42 Oakes Road Highland, NY $ 649,000
42 Oakes Road
$ 649,000
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42 Oakes Road

Highland, NY, 12528
$ 649,000
Bedrooms5 Baths5.0 Sq 4,281

Monthly Estimate*

$ 4,098

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Single Family Home for sale in Highland, NY

for $649,000 with 5 bedrooms and 5 full baths. This 4,281 square foot home was built in 1800 on a lot size of 0.62.

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.

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Single Family Active

Price

$ 649,000

Bedrooms

5

Full Bath

5

Property Type

Single Family

Taxes

$ 12,455

Style

Other

Lot Size

0.62

Year Built

1800

Town/City

Highland

County/Region

Ulster

MLS | Web ID

20265699

Features
General
Sewer Private Sewer
Heating Propane Zoned
Utilities Cable Connected Electricity Available Sewer Connected Water Available
Appliances Washer Refrigerator Range Microwave Dryer Dishwasher
Zoning R-2
Patio/Porch Features Deck
Architectural Style Other
Construction Materials Frame
Year Built 1800
Electric 200+ Amp Service
View Water
Stories Count 3
Township Lloyd
Property Subtype Single Family Residence
County Ulster
New Construction false false
Property Type Residential
HOA false
Garage Y/N false
Total Rooms 9
Full Baths 5
Status Active
City Highland
Body of Water Hudson River
Senior Community Y/N false
High School District Highland Central Schools
MLS Area Highland
Lot Size Units Acres
Lot Size Square Feet 27007.2
Tax Annual Amount 12455
Property Condition Fixer
MLS Area Minor Highland
Standard Status Active
Tax Assessed Value 329000
Tax Lot 13
Legal Description 3200-096-001
Senior Community false
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Interior
Interior Amenities Built-in Features Eat-in Kitchen High Ceilings
Basement Unfinished
Flooring Wood
Total Fireplaces 1
Fireplace Features Metal
Basement (Y/N) true
Heating Y/N true
Fireplace Y/N true
Above Grade Finished Area 4281
Half Baths 0
Laundry Features Laundry Room Upper Level
Total Bedrooms 5
Below Grade Finished Area 0
Total Baths 5
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Exterior
Exterior Amenities Garden Private Yard
Lot Features Garden
Water Source Well
Lot Size Area 0.62
Foundation Details Stone
Spa false
Building Area Total 4281
Lot Size Acres 0.62
Road Surface Type Asphalt
Frontage Type River
Waterfront Y/N true
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* Excluded Features
List By
Anne Rajs

Listing Agent

Corcoran Country Living

Broker

annerajs@gmail.com

Email

Affordability Calculator

$5,136
Per Month
80%
20%
0%
Monthly Principal & Interest
$4,098
Monthly Property Taxes
$1,038
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
4827338 Elementary School
0 Middle School
Unknown High School High School
Pricing History
DatePricePrice ChangeDescription
9/26/2026$649,000 Listed Price

Map


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42 Oakes Road, Highland, NY, 12528 is a Single Family Home for sale at $649,000 with 4,281 sqft and a lot size of 0.62. 42 Oakes Road has 5 bedrooms, 5.0 baths, and was built in 1800. The property's zip code is 12528 which is in Highland, NY