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32 Old Route 199

Red Hook, NY 12571

$899,000 $3,790/Mo

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Overview

Bed

Bath

Acres(Lot)

Description

Shepherd’s Knoll offers rare privacy and flexibility, located 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 into 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, chicke n coops, and established garden areas. 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.

Property Details

Property Type : Residential Income

Price : $899,000

AD Id : 77652473

MLS Id : 985647

Beds : 6

Lot Size : 4 Acres

Year Built : 1976

County : Dutchess

Map

What's Nearby

Nearby Areas

Features

Bedroom Information

Total beds: 6

Bathroom Information

Total Baths: 5 Full Baths: 5

Room Information

Basement: Finished, Partially Finished, Storage Space
Flooring Information

Combination
Heating & Cooling

Has Heating: Yes Heating: Electric, Forced Air, Oil Has Cooling: Yes Cooling: Wall/Window Unit(s)

Building Information

Year Built: 1976 Construction Materials: Block, Vinyl Siding Pool Features: Private Private Pool: Yes

Lot Information

Lot Size Acres: 4

Listing Price Information

Listing Price: $899000

Tax Information

Parcel Number: 134889-6172-00-625810-0000. Annual Tax: $11470

Parking Information

Parking Total: 4 Driveway

School Information

Elementary School: Mill Road-Primary Grades

Junior High School: Linden Avenue Middle School

Senior High School: Red Hook Senior High School
Utility Information

Cable Available, Electricity Connected
Location Information

Direction: Route 9 South to right on West Market Street, left on Old Route 199. The house is on the left. WaterSource: Private, Well

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Nearby Home Value

Address	Estimate	Bed	Bath	Sq. Ft	Lot Size
239 Rokeby Road, Red Hook, NY, 12571	$675,000	5	3	--
32 Old Route 199, Red Hook, NY, 12571	$899,000	6	5	3,500	3,500 SqFt

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ByOwner last updated this listing 06/04/2026 @ 00:32

MLS: 985647 LISTED BY: Jennifer Fivelsdal, JFIVE Homes Realty, LLC 845-758-6842 SOURCE: OneKey MLS