42 Oakes Road, Highland, NY 12528
Local realty services provided by:Better Homes and Gardens Real Estate Realty Connect
42 Oakes Road,Highland, NY 12528
$568,000
- 5 Beds
- 5 Baths
- 4,281 sq. ft.
- Single family
- Active
Listed by: anne c. rajs
Office: corcoran country living
MLS#:1054784
Source:OneKey MLS
Price summary
- Price:$568,000
- Price per sq. ft.:$132.68
About this home
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....
Contact an agent
Home facts
- Year built:1800
- Listing ID #:1054784
- Added:45 day(s) ago
- Updated:November 09, 2026 at 12:16 PM
Rooms and interior
- Bedrooms:5
- Total bathrooms:5
- Full bathrooms:5
- Rooms Total:9
- Flooring:Hardwood
- Dining Description:Eat-In Kitchen, Formal Dining
- Kitchen Description:Dishwasher, Eat-in Kitchen, Microwave, Refrigerator
- Basement:Yes
- Basement Description:Unfinished
- Living area:4,281 sq. ft.
Heating and cooling
- Heating:Propane
Structure and exterior
- Year built:1800
- Building area:4,281 sq. ft.
- Lot area:0.62 Acres
- Lot Features:Garden, Level, Views, Waterfront
- Construction Materials:Clapboard
- Levels:3 Story
Schools
- High school:Highland Park Community School
- Middle school:Highland Middle School
- Elementary school:Highland Elementary School
Utilities
- Water:Well
- Sewer:Septic Tank
Finances and disclosures
- Price:$568,000
- Price per sq. ft.:$132.68
- Tax amount:$12,455 (2025)
Features and amenities
- Appliances:Dishwasher, Dryer, Microwave, Refrigerator, Washer
- Laundry features:Dryer, Washer, Washer/Dryer Hookup
Parking
- Total parking spaces:4
- Parking description:Driveway
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