$431,188Average Value$255Average Price per Sq Ft16Homes 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 58 days on the market compared to the national average of 54 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.
Hudson River Views! This inviting home combines comfort, character, and convenience with a dramatic two-story foyer and open floor plan. Enjoy a cozy living room with a gas fireplace, formal dining area overlooking the river, and a kitchen with custom cherry cabinets, granite counters, and Jenn Air cooktop. A flexible room with French doors makes a great office or fourth bedroom. Bathroom and
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,
Amazing One-of-a-kind Lakefront Home! This magnificent 11,000+ SF home features massive 2 story great room w/ stone fireplace, floating staircase & spiral staircase, commercial kitchen w/ walk in freezer & refrigerator, huge dining area/ game room/ wet bar. The home also offers 16 bedrooms, 10.5 baths, theater room, office, enclosed porch, huge patio featuring outdoor kitchen w/ wood fired pizza
Looking for a great opportunity? Look no more! This property has tons of potential and is average in living space size for the neighborhood. It is located close to main roads with easy access to local amenities, such as shopping, banking, schools, and various eateries. Per our bpo/tax describe the property as a SFR (ranch) built in 1950. It has a GLA of approx. 1096 and has 2 bedrooms and 1bath,
Cozy two bedroom home within walking distance to the village shops and restaurants in Highland. Great location on a dead end street and great opportunity for the saavy buyer. Sold as-is. Buyer to pay NYS and any local transfer taxes. Offers with financing must be accompanied by pre-qual letter; cash offers with proof of funds. **Please see agent remarks for access, showing instructions and offer
Multi family property consisting of R-1/4, R-1/2 and R-1 zoning. Totaling 73 plus acres with two access points along Rte 44, Vineyard Avenue, in the Town of Lloyd, Ulster County, NY. One on the South end of the property with 150 feet of frontage along Vineyard Avenue and one on the North end of the property with 50 feet of frontage along Vineyard Avenue. Property slopes gently upward from road
Presenting an exceptional opportunity to acquire a well maintained and strong cash flowing Fourplex rental property. Welcome to 223 Vineyard Ave, Highland NY! This property is a Fourplex apartment building that was built in 1991. Each apartment unit has three large sized floors. On the first floor of each unit, you have a large kitchen, dining room, half bath, and living room. On the second
Welcome to Highbridge Crossing, a modern condominium building with direct access to the Hudson Valley Rail Trail in the heart of Highland, NY. Thoughtfully designed 1 and 2 bedroom residences range from 730 to 1,230 SF, blending smart design, comfort, and easy outdoor access—ideal for active living without sacrificing style. The open layouts feature large windows and a seamless flow throughout.
UNIQUE FLOOR PLAN in this updated eyebrow colonial creates an ideal setup for a bed-and-breakfast use of this property. Each bedroom features it's own full bath, offering comfort and privacy for all. The spacious living area includes a formal dining room and updated kitchen. A first- floor bedroom and convenient laundry add to the home's flexibility. Enjoy a short walk to the Hamlet of Highland
Immaculate first-floor two bedroom end-unit condominium in Highland, NY. located in the sought-after Woods at Bridgeview Community. Enjoy the French-door study and covered patio off the living room with wooded views into Franny Reese Park. A quick three minute car ride brings you to the Hudson Valley Rail Trail, that connects to the Walkway of the Hudson. Highlights of this well-maintained home
Vineyard 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 much or as little as you like with amenities
Beautiful, Sun-Filled Studio in the Heart of the Town of Lloyd Bright, updated studio with hardwood floors, recessed lighting, wrap-around windows, and a modern kitchen with stainless steel appliances and quartz counters. Fully updated bathroom, two large closets, mini-split heating/cooling, and off-street parking. 500 Square-feet. Utilities not included.
Welcome to your new home in the heart of Highland, NY! This apartment community offers comfort and convenience in a prime location. Situated just steps away from the scenic rail trail and the iconic Mid-Hudson Bridge, outdoor enthusiasts will love the easy access to biking, walking, and breathtaking views. If you're a commuter, the nearby train station provides a stress-free option for travel.
Beautiful new 2-bedroom, 1 bath open concept apartment, Fully equipped with sleek stainless-steel appliances in the spacious kitchen with beautiful cabinetry. Hardwood floors throughout the modern floor plan. Big and bright windows creating an airy, sun filled living space. First level with private porch. Lot parking. Located close to New Paltz and 5 miles from Poughkeepsie for easy commute to
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
Bring your suitcases to this spacious 4-bedroom, 2-bathroom single-family home for rent in Highland, NY. This furnished property features a modern kitchen with high-end appliances, a double-sided fireplace, a game room with a fireplace, and a seasoned porch overlooking a private in-ground pool. Situated on over 5 acres, enjoy peaceful living with convenient access to major roadways, shopping, and
Explore the ideal sanctuary in Highland, New York! This vibrant community boasts a mix of 2 and 3 bedroom townhouses and 1 bedroom studios. Revel in the convenient proximity to local boutiques, dining establishments, and the full spectrum of Highland's amenities. Furthermore, the nearby rail trail beckons outdoor enthusiasts and nature admirers, creating an exceptional refuge for strolls, jogs,
Welcome to Highland Crossing Community in Highland, New York! Our newly renovated one-bedroom apartments, nestled near the charming village of Highland, provide cozy living for those who love small-town life. Each unit is modern and comfortable, offering a touch of rustic charm. Located near the village, you'll have easy access to local shops, restaurants, and community events, while enjoying the
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