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.
For sale
$1,625,000
77 UPPER HOOK Road, Rhinebeck, NY 12572
3beds
2,700sqft
Single Family Residence, Residential
Built in 1830
3.43 Acres Lot
$-- Zestimate®
$602/sqft
$-- HOA
What's special
Garden bedsProductive organic raised-bed gardenLush verdant lawn
- 32 days |
- 4,458 |
- 331 |
Zillow last checked:
Listing updated:
Listed by:
Atelier WM LLC 917-817-5576,
Wendy Maitland 917-817-5576
Source: OneKey® MLS as distributed by MLS GRID,MLS#: 1003330
Loading...
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 1
- 1/2 bathrooms: 1
Bedroom 1
- Description: Bedroom 1: Hard Wood Floor
- Level: Second
Bedroom 2
- Description: Bedroom 2: Hard Wood Floor
- Level: Second
Bedroom 3
- Description: Bedroom 3: Hard Wood Floor
- Level: Second
Bathroom 1
- Level: Second
Bathroom 2
- Level: First
Den
- Description: Media Room: Hard Wood Floor
- Level: First
Kitchen
- Description: Kitchen: Hard Wood Floor
- Level: First
Living room
- Description: Living Room: Fireplace, Hard Wood Floor
- Level: First
Heating
- Propane
Cooling
- Central Air
Appliances
- Included: Dishwasher, Dryer, Freezer, Refrigerator, Washer
Features
- High Ceilings
- Basement: Full,Unfinished
- Attic: None
- Number of fireplaces: 1
- Fireplace features: Wood Burning
Interior area
- Total structure area: 2,700
- Total interior livable area: 2,700 sqft
Property
Parking
- Total spaces: 5
- Parking features: Detached, Garage
- Garage spaces: 1
Features
- Patio & porch: Patio
Lot
- Size: 3.43 Acres
- Features: Back Yard, Corner Lot, Garden, Landscaped
Details
- Additional structures: Barn(s), Guest House
- Parcel number: 13508900617100002348090000
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Farmhouse
- Property subtype: Single Family Residence, Residential
Materials
- Frame, Wood Siding
Condition
- Year built: 1830
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
- Utilities for property: Cable Connected, Electricity Connected, Propane
Community & HOA
Community
- Subdivision: DUTCHESS FARM
HOA
- Has HOA: No
Location
- Region: Rhinebeck
Financial & listing details
- Price per square foot: $602/sqft
- Tax assessed value: $1,206,400
- Annual tax amount: $9,196
- Date on market: 5/22/2026
- Cumulative days on market: 28 days
- Listing agreement: Exclusive Right To Sell
- Electric utility on property: Yes
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 5/23/2026 | Listed for sale | $1,625,000+57.8%$602/sqft |
Source: | ||
| 12/28/2020 | Listing removed | -- |
Source: | ||
| 12/11/2020 | Sold | $1,030,000+12%$381/sqft |
Source: | ||
| 9/14/2020 | Pending sale | $920,000$341/sqft |
Source: ATELIER WM LLC NY #393654 Report a problem | ||
| 8/20/2020 | Listed for sale | $920,000+58.6%$341/sqft |
Source: ATELIER WM LLC NY #393654 Report a problem | ||
| 3/13/2017 | Sold | $580,000-2.5%$215/sqft |
Source: | ||
| 1/25/2017 | Pending sale | $595,000$220/sqft |
Source: Paul Hallenbeck Real Estate #20170226 Report a problem | ||
| 1/17/2017 | Listed for sale | $595,000$220/sqft |
Source: Paul Hallenbeck Real Estate #20170226 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | -- | $1,206,400 +0.8% |
| 2024 | -- | $1,196,400 -18.8% |
| 2023 | -- | $1,473,400 +31.2% |
| 2022 | -- | $1,122,600 +34.2% |
| 2021 | -- | $836,800 +40.6% |
| 2020 | -- | $595,300 +54.4% |
| 2019 | -- | $385,500 |
| 2018 | -- | $385,500 |
| 2017 | $8,889 | $385,500 |
| 2016 | -- | $385,500 |
| 2015 | -- | $385,500 |
| 2014 | -- | $385,500 |
| 2012 | -- | $385,500 |
| 2011 | -- | $385,500 |
| 2010 | -- | $385,500 -8% |
| 2009 | -- | $419,000 -5% |
| 2008 | -- | $441,000 |
Find assessor info on the county website
Monthly payment
Estimated monthly payment$1,822
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.
Climate risks
Neighborhood: 12572
Nearby schools
GreatSchools rating
- 6/10Chancellor Livingston Elementary SchoolGrades: PK-5Distance: 3.7 mi
- 8/10Bulkeley Middle SchoolGrades: 6-8Distance: 3.3 mi
- 7/10Rhinebeck Senior High SchoolGrades: 9-12Distance: 3.3 mi
Schools provided by the listing agent
- Elementary: Chancellor Livingston Elementary Sch
- Middle: Bulkeley Middle School
- High: Rhinebeck Senior High School
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.
A local agent can set up tours, give advice and negotiate with sellers.
- New York
- Dutchess County
- Rhinebeck
- 12572
- 77 UPPER HOOK Road







