Set on 5.52 private acres amid the mountains of Windham, this extraordinary nine-bedroom estate offers a rare combination of architectural character, impressive scale, and resort-style living. Dramatic timber framing, soaring ceilings, expansive windows, and seven interior fireplaces create a warm yet grand atmosphere throughout. The open-concept kitchen and generous gathering spaces are designed for effortless entertaining, while multiple levels provide exceptional flexibility for guests and extended stays. At the heart of the home is an indoor in-ground pool, complemented by a private theater, separate recreation room, dedicated gym, and highly efficient mechanical systems designed to support the home's substantial scale. Expansive wraparound decks extend the living experience outdoors with a hot tub, outdoor fireplace, and firepit surrounded by a wooded mountain setting. Located just five minutes - approximately 1.7 miles from Windham Mountain Club and Windham Mountain, the estate is ideally positioned for year-round recreation. Whether envisioned as a private mountain retreat, multigenerational residence, or income-producing luxury rental, this is a truly distinctive Catskills offering.
| MLS # | 1044804 |
|---|---|
| Listing Type | For Sale |
| Style | House |
| Sub-Type | Resale |
| Status | Active |
| Year | 2009 |
| Days On Site | 29 |
| Listing Provided By | Keller Williams Village Sq Rlt | Diana Iseni |
| Bed(s) | 9 |
|---|---|
| Bath(s) | 8 Total |
| SQ Feet | 10,611 |
| Garage | 2 |
| Car Port | Yes |
| Basement | Y |
| Pool | Yes |
| Acreage | 5.52 |
| Property View | Mountain(s), Trees, Woods |
| Cooling | Central Air |
|---|---|
| Heating | Forced Air, Oil |
| Interior Features | First Floor Bedroom, First Floor Full Bath, Breakfast Bar, Chefs Kitchen, Double Vanity, Eat-in Kitchen, Entrance Foyer, Formal Dining, High Ceilings, His and Hers Closets, Pantry, Primary Bathroom, Sauna, Soaking Tub, Storage, Walk-In Closet(s), Washer/Dryer Hookup |
| Window Features | Double Pane Windows, Storm Window(s) |
| Appliances | Dishwasher, Dryer, Freezer, Microwave, Oven, Range, Refrigerator, Stainless Steel Appliance(s), Washer, Wine Refrigerator |
| Exterior Features | Balcony, Fire Pit, Mailbox, Rain Gutters, Speakers |
|---|---|
| Security Features | Building Security, Fire Alarm, Security System, Smoke Detector(s), Video Cameras |
| Construction Materials | Cedar, Frame, Stone, Wood Siding |
| Foundation Details | Concrete Perimeter |
| Lot Features | Private, Views |
| Garage Yes / No | Yes |
|---|---|
| Parking Features | Carport, Garage, Private |
| Utilities | Cable Connected, Electricity Connected, Propane, Trash Collection Private, Underground Utilities |
|---|---|
| Sewer | Septic Tank |
| Tax Year | 2026 |
|---|---|
| Tax Assessed Value | 1650400 |
| Tax Annual Amount | 29564 |
| Tax Lot | 15 |
| State | NY |
|---|---|
| County | Greene County |
| City | Windham |
| Zip Code | 12496 |
| School District | Windham Ashland Central School |
| Elementary School | Windham Ashland Central School |
| High School | Windham Ashland Central School |
| Listing VS Median (in 12496) | |
Price: $4,400,000 low | high Med: $2,250,000 sqft: 10,611 low | high Med: 5,000 $ / sqft: $415 low | high Med: $450 On site: 29 low | high Med: 54 | |
| State | NY |
|---|---|
| County | Greene County |
| City | Windham |
| Zip Code | 12496 |
| School District | Windham Ashland Central School |
| Elementary School | Windham Ashland Central School |
| High School | Windham Ashland Central School |
| Listing VS Median (in 12496) | |
Price: $4,400,000 low | high Med: $2,250,000 sqft: 10,611 low | high Med: 5,000 $ / sqft: $415 low | high Med: $450 On site: 29 low | high Med: 54 | |
![]() | $4,750,000226 State Route 296Windham, NY 12496 |