Skip to content
Photo 1 of 21
Photo 1 of 21 — 20 Hilltop Drive, New Windsor, NY 12553
View all 21 photos

20 Hilltop Drive, New Windsor, NY 12553

Orange County

Key Facts

2Beds
2Baths
1,152Sq Ft
1952Year Built
0.21Lot (acres)

Description

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.

Property Information

Property Type

Residential

Sub-Type

Single Family Residence

Style

Cape Cod

Year Built

1952

Living Area

1,152 sq ft

Lot Size

0.21 acres

MLS® Listing#

979998

Property Features

Interior

Eat-in KitchenMaster Downstairs

Appliances

OtherOvenRangeRefrigerator

Cooling

Wall/Window Unit(s)

Heating

Forced AirOil

Basement

Walk-Out Access

Parking

Driveway

Laundry

In Basement

Construction

Frame

Other Structures

Shed(s)

Utilities

Cable ConnectedElectricity Connected

Sewer

Public Sewer

Water Source

Public

Schools

Elementary:
Newburgh
Middle:
Newburgh
High:
Newburgh Free Academy

Financial Details

Annual Taxes

$4,880

Assessed Value

$22,100

Parcel Number

334800-016-000-0004-019.000-0000

Directions

GPS

Affordability Calculator

$77,980

Estimated monthly payment

$2,075/mo

Principal $311,920 · Est. interest $435,156 over 30 yrs

Neighborhood Market Statistics

How this home compares to active listings in New Windsor, NY

$713,768
Median Listing Price
58
Median Days on Market
1,408
Median Sq Ft
$473
Median Price / Sq Ft
847
Active Listings
  • This home’s price is 45% below the area median.
  • Its price per sq ft is 28% below the area median.

Market statistics compiled from active EXIT Realty® and MLS listings in New Windsor, NY.

Location

  • 20 Hilltop Drive, New Windsor, NY 12553

Points of Interest in New Windsor, NY

Showing the New Windsor area map.

Nearby Schools

  • New Windsor School

    Elementary · 0.4 mi away

  • South Middle School

    Secondary · 0.8 mi away

  • Sacred Heart School

    School · 1.1 mi away

  • H VCS

    School · 1.2 mi away

  • Heritage Middle School

    Secondary · 1.3 mi away

  • Nfa West

    School · 1.4 mi away

  • Blooming Grove Academy

    School · 1.5 mi away

  • San Miguel Academy

    School · 1.6 mi away

  • Newburgh Enlarged City School District

    School · 1.6 mi away

  • Head Start of Eastern Orange County

    School · 1.8 mi away

  • Newburg Free Academy

    School · 1.8 mi away

  • Bishop Dunn Memorial School

    School · 1.8 mi away

  • Horizon-on-the-Hudson Magnet School

    Elementary · 1.9 mi away

  • Temple Hill School

    Elementary · 1.9 mi away

  • Kaplan Career Academy

    School · 1.9 mi away

  • Gidney Avenue Memorial School

    Elementary · 2.0 mi away

  • North Junior High School

    Secondary · 2.1 mi away

  • Vails Gate High Tech Magnet School

    School · 2.1 mi away

  • Yeshiva Ohr Naftoli

    School · 2.2 mi away

  • Cornwall Central School District

    School · 2.6 mi away

Commute Calculator

Travel mode

Nearby Homes

Similar Homes Nearby

Similar Home Values

Comparable nearby listings and their asking prices.

Moving Cost Estimate

EXIT Agents in New Windsor

Listing Courtesy: eXp Realty - 8882760630

Presented by: Martin Krakower

The data relating to real estate for sale on this website comes in part from the Internet Data exchange of OneKey MLS. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed. Copyright ©2026 OneKey MLS. All Rights Reserved
Fair Housing Notice

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange (IDX) program of one or more Multiple Listing Services (MLS). Listing information is deemed reliable but is not guaranteed accurate. Copyright © EXIT Realty® and respective MLS providers.

Data provided by HGAR. MLS® Listing#979998. © 2026EXIT Realty®. All rights reserved.