The town of Highlands rests quietly on the lower Hudson Valley, with the Hudson River hugging the eastern edge and Bear Mountain State Park enveloping the southern section. These natural escapes provide outdoor adventures, with vibrant deciduous trees making for scenic views in the spring, summer and fall. And historic sites nicely complement the old-world charm of the area’s storefronts and inns. The United States Military Academy, West Point, and its accompanying training zones take up a portion of the town’s landscape. The rest of Highlands is made up of the village of Highland Falls and the Hamlet of Fort Montgomery, where a significant American Revolution battle took place. “You’re only 45 minutes to Manhattan, depending on what time you go and where you’re leaving from,” says Lauren Muller, Broker with Howard Hanna Rand Realty. “And a big advantage is the easy access to Palisades Parkway, which is a direct route to the George Washington Bridge into the city.”
A tank is showcased outside of the military West Point Museum in Highlands.
The great Bear Mountain Bridge unites both shores of the Hudson River in a breathtaking setting.
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Spending a day at Bear Mountain State Park
Bear Mountain State Park is a destination for all ages, conveniently in the southern region of Highlands. There are trails for hiking, biking and cross-country skiing and swimming access at the several lakes and rivers throughout the park. An ice-skating rink opens from October through March, and an outdoor swimming pool cools visitors during the warmer months. Also in the park is a small zoo, where paved trails pass exhibits of native wildlife that are unable to live on their own in the wild. A merry-go-round features hand-painted and hand-carved seats of some of these animals, including black bear, bobcat and Canadian goose. The park itself is free to access, but there are small fees for parking and some of the park features. "Perkins Drive goes through Bear Mountain, which is a beautiful motorcycle ride,” Muller says. “There are views that could make you cry. The lower Hudson Valley, in general, is just beautiful.”
Bear Mountain State Park is a beloved destination for locals and visitors alike.
The Bear Mountain Pool is the perfect summer escape for families seeking relaxation in the sun.
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Military sites at West Point and Fort Montgomery
While residential homes are situated along the Hudson River, the majority of Highlands’ topography is property of West Point. Some areas are reserved for cadet training and shooting ranges, while other areas are open to the public. Long Pond Outdoor Recreation Area, open to Highlands residents only, is open during the summer months and features a swimming beach into the lake with a lifeguard on duty. The Victor Constant Ski Area, open in the winter, brings skiers and snowboarders up a small mountain on a ski lift. On the south side of Highlands, the Fort Montgomery Museum, part of a National Historic Landmark, overlooks the Hudson River. This area was built as a military defense against the British army in 1776, and while the fort was destroyed during the Battle of Fort Montgomery, it slowed down the British enough for the American Continental Army to gain momentum and finish out the Revolutionary War.
Cozy homes and spacious abodes along the Hudson River
Homes on the river vary between newer townhomes and single-family houses originally built in the early 1900s. Multifamily properties with attached garages range between $150,000 and $450,000, depending on the square footage, which typically stays within 1,000 to 2,000 square feet, and how recently they were built. Victorian-era colonials with quaint green yards and detached garages are common, while other styles for stand-alone properties include ranch-style, split-level, midcentury modern and Cape Cod. Some homes include privacy fencing and in-ground pools, generally in the Fort Montgomery subdivisions. “Highland Falls has more of a village feel, but a lot of families who have kids at West Point buy homes there. There aren’t a lot of hotels, while Fort Montgomery has large sprawling homes that go up the mountain,” Muller says. “Some even have porches that overlook the river.” Single-family homes range from 1,000 to 3,000 square feet in size and between $250,000 and around $850,000 in price. “And a lot of families move to Highland Springs who have kids at West Point,” she adds.
Discover the charm of living in cozy townhomes tucked away in the hills of Highlands.
Traditional homes stand as a beloved architectural style in Highlands.
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More outdoor fun at Roe Park
Smaller-scale community parks within Highland Falls include Roe Park, where there are athletic fields, courts and a playground. “It’s a very popular park with a pool and a lake. It’s an active park, but it’s also calm,” Muller says. “They do different annual events there. The Fourth of July celebration is a big one.” In Fort Montgomery, Brooks Lake Park also features athletic and play areas, as well as an off-leash dog park. And Mine Dock Park on the Hudson offers kayak access to the river.
Brooks Lake Park is a serene green space that offers a tranquil escape with its lush landscape.
Hosting seasonal events and gatherings, Roe Park becomes a hub of local festivities.
