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Land with Home for Sale in Red Hook, New York

32 Old Rte 199, Red Hook, NY 12571

$899,000
4 acres
Active sale
ago
Est $5,268/mo

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.

Sq feet
6
Beds
5
Full baths
1976
Built

Location

Street address
32 Old Rte 199
School district
Red Hook
Elevation
257 feet
Coordinates
41.9986, -73.9061

Directions

Route 9 South to right on West Market Street, left on Old Route 199. The house is on the left.

Property details

Acreage
4 acres
MLS #
MLSLI 985647
Posted

Property taxes

2026
$11,470

Parcels

  • 134889-6172-00-625810-0000.

Details and features

Listing

Type
Residential Multi Family
Subtype
Single Family Residence
Unit Count
2

Exterior

Parking Spaces
4
Parking
Driveway
Pool
Private
Structures
Outbuilding

Structure

Style
Ranch
Basement
Finished, Partially Finished, Storage Space
Water
Well
Sewer
Septic Tank
Heating
Electric, Forced Air, Oil
Cooling
Wall/Window Unit(s), Window Unit(s)
Materials
Block, Vinyl Siding

Interior

Rooms
Basement, Bathroom x 5, Bedroom x 6
Flooring
Combination
Fireplaces
Yes
Features
First Floor Bedroom, Open Kitchen, Primary Bathroom, Quartz/Quartzite Counters

Nearby schools

NameTypeDistrict
Mill Road-Primary GradesElementaryRed Hook
Linden Avenue Middle SchoolMiddleRed Hook
Red Hook Senior High SchoolHighRed Hook

Listing history

DateEventPriceChangeSource
Apr 21, 2026New listing$899,000MLSLI
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This 4-acre property is located at 32 Old Rte 199 in Red Hook, NY 12571. The property is available for sale for $899,000. It has a 6 bedroom, 5 bath house built in 1976.

Checked 2 hours ago — Updated

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