WhistleWood Farm
A rare multi-use estate set on just under 40 acres in the heart of Rhinebeck, NY.
Currently operating as a successful bed-and-breakfast, event venue, and horse boarding facility, WhistleWood Farm offers exceptional flexibility for both residential and commercial buyers seeking a true Hudson Valley destination property.
Comprised of three parcels totaling nearly 40 acres, the property is equally suited as a private compound, gentleman’s farm, equestrian retreat, boutique hospitality venture, or wellness-focused escape. Existing hospitality and equestrian infrastructure provide a strong foundation for continued or expanded use.
The main residence spans approximately 4,500 square feet and features 5 bedrooms, 5 full baths, and 2 kitchens—offering remarkable flexibility for private living, guest accommodations, or hospitality operations. Complementing the main house is an beautifully appointed 1,500-square-foot carriage house with three bedrooms and three baths, rich in character and perfectly suited for guests, extended stays, or expanded event and hospitality use.
Walking trails through the woods create a rare sense of privacy and connection to the landscape just moments from the heart of Rhinebeck Village—with its celebrated dining, farm-to-table restaurants, boutiques, and nearby Amtrak access.
For the tennis enthusiast, premier tennis facilities conveniently located next door further enhance the property’s lifestyle appeal.
Open meadows, mature trees, and a coveted Village-adjacent setting make WhistleWood Farm a truly rare offering—equally compelling as a private estate, hospitality investment, or legacy property in the Hudson Valley.
Additional features include solar power, further enhancing the property’s efficiency and long-term sustainability.
73 days
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986
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Zillow last checked:
Listing updated:
Listed by:
Four Seasons Sothebys Intl845-876-5100,
SHERI SCEROLER845-546-1714
Source: OneKey® MLS as distributed by MLS GRID,MLS#: 1003365
Facts & features
Interior
Bedrooms & bathrooms
Bedrooms: 7
Bathrooms: 7
Full bathrooms: 4
1/2 bathrooms: 3
Heating
Propane
Cooling
Wall/Window Unit(s)
Appliances
Included: Dryer, Range, Refrigerator, Washer
Features
First Floor Bedroom
Flooring: Wood
Basement: Storage Space
Attic: See Remarks
Number of fireplaces: 1
Interior area
Total structure area: 6,089
Total interior livable area: 6,089 sqft
Property
Parking
Total spaces: 2
Parking features: Covered, Detached, Garage, Parking Lot
Garage spaces: 2
Features
Fencing: Fenced,Wood
Lot
Size: 14.75 Acres
Details
Parcel number: 1350896270007949340000
Special conditions: None
Horses can be raised: Yes
Construction
Type & style
Home type: SingleFamily
Architectural style: Ranch
Property subtype: Single Family Residence, Residential
Attached to another structure: Yes
Materials
Wood Siding
Foundation: Slab
Condition
Year built: 1955
Utilities & green energy
Sewer: Septic Tank
Water: Well
Utilities for property: Electricity Connected
Green energy
Energy generation: Solar
Community & HOA
HOA
Has HOA: No
Location
Region: Rhinebeck
Financial & listing details
Price per square foot: $632/sqft
Tax assessed value: $1,784,700
Annual tax amount: $23,470
Date on market: 5/22/2026
Cumulative days on market: 74 days
Listing agreement: Exclusive Right To Sell
Listing terms: Cash,Conventional
Electric utility on property: Yes
Estimated market value
Zestimate®
Not available
Estimated sales range
Not available
Rent Zestimate®
Not available
Price history
Date
Event
Price
5/22/2026
Listed for sale
$3,850,000+1825%$632/sqft
Source: OneKey® MLS as distributed by MLS GRID #1003365Report a problem
10/14/2017
Listing removed
$2,500
Source: BHHS HUDSON VALLEY PROPERTIES RD #364426Report a problem
8/13/2017
Listed for rent
$2,500
Source: BHHS HUDSON VALLEY PROPERTIES RD #364426Report a problem
All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
See how much you could borrow to make a competitive offer.
Source: OneKey® MLS as distributed by MLS GRID. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.