77 Upper Hook Rd
Description
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...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.
- Listed by Wendy Maitland • Atelier WM LLCP: (917)-817-5576 C: (917)-817-5576 wendy@awmrealestate.com
Property Details for 77 Upper Hook Road
Property Details for 77 Upper Hook Road
| Status | Active |
|---|---|
| MLS # | 1003330 |
| Days on Market | 29 |
| Taxes | $9,196 / year |
| HOA Fees | - |
| Condo/Co-op Fees | - |
| Property Type | Single Family |
| MLS Type | Single Family |
| Year Built | 1830 |
| Lot Size | 3.43 AC / 149,411 SF |
| County | Dutchess County |
Location
Building Information for 77 Upper Hook Road
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$8,864 per month
30 year fixed, 6.36% Interest
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1Property Information for 77 Upper Hook Road
- Village: Rhinebeck
- Complex Name: DUTCHESS FARM
- Senior Community YN: No
- 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.
- Property Attached: No
- Structure Type: Detached
- State Or Province: NY
- School District: Rhinebeck
- Elementary School District: Rhinebeck
- Elementary School: Chancellor Livingston Elementary Sch
- Middle Or Junior School District: Rhinebeck
- Middle Or Junior School: Bulkeley Middle School
- High School District: Rhinebeck
- High School: Rhinebeck Senior High School
- Lease Considered: No
- Building Units Total: 1
- Room Level: First
- Room Type: Living Room
- RoomDescription 1: Living Room: Fireplace, Hard Wood Floor
- Room Level: First
- Room Type: Den
- Room Description: Media Room: Hard Wood Floor
- Room Level: Second
- Room Type: Bedroom 1
- Room Description: Bedroom 1: Hard Wood Floor
- Room Level: Second
- Room Type: Bedroom 2
- Room Description: Bedroom 2: Hard Wood Floor
- Room Level: Second
- Room Type: Bedroom 3
- Room Description: Bedroom 3: Hard Wood Floor
- Room Level: Second
- Room Type: Bathroom 1
- Room Level: First
- Room Type: Bathroom 2
- Room Level: First
- Room Type: Kitchen
- Room Description: Kitchen: Hard Wood Floor
- Parcel Number: 13508900617100002348090000
- Additional Fees: No
- Tax Source: Other
- Tax Year: 2026.0
- Association: No
- Amenities: Barn(s), Farmhouse, Guest House, High Ceilings, Patio, Well, Wood Burning
- Interior Features: High Ceilings
- Appliances: Dishwasher, Dryer, Freezer, Refrigerator, Washer
- Number Of Kitchens: 1.0
- Total Rooms: 9
- Basement: Full, Unfinished
- Attic Description: None
- Fireplace: Yes
- Fireplaces Total: 1
- Fireplace Features: Wood Burning
- Location Amenities: High Ceilings, Garden, Barn(s), Patio
- Living Area: 2,700.00
- Basement: Yes
- Exterior Property Features: Patio, Detached, Garage, Back Yard, Corner Lot, Garden, Landscaped
- Elevation Certificate: No
- Patio And Porch Features: Patio
- Construction Materials: Frame, Wood Siding
- Other Structures: Barn(s), Guest House
- Pool Private: No
- Lot Features: Back Yard, Corner Lot, Garden, Landscaped
- Additional Parcel: No
- Site Features: Back Yard, Corner Lot, Garden, Landscaped
- Building Area Units: Square Feet
- Parking Features: Detached, Garage
- Parking Total: 5.00
- Garage: Yes
- Carport: No
- Cooling: Central Air
- Heating: Propane
- Heat Fuel Type: Propane
- Sewer: Septic Tank
- Water Source: Well
- Utilities: Cable Connected, Electricity Connected, Propane
- Green Features: Dishwasher, Dryer, Freezer, Refrigerator, Washer, Propane
- Down Payment Resource: No
Property History for 77 Upper Hook Road
| Date | Event & Source | Price | Appreciation |
|---|---|---|---|
| May 22, 2026 | Listed (Active) ONEKEY #1003330 | $1,625,000 | — |
| Dec 11, 2020 | Sold ONEKEY #M393654 | $1,030,000 | — |
| Dec 11, 2020 | Sold MHMLS #393654 | $1,030,000 | — |
