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$649,000
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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, 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.
Full Property Details
Full Property Details for 42 Oakes Rd
General
- Price: $649,000
- Taxes: $12,455
- Status: Active
- Type: Single Family
- Source: Long_Island
- MLS ID: 1054784
- Updated: 9/25/2026
- Added to Site: 18 day(s) ago
Interior
- Number of Rooms: 9
- Interior Features: First Floor Full Bath, Built-in Features, Eat-in Kitchen, Formal Dining, Original Details, Washer/Dryer Hookup
- Fireplace: Yes
- Number of Fireplaces: 1
- Fireplace(s): Living Room
- Appliances: Dishwasher, Dryer, Gas Range, Microwave, Refrigerator, Washer
- Laundry Facilities: Yes
- Flooring: Hardwood
Rooms
Bathrooms
- Total Bathrooms: 5
- Full Bathrooms: 5
Bedrooms
- Total Bedrooms: 5
Other Rooms
- Laundry: Laundry Room
Exterior
- Porch/Patio/Deck: Deck
Parking
- Total Spaces: 4
- Parking Features: Driveway
Location
- County: Ulster County
- Driving Directions: From Route 9 W in Highland take Haviland Road. Make Left on Mile Hill Road. Right on Oakes Road #42 on Left
School Information
- High School District: Highland
- Elementary School: Highland Elementary School
- Middle School: Highland Middle School
- High School: Highland Park Community School
Heating & Cooling
- Cooling Type: None
- Heating Type: Propane
Utilities
- Sewer: Septic Tank
- Water: Well
- Utility Description: Cable Connected, Electricity Connected, Propane, Water Connected
Structural Information
- Architectural Style: Other
- Detached/Attached: Detached
- Construction: Clapboard
- Basement: Yes
- Basement Desc.: Unfinished
- Building Size: 4281
- Square Feet: 4,281
- Sq. Ft. Source: Public Records
- Year Built: 1800
Lot Features
- Property View: River
- Lot Size (Acres): 0.62
- Lot Size (Sq. Ft.): 27,007
- Lot Features: Front Yard, Garden, Level, Views, Waterfront
Water Features
- Water Front View: River Front
Financial Considerations
- Tax Amount: $12,455
Disclosures and Reports
- Special Conditions: None
- Property ID: 3200-096-001
- Block: 2
- Lot Number: 13
Listed by Corcoran Country Living
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Schools
Schools serving 42 Oakes Rd
School District:Highland Central School District
| Name | Grades | Distance |
|---|---|---|
Highland Elementary School, Highland, NY 16 Lockhart Lane, Highland, NY 12528 | K-5 | 1.6 mi |
Highland Middle School 71 Main Street, Highland, NY 12528 | 6-8 | 1.5 mi |
Highland High School 320 Pancake Hollow Road, Highland, NY 12528 | 9-12 | 3.5 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 42 Oakes Rd
Date
Details
Price
Change
Source
9/24/2026
Listed
$649,000
158.57%
MLS
12/06/2006
Sold
$251,000
—
Public Record
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 42 Oakes Rd
Year
Property Taxes
Change
Tax Assessment
Change
2025
$12,141
1%
$329,000
—
2024
$12,020
100%
$329,000
—
2021
-100%
$329,000
—
2016
$10,981
-45%
$329,000
—
2020
$20,044
-1%
$329,000
—
2018
$20,337
3%
$329,000
—
2017
$19,779
2%
$329,000
—
2016
$19,311
76%
$329,000
—
2015
$10,949
2%
$329,000
—
2015
$10,717
4%
$329,000
—
2013
$10,339
—
$329,000
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 42 Oakes Rd
42 Oakes Road, Highland, NY 12528 (MLS# 1054784) is a Single Family property with 5 bedrooms and 5 full bathrooms. 42 Oakes Road is currently listed for $649,000 and was received on September 24, 2026. Want to learn more about 42 Oakes Road? Do you have questions about finding other Single Family real estate for sale in Highland? You can browse all Highland real estate or contact a Coldwell Banker agent to request more information.
