Date
Details
Price
Change
Source
4/21/2026
Listed
$899,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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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.
Full Property Details
Full Property Details for 32 Old Rte 199
General
- Price: $899,000
- Taxes: $11,470
- Status: Active
- Type: Multi-Family
- Source: Long_Island
- MLS ID: 985647
- Updated: 6/2/2026
- Added to Site: 82 day(s) ago
Interior
- Interior Features: First Floor Bedroom, Open Kitchen, Primary Bathroom, Quartz/Quartzite Counters
- Fireplace: Yes
- Number of Fireplaces: 2
- Fireplace(s): Living Room, Wood Burning
- Laundry Facilities: Yes
- Flooring: Combination
Rooms
Bathrooms
- Total Bathrooms: 5
- Full Bathrooms: 5
Bedrooms
- Total Bedrooms: 6
Other Rooms
- Laundry: In Basement, In Bathroom
Additional Information
- Pool: Yes
- Private Pool: Yes
Parking
- Total Spaces: 4
- Parking Features: Driveway
Location
- County: Dutchess County
- Driving Directions: Route 9 South to right on West Market Street, left on Old Route 199. The house is on the left.
School Information
- High School District: Red Hook
- Elementary School: Mill Road-Primary Grades
- Middle School: Linden Avenue Middle School
- High School: Red Hook Senior High School
Heating & Cooling
- Cooling Type: Wall/Window Unit(s)
- Heating Type: Electric, Forced Air, Oil
Utilities
- Sewer: Septic Tank
- Water: Well
- Utility Description: Cable Available, Electricity Connected, Trash Collection Private
Structural Information
- Architectural Style: Ranch
- Detached/Attached: Attached
- Construction: Block, Vinyl Siding
- Basement: Yes
- Basement Desc.: Finished, Partially Finished, Storage Space
- Year Built: 1976
Additional Structures
- Other Structures: Barn(s), Outbuilding
Lot Features
- Lot Size (Acres): 4
- Fence: Yes
- Fencing (Description): Partial
Financial Considerations
- Tax Amount: $11,470
Disclosures and Reports
- Special Conditions: None
- Property ID: 134889-6172-00-625810-0000.
Listed by JFIVE Homes Realty, LLC
We Value Your Privacy
We Value Your Privacy
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Listing agent
— 32 Old Rte 199 —
JFIVE Homes Realty, LLC
NMLS#: 1598647Get Pre-Approved Today
Schools
Schools serving 32 Old Rte 199
School District:Red Hook Central School District
| Name | Grades | Distance |
|---|---|---|
Mill Road Intermediate Grades 9 Mill Road, Red Hook, NY 12571 | 3-5 | 2.3 mi |
Mill Road Primary Grades 9 Mill Road, Red Hook, NY 12571 | PK-2 | 2.3 mi |
Linden Avenue Middle School 65 West Market Street, Red Hook, NY 12571 | 6-8 | 1.3 mi |
Red Hook Senior High School 103 West Market Street, Red Hook, NY 12571 | 9-12 | 1.1 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 32 Old Rte 199
Tax History
Tax History for 32 Old Rte 199
Year
Property Taxes
Change
Tax Assessment
Change
2025
$11,395
—
$620,000
9%
2025
$11,395
18%
$568,800
14%
2020
$9,660
—
$499,800
14%
2020
$9,660
375%
$438,400
17%
2021
$2,032
—
$374,700
4%
2021
$2,032
-79%
$360,300
—
2020
$9,660
11%
$360,300
—
2018
$8,710
1%
$360,300
—
2017
$8,617
1%
$360,300
—
2016
$8,538
—
$360,300
—
2015
$8,551
-3%
$360,300
—
2015
$8,816
1%
$360,300
—
2013
$8,709
—
$360,300
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 32 Old Rte 199
32 Old Route 199, Red Hook, NY 12571 (MLS# 985647) is a Multi-Family property with 2 units containing 6 bedrooms and 5 full bathrooms. 32 Old Route 199 is currently listed for $899,000 and was received on April 21, 2026. Want to learn more about 32 Old Route 199? Do you have questions about finding other Multi-Family real estate for sale in Red Hook? You can browse all Red Hook real estate or contact a Coldwell Banker agent to request more information.