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3 Beds
3 Baths
2,769 sqft

$599,999

27 Chestnut Drive, Tannersville NY, 12485

Price per sqft$216.68
Built in1980
Property size2,769 sqft
Property typeResidential

Overview

Active

Listed Sep 16, 2026

Updated 3 weeks ago

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.

$3,992/mo

Est. mortgage payment based on a $599,999 home price.

All estimates are provided by Luxury Presence for informational purposes only. Actual amounts may vary.

Additional information

MLS® ID
20265427

Interior Features

Bedrooms
3
Bathrooms
3
Heating
Yes
Basement
Yes

Exterior Features

Lot Size
0.45 Acres

Other Property Details

Taxes
$8,379
Tax Frequency
Annually
Garage
Yes
View
Yes
MLS provider logo

Listed by Jason Dugo with Dugo Realty
Listing Contact:  

The IDX display contains information sourced from the Hudson Valley Catskill Region MLS as of 9/17/2026. This data is intended solely for personal, non-commercial use and is not to be utilized for any other purposes except to identify potential properties for purchase. Although the MLS data displayed is typically considered reliable, it is not guaranteed to be accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and are advised to conduct their own investigations or seek professional assistance. Other sources besides the Listing Agent may have contributed to the MLS data presented. Unless expressly specified in writing, the Broker/Agent has not confirmed any information obtained from external sources. The Broker/Agent may or may not have acted as the Listing and/or Selling Agent and cannot guarantee the accuracy of property locations displayed on any map. Any compensation offers are solely made to participants of the MLS where the listing is registered.

©2026 Hudson Valley Catskill Region MLS all rights reserved.

Data last updated on 9/17/2026 at 3:40 AM UTC

 

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