$649,000

42 Oakes Road, Highland, NY 12528

  • 5 beds |
  • 5 baths |
  • 4,281 sqft
  • Property Icon Single-Family Home
  • Property Year Built Icon Built in 1800
  • Property Lot Size Icon0.62acre lot
  • Property Parking Icon —— car garage
  • Property Price Per Square Feet Icon $152/sqft
  • Property List Date Icon Listed 11 days ago

Property 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, original details and a fourth floor 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.

Listing Status:
Active
Date Added:
September 26, 2026
Data Last Updated:
October 5, 2026 at 7:38PM
Listing Office:
Corcoran Country Living : 845-876-6676
Listing Agent:
Anne Rajs : 845-797-1034
MLS ID:
20265699
  • General: Built-in FeaturesEat-in KitchenHigh Ceilings
  • Appliances: DryerDishwasherMicrowaveRangeRefrigeratorWasher
  • Laundry: Laundry RoomUpper Level
  • Basement: Unfinished
  • Flooring: Wood
  • Heating: PropaneZoned
  • Fireplace: MetalFireplaceFireplaces: 1
  • General: GardenPrivate Yard
  • Style: Other
  • General: Frame3Stone
  • Road/Access: Asphalt
  • Originating MLS: Hudson Valley Catskills Region Multiple List Service (Ulster County Board of REALTORS®)
  • School District: Highland Central Schools
  • County: Ulster
  • Zoning: R-23200-096-00196-1
  • View: Water
  • Utilities: Cable ConnectedElectricity AvailableSewer ConnectedWater Available200+ Amp Service
  • Water: Well
  • Sewer: Private Sewer
  • Source: Hudson Valley Catskills Region Multiple List Service (Ulster County Board of REALTORS®)

This listing courtesy of Anne Rajs , Corcoran Country Living

Monthly Payment

$Est. Payment
  • Principal & Interest $
  • Property Taxes $
  • Home Insurance $
  • VA Funding Fee $

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