Listing photo for 5 Willow Dock Road, Highland, NY
Listing photo for 5 Willow Dock Road, Highland, NY
Listing photo for 5 Willow Dock Road, Highland, NY
Listing photo for 5 Willow Dock Road, Highland, NY
Listing photo for 5 Willow Dock Road, Highland, NY
Listing photo for 5 Willow Dock Road, Highland, NY
Listing photo for 5 Willow Dock Road, Highland, NY
Listing photo for 5 Willow Dock Road, Highland, NY
Listing photo for 5 Willow Dock Road, Highland, NY
Listing photo for 5 Willow Dock Road, Highland, NY
Listing photo for 5 Willow Dock Road, Highland, NY
Listing photo for 5 Willow Dock Road, Highland, NY
Listing photo for 5 Willow Dock Road, Highland, NY
Listing photo for 5 Willow Dock Road, Highland, NY
Listing photo for 5 Willow Dock Road, Highland, NY
Listing photo for 5 Willow Dock Road, Highland, NY
Listing photo for 5 Willow Dock Road, Highland, NY
Listing photo for 5 Willow Dock Road, Highland, NY
Listing photo for 5 Willow Dock Road, Highland, NY
Listing photo for 5 Willow Dock Road, Highland, NY
Listing photo for 5 Willow Dock Road, Highland, NY
Listing photo for 5 Willow Dock Road, Highland, NY
Listing photo for 5 Willow Dock Road, Highland, NY
Listing photo for 5 Willow Dock Road, Highland, NY
Listing photo for 5 Willow Dock Road, Highland, NY
Listing photo for 5 Willow Dock Road, Highland, NY
Listing photo for 5 Willow Dock Road, Highland, NY
Listing photo for 5 Willow Dock Road, Highland, NY
Listing photo for 5 Willow Dock Road, Highland, NY
Listing photo for 5 Willow Dock Road, Highland, NY
Listing photo for 5 Willow Dock Road, Highland, NY
Listing photo for 5 Willow Dock Road, Highland, NY
Listing photo for 5 Willow Dock Road, Highland, NY
Listing photo for 5 Willow Dock Road, Highland, NY
Listing photo for 5 Willow Dock Road, Highland, NY
Listing photo for 5 Willow Dock Road, Highland, NY
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5 Willow Dock Road,

Highland, NY

$565,000

2 Beds
3 Baths
1,364 Sqft
0.23 Acres
1 Garages

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

Facts & Features
MLS® # 932854
Price $565,000
Bedrooms 2
Bathrooms 3.00
Full Baths 2
Half Baths 1
Square Footage 1,364
Acres 0.23
Year Built 1860
Type Residential
Sub-Type Single Family Residence
Style Victorian
Status Pending
MLS hgmls
Community Information
Address 5 Willow Dock Road
City Highland
County Ulster
State NY
Zip Code 12528
Amenities
Utilities Trash Collection Private
Parking Detached
# of Garages 1
Is Waterfront Yes
Waterfront River Access, Waterfront
Has Pool No
Interior
Interior Features ENERGY STAR Qualified Door(s), Original Details
Appliances Dishwasher, Dryer, ENERGY STAR Qualified Appliances, Microwave, Range, Refrigerator, Washer, Water Softener Owned
Heating Forced Air
Cooling Central Air
Has Basement Yes
Basement Full, Unfinished
Fireplace No
Exterior
Construction Frame
School Information
District Highland
Elementary Highland Elementary School
Middle Highland Middle School
High Highland Park Community School
Additional Information
Date Listed November 13th, 2025
Days on Market 31
Short Sale No
RE / Bank Owned No
Listing Details
Listing Courtesy of Compass Greater NY LLC
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Listing information last updated on December 14th, 2025 at 3:05pm EST.