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, and a tower offering a remarkable vantage
Property Details
Map
Map
What's Nearby
Nearby Areas
Features
-
Bedroom Information
Total beds: 5Bathroom Information
Total Baths: 5 Full Baths: 5Room Information
Rooms Total: 9 Basement: Unfinished -
Flooring Information
Hardwood -
Interior Features
Built-in Features, Eat-in Kitchen Appliances: Dishwasher, Dryer, Gas Range, Microwave, Refrigerator, Washer Laundry Features: Laundry Room -
Heating & Cooling
Has Heating: Yes Heating: Propane Cooling: None
-
Building Information
Year Built: 1800 Building Area Total: 4281 Construction Materials: Clapboard Patio And Porch Features: Deck Private Pool: No Water front Features: River Front View: River -
Exterior Features
Exterior Features: Garden
-
Lot Information
Lot Size Acres: 0.62 Lot Size Square Feet: 27007 Lot Description: Front Yard, Garden, Level, Views, Waterfront
-
Listing Price Information
Listing Price: $649000
-
Tax Information
Parcel Number: 3200-096-001 Tax Lot: 13 Tax Block: 2 Annual Tax: $12455
-
Parking Information
Parking Total: 4 Driveway
-
School Information
Elementary School: Highland Elementary SchoolJunior High School: Highland Middle SchoolSenior High School: Highland Park Community School -
Utility Information
Cable Connected, Electricity Connected, Propane, Water Connected -
Location Information
Direction: From Route 9 W in Highland take Haviland Road. Make Left on Mile Hill Road. Right on Oakes Road #42 on Left WaterSource: Public, Private, Well
How much is this property worth?
Curious about this home's true market value? Use our free Home Evaluation Tool to instantly get a personalized Comparative Market Analysis (CMA) report. Make smarter, data-driven decisions before you buy.
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 |
Similar Homes To 42 Oakes Road
Nearby For Sale
The data relating to real estate for sale on this website comes in part from the Internet Data exchange of OneKey MLS. 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 OneKey MLS. All Rights Reserved
ByOwner last updated this listing 09/30/2026 @ 18:59
More Cities with for Sale by Owner Homes
- Highland Homes For Sale By Owner
- Clintondale Homes For Sale By Owner
- Milton Homes For Sale By Owner
- Poughkeepsie Homes For Sale By Owner
- New Paltz Homes For Sale By Owner
- Modena Homes For Sale By Owner
- Hyde Park Homes For Sale By Owner
- Marlboro Homes For Sale By Owner
- Plattekill Homes For Sale By Owner
- Esopus Homes For Sale By Owner
- Gardiner Homes For Sale By Owner
- Tillson Homes For Sale By Owner
- High Falls Homes For Sale By Owner
- Rosendale Homes For Sale By Owner
- Pleasant Valley Homes For Sale By Owner
- Wallkill Homes For Sale By Owner
- Staatsburg Homes For Sale By Owner
- Ulster Park Homes For Sale By Owner
- Wappingers Falls Homes For Sale By Owner
- Cottekill Homes For Sale By Owner
Homes around $649,000
Verify Your Email
Please enter the 6-digit verification code
sent to your email address.
Verify Your Phone Number
Please enter the 6-digit verification code
sent to your mobile phone.