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77 Upper Hook Road

Rhinebeck, NY 12572
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Bed 3

Bed

Bath 2

Bath

SqFt2,700

Sqft

Acres3.43

Acres(Lot)

A Rhinebeck Farmhouse Like No Other: Tucked at the corner of River Road, just five minutes from the village of Rhinebeck, 77 Upper Hook Road is the rare property that delivers on every promise — history, beauty, land, and livability, all in one. Built in 1830 and thoughtfully renovated, this charming farmhouse sits on 3.43 private acres. The original character has been carefully preserved and the kitchen and bathrooms have been brought to a standard of quiet perfection. The result is a home that feels both deeply rooted and entirely ready to live in. Mornings begin under the pergola with coffee and birdsong, looking out over garden beds and a lush, verdant lawn. The west-facing dining room catches the afternoon light beautifully — the kind of room that makes people linger at the table. Just beyond the barn, a productive organic raised-bed garden supplies the kitchen with the freshest of ingredients. The fireplace anchors the living room, ideal for fireside evenings after a home-cooked meal. A cozy den rounds out the interior with space to read, stream, or simply exhale. Outside, the grounds are as impressive as the house. A magnificent, sprawling Magnolia tree anchors the yard alongside mature specimen trees that have been growing here for generations. The original barn — massive in scale and full of possibility — awaits its next chapter: studio, workshop, entertaining space, or something entirely your own. A charming one-bedroom guest cottage with a generous living area and windowed kitchen is ready for visiting friends or as an income-producing rental. The cottage's zen living room features a vintage wood stove that sets the tone for slow, unhurried weekends for guests. Just five minutes from Rhinebeck Village, five minutes from the Rhinecliff station, and five minutes from Kingston and Red Hook, near Omega institute and Duchess County Fairgrounds, the location couldn't be better. Properties like this — where the history is real, the renovation is right, and the land is truly special — don't come along often. This is Rhinebeck living at its finest.

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Detail Ic Property Details

Property Type : Residential

Price : $1,625,000

AD Id : 79129570

MLS Id : 1003330

Beds : 3

Lot Size : 3.43 Acres

Living Area Size : 2,700

Year Built : 1830

Garage : 1

County : Dutchess

Subdivision: Whispering Oaks

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Feature Features

  • Bedroom Information

    Total beds: 3

    Bathroom Information

    Total Baths: 2 Full Baths: 1 Half Baths: 1

    Room Information

    Rooms Total: 9 Basement: Full, Unfinished
  • Interior Features

    High Ceilings Appliances: Dishwasher, Dryer, Freezer, Refrigerator, Washer
  • Heating & Cooling

    Has Heating: Yes Heating: Propane Has Cooling: Yes Cooling: Central Air

  • Building Information

    Year Built: 1830 Construction Materials: Frame, Wood Siding Patio And Porch Features: Patio Private Pool: No
  • Exterior Features

    Exterior Features: Garden

  • Lot Information

    Lot Size Acres: 3.43 Lot Size Square Feet: 149411 Lot Description: Back Yard, Corner Lot, Garden, Landscaped

    Property Information

    Subdivision: DUTCHESS FARM Source Property Type: Residential MLS Area Minor: Rhinebeck Property SubType: Single Family Residence Property Age: 196

  • Listing Price Information

    Listing Price: $1625000

  • Tax Information

    Parcel Number: 13508900617100002348090000 Annual Tax: $9196

  • Parking Information

    Parking Total: 5 Detached, Garage

    Garage Information

    Has Garage: Yes Garage Space: 1

  • School Information

    Elementary School: Chancellor Livingston Elementary Sch
    Junior High School: Bulkeley Middle School
    Senior High School: Rhinebeck Senior High School
  • Utility Information

    Cable Connected, Electricity Connected, Propane
  • Location Information

    Direction: From the traffic light in Rhinebeck head north on Montgomery Street, make a left turn at Mt. Rutsen Road, bear right at River Road, make a right onto Upper Hook Road, 77 is the first house on right. WaterSource: Private, Well
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Nearby Home Value

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440 Milan Hollow Road, Rhinebeck, NY, 12572 $1,400,000 4 3 3,224 3,224 SqFt
70 Camp Drive, Rhinebeck, NY, 12572 $699,000 2 2 1,900 1,900 SqFt
203 Silver Lake Road, Rhinebeck, NY, 12572 $1,695,000 4 5 4,052 4,052 SqFt
457 Round Lake Road, Rhinebeck, NY, 12572 $2,850,000 3 4 3,952 3,952 SqFt
334 Lake Drive, Rhinebeck, NY, 12572 $1,195,000 3 3 2,900 2,900 SqFt
40 Lakeside Drive, Rhinebeck, NY, 12572 $2,495,000 3 2 2,770 2,770 SqFt
292 Mountain View Road, Rhinebeck, NY, 12572 $1,250,000 2 2 1,750 1,750 SqFt
1231 Route 308, Rhinebeck, NY, 12572 $525,000 2 2 976 976 SqFt

The data relating to real estate for sale on this website comes in part from the Internet Data exchange of OneKey MLS. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed. Copyright © 2026 OneKey MLS. All Rights Reserved

ByOwner last updated this listing 06/05/2026 @ 02:07

MLS: 1003330 LISTED BY: Wendy Maitland, Atelier WM LLC 917-817-5576 SOURCE: OneKey MLS

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