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About this home
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.
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.
OneKey® MLS as Distributed by MLS Grid #1054784
Nov 6, 2026
Price Changed
$568,000
$133/sq ft
Sep 24, 2026
Listed
$649,000
$152/sq ft
HVCRMLS #20060376
Dec 6, 2006
Sold
$251,000
$59/sq ft
Jan 26, 2006
Listed
$250,000
$58/sq ft
HOUSE ON RIVER FRONT, RR BETWEEN PROPERTY & RIVER. GREAT VIEWS FROM UNDER MID HUDSON BRIDGE. CURRENTLY PARTIALLY GUTTED, TO BE SOLD "AS IS". BRING YOUR BUYERS NOW & RENOVATE THEIR WAY.
Public Records
Mar 6, 2002
Sold
$166,500
$39/sq ft
Year
Property tax
Land + Additions
Assessment*
2025
$12,455 (+3.8%)
$85,700 + $243,300
$329,000
2024
$12,005 (+1.6%)
$85,700 + $243,300
$329,000
2023
$11,816 (+3.4%)
$85,700 + $243,300
$329,000
2022
$11,431 (−0.5%)
$85,700 + $243,300
$329,000
2021
$11,486 (+0.5%)
$85,700 + $243,300
$329,000
2020
$11,429 (−42.7%)
$85,700 + $243,300
$329,000
2019
$19,932 (−2.0%)
$85,700 + $243,300
$329,000
2018
$20,337 (+2.8%)
$85,700 + $243,300
$329,000
2017
$19,779 (+2.4%)
$85,700 + $243,300
$329,000
2016
$19,311 (+76.4%)
$85,700 + $243,300
$329,000
2015
$10,948 (+2.2%)
$85,700 + $243,300
$329,000
2014
$10,717
$85,700 + $243,300
$329,000
Public record
Beds
6
Baths
5
Stories
3
Lot width
—
Lot depth
—
Lot size
0.62 Acres
Year renovated
—
Finished Sq. Ft.
4,281
Unfinished Sq. Ft.
—
Total Sq. Ft.
4,281
Year built
1900
Style
Multi-Family (2-4 Unit)
County
Ulster County
APN
513200A09600100020130000000
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Oct 21, 2026.
Historical weather
Highland, NY • 12528
Average low and high temperatures (°F)
33
18
37
19
54
31
63
41
70
50
82
60
86
66
81
58
77
54
63
43
52
34
37
22
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
67/ 100
Moderate sunlight
Sunscore
There appears to be some shading by surrounding buildings, terrain, and vegetation.
7.8 hrs
3.4 hrs
JuneDecember
Provided by Shadowmap
Redfin Estimate for 42 Oakes Rd
$553,539
$14K under list price of $568K
Nearby comparable homes
The Redfin Estimate uses 6 recent nearby sales, priced between $225K to $650K.