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3 Beds
3 Baths
2,515 sqft

$2,300,000

190 Lewis Hollow Road, Woodstock NY, 12498

Price per sqft$914.51
Built in1805
Property size2,515 sqft
Property typeResidential

Overview

Active

Listed Sep 16, 2026

Updated 7 days ago

Few properties embody the history, architecture, and landscape of Woodstock as completely as the Lewis House. On the side of Overlook Mountain, at the very top of Lewis Hollow Road, and surrounded by thousands of acres of protected forest on Overlook Mountain, this remarkable property has evolved over more than 220 years while retaining the quiet character that makes it truly timeless. The original quarry house, dating to 1805, forms the heart of the current home, with what are now the living room and library serving as its earliest rooms and bedrooms above. Successive stewards thoughtfully expanded the residence rather than reinventing it, allowing each generation to contribute its own chapter. A striking addition completed in the 1960s introduced tall, gently curving windows overlooking the mountain stream, filling the home with natural light and creating a constant connection to the sound and movement of water. In the 1980s, the current owners added a spacious kitchen with soaring ceilings centered around an antique Queen Atlantic wood-burning cooking stove and oven, although one usually uses the Garland gas range and wall oven. Also added was a garage which can transform into a summer kitchen and entertainment area. Above that is a studio that has its own private entrance and patio, kitchenette and full bath--equally suited for guests, creative work, or a future primary suite. The home's history is woven into the cultural fabric of Woodstock. During the 1940s and 1950s it was home to historian and author Alf Evers, whose entertaining and well researched books on the Catskills, Woodstock and Kingston remain the definitive histories of the area. The white wisteria that still graces the front of the home recalls the annual Evers Wisteria Party, a reminder that this house has long been a place where people gathered to appreciate the beauty of its surroundings. Later featured in ''Good Housekeeping,'' whose editor headlined it as ''The Perfect Country Home.'' Outside, the landscape is every bit as compelling as the home itself. Ancient stone walls define open lawns, mature trees, flowering gardens, woodlands and meadows that were formerly apple orchards, while the mountain stream and waterfalls wind through the property beside the house. The in-ground pool, framed by local blue-stone, feels as though it has always belonged here. A wood shed and charming outbuilding add both function and character, while the hillside above reveals sweeping views across the Hudson Valley toward Kingston, with Overlook Mountain rising dramatically in the opposite direction. It is rare to find such complete privacy while remaining only three miles from the heart of Woodstock. The home offers remarkable flexibility, with three bedrooms and a full bath on the second floor, additional guest accommodations on the main level, and the studio providing either independent living quarters or a seamless extension of the home. Two fireplaces continue to anchor during the colder months, while a newer roof, standby generator, walkout basement with mechanical systems, and thoughtfully maintained pool equipment provide comfort and peace of mind throughout the seasons. More than a historic home, the Lewis House is a landscape, a retreat, and a piece of Woodstock's enduring story. It is a place where handsome architecture and beautiful landscaping have evolved with care over generations, where the sound of the stream becomes part of daily life, and where the next owner has the rare opportunity to become the steward of one of Woodstock's most distinctive properties.

$15,302/mo

Est. mortgage payment based on a $2,300,000 home price.

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

Additional information

MLS® ID
20265244

Interior Features

Bedrooms
3
Bathrooms
3
Heating
Yes
Basement
Yes

Exterior Features

Lot Size
6.5 Acres

Other Property Details

Taxes
$21,332
Tax Frequency
Annually
Garage
Yes
View
Yes
Pool
Yes
MLS provider logo

Listed by Harris Safier with Compass Greater New York, LLC
Listing Contact:  

The IDX display contains information sourced from the Hudson Valley Catskill Region MLS as of 9/23/2026. 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 9/23/2026 at 5:19 PM UTC

 

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