$439,021Average Value$267Average Price per Sq Ft31Homes 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 58 days. The median sale price for homes in Highland, NY over the last 12 months is $360,000, down 10% from the median home sale price over the previous 12 months.
Welcome to The Riverhouse, an extraordinary custom Lindal Cedar home offering front-row living on the Hudson River. A wall of glass and voluminous ceilings frame breathtaking, ever-changing water views, filling the dramatic great room and its striking fireplace with a light-filled, airy atmosphere. The stylish chef's kitchen is both sleek and functional, featuring high-end cabinetry, granite
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 Town This 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, wineries,
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
Welcome to Highbridge Crossing, a modern river-town condominium building with direct access to the Hudson Valley Rail Trail in the heart of Highland, N.Y. This 1,117-square-foot second-floor residence blends smart design, comfort and easy outdoor living--ideal for low-maintenance living without sacrificing style. The open-concept layout features large windows and seamless flow throughout. The
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,
Welcome to Highbridge Crossing, a modern river-town condominium building with direct access to the Hudson Valley Rail Trail in the heart of Highland, N.Y. This 1,230-square-foot first-floor residence blends smart design, comfort and easy outdoor living--ideal for low-maintenance living without sacrificing style. The open-concept layout features large windows and seamless flow throughout. The
FULLY AVAILABLE! Custom built by the original owner. Featuring a bright and functional layout, the home is filled with abundant natural light and gleaming hardwood floors. Radiant heat throughout. The eat-in kitchen boasts warm cherry wood cabinets and granite countertops. The primary bedroom features cathedral ceilings, adding an airy and spacious feel. The attached oversized garage also
Welcome to Highbridge Crossing, a modern river-town condominium building with direct access to the Hudson Valley Rail Trail in the heart of Highland, N.Y. This 1,234-square-foot first-floor residence blends smart design, comfort and easy outdoor living--ideal for low-maintenance living without sacrificing style. The open-concept layout features large windows and seamless flow throughout. The
Village of Highland two family w/two bedroom units. Hardwood floors throughout. Separate utilities with natural gas for heat & hot water. Centrally located with easy access to village amenities, commuter routes & Mid-Hudson Bridge. Attractively low taxes. Ideal for investor or owner occupant.
Welcome to Highbridge Crossing, a modern river-town condominium building with direct access to the Hudson Valley Rail Trail in the heart of Highland, N.Y. This 730-square-foot second-floor residence blends smart design, comfort and easy outdoor living--ideal for low-maintenance living without sacrificing style. The open-concept layout features large windows and seamless flow throughout. The
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
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.
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
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
Live in the heart of Highland just steps from local shops, restaurants, cafes, parks, and the center of town while still enjoying the comfort of a quiet residential setting.This well maintained property offers a rare combination of convenience, character, and Hudson Valley charm. Located minutes from the Mid Hudson Bridge, Walkway Over the Hudson, New Paltz, the Poughkeepsie waterfront,
Live in the heart of Highland just steps from local shops, restaurants, cafes, parks, and the center of town while still enjoying the comfort of a quiet residential setting.This well maintained property offers a rare combination of convenience, character, and Hudson Valley charm. Located minutes from the Mid Hudson Bridge, Walkway Over the Hudson, New Paltz, the Poughkeepsie waterfront,
Ideal location, right across the street from Walkway over the Hudson rail trail! This apartment is also in the Highland school district and is close to the center of the town of Highland! Off-street parking is available. This is a 2 bedroom, 1 bath apartment, included with this rental comes a large shed (in case you need storage) and laundry hookup (washer and dryer)!! Electric car chargers
PLEASE USE EMAIL FOR ALL INQUIRIES. THANK YOUGround floor one bedroom apartments, off street parking.Tenants pays utilities Complete application and background check required.845apts at gmail dot com
Village Apartment on second level. Bright apartment with enclosed porch off of bedroom. Rent includes heat, hot water, garbage removal, and one off street parking space. Village has many restaurants and shops.
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
Charming two- bedroom apartment located in the quaint village of Highland, New York along the beautiful Hudson River. This freshly updated home features a beautifully detailed architectural interior full of character and charm. The spacious primary bedroom includes a decorative fireplace surround adding timeless appeal to the space. Recently refreshed with fresh paint, newly re-stained floors and
Local Logic measures the walkability, access to public transit and bikeability of any address. CAP Index provides objective, accurate, and consistent data to help measure, compare, and mitigate crime risks.
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