1. New York
2. Windham
3. 5433 State Route 23

5433 State Route 23, Windham, NY 12496

• 5 beds |
• 4 baths |
• 3,409 sqft

Property Description

🏡 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.

Listing Status:

Active

Date Added:

June 23, 2025 at 05:00AM

Listing Office:

Core Real Estate Team : 518-326-0840

Listing Agent:

Caitlin Cucchiella :

MLS ID:

20252448

Interior

• General: BarBuilt-in FeaturesCathedral Ceiling(s)High CeilingsKitchen IslandOpen FloorplanPantryPrimary DownstairsSaunaSound SystemStone CountersTile CountersVaulted Ceiling(s)Walk-In Closet(s)Wet BarWired for DataWired for Sound
• Appliances: Wine CoolerWasher/DryerTankless Water HeaterStainless Steel Appliance(s)RefrigeratorRangeOvenMicrowaveIce MakerElectric OvenDryerDisposalDishwasherBar Fridge
• Laundry: Laundry RoomLower LevelMain Level
• Flooring: Ceramic TileEngineered Hardwood
• A/C: Central Air
• Heating: Forced AirPropane
• Fireplace: GasLiving RoomFireplaceFireplaces: 1

Exterior

Construction

Location

Lot

Utilities

Financial

This listing courtesy of Caitlin Cucchiella, Core Real Estate Team