32 Old Route 199

Property feature image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Address: 32 Old Rte 199, Red Hook, NY 12571, USA
New York & Tri-State + 2-4 Units
Created date: April 21, 2026
Date last updated: October 3, 2026
Price: $849,000Investment Analyzer NEW!

Property 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, chicken 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.

Key Property Information

Listing Status: Available
Listing Type: Call for offers
Property Types: 2-4 Units
Price: $849,000
No. of Units: 2
Year Built: 1976
Opportunity Zone: No
Price per unit: $424,500
Property Website Click Here
Number of Bedrooms: 6
Number of Bathrooms: 5
Address: 32 Old Route 199, Red Hook, NY 12571, USA
Provided by:

Investment Analyzer

Step 1Financing Calculation

$
$
%
$
%
$
$

Step 2Gross Rent Analysis

Please enter annual amounts.

$
$
%
$
%
$
%
$
%
$
%
$
%
$
%
$
$

Step 3Final Deal Analysis

$
$
%
%
$
$

Similar Properties in the Area

, NY

, New York
New York & Tri-State + 2-4 Units
Units: 2
Price: $375,000

167 Main Street

Brockport, New York
New York & Tri-State + 2-4 Units
Units: 4
Price: $399,999

6 -7 Lotus Bay Road

Irving, New York
New York & Tri-State + 2-4 Units
Units: 2
Price: $4,220,000

Brokers

View All

Lenders

View All