19 Twin Maples Lane, Windham

$1,995,000

6 Beds
5½ Baths
4,928 Sqft
.48 Acre
257 Garages

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.

Essential Information
MLS® #20265064
Price$1,995,000
Bedrooms6
Bathrooms5.50
Full Baths5
Half Baths1
Square Footage4,928
Acres0.48
Year Built2004
TypeResidential
Sub-TypeSingle Family Residence
StyleContemporary
StatusActive
Community Information
Address19 Twin Maples Lane
AreaWindham
CityWindham
CountyGreene
StateNY
Zip Code12496
Amenities
ParkingDriveway, Garage Faces Front
# of Garages257
View

Creek/Stream, Mountain(s), Panoramic

Interior
HeatingBaseboard, Oil
FireplaceYes
# of Fireplaces1
FireplacesGreat Room, Wood Burning
StoriesTri-Level
Interior Features

Breakfast Bar, Beamed Ceilings, Cathedral Ceiling(s), Central Vacuum, Double Vanity, Entrance Foyer, Eat-in Kitchen, Granite Counters, High Ceilings, High Speed Internet, Kitchen Island, Soaking Tub, Tray Ceiling(s), Vaulted Ceiling(s), Hot Tub, Recreation Room

Appliances

Dryer, Dishwasher, Electric Water Heater, Gas Oven, Gas Range, Instant Hot Water, Microwave, Refrigerator, Washer/Dryer, Water Heater

Exterior
RoofAsphalt, Shingle
FoundationConcrete Perimeter, Slab
Exterior

Cedar, Frame, Other, Shake Siding, Wood Siding

Lot Description

Cul-De-Sac, Private, Views, Wooded

Construction

Cedar, Frame, Other, Shake Siding, Wood Siding

School Information
DistrictWind-Ash-Jewett
Additional Information
Zoning01
Listing Details
AgentRegina Tortorella
Listing Courtesy of Coldwell Banker Village GreenW
LISTING MAP

Get directions to this property:

Properties for Sale Similar to 19 Twin Maples Lane, Windham, NY

Photo of Listing #20264802

22 Club Road, Windham

$1,950,000 - 4 Beds, 4 Baths, 3,400 Sf

MLS® # 20264802

Ulster County Board of Realtors Logo
Photo of Listing #20264672

13 Stonewall Lane, Windham

$2,050,000 - 5 Beds, 5 Baths, 3,150 Sf

MLS® # 20264672

Ulster County Board of Realtors Logo
Photo of Listing #20264671

26 Stonewall Lane, Windham

$1,800,000 - 4 Beds, 4 Baths, 2,770 Sf

MLS® # 20264671

Ulster County Board of Realtors Logo

Ulster County Board of Realtors Logo The data relating to real estate on this website comes in part from the IDX of the Multiple Listing Service of Ulster County, Inc. Real estate listings held by brokerage firms other than Flemming Realty are marked with IDX logo and the detailed information about them includes the name of the listing broker.

Copyright © 2026 by the Multiple Listing Service of Ulster County, Inc. All Rights Reserved.

All information provided is deemed reliable but is not guaranteed and should be independently verified.

IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.