About This Home

This 6-bedroom, 7-bathroom residential multi family at 32 Old Route 199 in Red Hook, NY is listed for $849,000 ($243 per sqft). Built in 1976, the home offers 3,500 sqft of living space on a 4.00 acres lot.

Key Features

  • Built in 1976
  • 4.00 acre lot
  • Fireplace

Property Details

1 story
5 full, 2 half
1976

Amenities

Fireplace
Listing Description

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, Shepherd'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.

Monthly Cost Estimate

$4,541/mo

20% down · 6.5% · 30 years

Principal$614
Interest$3,679
Insurance$248

Estimates only. Actual payments may vary.

Location

32 Old Route 199

Red Hook, NY 12571

Features & Amenities

Interior Features

Master Downstairs

Property Details

Heating

Forced AirOil

Questions & Answers

This 6-bedroom, 7-bathroom residential multi family at 32 Old Route 199 is listed at $849,000 ($243/sqft). The estimated monthly payment is $4,541 based on 20% down, a 30-year loan at 6.5% interest, estimated insurance.

Key features include: Built in 1976, 4.00 acre lot, Fireplace. Interior Features: Master Downstairs.

This property is listed by Jennifer Fivelsdal.

JF

Jennifer Fivelsdal

Agent at JFIVE HOMES REALTY LLC

Listed by JFIVE HOMES REALTY LLC · Broker phone: 8457586842 · View on Broker Site

MLS# 11715926· Source: My State MLS· 114 days on PropertySimple

Copyright © 2026 My State MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

32 Old Route 199, Red Hook, NY 12571

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