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5433 State Route 23, 
Windham, NY 12496

$2,200,000


5

Beds


4

Baths


3,409

Sq Ft


Single Family

Active

Listed by

Caitlin Cucchiella

Core Real Estate Team

Last updated:

July 13, 2025, 03:54 PM

MLS#

20252448

Source:

NY MLSUC

About This Home

5433 State Route 23

🏡 A One-of-a-Kind Masterpiece in the Heart of Windham, NY! Welcome to Main Street Magic—an exceptional, fully reimagined 5-bedroom, 4-bathroom home (2 full, 2 half) located just 2 hours from NYC in the sought-after Catskills town of Windham. This stunning property perfectly blends historic charm with modern luxury and lifestyle-driven design. Step inside to soaring 13' vaulted ceilings and an incredible custom kitchen featuring quartz countertops, a 100-year-old reclaimed wood island, tiled backsplash, built-in table with bench seating, stainless steel appliances, and a stone bar with beverage center—ideal for hosting unforgettable gatherings. Enjoy cozy nights by the gas fireplace, unwind in the private sauna, and soak in the curated ambiance with custom fixtures, stained glass accents, and a 4-zone multimedia system. The home also includes two mudrooms, tile walk-in showers, recessed lighting throughout (interior + exterior), and a spacious first-floor primary suite for comfort and convenience. French doors lead you to an insulated upper deck, lower deck, and a generous, flat yard perfect for entertaining, relaxing, or playing. A rare find, the property also includes a plumbed 1930s barn—ready to be converted into a studio, guest house, or event space. Located on Main Street (NY-23) and connected to public utilities, you're walking distance to shops, dining, and all Windham has to offer. With exterior architectural details and old world charm with new modern flare, this house has it all. Whether you're looking for a luxury vacation retreat, income-generating property, or forever home, this residence delivers it all. With skiing, hiking, mountain biking, and the growing appeal of Windham—including PGA golf coming soon—this is a year-round destination on the rise. ✨ Showings available now — Offers being accepted! Don't miss your chance to own a truly unique piece of Windham.

Home Facts

Single Family

4 Baths

5 Bedrooms

Built in 1930

Price Summary

2,200,000

$645 per Sq. Ft.

MLS #:

20252448

Last Updated:

July 13, 2025, 03:54 PM

Added:

25 day(s) ago


Rooms & Interior

Bedrooms

Total Bedrooms:

5

Bathrooms

Total Bathrooms:

4

Full Bathrooms:

2


Structure

Structure

Building Area:

3,409 Sq. Ft.

Year Built:

1930


Lot

Lot Size (Sq. Ft):

14,810


Finances & Disclosures

Finances

Price:

$2,200,000

Price per Sq. Ft:

$645 per Sq. Ft.

Source:NY MLSUC
The information being provided by Multiple Listing Service of Ulster County, Inc. 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. © 2025 Multiple Listing Service of Ulster County, Inc. All rights reserved.

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