32 Old Rte 199

32 Old Rte 199 front
32 Old Route 199 back view use
Driveway to house
Front of 2BR unit
Porch for 2 BR unit
Front view
Fruit trees
living room
LR second view
LR seen from kitchen
Dining area - another view
Kitchen
Kitchen - a second view
office with view of the backyard
office - second view
Door to expansive deck -
Primary BR
Primary BA
_Primary BA Vanity
Landscape by 4 BR Unit
LR 4 Br Unit
Kitcchen 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
Deck for 4 BR Unit
Deck for 2BR unit
Deck
Backyard
exterior
Sheep barn
Sheep Barn
area near sheep barn - Copy
Cottage
Cottage second view
Cottage interior
Cottage interior 3
Cottage interior 2
Driveway
Vegetable garden
Dining area - open floor plan
Active
$849,000
6 beds3,500 sqft

32 Old Rte 199, Red Hook, NY 12571

Est: $5,559/moGet pre-approved
Multi FamilyProperty Type
4 acresLot Size
1976Year Built
$243/sq ftPrice per sq ft

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.
169 days on Market
  • Listed by: Jennifer Fivelsdal 845.594.9947 jennifer@jfivehomes.com • JFive Homes Realty,LLC
Last updated: 09/22/2026 12:32 AM • Source: HVCR MLS, MLS#: 20261774
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Location

Listing Courtesy of JFive Homes Realty,LLC
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$5,559 per month

30 year fixed, 7.03% Interest

Principal and Interest

$4,532

Property Taxes

$1,027

HOA Dues

$0

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Property Information for 32 Old Rte 199

Property Details

  • Taxes: $12,319 / year
  • MLS Type: Residential Income / Duplex
  • County: Dutchess County
  • Senior Community YN: No
  • Zoning: RD3
  • Senior Community YN: No

Building Information

  • Stories: 1
  • Residences: 2
  • Year Built: 1976
  • Lot Size: 4.00 AC / 174,240 SF

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

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
  • Property Type: Residential Income
  • New Construction YN: No
  • Page: 5654
  • Section: 617
Taxes and HOA
  • Tax Assessed Value: 663400.0
  • 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
  • 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

Public Records for 32 Old Rte 199

Taxable Value

Land

$172,400

Additions

$447,600
Total$620,000

Tax Record

2025

$11,470 ($956 / month)

Home Facts

Baths

2.5

Total Finished SqFt

3,320 SqFt

Above Grade Finished SqFt

1,720 SqFt

Finished Basement SqFt

1,600 SqFt

Stories

1

Lot Size

174,240 SqFt

Style

Duplex

Year Built

1976

Year Renovated

2000

Zoning

RD3

County

DUTCHESS

APN

134889 6172-00-625810-0000

Fireplace Type

Has 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 $849,000. 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 any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim 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 seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of JFive Homes Realty,LLC

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