Highland Falls Real Estate

Welcome to Highland Falls, New York, where education and community spirit come together to create a vibrant environment for families. Nestled in the picturesque Hudson Valley within Orange County, Highland Falls is home to a dedicated and thriving school district that prioritizes student success and community involvement.

The Highland Falls-Fort Montgomery Central School District serves students from pre-kindergarten through high school, offering a comprehensive and nurturing educational experience. With a strong emphasis on academic excellence, the district is committed to providing a well-rounded curriculum that encourages critical thinking, creativity, and collaboration. The schools are equipped with modern facilities and resources, ensuring that students have access to the tools they need to thrive.

The district boasts a range of extracurricular activities, including sports, arts, and clubs, allowing students to explore their passions and develop essential life skills. The dedicated faculty and staff are not only committed to academic achievement but also to fostering a supportive and inclusive environment where every student feels valued and empowered.

Highland Falls is also known for its strong sense of community, where parents, teachers, and local organizations work hand-in-hand to support the educational journey of children. This collaborative spirit enhances the learning experience and creates lasting connections among families.

Living in Highland Falls means being part of a community that values education and invests in the future of its children. With its scenic beauty and welcoming atmosphere, Highland Falls is the perfect place for families seeking a nurturing environment where education flourishes. Discover the charm of Highland Falls and see why it’s an ideal location for your family’s next chapter!

Newest Listings in Highland Falls

$430,000

2 Beds ⋅ 3 Baths ⋅ 1029702 MLS

Welcome home to this beautifully maintained 2-bedroom, 2.5-bath townhome nestled in one of Highland Falls' most peaceful and private communities. Offering three finished levels, including a walkout basement and attached garage, this spacious home provides the perfect blend of comfort, nature, and convenience. The bright and inviting floor plan features generous living spaces, while the primary suite boasts stunning vaulted ceilings that create an airy, relaxing retreat. The finished walkout basement offers flexible space for a family room, home office, gym, or guest area. With hardwood floors, updated central air and water heater, there's little left to do but move in. Surrounded by a quiet, wooded setting, you'll enjoy exceptional privacy while being just minutes from everything that makes the Hudson Valley special. Located near Bear Mountain State Park, you'll have easy access to miles of scenic hiking trails, the Bear Mountain skating rink, swimming pool, picnic areas, and year-round outdoor recreation. Enjoy the convenience of walking to the Village of Highland Falls, where you'll find local shops, restaurants, cafes, and everyday amenities. Whether you're looking for a full-time residence or a weekend escape, this home offers the perfect combination of tranquility, outdoor adventure, and small-town charm.

17 Winhaven Court Unit #8, Highland Falls

$634,999

5 Beds ⋅ 3 Baths ⋅ 1032620 MLS

An entertainer's dream in the heart of Highland Falls! This five bedroom, three bath home offers space and amenities that are hard to find in this community. Spread across three plus levels, you'll find a home perfect for entertaining, hosting, and everyday living. Step outside to a large deck built for hosting, with a pool and a hot tub pad already wired with electrical situated above on the hillside, plus a spectacular yard with views. The chef's kitchen features a large peninsula, granite counters, and an open layout that flows perfectly for entertaining, complemented by beautiful hardwood floors on the main level. The two car garage plus private driveway offers parking that's tough to find in this area, giving you the space and convenience buyers are looking for. Set on over half an acre, this home also boasts a prime location just minutes from West Point and within easy commuting distance to New York City, whether by car or by rail. Nearby, residents also enjoy access to the adjacent community park. Homes with this much space and these amenities rarely come on the market in Highland Falls, call today before it's gone!