| Oct 1, 2020 | Pending ONEKEY #M393654 | — | |
| Oct 1, 2020 | Pending MHMLS #393654 | — | |
| Aug 20, 2020 | Listed (Active) ONEKEY #M393654 | $920,000 | — |
| Aug 20, 2020 | Listed (Active) MHMLS #393654 | $920,000 | — |
| Mar 13, 2017 | Sold HVCR MLS #113099 | $580,000 | — |
| Mar 13, 2017 | Sold HVCR MLS #20170226 | $580,000 | — |
| Mar 13, 2017 | Sold ONEKEY #M357711 | $580,000 | — |
| Mar 13, 2017 | Sold MHMLS #357711 | $580,000 | — |
| Mar 10, 2017 | Sold (Public Record) Public Record #597325216 | $580,000 | — |
| Mar 10, 2017 | Sold (Public Record) Public Record #597325216 | $580,000 | — |
| Mar 10, 2017 | Sold (Public Record) Public Record #597325216 | $580,000 | — |
| Mar 10, 2017 | Sold (Public Record) Public Record #597325216 | $580,000 | — |
| Feb 10, 2017 | Pending HVCR MLS #113099 | — | |
| Feb 10, 2017 | Pending HVCR MLS #20170226 | — | |
| Feb 10, 2017 | Pending MHMLS #357711 | — | |
| Feb 10, 2017 | Pending ONEKEY #M357711 | — | |
| Jan 18, 2017 | Listed (Active) HVCR MLS #113099 | $595,000 | — |
| Jan 17, 2017 | Listed (Active) HVCR MLS #20170226 | $595,000 | — |
| Jan 17, 2017 | Listed (Active) ONEKEY #M357711 | $595,000 | — |
| Jan 17, 2017 | Listed (Active) MHMLS #357711 | $595,000 | — |
| Date | Event & Source | Price |
|---|---|---|
| 05/22/2026 | Listed (Active) ONEKEY #1003330 | $1,625,000 |
| 12/11/2020 | Sold ONEKEY #M393654 | $1,030,000 |
| 12/11/2020 | Sold MHMLS #393654 | $1,030,000 |
| 10/01/2020 | Pending ONEKEY #M393654 | — |
| 10/01/2020 | Pending MHMLS #393654 | — |
| 08/20/2020 | Listed (Active) ONEKEY #M393654 | $920,000 |
| 08/20/2020 | Listed (Active) MHMLS #393654 | $920,000 |
| 03/13/2017 | Sold HVCR MLS #113099 | $580,000 |
| 03/13/2017 | Sold HVCR MLS #20170226 | $580,000 |
| 03/13/2017 | Sold ONEKEY #M357711 | $580,000 |
| 03/13/2017 | Sold MHMLS #357711 | $580,000 |
| 03/10/2017 | Sold (Public Record) Public Record #597325216 | $580,000 |
| 03/10/2017 | Sold (Public Record) Public Record #597325216 | $580,000 |
| 03/10/2017 | Sold (Public Record) Public Record #597325216 | $580,000 |
| 03/10/2017 | Sold (Public Record) Public Record #597325216 | $580,000 |
| 02/10/2017 | Pending HVCR MLS #113099 | — |
| 02/10/2017 | Pending HVCR MLS #20170226 | — |
| 02/10/2017 | Pending MHMLS #357711 | — |
| 02/10/2017 | Pending ONEKEY #M357711 | — |
| 01/18/2017 | Listed (Active) HVCR MLS #113099 | $595,000 |
| 01/17/2017 | Listed (Active) HVCR MLS #20170226 | $595,000 |
| 01/17/2017 | Listed (Active) ONEKEY #M357711 | $595,000 |
| 01/17/2017 | Listed (Active) MHMLS #357711 | $595,000 |
For completeness, we often displays two records for one sale: the MLS record and the public record.
Public Records for 77 Upper Hook Road
Schools near 77 Upper Hook Road
Rating | School | Type | Grades | Distance |
|---|---|---|---|---|
| Public - | PK to 5 | |||
| Public - | 6 to 8 | |||
| Public - | 9 to 12 |
Rating | School | Distance |
|---|---|---|
Chancellor Livingston Elementary School PublicPK to 5 | ||
Bulkeley Middle School Public6 to 8 | ||
Rhinebeck Senior High School Public9 to 12 |
School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.
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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.
Listing Courtesy of Atelier WM LLC
Based on information submitted to the MLS GRID as of 05/24/2026 03:23 PM. 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. Properties displayed may be listed or sold by various participants in the 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. The data is deemed reliable but is not guaranteed by MLS GRID. Use of the MLS GRID data may be subject to an end user license agreement prescribed by the applicable MLS of the Member Participant, if any, and as amended from time to time.
