5433 Ny-23 Windham, NY $ 1,999,999
5433 Ny-23
$ 1,999,999
Share Save

5433 Ny-23

Windham, NY, 12496
$ 1,999,999
Bedrooms5 Baths2.2 Sq 3,409

Monthly Estimate*

$ 12,477

5433 Ny-23, Windham, NY 12496 - Image 1
5433 Ny-23, Windham, NY 12496 - Image 2
5433 Ny-23, Windham, NY 12496 - Image 3
5433 Ny-23, Windham, NY 12496 - Image 4
5433 Ny-23, Windham, NY 12496 - Image 5
5433 Ny-23, Windham, NY 12496 - Image 6
5433 Ny-23, Windham, NY 12496 - Image 7
5433 Ny-23, Windham, NY 12496 - Image 8
5433 Ny-23, Windham, NY 12496 - Image 9
5433 Ny-23, Windham, NY 12496 - Image 10
5433 Ny-23, Windham, NY 12496 - Image 11
5433 Ny-23, Windham, NY 12496 - Image 12
5433 Ny-23, Windham, NY 12496 - Image 13
5433 Ny-23, Windham, NY 12496 - Image 14
5433 Ny-23, Windham, NY 12496 - Image 15
5433 Ny-23, Windham, NY 12496 - Image 16
5433 Ny-23, Windham, NY 12496 - Image 17
5433 Ny-23, Windham, NY 12496 - Image 18
5433 Ny-23, Windham, NY 12496 - Image 19
5433 Ny-23, Windham, NY 12496 - Image 20
5433 Ny-23, Windham, NY 12496 - Image 21
5433 Ny-23, Windham, NY 12496 - Image 22
5433 Ny-23, Windham, NY 12496 - Image 23
5433 Ny-23, Windham, NY 12496 - Image 24
5433 Ny-23, Windham, NY 12496 - Image 25
5433 Ny-23, Windham, NY 12496 - Image 26
5433 Ny-23, Windham, NY 12496 - Image 27
5433 Ny-23, Windham, NY 12496 - Image 28
5433 Ny-23, Windham, NY 12496 - Image 29
5433 Ny-23, Windham, NY 12496 - Image 30
5433 Ny-23, Windham, NY 12496 - Image 31
5433 Ny-23, Windham, NY 12496 - Image 32
5433 Ny-23, Windham, NY 12496 - Image 33
5433 Ny-23, Windham, NY 12496 - Image 34
5433 Ny-23, Windham, NY 12496 - Image 35
5433 Ny-23, Windham, NY 12496 - Image 36
5433 Ny-23, Windham, NY 12496 - Image 37
5433 Ny-23, Windham, NY 12496 - Image 38
5433 Ny-23, Windham, NY 12496 - Image 39
5433 Ny-23, Windham, NY 12496 - Image 40
5433 Ny-23, Windham, NY 12496 - Image 41
5433 Ny-23, Windham, NY 12496 - Image 42
5433 Ny-23, Windham, NY 12496 - Image 43
5433 Ny-23, Windham, NY 12496 - Image 44
5433 Ny-23, Windham, NY 12496 - Image 45
5433 Ny-23, Windham, NY 12496 - Image 46
5433 Ny-23, Windham, NY 12496 - Image 47
5433 Ny-23, Windham, NY 12496 - Image 48
5433 Ny-23, Windham, NY 12496 - Image 49
5433 Ny-23, Windham, NY 12496 - Image 50
5433 Ny-23, Windham, NY 12496 - Image 51
5433 Ny-23, Windham, NY 12496 - Image 52
5433 Ny-23, Windham, NY 12496 - Image 53
5433 Ny-23, Windham, NY 12496 - Image 54
5433 Ny-23, Windham, NY 12496 - Image 55
5433 Ny-23, Windham, NY 12496 - Image 56
5433 Ny-23, Windham, NY 12496 - Image 57
5433 Ny-23, Windham, NY 12496 - Image 58
5433 Ny-23, Windham, NY 12496 - Image 59
5433 Ny-23, Windham, NY 12496 - Image 60
5433 Ny-23, Windham, NY 12496 - Image 61
5433 Ny-23, Windham, NY 12496 - Image 62
5433 Ny-23, Windham, NY 12496 - Image 63
5433 Ny-23, Windham, NY 12496 - Image 64
5433 Ny-23, Windham, NY 12496 - Image 65

Single Family Home for sale in Windham, NY

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.

See more

Single Family Active

Price

$ 1,999,999

Bedrooms

5

Full Bath

2

Half Bath

2

Property Type

Single Family

Taxes

$ 3,806

Style

Lot Size

0.34

Year Built

1930

Town/City

Windham

County/Region

Greene

MLS | Web ID

20254478

Features
Interior
Interior 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
See more
General
Sewer 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
See more
Exterior
Exterior 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
See more
Internal Only
Street Number 1 5433
See more
* Excluded Features
List By
Caitlin Cucchiella

Listing Agent

Hunt Real Estate Era

Broker

realestatecaitsaratoga@gmail.com

Email

Affordability Calculator

$12,795
Per Month
98%
2%
0%
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

Discover how much house you can afford

Your dream home may be within reach.

Learn More about how to save

The time to sell is now
THE TIME TO SELL IS NOW! What's my home worth?
Nearby
3278009 Elementary School
3268952 Middle School
Unknown High School High School
Pricing History
DatePricePrice ChangeDescription
9/19/2025$1,999,999 Listed Price

Map


See all

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