32 Old Route 199
Red Hook, NY, 12571 $ 899,000
Bedrooms6 Baths5.0 Sq 3,500 Monthly Estimate*
$ 5,535
for $899,000 with 6 bedrooms and 5 full baths. This 3,500 square foot home was built in 1976 on a lot size of 4.
Tucked away at the end of a long, private driveway, yet just a short stroll to the village, Shepard's Knoll offers a rare and compelling combination of seclusion, character, and versatility. Set on four picturesque acres framed by mature trees and vibrant gardens, this distinctive property invites you to enjoy both peaceful retreat and everyday convenience. Originally conceived as a single-family residence, the home has been thoughtfully converted into two spacious units, separated by just one wall, making it simple to return to a grand single-family estate if desired. This flexibility opens the door to a range of possibilities, from multi-generational living to a smart investment opportunity. Unit one features four bedrooms and three bathrooms, along with a finished basement that expands the living space, currently generating steady long-term rental income. Unit two offers two bedrooms and two bathrooms and has a proven track record as a successful Airbnb. Both residences are filled with warmth and charm, each enhanced by a wood-burning fireplace and an additional wood stove, creating an inviting atmosphere. Step outside and the appeal continues. Expansive decks and porches provide the perfect setting for relaxing, entertaining, or simply taking in the serene pastoral views. The grounds are equally impressive, offering a collection of outbuildings that add both function and charm: a quaint cottage ideal for an artist's studio or fitness space, a former sheep barn with abundant storage, chicken coops, and a dedicated area once used for organic vegetable gardening. Whether you envision a private country sanctuary, an income-producing investment, or a flexible living arrangement that evolves with your needs, Shepard's Knoll delivers on every level. With its proven versatility, natural beauty, and prime location, this is more than a property; it's an opportunity to create the lifestyle you've been looking for.
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FeaturesGeneralHeating Electric Forced Air Oil
Cooling Window Unit(s)
Utilities Cable Available Electricity Connected
Appliances Washer Electric Oven Dryer Dishwasher Built-In Electric Range
Zoning RD3
Architectural Style Ranch
Construction Materials Block
Year Built 1976
Stories Count 1
Township Red Hook
Property Subtype Duplex
County Dutchess
New Construction false false
Property Type Residential Income
Status Active
City Red Hook
Senior Community Y/N false
High School District Red Hook Central School District
Number Of Units Total 2
MLS Area Red Hook
Lot Size Units Acres
Lot Size Square Feet 174240
Elementary School Mill Road - Intermediate Grades
Tax Annual Amount 11469
MLS Area Minor Red Hook
Virtual Tour https://listings.realbird.com/compact-tour/1-2-4/id/B3D9B8C6-647590
Structure Type Duplex
Standard Status Active
Tax Assessed Value 620000
Tax Lot 6258
Senior Community false
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InteriorFlooring Combination
Total Fireplaces 2
Fireplace Features Fire Pit Living Room
Furnished Units All Units
Air Conditioning Y/N true
Heating Y/N true
Fireplace Y/N true
Above Grade Finished Area 3500
Total Bedrooms 6
Below Grade Finished Area 1400
Total Baths 5
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ExteriorWater Source Well
Lot Size Area 4
Foundation Details Block
Building Area Total 3500
Lot Size Acres 4
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* Excluded FeaturesList ByJennifer FivelsdalListing Agent
Jfive Homes Realty,LlcBroker
jennifer@jfivehomes.comEmail
Affordability Calculator
- Monthly Principal & Interest
- $5,535
- Monthly Property Taxes
- $956
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbyMulti-family listings in Red Hook, NY
Average List Price $832,333
Percent of Sale Price 7%
About Red Hook, NY 11,605 Population
12% Since 2002
$ 73,400 Median Income
35.28 Median Age
30% Households with Children
Trends Information provided by ATTOM Data Solutions.
0 Elementary School
0 Middle School
Unknown High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 4/22/2026 | $899,000 | | Listed Price |