5433 Ny-23, Windham, NY

$1,999,999

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5

Beds

3

Baths

3,409

Square feet

0.34

Acres

About 5433 Ny-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.

Features of 5433 Ny-23

MLS® # 20254478
Price $1,999,999
Bedrooms 5
Bathrooms 3.00
Full Baths 2
Half Baths 2
Square Footage 3,409
Acres 0.34
Year Built 1930
Type Residential
Sub-Type Single Family Residence
Style Other
Status Active

Community Information

Address 5433 Ny-23
Area Windham
City Windham
County Greene
State NY
Zip Code 12496

Additional Information

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Amenities

Parking Paved, Off Street, Driveway
View Mountain(s)
Is Waterfront No

Interior

Interior Features 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), Wet Bar, Wired for Data, Wired for Sound
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
Heating Forced Air, Propane
Cooling Central Air
Fireplace Yes
# of Fireplaces 1
Fireplaces Gas, Living Room
Stories Two

Exterior

Exterior Clapboard, Stone
Exterior Features Balcony, Fire Pit, Lighting
Lot Description Cleared, Landscaped, Level, Views
Roof Asphalt, Metal, Shingle
Construction Clapboard, Stone
Foundation Slab

School Information

District Wind-Ash-Jewett

Additional Information

Zoning 210 - 1 Family
Short Sale No
RE / Bank Owned No
General Tax $2,028
School Tax $1,779

Listing Details

AgentCaitlin Cucchiella
OfficeHunt Real Estate ERA

Listing Map

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