$426,070Average Value$252Average Price per Sq Ft18Homes For Sale
A quiet hamlet surrounded by nature
Highland is a small hamlet in Ulster County tucked between the Shawangunk Mountains and the Hudson River. Its founding dates back to 1754, when Anthony Yelverton opened a ferry service that connected Highland across the river to Poughkeepsie. “Highland is a nice little area right off the Mid-Hudson Bridge,” says Isabel Alves, local Realtor with Re/Max Town & Country, who has 16 years of experience in the industry. “And it’s also a tourist destination because of The Walkway Over the Hudson.” The Walkway is the world’s longest pedestrian bridge that offers breathtaking river vistas of the Hudson. Apart from scenic strolls, this national park hosts events like summer music series and the Hudson Valley Marathon along the riverbanks. With a vibrant community and a buzzing little main street along Vineyard Avenue, Highland attracts residents looking for a small-town lifestyle surrounded by the great outdoors, but also just a train ride away from New York City.
Walking trails along the Hudson River
The Walkway Over the Hudson spans slightly over 1 mile and is just one small section of the 750-mile Empire State Trail system that runs through New York. The walkway stands 212 feet above the Hudson River. Visitors who overcome their fear of heights are greeted with scenic views of the Hudson River. To the east, the rooftops of Poughkeepsie stand out amongst a sea of trees. To the west, Highland’s rolling green hills that change with the seasons give way to large mountain peaks.
The trail merges with the Hudson Valley Rail trail, which passes by the Caboose Gallery, a tiny railroad car-turned-museum that dives into the history of the former railroad. “Highland hugs the Hudson River, so it’s a popular area for boat enthusiasts that want to purchase a home with river access,” Alves says. Other green spaces include riverside parks like Highland Landing, which offers picnic tables, a small fishing pier, and a ramp for kayakers and boaters.
Summer crowds can cool off at the reservoir at Berean Park. Swimming is permitted during the season when lifeguards are on duty. Along with a floating dock, a snack shack, a playground and sports courts, the park is also home to wooded paths that wind around Illinois Mountain Park. Farther south, more trails await at Franny Reese State Park, where rugged terrain offers riverside views for mountain bikers and hikers.
Walk, jog or bike across the 1.28 mile pedestrian bridge at Walkway Over The Hudson.
The Hudson Valley Rail Trail Depot welcomes pedestrians, dog walkers and bikers.
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Events at the Ulster Walkway Welcome Center
Surrounded by farmland and rugged mountains, Highland is home to seasonal activities ranging from apple picking at Dubois Farms to wine tastings at nearby vineyards. Summer events include the Twilight Music in the Parks series, where local musicians perform every Tuesday and Thursday at Ulster’s Welcome Center by the Walkway. The center hosts events like movie screenings, Fourth of July fireworks, and more. During the summer. residents can enjoy a range of carnival rides, livestock competitions and live music at the Ulster County Fair, about 11 miles away. The fair has also recently introduced a sensory safe space booth, where attendees can grab a pair of noise-canceling headphones and special hours where rides are available without lights or music.
Ranch-style and contemporary homes
State parks and swaths of farmland border Highland, but most properties sit on compact residential streets, offering residents a mix of rural and suburban living. Properties range from condos and townhouses to split-level and ranch-style homes priced from the low $200,000s to upper $400,000s. Newer subdivisions give way to spacious New Traditionals priced from the $500,000s to the $700,000s, and Vineyard Avenue showcases historic Victorians, some of which need some TLC, in the same price range. Bellevue Road features a mix of modern, custom-built homes overlooking the Hudson River – a view that comes with prices ranging from $1 million to $4.6 million. Potential buyers need to be aware that properties bordering the Twaalfskill Creek are prone to flooding.
Highland is home to many small bungalows.
Highland, NY does feature a few ranch homes.
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AP classes at Highland High
The Highland Central School District serves the community and is rated the second- best school district in Ulster County. Kindergarten through fifth graders may attend Highland Primary School, rated a B by Niche. Highland Middle School serves sixth through eighth graders and earns a B, and the B-rated Highland High School boasts many extracurricular activities. Sports programs range from tennis and soccer to a girls’ varsity flag football team. Highland residents are also close to nearby universities like Marist College, a private liberal arts college, and Dutchess Community College in the heart of Poughkeepsie.
Highland Middle School is an above average public school with 376 students in grades 6-8.
Highland High School has around 512 students and earns a B+ overall from Niche.
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Local shops on Vineyard Avenue
Mom-and-pop shops are scattered along Vineyard Avenue. “Highland is a bit more rural than Poughkeepsie, but it’s busy enough where you don’t have to drive far for necessities,” Alves says. Underground Coffee & Ales’ specialty coffees and breakfast menu attract morning crowds. In the afternoon, their juicy burgers and 100-plus craft brews take center stage. Next door, Knaus Gallery & Wine Bar is a small art gallery with two permanent displays and a rotating monthly exhibit showcasing local artists. Besides a long list of reds, whites and rosé, Knaus also serves charcuterie plates and daily specials like Duck Trap Scottish Smoked Salmon. Down the street along Milton Avenue is Hudson Ale Works, Highland’s only small-batch craft brewery. Across the river, Avles notes that Shadows on the Hudson is one of the many favored restaurants in Poughkeepsie. Residents are also close to the Culinary Institute of America, which has three high-end restaurants serving French, Italian and American cuisine.
