5433 Ny-23
Windham, NY, 12496 $ 1,999,999
Bedrooms5 Baths2.2 Sq 3,409 Monthly Estimate*
$ 12,477
for $1,999,999 with 5 bedrooms and 2 full baths, 2 half baths. This 3,409 square foot home was built in 1930 on a lot size of 0.34.
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.
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FeaturesInteriorInterior Amenities Bar Built-in Features Cathedral Ceiling(s) High Ceilings Kitchen Island Open Floorplan Pantry Primary Downstairs Sauna Sound System Stone Counters Tile Counters Vaulted Ceiling(s) Walk-In Closet(s) W
Flooring Ceramic Tile Engineered Hardwood
Total Fireplaces 1
Fireplace Features Gas Living Room
Basement (Y/N) N
Air Conditioning Y/N Y
Heating Y/N Y
Window Features Double Pane Windows ENERGY STAR Qualified Windows Shutters
Fireplace Y/N Y
Above Grade Finished Area 3409.0
Half Baths 2
Laundry Features Laundry Room Lower Level Main Level
Total Bedrooms 5
Below Grade Finished Area 0.0
Total Baths 4
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GeneralSewer Public Sewer
Heating Forced Air Propane
Cooling Central Air
Possession Close Of Escrow
Roof Asphalt Metal Shingle
Appliances Wine Cooler Washer/Dryer Tankless Water Heater Stainless Steel Appliance(s) Refrigerator Range Oven Microwave Ice Maker Electric Oven Dryer Disposal Dishwasher Bar Fridge
Zoning 210 - 1 Family
Patio/Porch Features Covered Deck Front Porch Porch Rear Porch Wrap Around
Architectural Style Other
Construction Materials Clapboard Stone
Year Built 1930
Electric 200+ Amp Service
View Mountain(s)
Stories Count 2
Township Windham
Levels Two
Property Subtype Single Family Residence
County Greene
New Construction N
Property Type Residential
HOA N
Attached Garage N
Garage Y/N N
Other Structures Barn(s)
Total Rooms 7
Full Baths 2
Status Active
City Windham
Senior Community Y/N N
High School District Wind-Ash-Jewett
Zoning Description 01 - Single Family Residence
MLS Area Windham
Lot Size Units Acres
Lot Size Square Feet 14810.4
Carport Y/N N
Property Attached Y/N N
Tax Annual Amount 3806.0
Home Warranty Y/N N
Lease Renewal Y/N N
MLS Area Minor Windham
Additional Parcels Y/N N
Lease Considered Y/N N
Standard Status Active
Tax Assessed Value 334525
Tax Lot 39
Legal Description Single Family Dwelling
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ExteriorExterior Amenities Balcony Fire Pit Lighting
Fencing None
Parking Features Paved Off Street Driveway
Lot Features Cleared Landscaped Level Views
Water Source Public
Lot Size Area 0.34
Foundation Details Slab
Spa N
Building Area Total 3409.0
Lot Size Acres 0.34
Waterfront Y/N N
Door Features ENERGY STAR Qualified Doors French Doors
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* Excluded FeaturesList ByCaitlin CucchiellaListing Agent
Hunt Real Estate EraBroker
realestatecaitsaratoga@gmail.comEmail
Affordability Calculator
- Monthly Principal & Interest
- $12,477
- Monthly Property Taxes
- $317
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbySingle family listings in Windham, NY
Average List Price $992,589
Percent of Sale Price 50%
About Windham, NY 1,613 Population
-3% Since 2002
$ 54,474 Median Income
51.46 Median Age
13% Households with Children
Trends Information provided by ATTOM Data Solutions.
3278009 Elementary School
3268952 Middle School
Unknown High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 9/19/2025 | $1,999,999 | | Listed Price |
5433 Ny-23, Windham, NY, 12496 is a Single Family Home for sale at $1,999,999 with 3,409 sqft and a lot size of 0.34. 5433 Ny-23 has 5 bedrooms, 2.2 baths, and was built in 1930. The property's zip code is 12496 which is in Windham, NY