258 Riley Road
New Windsor, NY, 12553 $ 399,999
Bedrooms3 Baths1.0 Sq 1,716 Monthly Estimate*
$ 2,763
for $399,999 with 3 bedrooms and 1 full bath. This 1,716 square foot home was built in 1900 on a lot size of 5.2.
**5.2 ACRES OF POSSIBILITIES IN THE HEART OF THE HUDSON VALLEY!** A rare opportunity to own 5.2 acres in desirable New Windsor, offering space, versatility, and incredible potential! Whether you envision a country retreat, hobby farm, gardening, recreational space, or simply room to spread out, this unique property offers an opportunity to bring your vision to life. **PET LOVERS, TAKE NOTICE!** The property also features a huge chain-link fenced enclosure, providing a spacious, designated outdoor area for your beloved pets to roam, play, and enjoy the fresh country air! Why not give your furry friends their very own park. The property features a charming older home with approximately 1,700 square feet of living space, along with several existing functional outbuildings offering additional storage, workshop, and hobby possibilities. The home is livable but dated, presenting an excellent opportunity to renovate, personalize, and make it your own. Public tax records reflect a three-bedroom home; two original bedrooms were combined to create a spacious primary bedroom with a walk-in closet. An additional unfinished upper-level room offers potential for future improvements. The flexible floor plan includes additional living areas suitable for a den, home office, or guest-use space **LOCATION, LOCATION, LOCATION!** Enjoy the benefits of country-style living while remaining conveniently located near shopping, supermarkets, restaurants, schools, and everyday amenities. Nearby Salisbury Mills-Cornwall and Beacon train stations provide commuter rail options to NYC, with access to major highways including I-87 and I-84. New York Stewart International Airport is also conveniently located in New Windsor. Approximately 55 miles north of New York City, the area offers access to everything the beautiful Hudson Valley is known for—scenic mountains, hiking and biking trails, wineries, orchards, farmers markets, parks, Hudson River waterfront destinations, and year-round outdoor recreation. Explore nearby Cornwall, Newburgh, Beacon, and historic West Point.
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FeaturesInteriorInterior Amenities Built-in Features Eat-in Kitchen Formal Dining Natural Woodwork Open Kitchen
Basement Unfinished
Total Fireplaces 1
Fireplace Features Living Room Wood Burning
Basement Features Unfinished
Basement (Y/N) Y
Fireplace Y/N Y
Half Baths 0
Total Bedrooms 3
Total Baths 1
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GeneralSewer Public Sewer
Heating Electric
Cooling Electric
Utilities Electricity Available Electricity Connected Sewer Available Trash Collection Public
Appliances Cooktop Dishwasher Dryer Electric Cooktop Microwave Oven Refrigerator Washer
Garage Spaces 2
Patio/Porch Features Covered Deck Patio Porch
Architectural Style Farmhouse
Construction Materials Wood Siding
Year Built 1900
Property Subtype Single Family Residence
Tax Year 2026
Parcel Number 334800-035-000-0001-075.200-0000
County Orange County
Property Type Residential
HOA N
Garage Y/N Y
Other Structures Barn(s) Garage(s) Kennel/Dog Run Workshop
Total Rooms 8
Full Baths 1
Directions From Five Corners in Vails Gate take route 94 S to Riley rd. Turn right on Riley and continue to #258 Property is a long circular driveway.
High School Newburgh Free Academy
City New Windsor
Senior Community Y/N N
High School District Newburgh
Carport Y/N N
Elementary School Vails Gate Steam Academy
Property Attached Y/N N
Tax Annual Amount 9189.4
Middle/Junior High School Heritage Middle School
Property Condition Actual
Building Area Units Square Feet
Standard Status Active
Middle/Junior School District Newburgh
Elementary School District Newburgh
Tax Assessed Value 42300
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ExteriorParking Features Driveway Garage Driveway Garage
Water Source Public
Waterfront Y/N N
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* Excluded FeaturesList ByAlexandra ZinkoListing Agent
Century 21 Realty CenterBroker
Affordability Calculator
- Monthly Principal & Interest
- $2,763
- Monthly Property Taxes
- $766
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 7.375% 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.
Learn more about how to save NearbySingle family listings in New Windsor, NY
Average List Price $522,526
Percent of Sale Price 31%
About New Windsor, NY 27,151 Population
19% Since 2002
$ 74,706 Median Income
40.93 Median Age
32% Households with Children
Trends Information provided by ATTOM Data Solutions.
4964197 Elementary School
4098931 Middle School
Newburgh Free Academy High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 11/5/2026 | $399,999 | | Listed Price |