19 Twin Maples Lane, Windham, NY 12496 (MLS# 20265064)

Current Price: $1,995,000

Original List Price: 1995000

List Price: $1,995,000

Status: Active

Listing Contract Date: 2026-09-01

Property Sub Type: Single Family Residence

Listing Agreement: Exclusive Right To Sell

Owner Name: The KM Living Trust

Occupant Type: Owner

Lease Considered YN: No

Bedrooms Total: 6

Rooms Total: 13

Bathrooms Total: 6

Bathrooms Full: 5

Bathrooms Half: 1

Above Grade Finished Area: 3391

Below Grade Finished Area: 1537

Living Area: 4928

New Construction YN: No

Year Built: 2004

Garage YN: Yes

Attached Garage YN: Yes

Garage Spaces: 257

Lot Size Acres: 0.48

Basement YN: Yes

Stories: 3

Fireplace YN: Yes

Fireplaces Total: 1

Sign On Property YN: No

Disclaimer: The house has a finished walk-out basement and has been considered on slab.

List Price/SqFt: 404.83

Public Remarks: Location, lifestyle and opportunity converge at 19 Twin Maples, a 6-bedroom luxury mountain retreat just a short walk from Windham Mountain Club trail access. Offering more than 4,900 sq ft with 6 bedrooms and 5.5 baths, including two private en-suite bedrooms--one on the first floor and another on the second floor--this exceptional post-and-beam home combines timeless Catskills craftsmanship with an increasingly desirable location in Windham Mountain Club's Village East community, just over two hours from NYC. The heart of the home is a spectacular two-story great room where soaring pine-clad ceilings, rich cherry paneling and exceptional custom millwork showcase the craftsmanship of this true post-and-beam retreat. A massive stone fireplace rises through the space, while expansive walls of glass capture the surrounding mountain landscape and fill the room with natural light. It's a setting made for the best parts of mountain life--fireside cocktails after a day on the slopes, long dinners that stretch late into the evening, and weekends filled with guests and entertainment. The adjoining chef's kitchen is every bit as impressive, with a premium Viking appliance suite, granite countertops and an oversized center island that naturally becomes the gathering place. Multiple dining and entertaining spaces flow together beautifully, allowing the home to feel equally suited to an intimate weekend escape or a house full of visitors. Substantial, warm and beautifully detailed, the level of woodwork and craftsmanship throughout gives this home a character and sense of luxury that simply cannot be replicated by today's typical new construction. The first-floor en-suite features a tiled walk-in shower and classic clawfoot tub, while the second-floor en-suite offers another private retreat with its own balcony, sitting area and jetted tub overlooking a peaceful stream. Four additional bedrooms provide plenty of space for everyone. The walk-out lower level adds even more room to gather with a family room, game room, guest accommodations and full bath. Outside, enjoy the private hot tub surrounded by Catskills scenery. A heated ski and boot room with custom built-ins keeps mountain gear organized, while an attached one-car garage adds year-round convenience. The exterior, deck and railings have also been freshly painted. The location may be one of this property's greatest assets. 19 Twin Maples borders land where Windham Mountain Club is developing new luxury homes, positioning this property in the heart of an expanding luxury resort community and offering compelling potential for future appreciation as the surrounding development takes shape. With walkable trail access, proximity to Windham Mountain Club, six bedrooms, expansive entertaining spaces and strong short-term rental potential, 19 Twin Maples offers an appealing combination of personal enjoyment and investment opportunity. Whether envisioned as a luxury Catskills ski home, NYC weekend retreat, STR investment property or full-time mountain residence, this is a home to enjoy now with exciting potential for the years ahead. A 3D Walkthrough Tour is available in the digital Lookbook or by request.

Major Change Timestamp: 2026-09-01T20:59:55Z

Major Change Type: New Listing

Status Change Timestamp: 2026-09-01

Liber/Book: 2022

Page: 2831

Section: 95.11

Showing Attended YN: Yes

Showing Instructions: Buyer's Pre-approval or POF is required at the time of the showing request per the seller's request. LA accompanied with advance notice.

Bathroom Level: First

Street Number: 19

Street Name: Twin Maples

Street Suffix: Lane

County: Greene

State: NY

Zip Code: 12496

Town (Taxable): Windham