Set on nearly 150 acres of meadows, woods, and mountain views, this thoughtfully updated 1820 farmhouse offers an opportunity to truly immerse yourself in the Catskills landscape. Spend your days hiking wooded trails, hunting, or simply exploring your own private slice of nature.
Inside, the home strikes an easy balance between historic charm and modern comfort. The spacious eat-in kitchen is filled with natural light and features a vintage cooking stove alongside modern appliances. The cozy living room is centered around a wood stove, with sliding glass doors opening to a covered front porch where mountain views provide the backdrop for morning coffee or quiet evenings. The main level also includes two bedrooms and a full bath, while upstairs you’ll find a third bedroom, a half bath, and a generous loft that easily adapts as a home office, media room, or additional guest space. Extensive updates throughout the home include renovated bathrooms with radiant heated floors, new siding, windows and roofing, updated flooring, three split-system air conditioning units, and a generator, blending the character of an early farmhouse with the conveniences of modern living.
The land is every bit as special as the house. A spring-fed, stocked pond, open meadows, a fire pit, and young fruit trees surround the home, while a charming stone shed provides practical storage and a touch of timeless Catskills character. A network of wide trails winds through the forest, making it easy to explore on foot or by ATV. Follow the trails into the woods and you’ll discover two small secluded ponds. Tucked into a peaceful mountain valley, the property offers exceptional privacy while being just 12 minutes from the shops and restaurants of Margaretville and only 25 minutes from skiing at Belleayre Mountain. Whether you’re looking for a full-time home, a weekend escape, or a legacy property to enjoy for generations, this remarkable Catskills retreat offers room to roam in every season.
Inside, the home strikes an easy balance between historic charm and modern comfort. The spacious eat-in kitchen is filled with natural light and features a vintage cooking stove alongside modern appliances. The cozy living room is centered around a wood stove, with sliding glass doors opening to a covered front porch where mountain views provide the backdrop for morning coffee or quiet evenings. The main level also includes two bedrooms and a full bath, while upstairs you’ll find a third bedroom, a half bath, and a generous loft that easily adapts as a home office, media room, or additional guest space. Extensive updates throughout the home include renovated bathrooms with radiant heated floors, new siding, windows and roofing, updated flooring, three split-system air conditioning units, and a generator, blending the character of an early farmhouse with the conveniences of modern living.
The land is every bit as special as the house. A spring-fed, stocked pond, open meadows, a fire pit, and young fruit trees surround the home, while a charming stone shed provides practical storage and a touch of timeless Catskills character. A network of wide trails winds through the forest, making it easy to explore on foot or by ATV. Follow the trails into the woods and you’ll discover two small secluded ponds. Tucked into a peaceful mountain valley, the property offers exceptional privacy while being just 12 minutes from the shops and restaurants of Margaretville and only 25 minutes from skiing at Belleayre Mountain. Whether you’re looking for a full-time home, a weekend escape, or a legacy property to enjoy for generations, this remarkable Catskills retreat offers room to roam in every season.
Property Details
Price:
$745,000
MLS #:
R1700709
Status:
Active
Beds:
3
Baths:
2
Type:
Single Family
Subtype:
SingleFamilyResidence
Neighborhood:
middletown124689
Listed Date:
Jul 22, 2026
Finished Sq Ft:
1,579
Total Sq Ft:
1,579
Lot Size:
6,498,716 sqft / 149.19 acres (approx)
Year Built:
1820
FarmhouseWoodedBarnOutbuildingMiddletown-124689Middletown124689Margaretville
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Schools
School District:
Margaretville
Interior
Appliances
Dryer, Dishwasher, Electric Water Heater, Gas Oven, Gas Range, Microwave, Refrigerator, Washer
Bathrooms
1 Full Bathroom, 1 Half Bathroom
Cooling
Ductless
Fireplaces Total
1
Flooring
Hardwood, Varies
Heating
Ductless, Oil, Baseboard
Interior Features
Eat In Kitchen, Bedroom On Main Level
Laundry Features
Main Level
Levels
Two
Main Level Bathrooms
1
Main Level Bedrooms
2
Exterior
Architectural Style
Farmhouse
Construction Materials
Attic Crawl Hatchways Insulated, Frame
Exterior Features
Deck, Gravel Driveway, Patio
Lot Features
Other, Rectangular, Rectangular Lot, See Remarks, Wooded
Other Structures
Barns, Outbuilding
Parking Features
No Garage
Patio And Porch Features
Deck, Patio
Roof
Shingle
Stories
2
Waterfront Features
Pond
Financial
Taxes
$6,430
Map
Community
- Address1794 Winter Hollow Road Middletown NY
- CityMiddletown
- CountyDelaware
- Zip Code12459
Subdivisions in Middletown
Market Summary
Current real estate data for Single Family in Middletown as of Jul 22, 2026
32
Single Family Listed
117
Avg DOM
296
Avg $ / SqFt
$593,531
Avg List Price
Property Summary
- 1794 Winter Hollow Road Middletown NY is a Single Family for sale in Middletown, NY, 12459. It is listed for $745,000 and features 3 beds, 2 baths, and has approximately 1,579 square feet of living space, and was originally constructed in 1820. The current price per square foot is $472. The average price per square foot for Single Family listings in Middletown is $296. The average listing price for Single Family in Middletown is $593,531.
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Courtesy of COMPASS Greater NY LLC. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the New York State Alliance of MLSs. Detailed information about real estate listings held by brokerage firms other than Michael Paduano include the name of the listing broker. Neither the listing company nor Michael Paduano shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. New York State Alliance of MLSs. All rights reserved. 1794 Winter Hollow Road
Middletown, NY

