32 Old Rte 199

Red Hook, NY 12571

$899,000
Price
6
Beds
3,500 Sq. Ft.
$257 / Sq. Ft.
3,500
Sq. Ft.
$257
per Sq. Ft.
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Driveway to house
Four BR unit
Access to the 2 BR unit
area near sheep barn - Copy
Landscape 32 Old Route 199
expansive deck
Sheep Barn
iFruit trees
Cottage 3 second unit
Dining area - another view
Kitchen
Kitchen - a second view
living room
LR seen from kitchen
LR second view
office with view of the backyard
office - second view
Door to expansive deck -
Primary BR
Primary BA
_Primary BA G
Kitcchen 4 BR unit
LR 4 Br Unit
Dr - in 4 Br unit
BR 2 - 4 BR unit
Bathroom
BR Primary - 4 Br unit
Bathroom Apt - Copy
Basement area
Basement Sitting area
Basement library area
cottage
32 Old Route 199
Dining area - open floor plan

Description

Shepherd's Knoll offers rare privacy and flexibility, which is 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 to 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...Shepherd's Knoll offers rare privacy and flexibility, which is 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 to 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 porches overlook pastoral views, while the grounds include a charming studio cottage, a former sheep barn with storage, chicken coops, and established garden areas, ideal for creative use, light homesteading, or quiet retreat. 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.
  1. Listed by Jennifer Fivelsdal • JFive Homes Realty,LLC
    P: (845)-594-9947 C: (845)-594-9947 jennifer@jfivehomes.com

Property Details for 32 Old Rte 199

Senior Community YN
No
Zoning
RD3
Senior Community YN
No
LISTING UPDATED: 06/03/2026 07:36 AM

Property Details for 32 Old Rte 199

StatusActive
MLS #20261774
Days on Market44
Taxes$11,469 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeMulti Family
MLS TypeResidential Income / Duplex
Year Built1976
Lot Size4.00 AC / 174,240 SF
CountyDutchess County
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Location

Listing Courtesy of JFive Homes Realty,LLC
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Building Information for 32 Old Rte 199

Stories1Residences2Year Built1976Building Size-Lot Size4.00 AC / 174,240 SF

Payment Calculator

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$5,436 per month

30 year fixed, 6.36% Interest

Principal and Interest

$4,480

Property Taxes

$956

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 32 Old Rte 199

Summary
Location and General Information
  • Directions: Kingston Rhinecliff Bridge to left on Rte 9G. Just before light, make a right on Old Route 199,
  • Township: Red Hook
  • MLS Area Major: Red Hook
  • County: Dutchess
  • Latitude: 41.998061
  • Longitude: -73.905997
  • MLS Area Major: Red Hook
  • Sign On Property YN: Yes
Taxes and HOA
  • Association Fee: $.00
  • Parcel Number: 134889-6172-00-625810-000
  • Tax Block: 7200
  • Tax Annual Amount: $11,469.00
School Information
  • Elementary School: Mill Road - Intermediate Grades
Property
Lot Information
  • New Construction YN: No
  • Lot Size Acres: 4.0
  • Above Grade Finished Area: 3500.0
  • Below Grade Finished Area: 1400.0
  • Living Area: 3500.0
  • Lot Size Area: 4.0
  • Lot Size Units: Acres
  • Lot Size Square Feet: 174240.0
  • Above Grade Finished Area: 3500.0
  • Below Grade Finished Area: 1400.0
  • Lot Size Acres: 4.0
  • Ranch: Yes
  • Duplex: Yes
Property and Assessments
  • Owner Name: Dunckley
  • Total Floor Plans Count: 0
  • Property Type: Residential Income
  • Year Built: 1976
  • Property Sub Type: Duplex
  • New Construction YN: No
  • Page: 5654
  • Section: 617
Taxes and HOA
  • Tax Assessed Value: 620000.0
  • Tax Lot: 6258
Utilities
  • Electric: Yes
  • Cable Available: Yes
  • Electricity Connected: Yes
  • Well: Yes
Interior and Exterior Features
Exterior Features
  • Stories: 1
Interior Features
  • Fireplaces Total: 2
  • Fireplace YN: Yes
  • Bathrooms Total (Integer): 5
  • Bathrooms Total (Decimal): 5.0
  • Bathrooms Total (Notational): 5.0
  • Cooling: Yes
  • Heating: Yes
  • Bedrooms Total: 6
  • Fireplace YN: Yes
  • Units Furnished: All Units
  • Built-In Electric Range: Yes
  • Dishwasher: Yes
  • Dryer: Yes
  • Electric Oven: Yes
  • Washer: Yes
  • Window Unit(s): Yes
  • Living Room: Yes
  • Forced Air: Yes
  • Oil: Yes
Multi Family
Multi Family Information
  • Units Furnished: All Units
  • Number of Units: 2
Mobile Home
Mobile Home Information
  • Sign On Property YN: Yes
Rental
Rental Information
  • Occupant Name: *** NEW LISTING ***
  • Occupant Name: *** NEW LISTING ***

