855.375.4001
Listing Courtesy of: Erica Schupp - Four Seasons Sotheby's Int. 845-876-5100

50 Holly Rd Napanoch, NY 12458

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Single Family Residence
2 Beds
1 Baths
... Bed/Bath
1,152 Sq. Ft.

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Last updated on 12/10/2025 8:42 AM
Welcome to Twin Bear Chalet, a cozy A-frame retreat tucked along a babbling creek in Napanoch, NY, just under two hours from New York City. Set on a half acre surrounded by native wildflowers, berries, and fruit trees, this 2 bedroom, 1 bath chalet offers the perfect blend of privacy, serenity, and ...rustic charm. Step inside and you'll find rough-cut pine paneling throughout, crafted by the original owner—a builder and artist whose handmade ironwork staircase tells a whimsical Catskills story of deer, squirrels, and bears. The open living space glows with natural light, while the upstairs loft provides a spacious second bedroom that opens to a three-season sleeping porch overlooking the forest and Trout Creek. Fall asleep to the sounds of the creek and wake to birdsong and mountain air. Recent updates include a new kitchen sink and lighting, upgraded plumbing, septic service (2023), and a new Generac whole-home standby generator (2023) so you can enjoy peace of mind and modern comfort in a timeless setting. Outside, garden boxes and native plantings invite you to harvest blueberries, blackberries, raspberries, grapes, cherries, paw paws and apples right from your yard. The unfinished basement offers room to expand, add a bedroom, studio, or workshop to suit your vision. Backing up to over 10,000 acres of state land just minutes from the Rondout Reservoir, and a short drive to Peekamoose Blue Hole, Minnewaska State Park, and Mohonk Preserve, this home is ideally located for year-round adventure. Whether you're seeking a weekend escape, a creative hideaway, or a vacation home; Twin Bear Chalet is a rare Catskills gem, a place to reconnect with nature and slow down life's pace. Continue reading
MLS#
20255365
Property Type
Single Family
Bedrooms
2
Bathrooms
1 Full
Year Built
1986
Square Feet
1,152 sq. ft
Price per Sq. Ft.
$295.14
Lot Size
0.5
Sewer
Holding Tank

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Listing Courtesy of: Erica Schupp - Four Seasons Sotheby's Int. 845-876-5100
Andrea D. Conner, License 10311208085, Xome Inc., License 10991227159, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067


The data relating to real estate on this website comes in part from the IDX of the Hudson Valley Catskill Region MLS. Real estate listings held by brokerage firms other than Xome are marked with IDX logo and the detailed information about them includes the name of the listing broker. Per New York legal requirement, click here for the Standard Operating Procedures. Copyright 2025 by the Hudson Valley Catskill Region MLS and Ulster County Board of Realtors, Inc. All Rights Reserved.
This content last refreshed on 12/10/2025 8:42 AM. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.
Information is deemed reliable but is not guaranteed.
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