216 New York 296, Windham

$1,040,000

3 Beds
2½ Baths
2,342 Sqft
2.52 Acres
0 Garage

Nestled in the Northern Catskills, Maple Terrace is a cedar shake Cape that has quietly stood in these mountains since the early 1900s. Once a beloved inn welcoming city dwellers escaping for cool mountain air and slower summer days, it is now a private residence and one of the most storied homes in all of Greene County.

That history is still deeply felt here. Nearly three acres of protected woodland unfold around the property, with private views of the Catskill peaks, a spring-fed pond, and a built-in pool that mirrors the sky at dusk. There is something timeless about the setting, the kind of place that feels untouched by passing trends and entirely at peace with itself.

Inside, custom woodwork, etched glass, and original built-ins anchor a home that was built with care and intention. A library and office sit quietly tucked away, while the large chef's kitchen opens naturally into a generous living room centered around a fireplace. French doors lead to a bluestone patio made for long dinners outdoors and evenings that stretch later than planned. An enclosed heated porch offers a quieter rhythm, coffee in the morning, a book in the afternoon, the sound of the woods settling in around you.

Upstairs, the primary suite feels airy and serene, with vaulted ceilings, skylights, and a Juliet balcony overlooking the grounds below. Two additional bedrooms and a spacious hall bath complete the second floor. Throughout the home, radiant heat beneath the tile and hardwood floors adds a warmth you notice immediately.

The grounds are equally special. A covered porch overlooks beautifully maintained gardens and open lawn, while the mountains shift color throughout the day beyond them. Every season feels especially vivid here.

The outbuildings each carry their own piece of Maple Terrace's history. The Red House, a spacious two story guest building, is full of potential and ready for its next chapter. A small pool shed sits nearby, simple and perfectly placed, while two weathered storage barns anchor the working edges of the property. And then there is the cabin. Tucked quietly into the landscape, it feels entirely its own. Complete with electricity, a woodstove, a bed platform, sitting area, and writing desk, it is the kind of space that invites you to slow down completely. A place to read, write, create, or simply listen to the trees move through the mountains.

Together, the property still holds the spirit of its innkeeping past, a main house meant for gathering, separate guest spaces, and room for people to spread out and stay awhile. It could remain an extraordinary private compound or evolve once again into something more commercial in nature.

The Setting

The Windham Path begins at your front door, setting the tone for life in the Northern Catskills. Garden Heir is just nearby for garden inspiration, while mornings often start at Fellow Mountain Café and provisions are gathered at Solinsky's Meats before a hike at a scenic nearby trail.
Afternoons drift by at West Kill Brewing, with evenings best spent at Matilda. Skiing, hiking, golf, biking, and swimming holes are all close at hand, and Hudson is just 35 minutes south for antique browsing along Warren Street and long brunches at Casa Susanna.

And then you return home in time for a sunset swim, the mountains softening in the distance, the pond holding the last light of day.

Essential Information
MLS® #20262850
Price$1,040,000
Bedrooms3
Bathrooms2.50
Full Baths2
Half Baths1
Square Footage2,342
Acres2.52
Year Built1940
TypeResidential
Sub-TypeSingle Family Residence
StyleCape Cod
StatusActive
Community Information
Address216 New York 296
AreaWindham
CityWindham
CountyGreene
StateNY
Zip Code12496
Amenities
ParkingDriveway
Has PoolYes
PoolIn Ground, Liner
Utilities

Electricity Available, Electricity Connected, Phone Available, Phone Connected, Water Available, Water Connected

View

Forest, Mountain(s), Pasture, Pool, Trees/Woods

Interior
HeatingBaseboard, Oil, Radiant Floor
Interior Features

3 Seasons Room, Bookcases, Breakfast Bar, Built-in Features, Eat-in Kitchen, Entrance Foyer, Granite Counters, High Ceilings, High Speed Internet, Natural Woodwork, Pantry, Walk-In Closet(s)

Appliances

Water Purifier, Washer/Dryer Stacked, Range Hood, Propane Cooktop, Ice Maker, Dishwasher

Exterior
ExteriorAsphalt, Cedar, Wood Siding
RoofAsphalt
ConstructionAsphalt, Cedar, Wood Siding
Exterior Features

Balcony, Garden, Private Yard, Storage

Lot Description

Pond on Lot, Landscaped, Many Trees, Meadow, Native Plants, Pasture, Private

School Information
DistrictWind-Ash-Jewett
Additional Information
ZoningR
Listing Details
AgentAlexandra Demetrakis
Listing Courtesy of Upstate Down
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