Recently Listed Open House 1/10 12pm - 2pm
668 State Route 44 55
Highland, NY, 12528 $ 450,000
Bedrooms4 Baths1.1 Sq 3,140 Monthly Estimate*
$ 2,771
for $450,000 with 4 bedrooms and 1 full bath, 1 half bath. This 3,140 square foot home was built in 1920 on a lot size of 1.2.
With its over 100-year-old history, this home has only changed hands once before, a testament to its enduring appeal and the kind of place that's been lovingly maintained for generations. Set on 1.2 scenic acres, this charming three-story, 4-bedroom, 1.5-bath Colonial offers classic style and beautiful surroundings. A wraparound paved driveway with river stone posts leads to a two-car garage, while mature trees and hedges provide privacy and curb appeal. Enjoy peaceful mornings on the large covered front porch overlooking Rocking Horse Ranch pastures, or entertain on the bluestone back patio. Inside features include a large eat-in kitchen and formal dining room, with flexible living space across three levels. Hardwood floors span all three levels of the home, with existing carpeting in good condition on the first and second floors. The finished third level of the home and the cottage attached to the garage, offer plenty of space for work, hobbies, and potential to let your imagination run wild. This home perfectly blends charm with accessibility, ideally located just under 6 miles from the Mid-Hudson Bridge and the train station. It's also conveniently positioned between New Paltz, Gardiner, and Poughkeepsie, giving you easy access to all the area's highlights. Plus, Highland offers plenty of outdoor recreation, from biking the Wallkill Valley Rail Trail and the Walkway Over the Hudson to swimming, kayaking, and hiking at Berean Park, Black Creek, and Illinois Mountain.
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Open House
1/10/2026 12:00 PM - 2:00 PM
668 State Route 44 55 Highland, NY
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm
FeaturesInteriorInterior Amenities Breakfast Bar Built-in Features Ceiling Fan(s) Eat-in Kitchen Formal Dining
Basement Full Unfinished
Basement Features Full Unfinished
Basement (Y/N) Y
Fireplace Y/N N
Half Baths 1
Total Bedrooms 4
Total Baths 2
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GeneralSewer Septic Tank
Heating Oil Radiant
Cooling None
Utilities Electricity Connected Sewer Connected Water Connected
Appliances Oven Range Refrigerator
Garage Spaces 2
Patio/Porch Features Covered Porch
Architectural Style Colonial
Construction Materials Aluminum Siding Frame
Year Built 1920
View Trees/Woods
Property Subtype Single Family Residence
Tax Year 2025
Parcel Number 4200-095.003-0004-028.000-0000
County Ulster County
Property Type Residential
HOA N
Garage Y/N Y
Total Rooms 14
Full Baths 1
High School Highland Park Community School
City Plattekill
Senior Community Y/N N
High School District Highland
Carport Y/N N
Elementary School Highland Elementary School
Property Attached Y/N Y
Tax Annual Amount 8760
Showing Instructions Appointment required please use Showingtime. 2 hour notice preferred (pets on premises)
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 225500
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ExteriorParking Features Driveway Garage Driveway Garage
Water Source Well
Foundation Details Stone
Waterfront Y/N N
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* Excluded FeaturesList ByHeather HughesListing Agent
Hudson Dwellings RealtyBroker
hhughes4242@gmail.comEmail
Affordability Calculator
- Monthly Principal & Interest
- $2,771
- Monthly Property Taxes
- $730
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.25% 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.
Learn more about how to save NearbySingle family listings in Highland, NY
Average List Price $487,915
Percent of Sale Price 8%
About Highland, NY 2,476 Population
3% Since 2002
$ 49,554 Median Income
47.53 Median Age
21% Households with Children
Trends Information provided by ATTOM Data Solutions.
4100299 Elementary School
4100530 Middle School
Highland Park Community School High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 1/5/2026 | $450,000 | | Listed Price |