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4 Beds
3 Baths
4,312 sqft

$20,000/month

48 Oak Road , Saugerties NY, 12477

Price per sqft$4.64
Built in1760
Property size4,312 sqft
Property typeResidential

Overview

Active

Listed Apr 15, 2026

Updated 26h ago

Built circa 1750, the historic Tobias Wynkoop House stands as a quiet testament to the early heritage of the Hudson Valley. Constructed in the region's traditional Dutch stone style, the residence reflects the enduring craftsmanship and architectural character of the area's earliest settlements. The property rests upon seven acres across the alluvial fields of the great Kaaterskill Basin, at the foot of Kaaterskill Clove--a dramatic glacier-carved gorge within the eastern Catskill Mountains. Celebrated for its sublime scenery, this remarkable valley inspired many of the Hudson River School painters, including Thomas Cole, whose landscapes first introduced the grandeur of the Catskills to a wider audience. Today the residence has been thoughtfully restored with careful respect for its historic character. Wide kingboard plank floors, recessed windows set within thick stone walls, and generous ceiling heights on the upper levels remain hallmarks of the home's early construction. A Vermont wood-burning stove lends warmth and atmosphere, while the kitchen and bathrooms have been tastefully renovated to balance historic integrity with modern comfort. Across the interiors, curated furnishings create an atmosphere of privacy, calm, and understated elegance--an ideal setting for extended stays in the Hudson Valley countryside. The grounds reveal the property's most enchanting qualities. Rolling meadow, mature trees, and seasonal mountain views surround the residence, while a private in-ground pool, fire-pit gathering area, and open lawn invite long summer afternoons outdoors. A rare historic residence offering pastoral beauty, architectural heritage, and refined country living in the heart of the Hudson Valley. Monthly seasonal rental available 6/1/26.

Additional information

MLS® ID
20261612
Available since
April 15, 2026

Interior Features

Bedrooms
4
Bathrooms
3
Fireplace
Yes
Basement
Yes

Exterior Features

Lot Size
6.57 Acres

 Courtesy of Daniella Browne | Four Seasons Sotheby's International Realty

Based on information from DASH - Sotheby's International Realty (SIR) as of 10/10/2026. This information is for your personal, non-commercial use and may not be used for any purpose other than to identify prospective properties you may be interested in purchasing. The 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 should investigate the data themselves or retain appropriate professionals. Information from sources other than the Listing Agent may have been included in the MLS data. Unless otherwise specified in writing, Broker/Agent has not and will not verify any information obtained from other sources. The Broker/Agent providing the information contained herein may or may not have been the Listing and/or Selling Agent. 

©2026 DASH - Sotheby's International Realty (SIR). All rights reserved. 

Data last updated 6:53 AM UTC, 10/10/2026

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