5 Willow Dock Road Highland, NY $ 565,000
5 Willow Dock Road
$ 565,000
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5 Willow Dock Road

Highland, NY, 12528
$ 565,000
Bedrooms2 Baths2.1 Sq 1,364

Monthly Estimate*

$ 3,525

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Single Family Home for sale in Highland, NY

for $565,000 with 2 bedrooms and 2 full baths, 1 half bath. This 1,364 square foot home was built in 1860 on a lot size of 0.23.

A truly special home that seamlessly blends the charm of its century-old origins with modern-day comfort and design. Tucked away on a quiet dead-end road, it offers sweeping Hudson River views from nearly every room, inviting you to experience the river’s beauty through all four seasons. Just steps from the water’s edge, this historic treasure provides a front-row seat to breathtaking sunrises from the primary suite or private second-floor balcony. This home lives like a three-bedroom thanks to its spacious and versatile third-floor bonus room—ideal as a guest room, office, or cozy lounge. Watch boats drift by, collegiate crews from Marist and Vassar glide past, and summer fireworks illuminate the Poughkeepsie riverfront. For outdoor enthusiasts, Bob Shepard Park and a public boat launch are less than a quarter mile away. Inside, a thoughtful 2019 restoration transformed the home into a bright, open-concept retreat equipped with smart home technology and energy-efficient systems, including solar, for lower utility costs and sustainable living. Recent upgrades include new windows and doors, spray foam insulation, a new roof, plumbing, and electrical, all brought to modern standards. The built-in audio system enhances everyday living. As evening falls, enjoy views of the twinkling Mid-Hudson Bridge and the Walkway Over the Hudson right from your window. Ideally located just 12 minutes from the Poughkeepsie Metro-North station and 13 minutes from the New Paltz Thruway exit, this home offers both tranquility and convenience. This is a rare opportunity to own a beautifully restored piece of Hudson Valley history where every day feels like a getaway. Additional Information: Parking: Detached two-car garage

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Single Family Active

Price

$ 565,000

Bedrooms

2

Full Bath

2

Half Bath

1

Property Type

Single Family

Taxes

$ 9,738

Style

Victorian

Lot Size

0.23

Year Built

1860

Town/City

Highland

County/Region

Ulster

MLS | Web ID

932854

Features
Interior
Interior Amenities ENERGY STAR Qualified Door(s) Original Details
Basement Full Unfinished
Basement Features Full Unfinished
Basement (Y/N) Y
Half Baths 1
Total Bedrooms 2
Total Baths 3
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General
Sewer Public Sewer
Heating Forced Air
Cooling Central Air
Utilities Trash Collection Private
Appliances Dishwasher Dryer ENERGY STAR Qualified Appliances Microwave Range Refrigerator Washer Water Softener Owned
Garage Spaces 1
Architectural Style Victorian
Construction Materials Frame
Year Built 1860
Property Subtype Single Family Residence
Tax Year 2025
Parcel Number 3200-088.017-0003-010.000-0000
Waterfront Features River Access Waterfront
County Ulster County
Property Type Residential
HOA N
Garage Y/N Y
Total Rooms 7
Full Baths 2
High School Highland Park Community School
City Lloyd
Senior Community Y/N N
High School District Highland
Carport Y/N N
Elementary School Highland Elementary School
Property Attached Y/N N
Tax Annual Amount 9738.22
Showing Instructions Please book through Showingtime. Provide POF or Pre-approval prior to showing.
Middle/Junior High School Highland Middle School
Building Area Units Square Feet
Standard Status Active
Middle/Junior School District Highland
Elementary School District Highland
Tax Assessed Value 256000
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Exterior
Parking Features Detached Detached
Water Source Well
Waterfront Y/N Y
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Internal Only
Street Number 1 5
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* Excluded Features
List By
Lindsay Rothman

Listing Agent

Compass Greater Ny Llc

Broker

lindsay.rothman@compass.com

Email

Affordability Calculator

$4,336
Per Month
81%
19%
0%
Monthly Principal & Interest
$3,525
Monthly Property Taxes
$812
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.375% 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
4100299 Elementary School
4100530 Middle School
Highland Park Community School High School High School
Pricing History
DatePricePrice ChangeDescription
11/17/2025$565,000 -5.04% Price Down
11/13/2025$595,000 Listed Price

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5 Willow Dock Road, Highland, NY, 12528 is a Single Family Home for sale at $565,000 with 1,364 sqft and a lot size of 0.23. 5 Willow Dock Road has 2 bedrooms, 2.1 baths, and was built in 1860. The property's zip code is 12528 which is in Highland, NY