An outdoorsy village on the Hudson River, about one hour north of Manhattan
New Windsor is a small town in Orange County, about 60 miles north of Manhattan, appealing to nature lovers who want to explore. Riverside views of the Hudson Highlands provide a rugged feel, but the landscape receives a dash of creativity with Storm King Art Center, one of the largest outdoor sculpture museums in the country. Promoting recreation is also part of the town’s mission. Officials began looking into a nearly million-dollar splash pad project in October 2024, with Ruscitti Park and Kristi Babcock Memorial Park being touted as potential sites. Local industry reflects a kind of outdoorsy ethos, with one major employer providing support services for lumber dealers. But in this town of 27,800 people, commuters and travelers are well served, too. Interstates 84 and 87 wrap around Stewart International Airport on the north side. “The majority of people moving to New Windsor are coming from south of here,” says Patty Clarino, the town clerk. She mentions that preserving history is a key part of the town’s identity. “We have the National Purple Heart Hall of Honor, which is a museum that shows recipients of the award as well as different wartime artifacts," she says. "We also have the Cantonment State Historic Site, the last encampment before the Revolutionary War ended. It’s really neat to walk around some of the buildings that have remained.”
Roughly an hour's drive north of Manhattan, New Windsor, in Orange County, provides a slower-paced, nature-focused living experience within a small-town setting.
Find serenity at Dockside Park, where relaxing walks meet picturesque views of West Point, NY.
1/2
Older homes in planned developments
One of the benefits of digging into New Windsor’s housing market is discovering different lifestyles. It’s possible to go from waterfront properties on the east end to manufactured homes on the more rural outskirts further west. In between are suburban stretches like Coach Court Road, which peels away from I-87, the corridor cutting New Windsor nearly in half. These are planned developments, with homes built at the same time – in this case, colonial-style homes from 2005. Driveways, neat landscaping and sidewalks are some of the amenities drawing homebuyers to these pockets. “There are a few contemporary developments around town, but nothing brand new, maybe from the past 10 to 15 years,” says Clarino. The median price is $420,000, putting New Windsor almost in line with the national median. Price is of course dependent on location. A waterfront townhome with 3,000 square feet of living space can run up to $720,000, while a manufactured home can go for $130,000.
New Windsor unveils stunning waterfront residences, where panoramic views meet tranquil living.
New Windsor presents a spacious haven, where classic architecture meets the tranquility of sprawling landscapes.
1/2
B-minus rated Newburgh City Schools serves most of the area
The majority of residents are served by Newburgh City School District, which is awarded a B-minus rating by Niche. Over 11,000 learners are in attendance. Newburgh Free Academy, the local high school, is B-rated. The school is known for diverse extracurricular clubs, including the Concept Vehicle Racing Team, which designs, builds and races fuel efficient vehicles. Some residents attend Washingtonville School District, which is rated B-plus. Others that live further south in town may go to the Cornwall Central School District, which earns an A rating.
Newburgh Free Academy Main Campus is dedicated to empowering and educating the students of the Newburgh community.
Washingtonville Middle School, located in Washingtonville, NY, serves students in grades 6-9 within the Washingtonville Central School District.
1/2
Enjoying the Hudson River and wandering along trails
Plum Point Park serves up views of the Hudson Highlands. There’s also an open field for picnicking, a pavilion and a playground. Kristi Babcock Memorial Park offers a more traditional experience with athletic facilities and trails. Smaller pocket spaces like Ruscitti Park present similar amenities, just at a cozier scale that’s in harmony with surrounding residential streets. Overall, the town has seven public parks. Stewart State Forest anchors the west end with over 20 miles of trails that pass through a variety of ecosystems. Many also head to Storm King Mountain for scenic views of the Hudson Valley. In the mid-19th century, painters used this vantage point for their work. Besides the Hudson River, other bodies of water offer recreation opportunities. Browns Pond is favored by bass fishers for its quiet surroundings. Lake Washington is a bit more social with boat rentals and picnic grounds.
