NY
Dutchess
Red Hook
12571
32 Old Route 199
32 Old Route 199, Red Hook, NY 12571
Share Listing
Listing Type
Multi Family
Listing Status
Active
41
$899,000

Home Details for 32 Old Route 199

Price
$899,000
Type
Residential Income
Bedrooms
6
Total Bathrooms
5
Full Bathrooms
5
Year built
1976
Lot size acres
4
County
Dutchess
Basement
Finished, Partially Finished, Storage Space
MLS Listing#
985647
Property Description

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.

Property Features
  • Heating Information
    • Electric
    • Forced Air
    • Oil
  • Basement
    • Finished
    • Partially Finished
    • Storage Space
  • Water Features
    • Private
    • Well
  • Utilities
    • Cable Available
    • Electricity Connected
  • Fire Place
    • Living Room
    • Wood Burning
  • Cooling Information
    • Wall/Window Unit(s)
  • Parking
    • Driveway
School Information
School Information for 32 Old Route 199, Red Hook, NY 12571
Elementary School
Mill Road-Primary Grades
Middle School
Linden Avenue Middle School
High School
Red Hook Senior High School
Listing Courtesy: JFIVE Homes Realty, LLC - 845-758-6842
Presented by: Jennifer Fivelsdal
The data relating to real estate for sale on this website comes in part from the Internet Data exchange of OneKey MLS. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed. Copyright ©2026 OneKey MLS. All Rights Reserved
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EXIT REALTY CENTRAL
106-14 Rockaway Blvd., Ozone Park, NY 11417
Ron Harris
License #: 40HA1086848
Lic.R.E.Salesperson
Office
718 848 5900
Agent
646 732 6301
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