20 Hilltop Drive New Windsor, NY $ 389,900
20 Hilltop Drive
$ 389,900
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20 Hilltop Drive

New Windsor, NY, 12553
$ 389,900
Bedrooms2 Baths2.0 Sq 1,152

Monthly Estimate*

$ 2,401

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Single Family Home for sale in New Windsor, NY

for $389,900 with 2 bedrooms and 2 full baths. This 1,152 square foot home was built in 1952 on a lot size of 0.2101.

Welcome to 20 Hilltop Dr in New Windsor—an excellent opportunity for both investors and owner-occupants alike. Conveniently located with easy access to Interstate 84, the New York State Thruway, and Route 9W, this property offers an ideal location for commuters traveling throughout the Hudson Valley and beyond. Inside, you’ll find hardwood floors throughout much of the home, along with two full bathrooms and a functional layout designed for comfortable living. The walkout basement provides direct access to a level backyard, offering additional potential and flexibility. Outside, enjoy a rear deck perfect for entertaining, a spacious yard, and a storage shed for extra storage. Currently occupied by a month-to-month tenant that can be vacated with 60 days notice, this property presents an attractive opportunity for investors seeking immediate rental income while also offering flexibility for future owner-occupancy. Buyers are encouraged to look beyond the current occupancy and focus on the home’s overall layout, features, and potential. The property is actively lived in by a family with young children, and while every effort is made to accommodate showings, the home may not always present as a staged or vacant property. This is a wonderful opportunity to envision the long-term value and possibilities this home has to offer. Whether you’re looking to expand your investment portfolio or purchase a home in a highly convenient location, 20 Hilltop Dr is a property you won’t want to miss.

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Single Family Coming Soon

Price

$ 389,900

Bedrooms

2

Full Bath

2

Property Type

Single Family

Taxes

$ 4,880

Style

Cape Cod

Lot Size

0.2101

Year Built

1952

Town/City

New Windsor

County/Region

Orange

MLS | Web ID

979998

Features
Interior
Interior Amenities First Floor Bedroom Eat-in Kitchen Primary Bathroom Master Downstairs Quartz/Quartzite Counters Washer/Dryer Hookup
Basement Walk-Out Access
Total Fireplaces 0
Basement Features Walk-Out Access
Basement (Y/N) Y
Fireplace Y/N N
Half Baths 0
Total Bedrooms 2
Total Baths 2
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General
Sewer Public Sewer
Heating Forced Air Oil
Cooling Wall/Window Unit(s)
Utilities Cable Connected Electricity Connected
Appliances Other Oven Range Refrigerator
Architectural Style Cape Cod
Construction Materials Frame
Year Built 1952
Property Subtype Single Family Residence
Tax Year 2025
Parcel Number 334800-016-000-0004-019.000-0000
County Orange County
Property Type Residential
HOA N
Garage Y/N N
Other Structures Shed(s)
Total Rooms 7
Full Baths 2
Directions GPS
High School Newburgh Free Academy
City New Windsor
Senior Community Y/N N
High School District Newburgh
Carport Y/N N
Elementary School Newburgh
Property Attached Y/N N
Tax Annual Amount 4880.06
Middle/Junior High School Newburgh
Building Area Units Square Feet
Standard Status Coming Soon
Middle/Junior School District Newburgh
Elementary School District Newburgh
Tax Assessed Value 22100
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Exterior
Parking Features Driveway Driveway
Water Source Public
Waterfront Y/N N
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Internal Only
Street Number 1 20
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* Excluded Features
List By
Martin Krakower

Listing Agent

Exp Realty

Broker

martin.krakower@exprealty.com

Email

Affordability Calculator

$2,807
Per Month
86%
14%
0%
Monthly Principal & Interest
$2,401
Monthly Property Taxes
$407
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.
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Nearby
4892201 Elementary School
4892574 Middle School
Newburgh Free Academy High School High School
Pricing History
DatePricePrice ChangeDescription
6/8/2026$389,900 Listed Price

Map


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20 Hilltop Drive, New Windsor, NY, 12553 is a Single Family Home for sale at $389,900 with 1,152 sqft and a lot size of 0.2101. 20 Hilltop Drive has 2 bedrooms, 2.0 baths, and was built in 1952. The property's zip code is 12553 which is in New Windsor, NY