Listing photo for 29 Oakes Road, Highland, NY
Listing photo for 29 Oakes Road, Highland, NY
Listing photo for 29 Oakes Road, Highland, NY
Listing photo for 29 Oakes Road, Highland, NY
Listing photo for 29 Oakes Road, Highland, NY
Listing photo for 29 Oakes Road, Highland, NY
Listing photo for 29 Oakes Road, Highland, NY
Previous View the Previous slide Next View the next slide
Back To Search
Prev Listing Next Listing

29 Oakes Road,

Highland, NY

$399,900

2 Beds
2 Baths
1,056 Sqft
0.15 Acres

An exceptional and rare opportunity to own a piece of the Hudson Riverfront between two of the region’s most iconic landmarks, the Mid-Hudson Bridge and the Walkway Over the Hudson. Located on the Highland side, presenting a blend of natural beauty and historic charm. At the heart of the property is a c.1840s two bedroom, one bath home, offering timeless character and panoramic views of the Hudson River. Watch the sunrise over the water and enjoy front-row seats to the beauty of the Walkway and Bridge, all from your own yard. Whether you’re seeking a private riverfront retreat or a unique investment, this offering is unmatched in location, charm, and opportunity.

Facts & Features
MLS® # 899839
Price $399,900
Bedrooms 2
Bathrooms 2.00
Full Baths 2
Square Footage 1,056
Acres 0.15
Year Built 1840
Type Residential
Sub-Type Single Family Residence
Style Saltbox
Status Pending
MLS hgmls
Community Information
Address 29 Oakes Road
City Highland
County Ulster
State NY
Zip Code 12528
Amenities
Utilities See Remarks
Is Waterfront Yes
Waterfront River Access, Waterfront
Has Pool No
Interior
Interior Features First Floor Bedroom, First Floor Full Bath, Beamed Ceilings, Cathedral Ceiling(s), Ceiling Fan(s), Washer/Dryer Hookup
Appliances Dishwasher, Electric Water Heater, Gas Cooktop, Gas Oven, Refrigerator, Water Softener Owned
Heating Oil
Cooling Wall/Window Unit(s)
Has Basement Yes
Basement Crawl Space, Partial, Unfinished
Fireplace No
Exterior
Construction Aluminum Siding
School Information
District Highland
Elementary Highland Elementary School
Middle Highland Middle School
High Highland Park Community School
Additional Information
Date Listed August 7th, 2025
Days on Market 253
Short Sale No
RE / Bank Owned No
Listing Details
Listing Courtesy of Century 21 Alliance Rlty Group
Mortgage Calculator

This mortgage calculator can be used to figure out monthly payments of a home mortgage loan, based on the home's sale price, the term of the loan desired, buyer's down payment percentage, and the loan's interest rate.

Purchase & Financing Information

Yes, I would like more information from Coldwell Banker Village Green Realty. Please use and/or share my information with a Coldwell Banker Village Green representative to contact me about my real estate needs.

By clicking Inquire I agree a Coldwell Banker Village Green Realty representative may contact me by phone or text message including by automated means about real estate services, and that I can access real estate services without providing my phone number. I acknowledge that I have read and agree to the privacy policy 

Print Contact Agent

Listing information last updated on April 21st, 2026 at 7:05pm EDT.