216 New York 296, Windham, NY 12496 (MLS# 20262850)

216 New York 296, Windham, NY 12496

New Listing

$1,040,000

Property Type: Residential Bedrooms: 3 Baths: 3 Square Footage: 2,342 Lot Size (sq. ft.): 109,771 Status: Active

Current Price: $1,040,000 List Date: 5/30/2026 Last Modified: 6/01/2026

Overview

Description

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 f ... (Read more) 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.

Open Houses

Saturday, June 6, 12:00 pm - 3:00 pm

Listing Details MLS# 20262850

General Property Information

Bedrooms Total: 3
Bathrooms Total: 3
Bathrooms Full: 2
Bathrooms Half: Yes
Above Grade Finished Area: 2342
Living Area: 2342
New Construction YN: No
Year Built: 1940
Garage YN: No
Lot Size Acres: 2.52
Basement YN: Yes
Sign On Property YN: No
List Price/SqFt: 444.06
Below Grade Finished Area: 0

Property Features

Appliances: Dishwasher; Ice Maker; Propane Cooktop; Range Hood; Washer/Dryer Stacked; Water Purifier Architectural Style: Cape Cod Basement: Concrete; Interior Entry; Storage Space Construction Materials: Asphalt; Cedar; Wood Siding Door Features: French Doors Electric: 200+ Amp Service Exterior Features: Balcony; Garden; Private Yard; Storage Fencing: Back Yard Flooring: Hardwood Heating: Baseboard; 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) Lot Features: Landscaped; Many Trees; Meadow; Native Plants; Pasture; Pond on Lot; Private Other Structures: Barn(s); Guest House; Outbuilding; Pool House; Storage Parking Features: Driveway Patio And Porch Features: Covered; Front Porch; Glass Enclosed; Patio Pool Features: In Ground; Liner Property Condition: Updated/Remodeled Road Frontage Type: State Road Roof: Asphalt Sewer: Public Sewer Showing Considerations: Inconsistent Cell Service; Occupied Structure Type: House Utilities: Electricity Available; Electricity Connected; Phone Available; Phone Connected; Water Available; Water Connected View: Forest; Mountain(s); Pasture; Pool; Trees/Woods Water Source: Public Window Features: Double Pane Windows Showing Requirements: 24 Hour Notice; Appointment Only; Call Listing Agent; Listing Agent Must Accompany; No Lockbox Room Types: Basement; Bathroom; Bedroom; Den; Family Room; Kitchen; Laundry; Library; Office; Primary Bathroom; Primary Bedroom

Contract Information

Original List Price: 1040000
Listing Contract Date: 2026-05-27
Availability Date: 2026-05-29
Property Sub Type: Single Family Residence
Listing Agreement: Exclusive Agency
Owner Name: CAVALIERE
Occupant Type: Owner
Occupant Name: *** NEW LISTING ***
Lease Considered YN: No

Location Tax and Legal

Street Number: 216
Street Name: New York 296
County: Greene
State: NY
Zip Code: 12496
Town (Taxable): Windham

Remarks and Miscellaneous

Public Remarks: 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.

Status Change Information

Major Change Timestamp: 2026-05-30T03:04:01Z
Major Change Type: New Listing
Status Change Timestamp: 2026-05-29

More Information

Room Types

Basement Level: Basement
Bathroom Level: Second
Den Level: First
Family Room Level: First
Kitchen Level: First
Laundry Level: First
Library Level: First
Office Level: First
Primary Bedroom Level: Second
Basement: Yes
Bathroom: Yes
Bedroom: Yes
Den: Yes
Family Room: Yes
Kitchen: Yes
Laundry: Yes
Library: Yes
Office: Yes
Primary Bathroom: Yes
Primary Bedroom: Yes

Location, Tax, and Legal

911 Address: 216 State Route 296, Windham
Township: Windham
School District: Wind-Ash-Jewett
General Tax: 4037.77
School Tax: 3787.85
Tax Annual Amount: 7825
Assessors Full Market Value: 811270
Tax Assessed Value: 424700
Tax Legal Description: Section 96.00, Block 1, Lot 74 on the Greene County Tax Map
Parcel Number: 19460096.00-1-74
Tax Lot: 74
Tax Block: Yes
Tax Exemptions YN: No
Zoning: R
Directions: Head east on Route 23A toward Windham village. Turn right onto Route 296. 216 Route 296 will be on your right shortly after the turn. Less than 5 minutes from 23

Appliances

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

Architectural Style

Cape Cod: Yes

Basement

Concrete: Yes
Interior Entry: Yes
Storage Space: Yes

Book Information

Liber/Book: No
Page: No
Section: No

Construction Materials

Asphalt: Yes
Cedar: Yes
Wood Siding: Yes

Door Features

French Doors: Yes

Electric

200+ Amp Service: Yes

Exterior Features

Balcony: Yes
Garden: Yes
Private Yard: Yes
Storage: Yes

Fencing

Back Yard: Yes

Flooring

Hardwood: Yes

Heating

Baseboard: Yes
Oil: Yes
Radiant Floor: Yes

Interior Features

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

Lot Features

Landscaped: Yes
Many Trees: Yes
Meadow: Yes
Native Plants: Yes
Pasture: Yes
Pond on Lot: Yes
Private: Yes

Other Structures

Barn(s): Yes
Guest House: Yes
Outbuilding: Yes
Pool House: Yes
Storage: Yes

Parking Features

Driveway: Yes

Patio And Porch Features

Covered: Yes
Front Porch: Yes
Glass Enclosed: Yes
Patio: Yes

Pool Features

In Ground: Yes
Liner: Yes

Property Condition

Updated/Remodeled: Yes

Road Frontage Type

State Road: Yes

Roof

Asphalt: Yes

Sewer

Public Sewer: Yes

Showing Considerations

Inconsistent Cell Service: Yes
Occupied: Yes

Structure Type

House: Yes

Utilities

Electricity Available: Yes
Electricity Connected: Yes
Phone Available: Yes
Phone Connected: Yes
Water Available: Yes
Water Connected: Yes

View

Forest: Yes
Mountain(s): Yes
Pasture: Yes
Pool: Yes
Trees/Woods: Yes

Water Source

Public: Yes

Window Features

Double Pane Windows: Yes

Showing Requirements

24 Hour Notice: Yes
Appointment Only: Yes
Call Listing Agent: Yes
Listing Agent Must Accompany: Yes
No Lockbox: Yes

Room Information

Room Name	Level
Family Room	First
Kitchen	First
Laundry	First
Library	First
Office	First
Den	First
Bath Half
Basement	Basement
Primary Bedroom	Second
Primary Bathroom	Second
Bathroom	Second
Bedroom	Second
Bedroom	Second

Listing Courtesy of Upstate Down

Listing Agent: Alexandra Demetrakis

Information deemed reliable but not guaranteed.