32 Old Route 199, Red Hook, NY 12571

$899,000
Active for Sale
 
Listing ID 11715926
Property Type Multi-Unit (2-4)
County Dutchess
Township Red Hook
School RED HOOK CENTRAL SCHOOL DISTRICT
Total Tax $11,470
Tax ID 134889 6172-00-625810-0000
FEMA Flood Map fema.gov/portal
Year Built 1976
   
Virtual Tour

Red Hook NY Multi-Family on 4 acres close to the village

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.
Property Details
  • 6 Total Bedrooms
  • 5 Full Baths
  • 2 Half Baths
  • 3500 SF (AG)
  • 1400 SF (BG)
  • 3500 SF (Total)
  • 4.00 Acres
  • 174240 SF Lot
  • Built in 1976
  • Renovated 1988
  • 1 Story
  • Partial Basement
  • 1400 Lower Level SF
  • Lower Level: Kitchen
  • Lower Level Kitchen
Interior Features
  • Furnished
  • 12 Rooms
  • Living Room
  • Dining Room
  • Den/Office
  • Kitchen
  • Laundry
  • First Floor Primary Bedroom
  • First Floor Bathroom
  • 2 Fireplaces
  • Forced Air
  • Oil Fuel
Taxes and Fees
  • $9,197 School Tax
  • $2,273 County Tax
  • $11,470 Total Tax
  • Tax Year 2026
Listed By
JFIVE HOMES REALTY LLC
Office: 845-758-6842
Mobile: 845-594-9947
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