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17 Chamberlain Hill Road

Red Hook, NY 12571 · Dutchess County

Beds
3
Baths
1
Sqft
2,063
Status
Active
On site
Today

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About this home

A true mid-century time capsule, 17 Chamberlain Hill Road is a rare opportunity to own a piece of Red Hook history. Built in 1956, this thoughtfully preserved ranch has been held by the same owner since its completion and retains the details that make its era so enduring: original redwood paneling, warm oak floors, birch cabinetry, and western-facing windows that welcome the afternoon light. Set on .69 acres along a private dead-end road, the property has a quiet, established feel. Its history is closely tied to the Red Hook community, where the original owners spent decades, including years teaching in the Red Hook School District. The grounds are just as special, with thoughtfully established plantings that bring color and interest throughout the seasons. A kousa dogwood welcomes you at the driveway, with a redbud, flowering crabapple, and weigela adding to the landscape. In the backyard, a large pink azalea, an impressive hydrangea, and established perennial gardens create a lovely setting to enjoy the outdoors. Inside, the original materials and thoughtful details speak to a different era, when craftsmanship and simplicity went hand in hand. A partially finished lower level offers additional flexible space, along with a workshop for projects, hobbies, or creative pursuits. Just minutes from the vibrant Village of Red Hook, with its local shops, restaurants, and everyday conveniences, this home offers a wonderful balance of privacy and proximity to town. For those who appreciate authentic 1950s character, this is a special find. With its original details and distinctive history, 17 Chamberlain Hill Road offers the opportunity to make a home with character your own.

Listed with Coldwell Banker Village Green · Allison Morelle · Source: OneKey MLS

One Key MLS

Information provided by One Key MLS, and is deemed reliable but not guaranteed accurate. Data last updated: Nov 2, 2026, 1:08 PM ET. ©2026 One Key MLS.

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$3,516.48Total / mo

Estimated monthly payment

Principal & interest
$2,704.23(76.9%)
Taxes
$612.25(17.4%)
Insurance
$200.00(5.7%)

Representative rates

Representative rates only, indicative for comparison. Edit the interest rate for your own quote; your lender’s numbers vary with credit, points, and insurance.

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Market insights

The market around Red Hook, NY

Current listings

New in the last 30 days

12

Nov 2026

Average price

Active listings

$1,605,334

Nov 2026

Average days on market

Active listings

129 days

Nov 2026

Computed from 66 active OneKey MLS listings in Red Hook, NY.

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