New Windsor Homes with Private Parking features

Welcome to New Windsor, New York – a charming town nestled in the heart of Orange County. With its picturesque landscapes and rich history, New Windsor offers a delightful blend of suburban tranquility and easy access to urban amenities. Located just a stone's throw from the bustling city of Newburgh and a short drive from the scenic Hudson River, residents enjoy the best of both worlds. The area is characterized by its friendly community, top-notch schools, and a variety of recreational opportunities, making it an ideal place for families and professionals alike.

One of the standout features of homes in New Windsor is the availability of private parking. Imagine coming home after a long day to the convenience of your own dedicated parking space, free from the hassle of street parking. Whether you have a single vehicle or a growing collection of cars, the private parking options available in New Windsor homes cater to your needs. Many properties boast spacious driveways and garages, providing not just convenience but also added security for your vehicles.

The real estate market in New Windsor is diverse, offering everything from charming historic homes to modern developments. With a variety of styles and sizes, there’s something to suit every taste and budget. Explore the charm of New Windsor, where the comfort of home meets the ease of private parking, creating an inviting environment for you and your family. Discover your perfect sanctuary in this vibrant community today!

Newest New Windsor Homes with Private Parking features

$830,000

4 Beds ⋅ 4 Baths ⋅ 1024794 MLS

**A Private Resort-Style Retreat in the Heart of the Hudson Valley** Welcome to 84 Pin Oak Drive, a beautifully appointed custom ranch tucked away on nearly two private acres at the end of a quiet cul-de-sac in one of New Windsor's most desirable neighborhoods. Offering over 3,100 square feet of thoughtfully designed living space, this exceptional home combines luxurious one-level living with the perfect blend of comfort, privacy, and convenience. Step inside to discover an expansive open floor plan filled with natural light, spacious living and entertaining areas, and four generously sized bedrooms with three-and-a-half baths. Whether you're hosting family gatherings or enjoying a quiet evening at home, every space has been designed with effortless living in mind. The backyard is nothing short of spectacular. Your own private resort awaits with a heated saltwater inground pool (16 x 32) featuring color-changing lights and a waterslide, a brand-new Jacuzzi hot tub, and beautifully landscaped grounds that create the perfect setting for entertaining or relaxing all summer long. Need extra space to work or create? The detached office offers incredible flexibility as a private home office, art studio, fitness room, or guest retreat. Additional highlights include natural gas heat, an oversized garage, and a peaceful setting that feels worlds away while remaining incredibly convenient. French drain around perimeter of home and water softener. Perfectly situated just minutes from the Newburgh waterfront, restaurants, shopping, wineries, and hiking trails, this home is also ideal for commuters. Stewart International Airport is just minutes away, and the Salisbury Mills–Cornwall train station is approximately four miles away, providing easy access to New York City. Located only about 70 miles from Manhattan, this property offers the perfect escape without sacrificing accessibility.

84 Pin Oak Drive, New Windsor

$425,000

3 Beds ⋅ 4 Baths ⋅ 1022395 MLS

Plum Point. Enjoy easy living in this 3-bedroom, 3-bath end-unit townhouse offering 1,878 sq. ft. of living space. The open-concept main floor features a spacious living and dining area with vaulted ceilings and a fireplace, while the kitchen connects seamlessly to the family room and enclosed sunroom. The second level offers a primary suite with a walk-in closet and private bath, two additional bedrooms each enjoy partial Hudson River views, a full bath, and convenient second-floor laundry. An attached garage, mountain views, club house, tennis, pool and other amenities with a prime New Windsor location close to shopping, restaurants, the train, and major commuter routes make this home one you won't want to miss.

400 Plover Court, New Windsor

$725,000

4 Beds ⋅ 3 Baths ⋅ 995059 MLS

Welcome to 2723 Colonial Drive in New Windsor—offering over 2,400 sq ft of living space, 4 bedrooms, and 2.5 bathrooms in a convenient Hudson Valley location. The main level features a bright layout with spacious living areas, a fireplace, and an eat-in kitchen designed for everyday living and entertaining. A first-floor office/den provides added flexibility. The lower level offers additional space currently set up for a variety of uses, adding to the home’s versatility. Step outside and enjoy outdoor living with deck space and a backyard setup that includes a pool—perfect for relaxing or entertaining. Located near shopping, parks, and major commuter routes, this home combines space, functionality, and convenience. Schedule your showing today and see the full potential this property has to offer.

2723 Colonial Drive, New Windsor

$590,000

951534 MLS

Versatile 2,535 SF commercial space at 16 Sloop Hill Rd in New Windsor, NY, featuring 14’ ceilings, heat and central A/C, a full bathroom, and a 3-ton vehicle lift. Includes three 12’ x 14’ overhead garage doors with electric openers, a shop air compressor, and parking for approximately 10 vehicles. Connected to town water and septic. Conveniently located 4 miles to Routes 84/87, 10 miles to Woodbury Common, and 5 miles to Stewart Airport. Oil heat (above-ground tank), attached 3-car garage.

16 Sloop Hill Road, New Windsor

$1,275,000

941176 MLS

HIGHLY VISIBLE COMMERCIAL ASSET! Own this beautifully maintained stone office building, perfectly situated near a traffic light intersection near Stewart Airport, Vails Gate and Newburgh. close proximity to I-87 & I-84. The main building is ideal for an owner-operator, featuring a professional layout including a foyer/secretarial area, conference room, break room, and a work area with a lavatory on the main floor. The second floor offers four additional rooms and a lavatory, plus a walk-up attic office and dry record storage in the basement. The property includes a separate, rental suite with independent utilities, providing immediate and reliable income with the main building currently vacant to accommodate your needs. This is a rare opportunity offering full municipal services in a sought-after, high-traffic location. AADT is approx 26,000 - VERY VISIBLE

563 Temple Hill Road, New Windsor

Start Your Search

© 2026 TReND. All Rights Reserved.
The data relating to real estate for sale on this website appears in part through the TReND Internet Data Exchange (IDX) program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Real Broker NY LLC participates, and is provided by TReND through a licensing agreement. Real estate listings held by brokerage firms other than Real Broker NY LLC are marked with the IDX icon and detailed information about each listing includes the name of the listing broker.
All information provided is deemed reliable but is not guaranteed. Some properties which appear for sale on this website may no longer be available because they are under contract, have sold or are no longer being offered for sale. The information being provided is 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.

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.