New Windsor residents come to Kristi Babcock Memorial Park to support their local sports teams.
Explore Blooming Hill Farm in Blooming Grove, where you'll find fresh, local produce and a stunning backdrop for unforgettable weddings.
1/2
Shopping and dining on state Route 32 and Blooming Grove Turnpike
Retail is concentrated around the intersection of Route 32 and Blooming Grove Turnpike. Grocery options include Hannaford, Shop Rite and Price Chopper. There are also fast-food options and large chains like Walgreens and Dollar Tree. For a creative dining scene, residents can go two miles north to Newburgh, where bars, coffee shops and small eateries are populated. Places like The Wherehouse prepare hamburgers and other crowd favorites. Along with views of the river, Water Street restaurants give customers a chance to sample tacos, seafood and barbecue.
New Windsor unveils a lifestyle of ease, with convenient amenities like Hannaford enhancing daily living.
Discover Newburgh's hidden gem: Betty's Snack Bar, where the aroma of freshly baked linzer tarts and expertly crafted cappuccinos awaits.
1/2
Commuting on State Route 32, U.S. Route 9W
Stewart International Airport offers commercial flights, but locals say noise isn’t a consideration, since not many homes are developed around the site. Plus, the runway is situated on the side of Newburgh city. New Windsor is a car-centric city, but there are several corridors that make trips convenient, like Routes 32 and 9W. “It’s not like you have to drive 20 minutes to get to things you need, errands are more of a 10-minute drive from wherever you live,” says Clarino. “Our town doesn’t have sidewalks because of how we’re based on 32 and 9W. It’s not really a town where you’ll be walking to places, but on the other hand we have so many parks to stroll in.” The nearest commuter rail station is at Salisbury Mills, about 5 miles west.
Public safety alert from state police
Burglaries in New Windsor greatly increased during January 2025, enough for New York State Police to issue a public safety alert for the Hudson Valley. However, violent crime had been trending downwards in Orange County, from 2013 to 2022.
Written By
Paul Spencer
Photography Contributed By
Elma Kukaj
Video By
Mark Tilley
Was this overview helpful?
New Windsor Demographics and Home Trends
On average, homes in New Windsor, NY sell after 61 days on the market compared to the national average of 70 days. The median sale price for homes in New Windsor, NY over the last 12 months is $215,000, up 16% from the median home sale price over the previous 12 months.
Brian Caplicki has always believed that real estate should feel exciting—not overwhelming. Born, raised, and still proudly residing in Goshen, NY, Brian’s love for his hometown runs deep. As the founder of the Caplicki Home Team, he’s built a career centered around one simple idea: make life easier and more joyful for every client he serves.
With over two decades of experience in both residential and commercial real estate, Brian is known for his high energy, approachable style, and laser-focused dedication. His clients trust him because he listens first, acts with heart, and treats every transaction like it’s his own. Whether he's helping a family find their forever home or guiding an investor through a complex deal, Brian’s goal is always the same—deliver a seamless, stress-free experience with a personal touch.
Consistently ranked in the top 1% of realtors in Orange County, Brian blends cutting-edge technology with deep-rooted community knowledge to give his clients a distinct edge. His reputation for excellence isn’t just about results—it’s about the way he makes people feel heard, supported, and excited throughout the entire process.
Outside of real estate, Brian is a proud father—his children now grown, with one currently serving in the Navy. While his Little League coaching days are behind him, his passion for the community has never wavered. When he’s not showing homes or negotiating deals, you’ll likely find him fly fishing on the Delaware River or soaking in the natural beauty of the Hudson Valley he loves so much.
For Brian, real estate isn’t just a profession—it’s a calling rooted in service, joy, and genuine connection. He’s not just helping people move… he’s helping them move forward.
Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. Our sources include: Accuweather, Public Records and Neustar. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.
