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1794 Winter Hollow Road

Middletown, NY 12459
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Bed 3

Bed

Bath 2

Bath

SqFt1,579

Sqft

Acres149.19

Acres(Lot)

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, a nd 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.

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Detail Ic Property Details

Property Type : Residential

Price : $745,000

AD Id : 88309677

MLS Id : R1700709

Beds : 3

Lot Size : 149.19 Acres

Living Area Size : 1,579

Year Built : 1820

County : Delaware

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Feature Features

  • Bedroom Information

    Total beds: 3

    Bathroom Information

    Total Baths: 2 Full Baths: 1 Half Baths: 1

    Room Information

    Rooms Total: 6 Has Basement: Yes Basement: Partial
  • Flooring Information

    Hardwood, Varies
  • Roofing Information

    Shingle
  • Interior Features

    Eat-in Kitchen, Master Downstairs Roof: Shingle Appliances: Dryer, Dishwasher, Electric Water Heater, Gas Oven, Gas Range, Microwave, Refrigerator, Washer, Water Heater Laundry Features: Main Level
  • Heating & Cooling

    Has Heating: Yes Heating: Ductless, Oil, Baseboard Has Cooling: Yes Cooling: Ductless

  • Building Information

    Year Built: 1820 Building Area Total: 1579 Construction Materials: Attic/Crawl Hatchway(s) Insulated, Frame Stories: 2 Patio And Porch Features: Deck, Patio Private Pool: No Water front Features: Pond

  • Lot Information

    Main Square Feet: 149.19 Acres Lot Size Acres: 149.19 Lot Size Square Feet: 6498716 Lot Description: Other, Rectangular Lot, See Remarks, Wooded

  • Listing Price Information

    Listing Price: $745000 Cash, Conventional, FHA, VA Loan

  • Tax Information

    Parcel Number: 124689-198-000-0002-005-000 Tax Lot: 5 Annual Tax: $6430

  • Parking Information

    No Garage, Gravel

  • Location Information

    Direction: From Kingston take NY-28W. Right on Bridge in Margaretville. Left on Main. Right on Walnut, continue on Margaretville Mountain. Right onto Hwy 6. Right on Thompson Hollow. Left onto Winter Hollow. WaterSource: Private, Well
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Nearby Home Value

Address Estimate Bed Bath Sq. Ft Lot Size
5041 County Route 6, Middletown, NY, 12459 $375,000 4 2 1,715 1,715 SqFt
407 Winter Hollow Road, Middletown, NY, 12459 $389,000 2 2 1,588 1,588 SqFt

The data relating to real estate for sale on this website comes in part from the Internet Data exchange (IDX) program of the New York State Alliance MLS. 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. Real estate listings held by brokerage firms other than ByOwner, are indicated by detailed information about them such as the name of the listing firms. All information deemed reliable but not guaranteed and should be independently verified. All properties are subject to prior sale, change or withdrawal. Neither the listing broker(s) nor ByOwner shall be responsible for any typographical errors, misinformation, misprints, and shall be held totally harmless. Copyright ©2026 New York State Alliance and participating MLS's - CNYIS, UNYREIS and WNYREIS. All Rights Reserved.

ByOwner last updated this listing 08/18/2026 @ 03:16

MLS: R1700709 LISTED BY: Hillary Kolos, COMPASS Greater NY LLC 914-327-2777 SOURCE: Upstate New York Real Estate Information Services (UNYREIS)

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