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27 Chestnut Drive

Tannersville, NY 12485
  • $599,999
  • STATUS: Active
  • MLS #: 20265427
UPDATED: 17 min ago
$599,999
  • 3
    BEDS
  • 0.45
    ACRES
  • 3
    BATHS
  • 0
    1/2 BATHS
  • 2,769
    SQFT
  • $217
    $/SQFT
Neighborhood:
Type:
Single-Family Home
Built:
1980
County:
Area:

School Ratings & Info

School District:

Description

Just a short walk from the heart of Tannersville, this spacious Catskills home offers an exceptional combination of village convenience, mountain character, views, and incredible flexibility. A distinctive stone façade, large front yard, and elevated setting create an impressive first impression, while the substantial interior provides plenty of room for a full-time residence, mountain getaway, extended-family compound, or potential two-family configuration. The home currently features three bedrooms and three full bathrooms, highlighted by two massive stone fireplaces that bring authentic Catskills character to the living spaces. Large windows provide abundant natural light, while the expansive deck creates the perfect setting for outdoor dining, entertaining, and enjoying the surrounding mountain views. The finished lower level significantly expands the possibilities of the property. Complete with an additional kitchen, generous living space, and a built-in cedar steam sauna, the lower level could function beautifully as a private guest suite, extended-family quarters, recreation space, or potentially as part of a two-family configuration. There is also ample space to create additional bedrooms, giving the next owner considerable flexibility to adapt the property to their needs. Municipal water and sewer are a major advantage, particularly for anyone considering additional bedrooms or reconfiguring the existing space, subject to applicable approvals. A two-car garage provides excellent parking and storage, while the oversized front yard offers plenty of room for recreation, gardens, or outdoor gatherings. All of this is within walking distance of Tannersville's Main Street shops and restaurants and just minutes from Hunter Mountain, hiking, swimming, and year-round Catskills recreation. With its stone architecture, two fireplaces, finished lower level, second kitchen, sauna, large deck, views, and expansion potential, this is a substantial mountain home with multiple possibilities for how it can be enjoyed.

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© 2026 by Hudson Valley Catskill Region MLS. All Rights Reserved. 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 This Old Hudson Team at Houlihan Lawrence are marked with IDX logo and the detailed information about them includes the name of the listing broker. All information provided is deemed reliable but is not guaranteed and should be independently verified. 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. Data Last Updated:2026-10-12T08:53:17.953
www.thisoldhudsonrealestate.com/homes/181250642
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27 Chestnut Drive Tannersville, NY 12485

  • Price: $599,999
  • Status: Active
  • On Site: Days
  • Updated: 17 min ago
  • MLS #: 20265427
3
Beds
3
Baths
0
½ Baths
0.45
Acres
2,769
SQFT
$217
$/SQFT
1980
Built
Neighborhood:
Tannersville
County:
Greene
Area:
Tannersville
School District:
Hunter-Tannersville
Property Description
Just a short walk from the heart of Tannersville, this spacious Catskills home offers an exceptional combination of village convenience, mountain character, views, and incredible flexibility. A distinctive stone façade, large front yard, and elevated setting create an impressive first impression, while the substantial interior provides plenty of room for a full-time residence, mountain getaway, extended-family compound, or potential two-family configuration. The home currently features three bedrooms and three full bathrooms, highlighted by two massive stone fireplaces that bring authentic Catskills character to the living spaces. Large windows provide abundant natural light, while the expansive deck creates the perfect setting for outdoor dining, entertaining, and enjoying the surrounding mountain views. The finished lower level significantly expands the possibilities of the property. Complete with an additional kitchen, generous living space, and a built-in cedar steam sauna, the lower level could function beautifully as a private guest suite, extended-family quarters, recreation space, or potentially as part of a two-family configuration. There is also ample space to create additional bedrooms, giving the next owner considerable flexibility to adapt the property to their needs. Municipal water and sewer are a major advantage, particularly for anyone considering additional bedrooms or reconfiguring the existing space, subject to applicable approvals. A two-car garage provides excellent parking and storage, while the oversized front yard offers plenty of room for recreation, gardens, or outdoor gatherings. All of this is within walking distance of Tannersville's Main Street shops and restaurants and just minutes from Hunter Mountain, hiking, swimming, and year-round Catskills recreation. With its stone architecture, two fireplaces, finished lower level, second kitchen, sauna, large deck, views, and expansion potential, this is a substantial mountain home with multiple possibilities for how it can be enjoyed.
Exterior Features

Architectural Style Raised Ranch Attached Garage YN Yes Exterior Features [] Fencing [] Foundation Details [] Garage YN Yes Lot Features Corner LotFew Trees Parking Features Off StreetDriveway Patio And Porch Features PatioPorch Pool Features [] Road Frontage Type [] Road Surface Type Paved Roof [] View Mountain(s) Waterfront Features [] Window Features []

Interior Features

Appliances Washer/DryerRefrigeratorRangeDishwasher Basement FinishedFullWalk-Out Access Construction Materials [] Cooling [] Door Features [] Electric Circuit Breakers Fireplace Features [] Flooring [] Heating Baseboard Heating YN Yes Interior Features High CeilingsRecreation RoomSauna Laundry Features [] Levels Bi-Level Rooms Total 0

Property Features

Association Amenities [] Association Fee Includes [] Community Features [] General Tax 3651 Listing Terms [] New Construction YN No Other Equipment [] Other Structures [] Property Condition [] Property Sub Type Single Family Residence School Tax 4728 Security Features [] Sewer Public Sewer Special Listing Conditions [] Structure Type House Tax Annual Amount 8379 Tax Assessed Value 199400 Tax Block 1 Tax Legal Description Single Family Tax Lot 1 Township Tannersville Utilities [] Water Source Public

[Hudson Valley Catskill Region MLS] logo© 2026 by Hudson Valley Catskill Region MLS.
Listing # 20265427 provided courtesy of Jason Dugo of Dugo Realty: .
© 2026 by Hudson Valley Catskill Region MLS. All Rights Reserved. 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 This Old Hudson Team at Houlihan Lawrence are marked with IDX logo and the detailed information about them includes the name of the listing broker. All information provided is deemed reliable but is not guaranteed and should be independently verified. 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. Data Last Updated:2026-10-12T08:53:17.953
 
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This Old Hudson Team at Houlihan Lawrence
Hudson NY, 12534