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.
Pending
$399,900
29 Oakes Road, Highland, NY 12528
2beds
1,056sqft
Single Family Residence, Residential
Built in 1840
6,534 Square Feet Lot
$-- Zestimate®
$379/sqft
$-- HOA
What's special
Hudson riverfrontTimeless characterNatural beauty
- 252 days |
- 60 |
- 0 |
Zillow last checked:
Listing updated:
Listing by:
Century 21 Alliance Rlty Group 845-297-4700,
Anthony DeGelormo 845-590-5051,
Karen L. Zayas 845-764-1878,
Century 21 Alliance Rlty Group
Source: OneKey® MLS as distributed by MLS GRID,MLS#: 899839
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 2
- Bathrooms: 2
- Full bathrooms: 2
Bedroom 1
- Description: carpet, ceiling fan
- Level: Second
Bedroom 2
- Description: carpet
- Level: Second
Bathroom 1
- Description: wood floor, cathedral ceiling, w/d hook-up
- Level: First
Bathroom 2
- Description: tile floor, jack n jill set up
- Level: Second
Other
- Description: carpet
- Level: First
Kitchen
- Description: tile floor, 2 skylights, ceiling fan, wood beams, sliding glass door, pellet stove
- Level: First
Living room
- Description: hardwood floor
- Level: First
Heating
- Oil
Cooling
- Wall/Window Unit(s)
Appliances
- Included: Dishwasher, Electric Water Heater, Gas Cooktop, Gas Oven, Refrigerator, Water Softener Owned
- Laundry: Washer/Dryer Hookup
Features
- First Floor Bedroom, First Floor Full Bath, Beamed Ceilings, Cathedral Ceiling(s), Ceiling Fan(s)
- Basement: Crawl Space,Partial,Unfinished
- Attic: Partial
- Has fireplace: No
Interior area
- Total structure area: 1,056
- Total interior livable area: 1,056 sqft
Property
Features
- Patio & porch: Covered, Porch
- On waterfront: Yes
- Waterfront features: River Access, Waterfront
Lot
- Size: 6,534 Square Feet
Details
- Parcel number: 3200096.0050003006.0000000
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence, Residential
Materials
- Aluminum Siding
Condition
- Year built: 1840
Utilities & green energy
- Sewer: Septic Above Ground
- Utilities for property: See Remarks
Community & HOA
HOA
- Has HOA: No
Location
- Region: Lloyd
Financial & listing details
- Price per square foot: $379/sqft
- Tax assessed value: $141,200
- Annual tax amount: $5,158
- Date on market: 8/11/2025
- Cumulative days on market: 252 days
- Listing agreement: Exclusive Right To Sell
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 2/18/2026 | Pending sale | $399,900$379/sqft |
Source:  OneKey® MLS as distributed by MLS GRID #899839 Report a problem | ||
| 8/11/2025 | Listed for sale | $399,900-24.5%$379/sqft |
Source: OneKey® MLS as distributed by MLS GRID #899839 Report a problem | ||
| 8/11/2025 | Listing removed | $530,000$502/sqft |
Source: OneKey® MLS as distributed by MLS GRID #812185 Report a problem | ||
| 7/23/2025 | Price change | $530,000-3.6%$502/sqft |
Source: OneKey® MLS as distributed by MLS GRID #812185 Report a problem | ||
| 5/6/2025 | Listed for sale | $550,000+144.6%$521/sqft |
Source: OneKey® MLS as distributed by MLS GRID #812185 Report a problem | ||
| 10/7/2014 | Listing removed | $224,900$213/sqft |
Source: BHHS HUDSON VALLEY PROPERTIES EF #323190 Report a problem | ||
| 4/30/2014 | Price change | $224,900+17.1%$213/sqft |
Source: BHHS HUDSON VALLEY PROPERTIES EF #323190 Report a problem | ||
| 2/5/2014 | Price change | $192,000-8.5%$182/sqft |
Source: PRUDENTIAL SERLS PRIME PR #323190 Report a problem | ||
| 1/6/2014 | Price change | $209,900+7.1%$199/sqft |
Source: Prudential Serls Prime Properties #306338 Report a problem | ||
| 4/16/2012 | Listed for sale | $195,900-25.9%$186/sqft |
Source: Prudential Serls Prime Properties #306338 Report a problem | ||
| 2/22/2011 | Listing removed | $264,500$250/sqft |
Source: CENTURY 21 Serino Realty #291469 Report a problem | ||
| 9/15/2010 | Listed for sale | $264,500+200.6%$250/sqft |
Source: CENTURY 21 Serino Realty #291469 Report a problem | ||
| 5/14/2003 | Sold | $88,000$83/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | -- | $141,200 |
| 2024 | -- | $141,200 |
| 2023 | -- | $141,200 |
| 2022 | -- | $141,200 |
| 2021 | -- | $141,200 |
| 2020 | -- | $141,200 |
| 2019 | -- | $141,200 |
| 2018 | -- | $141,200 |
| 2017 | $4,713 | $141,200 |
| 2016 | -- | $141,200 |
| 2015 | -- | $141,200 |
| 2014 | -- | $141,200 |
| 2013 | -- | $141,200 -3.9% |
| 2011 | -- | $147,000 -7% |
| 2010 | -- | $158,000 |
| 2009 | -- | $158,000 |
| 2008 | -- | $158,000 |
| 2007 | -- | $158,000 |
| 2006 | -- | $158,000 +30.1% |
| 2005 | -- | $121,400 |
Find assessor info on the county website
Monthly payment
Estimated monthly payment
All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
See how much you could borrow to make a competitive offer.
Climate risks
Neighborhood: 12528
Nearby schools
GreatSchools rating
- 5/10Highland Elementary SchoolGrades: K-5Distance: 1.4 mi
- 2/10Highland Middle SchoolGrades: 6-8Distance: 1.4 mi
- 8/10Highland High SchoolGrades: 9-12Distance: 3.4 mi
Schools provided by the listing agent
- Elementary: Highland Elementary School
- Middle: Highland Middle School
- High: Highland Park Community School
Source: OneKey® MLS as distributed by MLS GRID. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
A local agent can set up tours, give advice and negotiate with sellers.
- New York
- Ulster County
- Highland
- 12528
- 29 Oakes Road
Nearby cities
Nearby zip codes
Other Highland Topics
