For Sale
House for sale at 32 Old Route 199, Red Hook, NY 12571 | MLS# 985647 | Listing updated on 2026-09-22
Photo 1 of House for sale at 32 Old Route 199, Red Hook, NY 12571 | MLS# 985647 | Listing updated on 2026-09-22
Photo 2 of House for sale at 32 Old Route 199, Red Hook, NY 12571 | MLS# 985647 | Listing updated on 2026-09-22
Photo 3 of House for sale at 32 Old Route 199, Red Hook, NY 12571 | MLS# 985647 | Listing updated on 2026-09-22
Photo 4 of House for sale at 32 Old Route 199, Red Hook, NY 12571 | MLS# 985647 | Listing updated on 2026-09-22
39+
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Street View

$849,000

Monthly Est:$4,226

  • Beds Icon6 Beds
  • Beds Icon
    5 Baths
  • Beds Icon--sqft

32 Old Route 199, Red Hook, NY 12571

$4,226/moEst:

Get Pre-Approved

  • Duplex

  • Built in 1976

  • $-- HOA

  • 4 acres lot

  • --/sqft

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 porche
s 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.

  • Houzeo last checked: 12 minutes ago
  • Listing updated: September 22, 2026 at 4:53 am
  • Listing Provided by: Jennifer Fivelsdal (845) 594-9947 | JFIVE Homes Realty, LLC (845) 758-6842
  • Source: OneKey MLS-NY | MLS#: 985647 OneKey MLS-NY

Part of

Building
32 Old Rte 199
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Property Details

  • Status

    Active

  • Type

    Multi Family

  • No. of Stories

    -

  • County

    Dutchess County

  • City

    Red Hook

  • Neighborhood

    --

  • Year Built

    1976

  • HOA Fees

    -

  • Finished Area

    - sqft

  • Lot Size

    4 acres lot

  • Basement Area

    - sqft

  • MLS Name

    OneKey MLS

  • MLS Number

    985647

  • MLS Status

    Active

  • Days on Market

    171

  • Cumulative Days on Market

    154

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Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 6

    Bathrooms: 5

Interior

  • Cooling

    Wall/window Unit(s)

  • Flooring

    Combination

  • Heating

    Electric, Forced Air, Oil

  • Interior Features

    First Floor Bedroom, Open Kitchen, Primary Bathroom, Quartz/quartzite Counters

  • Sewer

    Septic Tank

Construction

  • Year Built

    Year Built: 1976

  • Home type

    Duplex

  • Architectural Style

    Ranch

  • Construction Materials

    Block, Vinyl Siding

Utilities & Energy

  • Utilities

    Cable Available, Electricity Connected, Trash Collection Private

  • Water Source

    Well

  • Parking Features

    Driveway

  • Fireplace Features

    Living Room, Wood Burning

  • Laundry Features

    In Basement, In Bathroom

  • Basement

    Finished, Partially Finished, Storage Space

Price History

DateEventPrice

04/21/2026

Source: mls_logoOneKey MLS-NY #KEY985647

Listed for Sale

$849,000 -5.56%

$0/sqft

04/21/2026

Source: mls_logoOneKey MLS-NY #KEY985647

Price Increased

$899,000 +25585.71%

$0/sqft

02/18/2026

Source: mls_logoOneKey MLS-NY #KEY951760

Sold

$3,500

$0/sqft

01/15/2026

Source: mls_logoOneKey MLS-NY #KEY951760

Listed for Sale

$3,500 -99.55%

$0/sqft

10/17/2025

Source: mls_logoOneKey MLS-NY #KEY850095

Listing Removed

$785,000

$0/sqft

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Based on information from OneKey MLS, through Oct 10, 2026, 01:46PM. IDX information is provided exclusively for 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 is deemed reliable but not guaranteed. © 2026 OneKey® MLS. All rights reserved.

Advertising Broker: Derek Greene | The Greene Realty Group