View TBD Boulder Brook Road Lots 33-38 # Lots 33-38 Windham, NY MLS# 202523474
$899,900
Studio

Beds

0.0

Baths

TBD Boulder Brook Road Lots 33-38 # Lots 33-38

Windham, NY

Courtesy of HOWARD HANNA RAND REALTY
View 51 Barnum Road Windham, NY MLS# 20255756
$915,000
6

Beds

4.1

Baths

2,679

Sq.Ft.

51 Barnum Road

Windham, NY

UlsterCountyNY
Courtesy of COMPASS GREATER NY, LLC
View 5474 Route 23 Windham, NY MLS# 149640
$999,000
7

Beds

3.0

Baths

4,281

Sq.Ft.

5474 Route 23

Windham, NY

UlsterCountyNY
Courtesy of JANE H. REYNOLDS
The time to sell is now! THE TIME TO SELL IS NOW!
View 3 Rockledge Road Windham, NY MLS# 20251441
$1,100,000
Studio

Beds

0.0

Baths

3 Rockledge Road

Windham, NY

UlsterCountyNY
Courtesy of BUNCE REALTY
View 5335 State Route 23 Windham, NY MLS# 20254555
$1,125,000
2.0

Baths

5,300

Sq.Ft.

5335 State Route 23

Windham, NY

UlsterCountyNY
Courtesy of COLDWELL BANKER VILLAGE GREENW
View 292 #3 South Street Windham, NY MLS# 20254832
  • Virtual Tour
1 of 61
$1,125,000
5

Beds

5.1

Baths

3,643

Sq.Ft.

292 #3 South Street

Windham, NY

UlsterCountyNY
Courtesy of COLDWELL BANKER VILLAGE GREENW
View 292 South Street 2 # 2 Windham, NY MLS# 156125
  • Virtual Tour
1 of 63
$1,149,000
5

Beds

5.1

Baths

3,460

Sq.Ft.

292 South Street 2 # 2

Windham, NY

UlsterCountyNY
Courtesy of COLDWELL BANKER VILLAGE GREENW
View 20 Brook Hollow Lane Windham, NY MLS# 20254978
  • New Construction
1 of 37
$1,175,000
3

Beds

3.1

Baths

3,284

Sq.Ft.

20 Brook Hollow Lane

Windham, NY

UlsterCountyNY
Courtesy of FOUR SEASONS SOTHEBY'S INT.
View 20 Brook Hollow Lane Windham, NY MLS# 921643
$1,175,000
12

Beds

3.1

Baths

3,284

Sq.Ft.

20 Brook Hollow Lane

Windham, NY

Courtesy of FOUR SEASONS SOTHEBYS INTL
View 32 Glennamaddy Drive Windham, NY MLS# 20255834
$1,175,000
5

Beds

3.0

Baths

4,489

Sq.Ft.

32 Glennamaddy Drive

Windham, NY

UlsterCountyNY
Courtesy of CONTINENTAL REAL ESTATE GROUP
View 6 Watch Hill Lane Windham, NY MLS# 20254037
$1,245,000
3

Beds

3.1

Baths

3,115

Sq.Ft.

6 Watch Hill Lane

Windham, NY

UlsterCountyNY
Courtesy of BRAINARD RIDGE MANAGEMENT
View 129 Club Road Windham, NY MLS# 20254026
$1,295,000
4

Beds

3.1

Baths

2,900

Sq.Ft.

129 Club Road

Windham, NY

UlsterCountyNY
Courtesy of BRAINARD RIDGE MANAGEMENT
View 7 Meadow Lane Windham, NY MLS# 20253813
1 of 43
OPEN HOUSE: Friday 1/2 12:00 PM - 2:00 PM
$1,399,000
5

Beds

5.1

Baths

3,752

Sq.Ft.

7 Meadow Lane

Windham, NY

UlsterCountyNY
Courtesy of COMPASS GREATER NY, LLC
View 93 & 99 Nauvoo Road Windham, NY MLS# 20253703
  • Virtual Tour
1 of 110
$1,450,000
6

Beds

6.0

Baths

4,284

Sq.Ft.

93 & 99 Nauvoo Road

Windham, NY

UlsterCountyNY
Courtesy of COLDWELL BANKER VILLAGE GREENW
View 93 & 99 Nauvoo Road Windham, NY MLS# 20253705
  • Virtual Tour
1 of 110
$1,450,000
6

Beds

5.1

Baths

4,284

Sq.Ft.

93 & 99 Nauvoo Road

Windham, NY

UlsterCountyNY
Courtesy of COLDWELL BANKER VILLAGE GREENW
View 2 Enclave West Drive W-10 # W-10 Windham, NY MLS# 20253980
$1,499,000
4

Beds

4.1

Baths

2,600

Sq.Ft.

2 Enclave West Drive W-10 # W-10

Windham, NY

UlsterCountyNY
Courtesy of BRAINARD RIDGE MANAGEMENT
View 3 Enclave East Drive Windham, NY MLS# 20254690
  • Virtual Tour
1 of 59
$1,499,000
4

Beds

4.1

Baths

2,893

Sq.Ft.

3 Enclave East Drive

Windham, NY

UlsterCountyNY
Courtesy of COLDWELL BANKER VILLAGE GREENW
View 10 Enclave North Drive 106 # 106 Windham, NY MLS# 20252962
$1,589,000
3

Beds

3.0

Baths

1,655

Sq.Ft.

10 Enclave North Drive 106 # 106

Windham, NY

UlsterCountyNY
Courtesy of BRAINARD RIDGE MANAGEMENT
View 102 Thunderbird Terrace Windham, NY MLS# 156747
  • Virtual Tour
1 of 96
$1,699,000
5

Beds

3.1

Baths

4,312

Sq.Ft.

102 Thunderbird Terrace

Windham, NY

UlsterCountyNY
Courtesy of COLDWELL BANKER VILLAGE GREENW
View 12 Lauren Lane Windham, NY MLS# 20254897
  • Virtual Tour
1 of 85
$1,749,999
6

Beds

4.1

Baths

4,855

Sq.Ft.

12 Lauren Lane

Windham, NY

UlsterCountyNY
Courtesy of COLDWELL BANKER VILLAGE GREENW

About Windham

Listings in Windham, NY

159

Estimated median home price

$485,000
Windham NY Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of Windham, New York real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Windham, NY.

Homes for Sale by Price in Windham, NY

Price Count
$0 - 100K 10
$100K - 200K 24
$200K - 300K 18
$300K - 400K 16
$400K - 500K 17
$500K - 600K 11
$600K - 700K 7
$700K - 800K 8
$800K - 900K 10
$900K - 1M 2
$1M - Max 36

Homes for Sale by Type in Windham, NY

Property Type Count
Single Family 93
Townhouse 0
Condo 2
Commercial 4
Rental 5
Lots and Land 53
Condo/Town/CoOp 0
CoOp 0
Multi Family 3
Mobile Home 0
Farms 0

(Data as of 1/1/2026)

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.

The source of the displayed data is either the property owner or public record provided by non-governmental third parties. It is believed to be reliable but not guaranteed. This information is provided exclusively for consumers’ personal, non-commercial use.

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 1/1/2026.

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.