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5429 New York 23, 
Windham, NY 12496

$799,000


6

Beds


3

Baths


2,468

Sq Ft


Single Family

Active

Listed by

Carol Shaw

Shaw Country Realty, Inc.

518-734-3500

Last updated:

June 3, 2026, 03:08 PM

MLS#

20262576

Source:

NY MLSUC

About This Home

5429 New York 23

In the Heart of Windham Village Perfectly positioned in the center of it all, this beautifully restored Village home offers effortless access to Windham's vibrant lifestyle--restaurants, pubs, brewery, weekend Farmers Market, and seasonal events all just moments away. The NYC bus route is nearby, making this an ideal getaway with no car required, and popular wedding venues are close at hand. there is a barn in rear that needs to be refurbished Originally a classic Village residence, this home has been thoughtfully transformed in recent years, blending old-world charm with modern amenities. Featuring a spacious layout with 6 bedrooms, 3 baths, and dedicated office space, it is perfectly suited for hosting, extended family, or rental income. The home boasts a large kitchen, separate dining room, gas fireplace, and inviting covered porches, creating warm and functional living spaces throughout. Step outside to enjoy a private rear yard with firepit and direct views of the slopes, while the existing barn offers exciting potential for additional living space, studio, or recreation. Also, direct access to the nearby school playground right from your backyard--perfect for weekend and summer enjoyment. Located just minutes from Windham Mountain Club, this property is more than a ski home--Windham is a true four-season destination with hiking, lakes, golf, and year-round events. Proven rental history makes this an exceptional opportunity for investors or those seeking a lifestyle property with income potential. Call LA for virtual tour or check out homes.com

Home Facts

Single Family

3 Baths

6 Bedrooms

Built in 1902

Price Summary

799,000

$323 per Sq. Ft.

MLS #:

20262576

Last Updated:

June 3, 2026, 03:08 PM

Added:

18 day(s) ago


Rooms & Interior

Bedrooms

Total Bedrooms:

6

Bathrooms

Total Bathrooms:

3

Full Bathrooms:

3

Interior

Living Area:

2,468 Sq. Ft.


Structure

Structure

Architectural Style:

Farmhouse

Building Area:

2,468 Sq. Ft.

Year Built:

1902


Lot

Lot Size (Sq. Ft):

1,698


Finances & Disclosures

Finances

Price:

$799,000

Price per Sq. Ft:

$323 per Sq. Ft.

Source:NY MLSUC
The information being provided by Hudson Valley Catskill Mls is for the consumer’s personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The information is deemed reliable but not guaranteed and should therefore be independently verified. © 2026 Hudson Valley Catskill Mls All rights reserved.

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Contact an Agent

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Contact, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If a Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby's International Realty®). I acknowledge that I have read and agree to the terms of use and privacy notice.