32 Old Route 199 Red Hook, NY $ 899,000
32 Old Route 199
$ 899,000
Recently Listed
Share Save

32 Old Route 199

Red Hook, NY, 12571
$ 899,000
Bedrooms6 Baths5.0 Sq 3,500

Monthly Estimate*

$ 5,535

32 Old Route 199, Red Hook, NY 12571 - Image 1
32 Old Route 199, Red Hook, NY 12571 - Image 2
32 Old Route 199, Red Hook, NY 12571 - Image 3
32 Old Route 199, Red Hook, NY 12571 - Image 4
32 Old Route 199, Red Hook, NY 12571 - Image 5
32 Old Route 199, Red Hook, NY 12571 - Image 6
32 Old Route 199, Red Hook, NY 12571 - Image 7
32 Old Route 199, Red Hook, NY 12571 - Image 8
32 Old Route 199, Red Hook, NY 12571 - Image 9
32 Old Route 199, Red Hook, NY 12571 - Image 10
32 Old Route 199, Red Hook, NY 12571 - Image 11
32 Old Route 199, Red Hook, NY 12571 - Image 12
32 Old Route 199, Red Hook, NY 12571 - Image 13
32 Old Route 199, Red Hook, NY 12571 - Image 14
32 Old Route 199, Red Hook, NY 12571 - Image 15
32 Old Route 199, Red Hook, NY 12571 - Image 16
32 Old Route 199, Red Hook, NY 12571 - Image 17
32 Old Route 199, Red Hook, NY 12571 - Image 18
32 Old Route 199, Red Hook, NY 12571 - Image 19
32 Old Route 199, Red Hook, NY 12571 - Image 20
32 Old Route 199, Red Hook, NY 12571 - Image 21
32 Old Route 199, Red Hook, NY 12571 - Image 22
32 Old Route 199, Red Hook, NY 12571 - Image 23
32 Old Route 199, Red Hook, NY 12571 - Image 24
32 Old Route 199, Red Hook, NY 12571 - Image 25
32 Old Route 199, Red Hook, NY 12571 - Image 26
32 Old Route 199, Red Hook, NY 12571 - Image 27
32 Old Route 199, Red Hook, NY 12571 - Image 28
32 Old Route 199, Red Hook, NY 12571 - Image 29
32 Old Route 199, Red Hook, NY 12571 - Image 30
32 Old Route 199, Red Hook, NY 12571 - Image 31
View a Virtual Tour

Multi-Family Home for sale in Red Hook, NY

for $899,000 with 6 bedrooms and 5 full baths. This 3,500 square foot home was built in 1976 on a lot size of 4.

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.

See more

Multi-Family Active

Price

$ 899,000

Bedrooms

6

Full Bath

5

Property Type

Multi-Family

Taxes

$ 11,469

Style

Ranch

Lot Size

4

Year Built

1976

Town/City

Red Hook

County/Region

Dutchess

MLS | Web ID

20261774

Features
General
Heating Electric Forced Air Oil
Cooling Window Unit(s)
Utilities Cable Available Electricity Connected
Appliances Washer Electric Oven Dryer Dishwasher Built-In Electric Range
Zoning RD3
Architectural Style Ranch
Construction Materials Block
Year Built 1976
Stories Count 1
Township Red Hook
Property Subtype Duplex
County Dutchess
New Construction false false
Property Type Residential Income
Status Active
City Red Hook
Senior Community Y/N false
High School District Red Hook Central School District
Number Of Units Total 2
MLS Area Red Hook
Lot Size Units Acres
Lot Size Square Feet 174240
Elementary School Mill Road - Intermediate Grades
Tax Annual Amount 11469
MLS Area Minor Red Hook
Virtual Tour https://listings.realbird.com/compact-tour/1-2-4/id/B3D9B8C6-647590
Structure Type Duplex
Standard Status Active
Tax Assessed Value 620000
Tax Lot 6258
Senior Community false
See more
Interior
Flooring Combination
Total Fireplaces 2
Fireplace Features Fire Pit Living Room
Furnished Units All Units
Air Conditioning Y/N true
Heating Y/N true
Fireplace Y/N true
Above Grade Finished Area 3500
Total Bedrooms 6
Below Grade Finished Area 1400
Total Baths 5
See more
Exterior
Water Source Well
Lot Size Area 4
Foundation Details Block
Building Area Total 3500
Lot Size Acres 4
See more
* Excluded Features
List By
Jennifer Fivelsdal

Listing Agent

Jfive Homes Realty,Llc

Broker

jennifer@jfivehomes.com

Email

Affordability Calculator

$6,491
Per Month
85%
15%
0%
Monthly Principal & Interest
$5,535
Monthly Property Taxes
$956
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save

Discover how much house you can afford

Your dream home may be within reach.

Learn More about how to save

The time to sell is now
THE TIME TO SELL IS NOW! What's my home worth?
Nearby
0 Elementary School
0 Middle School
Unknown High School High School
Pricing History
DatePricePrice ChangeDescription
4/22/2026$899,000 Listed Price

Map


See all

32 Old Route 199, Red Hook, NY, 12571 is a Multi-Family Home for sale at $899,000 with 3,500 sqft and a lot size of 4. 32 Old Route 199 has 6 bedrooms, 5.0 baths, and was built in 1976. The property's zip code is 12571 which is in Red Hook, NY