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Scholar athletes at James I. O’Neill High School
Students in Highlands usually attend kindergarten through second grade at Fort Montgomery Elementary, which receives an A-minus grade from Niche, and third through eighth grade at Highland Falls Intermediate School, graded a B. James I. O’Neill High School receives an A Niche grade and is identified as a School of Excellence by the NYSPHSAA, an association that recognizes schools where at least 75% of athletes are scholar-athletes. This high academic achievement continues beyond high school, as several students from J.I.O. go on to attend the prestigious West Point Academy next door.
Fort Montgomery Elementary School
Highland Falls Intermediate School
James I O Neill High School serves students in the Outlying Orange County community.
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Dinner with mountain views and Main Street eats
There are local storefronts and eateries in the town, but larger excursions typically take place outside of Highlands. “There’s no big industry of any kind,” Muller says. “Fort Montgomery doesn’t even have mail delivery. It’s a little bit of a step back in time, with antique shops and historic-looking stores.” Bear Mountain Pizza serves pies with creative toppings in a lodge-like setting with outdoor patio space. Richie’s is a bar and grill where patrons receive full bar service and dine on hearty dishes. North in the Highland Falls area, the walkable Main Street has restaurants that offer cuisines from sushi and Mexican to gyros to pizza. Also on Main Street is Sacred Heart Catholic Church, where inside is a thrift shop with clothes, baby items, furniture and more. There are a few corner markets for quick grocery runs, and bigger hauls can be made 10 miles north in Vails Gate, where there’s Hannaford and ShopRite. “You can also drive about 15 minutes into Monroe to get to shops like Target and the Woodbury Commons outlets,” Muller adds
Indulge in the flavors of Sushi King restaurant on the bustling Main Street in Highlands.
Hacienda Restaurant offers a delectable selection of freshly made Mexican dishes with a twist.
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Cruising Palisades Parkway into the city
U.S. Route 9 West runs through Highlands, connecting to Palisade Parkway, which brings commuters right into New York City in about a 50-mile drive. “Some professionals are moving in because it’s very convenient to the Garrison Train station, right across the Bear Mountain Bridge,” Muller says. “The train goes into the city in less than an hour.” For further travel, the New York Stewart International Airport is about 15 miles north.
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Freshly renovated and full of charm, this inviting Highland Falls home offers the perfect blend of comfort, style, and setting. Nestled on a quiet street, it features a spacious deck overlooking a large backyard, ideal for relaxing, gardening, entertaining, or simply enjoying the peaceful surroundings. Thoughtfully updated throughout, the home showcases a brand-new kitchen, beautifully renovated
Gorgeous views from the expanded front porch are just the beginning of all the wonderful things this 3 bedroom 2 bath home offers! Welcome home to 55 West St. Highland Falls NY! This beautiful home offers a huge updated country kitchen with everyday dining and laundry! Spacious living room with wood floors and large windows that make it nice and bright! The Primary Bedroom is located on the first
5 Bedroom 3 Bathroom12 Rooms including basement.2,573 sq ft home within a 0.537 acres is an entertainers dream!! Central Air/2 zonesNatural GasMunicipal Water and SewerStand up full accessible attic4 2nd floor large bedroomsensuite walk-in closet/large full bath2nd floor laundry1st floor bedroom with French DoorsLarge Yard with spectacular
Dreaming of your own private escape—without sacrificing convenience? This move-in-ready home delivers both. Perched on a scenic hilltop and bordering protected state parkland, this exceptional four-bedroom contemporary offers the rare combination of total privacy and unbeatable access. Just minutes from the Bear Mountain Bridge, major highways, and commuter transit, you’ll enjoy effortless
Beautifully-updated and meticulously-maintained, this lovely home is located adjacent to the former J.P. Morgan estate (Cragston) and a short walk/drive to West Point, local shops, restaurants, parks, hiking and Hudson Valley attractions! The home features: an eat-in kitchen with modern stainless steel appliances, tastefully-renovated bathrooms, spacious bedrooms with a walkthrough bonus 4th
Calling all investors or owner occupied investors!! It should say can live in one side and rent. The other helps pay your mortgage and expenses.BEAUTIFUL Townhome style side x side bilevel. Fully equipped spacious eat-in kitchen, with LG Appliances, quartz countertop w/island/bar stool seating, open floor plan. Roomy living room, dining room, sliding doors to deck/yard, awaiting the gardener in
Located in the heart of the Village of Highland Falls, just moments from the United States Military Academy at West Point and the scenic beauty of the Hudson River, this charming and thoughtfully updated 3-bedroom ranch offers an ideal blend of location, character, and Hudson Valley lifestyle. Set on a quiet, walkable street, you’re just steps from local shops, restaurants, parks, and everything
Village brick ranch captures the essence of Hudson Valley living with its blend of character, convenience, and historic surroundings! Just minutes from the United States Military Academy at West Point and the scenic Hudson River, this charming home features an eat-in kitchen, generous living room, two spacious bedrooms, and full bath. Beautiful hardwood floors and original woodwork throughout.
