS# 20255804Listed by: COLDWELL BANKER VILLAGE GREENW
$1,899,000Active5 beds 4 baths4,044 sq. ft.22 The Loop, Windham, NY 12496
MLS# 20255691Listed by: COLDWELL BANKER VILLAGE GREENW
$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
$199,000Active2.3 Acres0 North Ridge Extension, Windham, NY 12496
MLS# 20255019Listed 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
$399,000Active0.46 Acres2 Twin Maples Lane, Windham, NY 12496
MLS# 20254820Listed 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
$749,000Active4 beds 4 baths2,088 sq. ft.93 Maplewood Road, Windham, NY 12496
MLS# 20254677Listed by: COLDWELL BANKER VILLAGE GREENW
$399,000Pending3 beds 2 baths1,876 sq. ft.370 Begley Road, Windham, NY 12496
MLS# 20254656Listed by: COLDWELL BANKER VILLAGE GREENW
$179,000Pending-- beds -- baths611 Mitchell Hollow Road, Windham, NY 12496
MLS# 20254648Listed by: COLDWELL BANKER VILLAGE GREENW
$175,000Pending5.7 Acres611 Mitchell Hollow Road, Windham, NY 12496
MLS# 20254649Listed by: COLDWELL BANKER VILLAGE GREENW
$500,000Active0.52 Acres220 & 240 Club Road, Windham, NY 12496
MLS# 20254495Listed by: BRAINARD RIDGE MANAGEMENT
$349,000Active3 beds 2 baths1,400 sq. ft.436 Big Hollow Road, Windham, NY 12496
MLS# 20254344Listed by: SHAW COUNTRY REALTY, INC.
$489,000Active4 beds 4 baths2,058 sq. ft.274 Brooksburgh Road #48, Windham, NY 12496
MLS# 20254031Listed by: GALLAGHER & COMPANY
$289,000Active4.33 Acres4 Windham Farms Road, Windham, NY 12496
MLS# 20254010Listed by: HUNTER WINDHAM REAL ESTATE
$399,000Active4 beds 4 baths1,717 sq. ft.274 Brooksburgh Road #67, Windham, NY 12496
MLS# 20254003Listed by: GALLAGHER & COMPANY
$1,999,000Active4 beds 4 baths4,247 sq. ft.37 White Way, Windham, NY 12496
MLS# 20253702Listed by: BUNCE REALTY
$239,500Active2 beds 2 baths1,008 sq. ft.55 Quads Way #55, Windham, NY 12496
MLS# 20253477Listed by: COLDWELL BANKER VILLAGE GREENW
$213,500Active6.1 Acres0 Off Larsen Dr, Windham, NY 12496
MLS# 20253291Listed by: COLDWELL BANKER VILLAGE GREENW
$89,000Active3.7 Acres0 Larsen Dr, Windham, NY 12496
MLS# 20253287Listed 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
$545,000Active2 beds 2 baths1,390 sq. ft.53 Windham Mountain Village, Windham, NY 12496
MLS# 20252434Listed by: COLDWELL BANKER VILLAGE GREENW
$699,000Active4 beds 4 baths2,100 sq. ft.769 Mitchell Hollow Road, Windham, NY 12496
MLS# 20252216Listed 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
$285,000Active2 beds 2 baths1,290 sq. ft.71 County Road 65 #6, Windham, NY 12439
MLS# 925738Listed by: COMPASS GREATER NY, LLC
$549,000Active7 beds 6 baths4,800 sq. ft.41 County Road 40, Windham, NY 12496
MLS# 150051Listed by: RVW SELECT PROPERTIES
$99,000Active8.24 Acres539 Route 40, Windham, NY 12454
MLS# 151074Listed by: SHAW COUNTRY REALTY, INC.
$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
$999,000Active5 beds 6 baths3,460 sq. ft.292 South Street #2, Windham, NY 12496
MLS# 156125Listed by: COLDWELL BANKER VILLAGE GREENW
$99,000Pending7.06 Acres0 Mitchell Hollow Road, Windham, NY 12496
MLS# 156441Listed 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
$349,000Active3 beds 2 baths1,464 sq. ft.110 - 2 High Ridge Road, Windham, NY 12496
MLS# 156888Listed by: BUNCE REALTY
$1,100,000Active10.3 Acres3 Rockledge Road, Windham, NY 12496
MLS# 20251441Listed by: BUNCE REALTY
$750,000Active0.58 Acres247 Club Road, Windham, NY 12496
MLS# 20251496Listed by: COLDWELL BANKER VILLAGE GREENW
$439,000Active3.46 Acres2 Windham Farms Road, Windham, NY 12496
MLS# 20254009Listed by: HUNTER WINDHAM REAL ESTATE
$460,000Active3 beds 1 baths1,200 sq. ft.5134 Route 23, Windham, NY 12496
MLS# 20254112Listed by: DUGO REALTY
$59,000Pending14.9 AcresL17 Birchwood Drive, Windham, NY 12496
MLS# 202426617Listed by: EXP REALTY
$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 New West Properties, CENTURY 21 Galloway Realty, CENTURY 21 Adirondacks, CENTURY 21 ICON
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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.