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    1 home
      1 home available
      282 Hillys Lane, Middletown, NY 12459
      Closed Jan 15, 2026
      282 Hillys Lane, Middletown, NY 12459
      $480,000
      2beds
      1bath
      1,108sqft
      14.6acres
      House for Sale

      282 Hillys Lane, Middletown, NY 12459

      Listing by: Coldwell Banker Timberland Properties
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      © 2025 Greater Rochester Association of REALTORS®. All Rights Reserved.
      Display of MLS Data is usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and should investigate the data themselves or retain appropriate professionals.
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      282 Hillys Lane, Middletown, NY 12459
      Closed Jan 15, 2026
      $480,000
      2beds
      1full,half bath
      1,108sqft
      14.6acres

      282 Hillys Lane, Middletown, NY 12459

      City/Town:Middletown   Post Office: New Kingston     

      House for Sale by Sean O'ShaughnessyColdwell Banker Timberland Properties.

      Data checked -. Listing last updated 82 days ago.
      1. Overview
      2. Details
      3. More 

      Tucked away at the end of a private road in the bucolic Thompson Hollow, this private two-bedroom, one-bath chalet on 14.6 acres is a true Catskills retreat. Backing directly onto 390 acres of NYC DEP forever-wild land, and surrounded by hundreds more acres of protected land, this property offers unmatched peace and seclusion in scenic New Kingston, NY. A 0.16-acre spring-fed pond with a small waterfall and water wheel creates a tranquil focal point, perfect for relaxing or enjoying nature. A short walk from the front door brings you to the stream that winds through Thompson Hollow—an ideal spot to unwind and connect with the landscape. The chalet features two well-sized bedrooms and an open kitchen/living area anchored by a striking fieldstone wood-burning fireplace. Soaring ceilings and a wall of windows fill the space with natural light, and a cozy loft above the main room offers additional sleeping or lounging space. A newly built deck stretches across the front of the home, providing elevated views of the surrounding greenery. Downstairs, the full unfinished basement offers ample storage and workshop potential. Step outside to an impressive covered outdoor dining area complete with a built-in stone BBQ, ceiling fan, and room to host guests. A charming small barn on the property lends itself to multiple uses—studio, storage, or hobby space. Located just 15 minutes from the villages of Margaretville, Roxbury, and Andes, you’ll enjoy easy access to shopping, dining, and local markets. Skiing at Belleayre and Plattekill Mountains is within easy reach, as are hiking, fishing, and all-season outdoor adventure. This one-of-a-kind Catskills property blends rustic comfort, natural beauty, and total privacy—making it a perfect full-time home or weekend getaway.

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      Details
        Property type
      Residential
        Year built
      1996
        Heating
      Electric, Baseboard
        Cooling
      None
        Total rooms
      4
        Garage
      No
        City/Town
      Middletown
        Post Office
      New Kingston
        Parking spots
      -
      R1613348
      MLS ID
      Closed
      Status
      Jan 15, 2026
      Closed
      Levels  Levels
      Two
        Roof
      Asphalt
        Laundry features
        Fireplace
      Yes
        Pets allowed
        Architectural Style
      Chalet Alpine
        Basement
      Full
      Interior features
      Cathedral Ceilings, Kitchen Family Room Combo, Living Dining Room, Natural Woodwork, Loft
      Exterior features
      Barbecue, Dirt Driveway, Deck, Patio, Private Yard, See Remarks
      Lot features
      Adjacent To Public Land, Rectangular, Rectangular Lot
      Appliances included
      Electric Oven, Electric Range, Electric Water Heater, Refrigerator
      Construction materials
      Frame
      Flooring
      Carpet, Ceramic Tile, Laminate, Varies
      Utilities
      Water source
      Parking features
      Monthly taxes
      $310
      Yearly taxes
      $3,720
      School district
      Margaretville
      Schools
      -
      Senior community
      No
      HOA
      -
      HOA Amentities
      Open Houses
      In-Person
      No upcoming in-person open houses
      Virtual
      No upcoming virtual open houses
      Contact Agent
      Sean  O'Shaughnessy
      Sean O'Shaughnessy
      NY Licensed R.E. Salesperson, Coldwell Banker Timberland Properties
       
       
      Location
      Main St Margaretville take Walnut St Continue onto Margaretville Mountain Rd take right onto County Hwy 6 drive 2.3 miles make right onto Thompson Hollow drive 0.8 miles make a right on Hillys Rd left over bridge drive to end of road
      For Sale Nearby
      No nearby homes are For Sale Nearby.
      Recently Sold
      No nearby homes have been Recently Sold.
      282 Hillys Lane, Middletown, NY 12459, is a 2 bedroom, 1 bathroom, 1108 sqft. Single Family Residence built in 1996. This property is currently available for sale and was listed on Greater Rochester Association of REALTORS® on 6-9-2025. The MLS# for this Single Family Residence is MLS# R1613348.
      Display of MLS Data is usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and should investigate the data themselves or retain appropriate professionals.
      Copyright ©2026 Greater Rochester Association of REALTORS®