Public Records for 32 Old Rte 199

Taxable ValueLand$172,400Additions$447,600Total$620,000
Tax Record2025$11,470 ($956 / month)
Home Facts
Baths2.5Total Finished SqFt3,320 SqFtAbove Grade Finished SqFt1,720 SqFtFinished Basement SqFt1,600 SqFtStories1Lot Size174,240 SqFtStyleDuplexYear Built1976Year Renovated2000ZoningRD3CountyDUTCHESSAPN134889 6172-00-625810-0000Fireplace TypeHas Fireplace

Schools near 32 Old Rte 199

This home is within Red Hook Central School District.
Rating
School
Type
Grades
Distance
Mill Road Primary Grades
Public - PK to 2
Mill Road Intermediate Grades
Public - PK to 5
Linden Avenue Middle School
Public - 6 to 9
Red Hook Senior High School
Public - 9 to 12
Rating
School
Distance
Mill Road Primary Grades
PublicPK to 2

Mill Road Intermediate Grades
PublicPK to 5

Linden Avenue Middle School
Public6 to 9

Red Hook Senior High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 32 Old Rte 199, Red Hook, NY 12571

32 Old Rte 199 is a multi-family home for sale in Red Hook, NY 12571. This property was listed for sale on April 22, 2026 by JFive Homes Realty,LLC, it's currently listed at $899,000. This listing's school district is Red Hook Central School District. Nearby schools include Mill Road Primary Grades, Mill Road Intermediate Grades and Linden Avenue Middle School. 32 Old Rte 199 is a 6-bed, 5-bath, 3,500 sqft multi-family home built in 1976.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of JFive Homes Realty,LLC

The source of the displayed data is either the property owner or public record provided by non-governmental third parties. It is believed to be reliable but not guaranteed. This information is provided exclusively for consumers’ personal, non-commercial use. The data relating to real estate for sale or lease on this webpage comes from the the IDX Program of OneKey® MLS, Columbia Greene Northern Dutchess MLS, Hudson Valley Catskill Regional MLS and Ulster County Board of REALTORS. Real estate listings held by brokerage firms other than Compass are marked with a OneKey® MLS, Columbia Greene Northern Dutchess MLS, Hudson Valley Catskill Regional MLS or Ulster County Board of REALTORS Logo. Use of these search facilities other than by a consumer seeking to purchase or lease real estate is prohibited. The accuracy of all information is deemed reliable but not guaranteed and should be verified through personal inspection by and/or with appropriate professionals. The data contained herein is copyrighted by the IDX Program of OneKey® MLS, Columbia Greene Northern Dutchess MLS, Hudson Valley Catskill Regional MLS and Ulster County Board of REALTORS and is protected by all applicable copyright laws. Any unauthorized dissemination of this information is in violation of copyright laws and is strictly prohibited. Information Copyright 2026, OneKey® MLS, Columbia Greene Northern Dutchess MLS, Hudson Valley Catskill Regional MLS and Ulster County Board of REALTORS. All rights reserved. Data last updated: 06/03/2026 07:36 AM