94 Mearns Avenue, Highland Falls

$550,000

4 Beds ⋅ 2 Baths ⋅ 1023994 MLS

Meticulously maintained two-family home - just unpack your bags as this duplex is move-in ready. Great investment or opportunity to live in one unit while generating income in the 2nd unit. First Level Unit offers an open concept living with updated kitchen boasting stainless steel appliances, tiled backsplash, breakfast island overlooking the living room. 2 spacious bedrooms, fully renovated bathroom, and private laundry. The 2nd floor level offers open concept living with vaulted ceilings, updated kitchen boasting stainless steel appliances, tiled backsplash, breakfast island overlooking the living room. 2 spacious bedrooms with vaulted ceilings, fully renovated bathroom and private laundry. Separate electric meters, gas meters and hot water heaters. Recessed lighting, luxury vinyl floors, ductless AC units, vinyl siding, gated parking for 5 cars. Conveniently located near West Point Military Academy and just minutes from the charming Village of Highland Falls, local shops and restaurants. Enjoy Hudson Valley views and nearby hiking and outdoor recreation. Easy commuting location with nearby Route 9W, Palisades Interstate Parkway and Metro-North train stations just a short drive away. Currently generating $4500 in rental income. Taxes T&C $1,735, Village $2,210, School $4,108- Trash included in tax- Annual Water $430(approx.) Annual Sewer$750(approx.).

23 Tobins Lane, Highland Falls

$419,900

4 Beds ⋅ 2 Baths ⋅ 1023600 MLS

This adorable and affordable Cape Cod with a rocking chair porch lives much larger than it looks. Step inside to a bright living room highlighted by a beautiful bay window. The main level features two spacious bedrooms with closets, a full bathroom, and a generously sized eat-in kitchen with direct access to a spacious deck overlooking a fully fenced, very large and private backyard. Whether you're gardening, entertaining, or simply relaxing beneath the mature shade trees, this outdoor space is ready to enjoy. Upstairs you'll find two more generously sized bedrooms. One of the highlights of this home not included in the total square footage, is the full walk-out basement. A must-see filled with possibilities, offering versatile rooms, abundant storage, updated spaces, and a dedicated laundry area. A unique feature of this property is its two parking areas. One is accessed by a shared driveway that branches off behind the home, providing space for multiple tandem vehicles, while the second offers two off-street parking spaces with a pathway leading directly to the deck. Roof is less than 12 years old and the home has a reverse osmosis water system on the kitchen sink. The diligent owner installed a sump pump in the basement and a french drain around the outside permiter for peace of mind in severe inclement weather. Highland Falls and Fort Montgomery are vibrant communities offering residents a community park, pool, basketball courts, a youth summer recreation program, youth sports, a free after-school program, 4th of July fireworks, and so much more. Just five minutes from the United States Military Academy at West Point, Palisades Interstate Parkway, Bear Mountain State Park, the Bear Mountain Bridge, numerous hiking trails, and multiple Metro-North stations, this location is ideal for commuters, history buffs, and outdoor enthusiasts alike. Whether you're seeking a primary residence, a commuter-friendly location, or an investment opportunity, this charming property offers flexible living space, outdoor privacy, and an exceptional location in the Hudson Valley.

11 Garrison Road, Highland Falls

$495,000

4 Beds ⋅ 2 Baths ⋅ 1026300 MLS

Looking for a home close to West Point? This beautifully updated colonial offers the perfect blend of comfort, style, and privacy—tucked away on a private road shared with only two other homes. Start your mornings on the welcoming front porch, enjoying peaceful views with your coffee. Inside, you'll find gleaming wood floors and a cozy living room centered around a gas stove fireplace. The thoughtfully designed kitchen is a chef’s dream, featuring marble countertops, a 36-inch gas range, second oven, and a spacious island—perfect for cooking and entertaining. The main level also boasts a family room with soaring cathedral ceilings, a walk-in closet, and direct access to the deck. A dining area and a convenient half bath complete the first floor. Upstairs offers three comfortable bedrooms and a full bath. The unfinished basement provides ample space for storage or future expansion. Pet lovers will appreciate the invisible dog fence, built-in chicken coop in the side yard and garden, while the other side of the property features a grassy area and a fire pit—perfect for relaxing or gathering with friends. Conveniently located near shopping, schools, westchester (bear mountain bridge), Rockland and just minutes from West Point—this home is a must-see!

