42 Oakes Road Highland, NY 12528
Listing by: ONEKEY as distributed by MLS GRID / Listed By: Anne Rajs, Corcoran Country Living

  42 Oakes Road Highland, NY 12528

Active (0 Days)
$649,000 (USD)
5
BED
5
BATH
4,281
SQFT

Description

Rarely do you find a property with such an up-close view of the Hudson River, offering a front-row seat to sailboats gliding by, tugboats slowly making their way along the water, and the romantic sound of the train.

For generations, this home has stood watch over the Hudson, with a story that appears to reach back more than two centuries. While town records list the home as built in 1900, historical records associated with the property indicate its history may reach back to the early 1800s. Remarkably, the home has been continuously lived in through the generations.

Set along the banks of the Hudson, beneath the Walkway Over the Hudson and Mid-Hudson Bridge, this three-story home is filled with character, with generously sized rooms, fireplaces, and a tower offering a remarkable vantage point to watch life on the river go by.

Surrounded by beautiful gardens and a substantial lawn, the property offers wonderful outdoor space overlooking the water—a setting that is increasingly hard to find.

The home requires substantial renovation, but therein lies the opportunity: to thoughtfully restore its character, honor its history, and bring this Hudson River beauty back to its former glory. The work may be significant, but the setting is irreplaceable and the views are timeless.

Franny Reese State Park is just minutes away for hiking and nature, while the train station, New Paltz, and Poughkeepsie are all within easy reach.

For the buyer with vision, this is more than a renovation project. It is an opportunity to become part of the continuing story of a remarkable home in an extraordinary Hudson River setting.

Property being sold in AS IS condition.

MLS #:
1054784
Taxes
$12,455(2025)
Lot Size
0.62 acres
Type
Single-Family Home
Year Built
1800
Style
Other
Views
River
School District
Highland

Listed By

Anne Rajs, Corcoran Country Living
Source
ONEKEY
Last checked Sep 24 2026 at 8:53 PM GMT+0000
Bathroom Details
  • Full Bathrooms: 5
Interior Features
  • Eat-In Kitchen
  • Washer/Dryer Hookup
  • Original Details
  • Formal Dining
  • First Floor Full Bath
  • Laundry: Laundry Room
  • Built-In Features
Kitchen
  • Dishwasher
  • Dryer
  • Microwave
  • Refrigerator
  • Washer
  • Gas Range
Lot Information
  • Level
  • Views
  • Waterfront
  • Garden
  • Front Yard
Property Features
  • Fireplace: Living Room
  • Foundation: Stone
Heating and Cooling
  • Propane
  • None
Basement Information
  • Unfinished
Flooring
  • Hardwood
Utility Information
  • Utilities: Electricity Connected, Water Connected, Cable Connected, Propane
  • Sewer: Septic Tank
School Information
  • Elementary School: Highland Elementary School
  • Middle School: Highland Middle School
  • High School: Highland Park Community School
Parking
  • Driveway
Living Area
  • 4,281 sqft

Estimated Monthly Mortgage Payment

*Based on Fixed Interest Rate withe a 30 year term, principal and interest only

Listing price
Down payment
%
Interest rate
%
Mortgage calculator estimates are provided by Corcoran Country Living and are intended for information use only. Your payments may be higher or lower and all loans are subject to credit approval.
Disclaimer: Square footage is based on information available to agent, including County records. Information has not been verified by agent and should be verified by buyer.
Based on information submitted to the MLS GRID as of 9/24/2026 20:53. 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.