42 Oakes Road
Highland, NY 12528
5
Bed
5
Bath
4,281Sqft
0.62Acre(Lot)
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 to
Property Details
Map
Map
What's Nearby
Nearby Areas
Features
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Bedroom Information
Total beds: 5Bathroom Information
Total Baths: 5 Full Baths: 5Room Information
Rooms Total: 9 Has Basement: Yes Basement: Unfinished -
Flooring Information
Wood -
Interior Features
Built-in Features, Eat-in Kitchen, High Ceilings Appliances: Dryer, Dishwasher, Microwave, Range, Refrigerator, Washer Laundry Features: Laundry Room, Upper Level -
Heating & Cooling
Has Heating: Yes Heating: Propane, Zoned, Wood Stove Water front: 1
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Building Information
Year Built: 1800 Building Area Total: 4281 Construction Materials: Frame Stories: 3 Patio And Porch Features: Deck Private Pool: No Water front Features: River Front View: Water -
Exterior Features
Exterior Features: Garden, Private Yard
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Lot Information
Main Square Feet: 0.62 Acres Lot Size Acres: 0.62 Lot Size Square Feet: 27007.2 Lot Description: Garden, Waterfront
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Listing Price Information
Listing Price: $649000 Cash
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Tax Information
Parcel Number: 96-1 Tax Lot: 13 Tax Block: 2 Tax Year: 2025 Annual Tax: $12455 Tax Legal Desc: 3200-096-001
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Utility Information
Cable Available, Cable Connected, Electricity Available, Sewer Connected, Water Available -
Location Information
WaterSource: Private, Well
How much is this property worth?
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Nearby Home Value
| Address | Estimate | Bed | Bath | Sq. Ft | Lot Size |
|---|---|---|---|---|---|
| 42 Oakes Road, Highland, NY, 12528 | $649,000 | 5 | 5 | 4,281 | 0.62 Acre |
| 15 Oakes Road, Highland, NY, 12528 | $1,200,000 | 3 | 3 | 2,919 | 0.52 Acre |
| 74 Bellevue Road, Highland, NY, 12528 | $998,500 | 3 | 4 | 3,472 | 2.66 Acres |
| 110 Macks Lane, Highland, NY, 12528 | $797,000 | 4 | 4 | 3,182 | 2.50 Acres |
| 188 Sterling Place, Highland, NY, 12528 | $359,900 | 2 | 3 | 1,396 | 0.07 Acre |
| 41 Grand Street, Highland, NY, 12528 | $165,000 | 3 | 1 | 928 | 0.24 Acre |
| 00 Vineyard Avenue, Highland, NY, 12528 | $4,400,000 | -- | -- | -- | 73.70 Acres |
| 105 S Chapel Hill Road, Highland, NY, 12528 | $575,000 | 4 | 3 | 2,340 | 0.88 Acre |
| 105 S Chapel Hill Road, Highland, NY, 12528 | $575,000 | 4 | 3 | 2,340 | 0.88 Acre |
| 1 Jackman Street, Highland, NY, 12528 | $429,000 | 4 | 2 | 1,443 | 0.16 Acre |
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The data relating to real estate for sale on this website comes in part from the Internet Data exchange (IDX) program of the Ulster County Board of REALTORS®. 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. Information deemed reliable but not guaranteed. Copyright ©2026 Ulster County Board of REALTORS®, Inc.
ByOwner last updated this listing 09/30/2026 @ 16:07
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