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Jeffrey A. Ashton
Licensed Real Estate Salesperson
REALTOR®

32 Old Route 199 , Red Hook, NY 12571

New - 20 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, Shepards 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 artists 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, Shepards Knoll delivers on every level. With its proven versatility, natural beauty, and prime location, this is more than a property; its an opportunity to create the lifestyle youve been looking for.

32 Old Route 199 | MLS# 20261774

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 Central School District school district. Search Red Hook real estate on jeffrey-ashton.timberlandproperties.com today.

Gallery

Property Features

Property Type: Multi Unit - Multiple
Cooling: Window Unit(s)
Fireplaces: 2
Fuel Type: Electric, Oil
Heating: Electric, Forced Air, Oil
Home Style: Ranch
Lot Size: 4.00 Acres
Taxes: $11,469
Year Built: 1976

Feature Descriptions

Appliances: Washer, Electric Oven, Dryer, Dishwasher, Built-In Electric Range
Exterior: Block
Fireplace: Fire Pit, Living Room
Flooring: Combination
Parcel #: 134889-6172-00-625810-000
SQFT Total: 3500
Units: 2
Utilities: Cable Available, Electricity Connected
Water: Well

Local Schools

Elementary School: Mill Road - Intermediate Grades
School District: Red Hook Central School District

Estimate Your Payment

Estimated Payment

$ 3,218.74 per month $2,000.78 Principal & Interest $955.75 Property Tax $262.21 Homeowner's Insurance

Change Payment Information

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

Demographics

Listed By / Shown By

Listing By

Agency Name: JFive Homes Realty,LLC

Shown By

Agent Name: Jeffrey A. Ashton
Agent Phone: Cell: (973) 650-0035
Agency Title: Timberland Properties

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All information is deemed reliable but not guaranteed. All properties are subject to prior sale, change, or withdrawal. Neither broker(s), nor agent(s) shall be responsible for any typographical errors, misinformation, or misprints, and shall be held totally harmless. Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided 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 on this site was last updated 04/23/2026. The listing information on this page last changed on 04/23/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Thu 04/23/2026 5:18:56 AM EST) or Global MLS (last updated Thu 04/23/2026 1:22:07 AM EST) or New York State Alliance MLS (last updated Thu 04/23/2026 2:34:39 AM EST) or Hudson Valley Catskill Region MLS (last updated Thu 04/23/2026 12:11:18 AM EST) or OneKey MLS (last updated Thu 04/23/2026 1:45:20 AM EST). Real estate listings held by brokerage firms other than Timberland Properties may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

All information is deemed reliable but not guaranteed. All properties are subject to prior sale, change, or withdrawal. Neither broker(s), nor agent(s) shall be responsible for any typographical errors, misinformation, or misprints, and shall be held totally harmless.

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