Welcome to 50 Schneider Avenue in the heart of Highland Falls! This well-maintained 2-bedroom, 1-bath home offers a bright kitchen with high ceilings and recessed lighting throughout, creating an open and inviting atmosphere. Recent updates include a roof and hot water heater both under 5 years old, providing added peace of mind for the next owner. Conveniently located near West Point, Bear
Welcome to 4 Deer Run Trail, a meticulously maintained home located in the scenic hills of Fort Montgomery, offering space, comfort, and stunning mountain views. This expansive residence features 4 bedrooms, 4 full bathrooms, a dedicated home office, and an additional recreation room. With a full finished basement that includes a kitchenette, full bathroom, space for a bedroom, and a private
A wonderful home in the Hudson Highlands, 1 Bridge Terrace is the classically crafted, yet updated house you've been searching for. Built in 1946 and remodeled extensively since 2019, this one level Bungalow is filled with unique touches. Park in the driveway, a short distance to the glass front door. Up original river rock lined steps, find the entryway. Inside, the enclosed three-season porch
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New 2 bedroom manufactured home. $140,000 + tax. This family friendly community is also pet friendly. Monthly site fee is $650.00. Located only 35 miles from NYC. The scenic beauty of the area is just one of the benefits of living here. The congenial nature of the residents in the park and the town is another. Exploring the beauty of nature in one of the close state parks or the historic West
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A great rental option available in the Village of Highland Falls! This affordable unit features two bedrooms and one bathroom with off-street parking for one car. Within walking distance to schools, park and shops as well as West Point Military Academy! Only 50 minutes from the GWB and 20 minutes from Metro North. Landlord pays water, sewer and garbage. Tenant is required to pay electric and
The advertised rate of $7,808/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 5, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can
Check out this High Quality hidden gem in the center of Highland Falls! Fully renovated three story two bedroom apartment with a bonus room for an office, walk-in closet or nursey. This apartment features its own covered deck, a full basement with personal washer and dryer, granite countertops in the kitchen and bathroom with beautiful porcelain subway tile backsplash and shower surround. High
Bright and spacious apartment. All modern appliances and bathroom fixtures. Ceramic-tiled kitchen floor and backsplash, and bathroom floor and walls. Laundry facility onsite. Off-street parking and storage available. No smoking. Landlord reserves the right to approve any pets. Tenant covers utilities.
Overlooking Roe Pond, and located in one of the most desirable locations in the Highlands, this renovated 3 bedroom, 2 full bath Cape Cod has old world charm with modern upgrades. This adorable home with a rocking chair porch is just steps away from playgrounds, ball fields, basketball court, community pool, and has the ideal view and access to the towns 4th of July festivities. This property has
LANDLORD PAYS HEAT WATER AND COOKING GAS FOR THIS ONE BEDROOM APARTMENT IN PEREGRINE MANSION. Resident has assigned parking space, mail delivery and use of laundry in lower level. This apartment is conveniently located off the main lobby on the second floor. Close by is the main gate of West Point, pharmacy, groceries, post office, library and restaurants. One hour to Manhattan, Air Guard,
Welcome to 4 Deer Run Trail, a beautifully maintained and fully furnished home nestled in the scenic hills of Fort Montgomery. This spacious residence offers the perfect blend of comfort, style, and convenience, featuring 4 bedrooms, 4 full bathrooms, a dedicated home office, and an additional recreation room.The main level is filled with natural light and enhanced by elegant crown molding
Presenting a meticulously reimagined, fully renovated home with serene pond and mountain views from your living room, bedroom, and front porch. Blending modern design with a peaceful retreat setting, the main level features an entry foyer with coat closet, full bath, and an open-concept living space with an eat-in kitchen, wet bar, and bright living area. Sliding glass doors lead to a deck
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