Vineyard Avenue’s barbershops, charming boutiques and artist studios attract locals and visitors. Lilly Rae in the Hamlet is a small gift shop that sells everything from handmade candles and soaps to customized gift baskets. Farther south along New York State Route 9W, Bridgeview Plaza features a Hannaford for weekly groceries and a Tractor Supply Co. About 9 miles away along State Route 9 are larger box stores like Target and the Poughkeepsie Galleria shopping mall.
Artist Tyler Magee prepares his exhibit at Knaus Wine Bar & Gallery in Highland.
When it's time for groceries, Highland residents are only minutes away from Hannaford on Rt 9W.
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5-mile drive to Poughkeepsie
Although this community is bike-friendly, many residents rely on personal vehicles. New York State Route 9 West is the main thoroughfare through town, and there is an Ulster County Area Transit bus stop in the neighborhood on Vineyard Avenue. Manhattan is about a 2.5-hour train ride from the nearby Poughkeepsie Train Station, and New York Stewart International Airport is about 30 miles south via Interstate 87. “You can take 9W straight down to Manhattan,” says Jose Santos, Realtor with K Fortuna Lighthouse Realty Inc., who has nearly a decade of experience. “So there are still many people commuting into the city.” Alves also notes that residents are also within commuting distance of Kingston, just 15 miles north. Mid-Hudson Regional Hospital is 5 miles away in Poughkeepsie, and First Care Walk-In Medical Center is 3 miles west along State Route 299.
GreatSchools:
The GreatSchools Rating helps parents compare schools within a state based on a variety of school quality indicators and provides a helpful picture of how effectively each school serves all of its students. Ratings are on a scale of 1 (below average) to 10 (above average) and can include test scores, college readiness, academic progress, advanced courses, equity, discipline and attendance data. We also advise parents to visit schools, consider other information on school performance and programs, and consider family needs as part of the school selection process.
View GreatSchools Rating Methodology
Are you familiar with the Highland neighborhood?
to let others know what life in this neighborhood is like.
Crime and Safety
1 - Low Crime, 10 - High Crime
Highland
US
Homicide
4
4
Sexual Assault
2
4
Assault with Weapon
3
4
Robbery
2
4
Burglary
3
4
Motor Vehicle Theft
3
4
Larceny
1
4
Crime Score
1
4
Source: WhatIsMyCrimeRisk.com
Highland Demographics and Home Trends
On average, homes in Highland, NY sell after 61 days on the market compared to the national average of 53 days. The median sale price for homes in Highland, NY over the last 12 months is $360,000, down 4% from the median home sale price over the previous 12 months.
A truly special home that seamlessly blends the charm of its century-old origins with modern-day comfort and design. Tucked away on a quiet dead-end road, it offers sweeping Hudson River views from nearly every room, inviting you to experience the river’s beauty through all four seasons. Just steps from the water’s edge, this historic treasure provides a front-row seat to breathtaking sunrises
Charming 1830s Eyebrow Colonial. Spacious Living Area with formal Dining Room and updated Kitchen. Laundry and one bedroom on first floor. 3 bedrooms, 3 Bathrooms. Walk to the Hamlet of Highland and the Highland Landing Park on the mighty Hudson River. Many restaurants and shops nearby as well as the Hudson Vallely Rail Trail. Soothing sounds from babbling Twaalfskill stream across the street.
Recent home demolished and removed. .24 acre lot with town water and sewer (Natural gas on the street but not to the lot). 1.5 miles to the Hamlet of Highland. Ask us about our custom home affordability program.
Ready-To-Build 3-Bedroom Home with Mountain Views - Prime Location Near TownThis won't last long ready to-built. Still time to customize the floor plan, pick colors, countertops and more. 3-bedroom, 2-bathroom home on a scenic .24-acre lot with stunning Illinois Mountain views. Perfectly situated just minutes from town, you'll enjoy close proximity to restaurants, the train station,
Welcome to this exceptional townhouse in a highly desirable community—spacious, thoughtfully updated, and filled with features you won’t easily find elsewhere.The first level offers a bright eat-in kitchen that opens into a combined dining and living area, creating a warm, connected space perfect for everyday living and entertaining.Upstairs, the second floor hosts a primary bedroom, a
55+ LIVING IN THE HEART OF HUDSON VALLEYVineyard Commons offers a fresh approach to active adult living, combining comfort, convenience and style. Our spacious two and three bedroom apartments feature vaulted ceilings, abundant closet space and gourmet kitchens with granite countertops and stainless steel appliances, all on a single level for effortless living. Enjoy the freedom to do as
Very pretty and spacious studio apartment. Located 5 miles to New Paltz and 5 miles to Poughkeepsie and Metro North. Modern and beautifully renovated. Water/Sewer, lawn care, trash removal and snow removal. Call for pet approval. Off street parking in a lot. Many amenities located in this area.
Welcome to Hudson Place, where your dream lifestyle becomes a reality. This community offers more than just a place to live - it provides a true sense of belonging and convenience featuring an onsite gym, community room and BBQ area. One of the crowning jewels of this location is its proximity to the Walkway Over the Hudson. Take leisurely strolls or invigorating jogs while relishing the scenic
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