32 Old Route 199, Red Hook, NY 12571

New - 5 Hours Ago

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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.

32 Old Route 199 | MLS# 985647

This multi-family property located at 32 Old Route 199, Red Hook, NY 12571 is currently listed for sale with an asking price of $899,000. Old Route 199 is located within the Red Hook school district. Search Red Hook real estate on www.timberlandproperties.com today.

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Property Features

Property Type: Multi Unit - Multiple
Basement: Yes
Basement: Finished, Partially Finished, Storage Space
Cooling: Wall/Window Unit(s)
Fireplaces: 2
Heating: Electric, Forced Air, Oil
Home Style: Ranch
Lot Size: 4.00 Acres
Taxes: $11,470
Year Built: 1976

Amenities

First Floor Bedroom
Open Kitchen
Primary Bathroom
Quartz/Quartzite Counters

Feature Descriptions

Attic: Pull Stairs
Exterior: Block, Vinyl Siding
Fencing: Partial
Fireplace Features: Living Room, Wood Burning
Fireplace Y/N: Yes
Flooring: Combination
Laundry: In Basement, In Bathroom
On Market Date: 2026-04-21
Other Structures: Barn(s), Outbuilding
Parcel Number: 134889-6172-00-625810-0000.
Parking Features: Driveway
Parking Total: 4
Property Attached Y/N: 1
Rental Term: Monthly
Separate Electric Meters: 3
Sewer: Septic Tank
Swimming Pool: Yes
Units: 2
Utilities: Cable Available, Electricity Connected, Trash Collection Private
Water: Well

Local Schools

High School: Red Hook Senior High School
Middle School: Linden Avenue Middle School
Elementary School: Mill Road-Primary Grades
School District: Red Hook

Estimate Your Payment

Estimated Payment

$ 3,218.83 per month $2,000.78 Principal & Interest $955.83 Property Tax $262.21 Homeowner's Insurance

Change Payment Information

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years/fixed
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yearly (est.)
(Payments are an estimate and may vary by lender)

Demographics

Listed By / Shown By

Listing By

Agency Name: JFIVE Homes Realty, LLC
Agency Phone: 845-758-6842

Shown By

Agency Title: Timberland Properties
Agency Phone: 845-586-3321

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