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$1,625,000
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Property Description
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.
Full Property Details
Full Property Details for 77 Upper Hook Rd
General
- Price: $1,625,000
- Taxes: $9,196
- Status: Active
- Type: Single Family
- Source: Long_Island
- MLS ID: 1003330
- Updated: 5/22/2026
- Added to Site: 8 day(s) ago
Interior
- Number of Rooms: 9
- Interior Features: High Ceilings
- Fireplace: Yes
- Number of Fireplaces: 1
- Fireplace(s): Wood Burning
- Appliances: Dishwasher, Dryer, Freezer, Refrigerator, Washer
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 1
- Half Bathrooms: 1
Bedrooms
- Total Bedrooms: 3
Exterior
- Porch/Patio/Deck: Patio
Parking
- Garage: Yes
- Garage Spaces: 1
- Total Spaces: 5
- Parking Features: Detached, Garage
Location
- County: Dutchess County
- Subdivision: DUTCHESS FARM
- Driving Directions: 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.
School Information
- High School District: Rhinebeck
- Elementary School: Chancellor Livingston Elementary Sch
- Middle School: Bulkeley Middle School
- High School: Rhinebeck Senior High School
Heating & Cooling
- Central air: Yes
- Cooling Type: Central Air
- Heating Type: Propane
Utilities
- Sewer: Septic Tank
- Water: Well
- Utility Description: Cable Connected, Electricity Connected, Propane
Structural Information
- Architectural Style: Farmhouse
- Detached/Attached: Detached
- Construction: Frame, Wood Siding
- Basement: Yes
- Basement Desc.: Full Basement, Unfinished
- Sq. Ft. Source: Other
- Year Built: 1830
Additional Structures
- Other Structures: Barn(s), Guest House
Lot Features
- Lot Size (Acres): 3.43
- Lot Size (Sq. Ft.): 149,411
- Lot Features: Back Yard, Corner Lot, Garden, Landscaped
Financial Considerations
- Tax Amount: $9,196
Disclosures and Reports
- Special Conditions: None
- Property ID: 13508900617100002348090000
Listed by Atelier WM LLC
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Schools
Schools serving 77 Upper Hook Rd
School District:Rhinebeck Central School District
| Name | Grades | Distance |
|---|---|---|
Chancellor Livingston Elementary School 48 Knollwood Road, Rhinebeck, NY 12572 | K-5 | 3.7 mi |
Bulkeley Middle School 45 North Park Road, Rhinebeck, NY 12572 | 6-8 | 3.3 mi |
Rhinebeck Senior High School 45 North Park Road, Rhinebeck, NY 12572 | 9-12 | 3.3 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 77 Upper Hook Rd
Date
Details
Price
Change
Source
5/22/2026
Listed
$1,625,000
180.17%
MLS
3/10/2017
Sold
$580,000
—
Public Record
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 77 Upper Hook Rd
Year
Property Taxes
Change
Tax Assessment
Change
2025
$16,674
-2%
$1,206,400
1%
2024
$16,956
598%
$1,196,400
-19%
2020
$2,429
—
$1,473,400
31%
2020
$2,429
-22%
$1,122,600
34%
2021
$3,107
—
$836,800
41%
2021
$3,107
-72%
$595,300
54%
2020
$10,960
22%
$385,500
—
2018
$8,974
12%
$385,500
—
2017
$7,995
2%
$385,500
—
2016
$7,806
—
$385,500
—
2015
$7,813
1%
$385,500
—
2015
$7,716
4%
$385,500
—
2013
$7,453
—
$385,500
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 77 Upper Hook Rd
77 Upper Hook Road, Rhinebeck, NY 12572 (MLS# 1003330) is a Single Family property with 3 bedrooms, 1 full bathroom and 1 partial bathroom. 77 Upper Hook Road is currently listed for $1,625,000 and was received on May 22, 2026. Want to learn more about 77 Upper Hook Road? Do you have questions about finding other Single Family real estate for sale in Rhinebeck? You can browse all Rhinebeck real estate or contact a Coldwell Banker agent to request more information.
