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6 Beds
5 Baths
3,500 sqft

$849,000

32 Old Route 199, Red Hook NY, 12571

Price per sqft$242.57
Built in1976
Property size3,500 sqft
Property typeMulti-family

Overview

Active

Listed Apr 22, 2026

Updated 2 weeks ago

Shepherd's Knoll offers rare privacy and flexibility, which is less than two miles from the village. Set on four beautiful acres that include lawns, pastures, and lightly wooded areas, this distinctive property sits at the end of a long private drive. It includes two spacious living units that could easily be converted back to a single-family home. Unit One features four bedrooms, three bathrooms, and a finished lower level. Unit Two offers two bedrooms and two bathrooms with a strong history as a short term rental. Both spaces include wood burning fireplaces and a wood stove, creating a warm, inviting atmosphere. Outdoor living shines here. expansive decks and porches overlook pastoral views, while the grounds include a charming studio cottage, a former sheep barn with storage, chicken coops, and established garden areas, ideal for creative use, light homesteading, or quiet retreat. Located just minutes from Bard College, a campus that includes the Fisher Center, and Montgomery Place. The property blends country seclusion with access to Hudson Valley cultural life. Whether you need multi-generational flexibility, a home plus a guest setup, or a private sanctuary close to town, Shepherd's Knoll offers a lifestyle that's increasingly hard to find.

$5,648/mo

Est. mortgage payment based on a $849,000 home price.

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

Additional information

MLS® ID
20261774

Interior Features

Bedrooms
6
Bathrooms
5
Fireplace
Yes
Cooling
Yes
Heating
Yes
Basement
No

Exterior Features

Lot Size
4 Acres

Other Property Details

Taxes
$12,319
Tax Frequency
Annually
55+/Senior Community
No

Also listed on OneKey MLS / Hudson Gateway and Long Island MLS

MLS provider logo

Listed by Jennifer Fivelsdal with JFive Homes Realty,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 6:30 AM UTC

 

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