164 total properties
View 38 Cambridge Heights Road Windham, NY MLS# 20254210
$500,000
3

Beds

2.0

Baths

1,140

Sq.Ft.

38 Cambridge Heights Road

Windham, NY

UlsterCountyNY
Courtesy of ANATOLE HOUSE LLC
View 220 & 240 Club Road Windham, NY MLS# 20254495
$500,000
Studio

Beds

0.0

Baths

220 & 240 Club Road

Windham, NY

UlsterCountyNY
Courtesy of BRAINARD RIDGE MANAGEMENT
View 215 Siam Road Windham, NY MLS# 20255960
  • Virtual Tour
1 of 65
$515,000
3

Beds

2.1

Baths

1,903

Sq.Ft.

215 Siam Road

Windham, NY

UlsterCountyNY
Courtesy of COLDWELL BANKER VILLAGE GREENW
The time to sell is now! THE TIME TO SELL IS NOW!
View 34 Old Road Windham, NY MLS# 952926
  • Recently Listed
1 of 31
$525,000
3

Beds

1.1

Baths

2,084

Sq.Ft.

34 Old Road

Windham, NY

Courtesy of PATRICIA FORGIONE'S REALTY
View 20 Sutton Hollow Road Windham, NY MLS# 20252046
  • Virtual Tour
1 of 30
$535,000
3

Beds

2.1

Baths

1,335

Sq.Ft.

20 Sutton Hollow Road

Windham, NY

UlsterCountyNY
Courtesy of COLDWELL BANKER VILLAGE GREENW
View 53 Windham Mountain Village Windham, NY MLS# 20252434
$545,000
2

Beds

2.0

Baths

1,390

Sq.Ft.

53 Windham Mountain Village

Windham, NY

UlsterCountyNY
Courtesy of COLDWELL BANKER VILLAGE GREENW
View 41 County Road 40 Windham, NY MLS# 150051
  • Virtual Tour
1 of 36
$549,000
7

Beds

6.0

Baths

4,800

Sq.Ft.

41 County Road 40

Windham, NY

UlsterCountyNY
Courtesy of RVW SELECT PROPERTIES
View 183 South Street Windham, NY MLS# 20260193
  • Recently Listed
1 of 12
$550,000
2

Beds

1.0

Baths

1,122

Sq.Ft.

183 South Street

Windham, NY

UlsterCountyNY
Courtesy of SHAW COUNTRY REALTY, INC.
View 274 Route 65 28 Windham, NY MLS# 20255420
  • Virtual Tour
1 of 63
$575,000
4

Beds

4.1

Baths

3,190

Sq.Ft.

274 Route 65 28

Windham, NY

UlsterCountyNY
Courtesy of COLDWELL BANKER VILLAGE GREENW
View 108 Brainard Ridge Road 14b Windham, NY MLS# 20256102
$575,000
3

Beds

2.1

Baths

1,082

Sq.Ft.

108 Brainard Ridge Road 14b

Windham, NY

UlsterCountyNY
Courtesy of BRAINARD RIDGE MANAGEMENT
View 31 Koonan Road Windham, NY MLS# 20253265
$590,000
4

Beds

2.0

Baths

1,052

Sq.Ft.

31 Koonan Road

Windham, NY

UlsterCountyNY
Courtesy of CORE REAL ESTATE TEAM
View 0 High Peak Windham, NY MLS# 20252639
$595,000
Studio

Beds

0.0

Baths

0 High Peak

Windham, NY

UlsterCountyNY
Courtesy of DUGO REALTY
View 137-1 South Street Windham, NY MLS# 20253609
$599,000
Studio

Beds

0.0

Baths

137-1 South Street

Windham, NY

UlsterCountyNY
Courtesy of COLDWELL BANKER VILLAGE GREENW
View 0 High Peak Lot 111-112 Windham, NY MLS# 20255804
$599,000
Studio

Beds

0.0

Baths

0 High Peak Lot 111-112

Windham, NY

UlsterCountyNY
Courtesy of COLDWELL BANKER VILLAGE GREENW
View 19 Brook Hollow Lane Windham, NY MLS# 20254907
$639,000
4

Beds

2.0

Baths

2,240

Sq.Ft.

19 Brook Hollow Lane

Windham, NY

UlsterCountyNY
Courtesy of SHAW COUNTRY REALTY, INC.
View 57 Brainard Ridge 3-E Windham, NY MLS# 20254919
  • Virtual Tour
1 of 55
$645,000
4

Beds

3.1

Baths

2,100

Sq.Ft.

57 Brainard Ridge 3-E

Windham, NY

UlsterCountyNY
Courtesy of COLDWELL BANKER VILLAGE GREENW
View 24 Windham Mount Village 24 Windham, NY MLS# 20260208
  • Recently Listed
1 of 31
$649,000
3

Beds

3.0

Baths

1,528

Sq.Ft.

24 Windham Mount Village 24

Windham, NY

UlsterCountyNY
Courtesy of BRAINARD RIDGE MANAGEMENT
View 85 Cambridge Heights Rd. Windham, NY MLS# 156043
  • Virtual Tour
1 of 27
$650,000
4

Beds

2.0

Baths

1,440

Sq.Ft.

85 Cambridge Heights Rd.

Windham, NY

UlsterCountyNY
Courtesy of COLDWELL BANKER VILLAGE GREENW
View 523 Mitchell Hollow Road Windham, NY MLS# 20256169
$685,000
5

Beds

3.0

Baths

3,184

Sq.Ft.

523 Mitchell Hollow Road

Windham, NY

UlsterCountyNY
Courtesy of SHAW COUNTRY REALTY, INC.
View 49 Route 65 Windham, NY MLS# 202322192
$698,000

49 Route 65

Windham, NY

Courtesy of GUCCIARDO REAL ESTATE LLC

Information deemed reliable but not guaranteed.

The data relating to real estate for sale on this website comes in part from the IDX Program of OneKey® MLS.

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Information Copyright 2021, OneKey® MLS. All Rights Reserved.

The data relating to real estate for sale on this web site comes in part from The Internet Data Exchange Program of ©2026 Global Multiple Listing Service, Inc. The data relating to real estate on this website comes in part from the Internet Data Exchange program of the GMLS. All information is deemed reliable but not guaranteed and should be independently verified. All properties subject to prior sale, change, or withdrawal. Neither listing broker(s), GMLS shall be responsible for any typographical errors, misinformation, or misprints, and shall be held totally harmless from any damages arising from reliance upon these data. IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties they may be interested in purchasing.

Data is updated as of 1/25/2026.

All information provided is deemed reliable but is not guaranteed and should be independently verified.

Copyright 2026 by the Multiple Listing service of Ulster County, Inc. All Rights Reserved.

The data relating to real estate on this web site comes in part from the IDX of the Multiple Listing service of Ulster County, Inc. Real estate listings held by brokerage firms other that Weichert Realtors are marked with IDX logo and the detailed information about them includes the name of the listing broker.