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SaveAskTourHide$3,850,000122 Days On Site52 Pells RoadRhinebeck, NY 12572
For Sale|Single Family Residence|Active 7
Beds7
Total Baths4
Full Baths3
Partial Baths6,089
SqFt$632
/SqFt1955
BuiltCounty:Dutchess Listing courtesy of Four Seasons Sothebys Intl sheri.sceroler@fourseasonssir.com Call Now: (845) 516-5123Is this the listing for you? We can help make it yours.(845) 516-5123
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Enter an interest rate to see your estimated monthly payment.Calculator powered by Showcase IDX, a Constellation1 Company. Copyright ©2026 Information is deemed reliable but not guaranteed.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.
HOME FEATURES:
• Approx. 4,600-square-foot main residence
• Five bedrooms
• Multiple gathering and entertaining spaces
• Apartment within the main house
• Two kitchens
• Beamed and cathedral ceilings
• Fireplaces
• Separate 1,500-square-foot carriage house
• Two-bedroom, two-bath carriage house
• Additional apartment above the barn
• Country views from many rooms
• Flexible layout for private residential
• Minutes to Rhinebeck Village and Rhinecliff Amtrak
LOT FEATURES:
• Nearly 40 acres in Rhinebeck, New York
• Original stone walls throughout the property
• Seven fenced pastures and one paddock
• Two ponds
• Over two miles of walking and riding trails
• Keep Safe fencing throughout
• Grass riding ring
• Riding arena with TravelRight footing
• Mature trees and open meadows
• Minutes to Rhinebeck Village and Rhinecliff Amtrak
HORSE FACILITY FEATURES:
• Up to 12 stalls
• Southern pine stalls with rubber stall mats
• Stalls configured as 12x12 or 12x24
• Dutch doors from each stall leading outdoors
• Wash racks
• Tractor barn with four bays
• Grass riding ring
• Riding arena with TravelRight footing
• Seven pastures and one paddock
• Keep Safe fencing throughout
• Apartment above the barn for staff, guests, or caretakers
SaveAskTourHideListing SnapshotPrice $3,850,000Days On Site 122 DaysBedrooms 7Inside Area (SqFt) 6,089 sqftTotal Baths 7Full Baths 4Partial Baths 3Lot Size 39 AcresYear Built 1955MLS® Number 1003365Status ActiveProperty Tax $23,470.6HOA/Condo/Coop Fees N/ASq Ft Source N/AFriends & FamilyRecent Activity4 months ago Listing first seen on site 4 months ago Listing updated with changes from the MLS®
General FeaturesAcres 39Energy Features SolarGarage YesGarage Spaces 2Parking CoveredDetachedGarageParking LotProperty Sub Type Single Family ResidenceSewer Septic TankStyle RanchUtilities Electricity ConnectedWater Source PrivateWellInterior FeaturesAppliances DryerRangeRefrigeratorWasherBasement Storage SpaceCooling Wall/Window Unit(s)Fireplace YesFireplaces 1Flooring WoodHeating PropaneSaveAskTourHideExterior FeaturesConstruction Details Wood SidingFencing FencedWoodRoad Frontage County RoadWaterfront Features PondWaterfront AccessCommunity FeaturesSchool District RhinebeckHorse Allowed YesSchoolsSchool DistrictRhinebeckElementary SchoolChancellor Livingston Elementary SchMiddle SchoolBulkeley Middle SchoolHigh SchoolRhinebeck Senior High School Listing courtesy of Four Seasons Sothebys Intl sheri.sceroler@fourseasonssir.com
Based on information submitted to the MLS GRID as of 2026-09-22 04:55 AM EDT.
All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied
Open House Information is subject to change without notice. All information should be independently reviewed
and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Neighborhood & CommuteSource: WalkscoreDisclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.SaveAskTourHide
52 Pells RoadRhinebeck, NY 12572
Mortgage Calculator
Monthly Payment (Est.)
Enter an interest rate to see your estimated monthly payment.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. HOME FEATURES: • Approx. 4,600-square-foot main residence • Five bedrooms • Multiple gathering and entertaining spaces • Apartment within the main house • Two kitchens • Beamed and cathedral ceilings • Fireplaces • Separate 1,500-square-foot carriage house • Two-bedroom, two-bath carriage house • Additional apartment above the barn • Country views from many rooms • Flexible layout for private residential • Minutes to Rhinebeck Village and Rhinecliff Amtrak LOT FEATURES: • Nearly 40 acres in Rhinebeck, New York • Original stone walls throughout the property • Seven fenced pastures and one paddock • Two ponds • Over two miles of walking and riding trails • Keep Safe fencing throughout • Grass riding ring • Riding arena with TravelRight footing • Mature trees and open meadows • Minutes to Rhinebeck Village and Rhinecliff Amtrak HORSE FACILITY FEATURES: • Up to 12 stalls • Southern pine stalls with rubber stall mats • Stalls configured as 12x12 or 12x24 • Dutch doors from each stall leading outdoors • Wash racks • Tractor barn with four bays • Grass riding ring • Riding arena with TravelRight footing • Seven pastures and one paddock • Keep Safe fencing throughout • Apartment above the barn for staff, guests, or caretakers
| 4 months ago | Listing first seen on site | |
| 4 months ago | Listing updated with changes from the MLS® |
Based on information submitted to the MLS GRID as of 2026-09-22 04:55 AM EDT. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.