7 Graziano Lane, Highland Falls

$525,000

5 Beds ⋅ 2 Baths ⋅ 1010893 MLS

Looking for an investment property? This unique multi-family opportunity is located in a charming, established neighborhood within walking distance of both United States Military Academy at West Point and historic downtown Highland Falls. The property features two separate residences, each with its own private entrance, making it an attractive option for investors or owner-occupants seeking rental income. The lower level offers a 3-bedroom unit, while the upper level features a 2-bedroom unit. Conveniently located just 14 minutes (approximately 9.5 miles) from the nearest Metro-North Railroad station and only 13 minutes from Woodbury Common Premium Outlets. Property highlights include: Roof and windows approximately 10 years old Two furnaces (1 of which was installed 18 months ago) Two electric meters Two water heaters Garage Basement Spacious backyard Annual operating expenses include taxes, insurance, sewer, and lawn care. Tenants are responsible for all remaining utilities and expenses. HOUSE BEING SOLD AS IS. Please allow 48 hours' notice for showings to accommodate the current tenants.

7 Sweezy Avenue, Highland Falls

$399,750

3 Beds ⋅ 1 Baths ⋅ 1022165 MLS

Welcome to 13 Muller Ave — a fully remodeled 3-bedroom, 1-bath home in the heart of Highland Falls, where historic charm meets modern craftsmanship. Every square inch of this 1,344 sq ft home has been thoughtfully updated, delivering true turnkey living in one of the Hudson Valley's most storied villages. Set on a low-maintenance 3,920 sq ft lot, this home offers the rare combination of small-village character and big-time convenience. Highland Falls sits directly at the gates of the United States Military Academy at West Point, making this an ideal home base for Academy staff, faculty, and contractors connected to the post — with the commute measured in minutes, not miles. Beyond the Academy, you're minutes from the shops and restaurants of Main Street, the scenic overlooks of Trophy Point, the Hudson River waterfront, and quick access to Route 9W and the NY Thruway for a straightforward commute to Newburgh, Poughkeepsie, or NYC-bound rail connections. Inside, the remodel touches every room, and the kitchen truly steals the show! This home takes "move-in ready" to another level with none of the guesswork or renovation punch-list that comes with older Hudson Valley housing stock. Buyers get the character of a 1904 build with the systems, finishes, and functionality of new construction. The fenced in backyard and porch are equipped for entertainment and enjoying sunshine. Ideal for: West Point–affiliated buyers - faculty and staff wanting a walkable, low-maintenance home near the Academy. First-time buyers - a fully updated, budget-friendly entry point into Hudson Valley homeownership with highly rated schools. Investors - proximity to West Point and steady military/staff turnover make this a strong candidate for long-term rental or corporate housing demand Don't miss your chance to own a beautifully renovated piece of Highland Falls history — schedule your showing today.

13 Muller Avenue, Highland Falls

$372,500

3 Beds ⋅ 1 Baths ⋅ 1015264 MLS

Welcome to 9 Hickory Street in the village of Highland Falls! This beautifully updated ranch style home combines timeless charm with modern convenience. Offering 3 bedrooms, 1 full bath, this move-in-ready residence features hardwood floors, central air, and a bright, functional layout designed for comfortable everyday living. The spacious living area flows seamlessly into the eat-in kitchen, complete with stainless steel appliances, ample cabinetry, and a walk-through design perfect for entertaining. A full unfinished basement provides excellent storage and includes the laundry area. An attached one-car garage and private driveway add everyday convenience. Step outside to enjoy a beautifully maintained yard accented by attractive stone walls and mature landscaping. Just around the corner, you'll find beloved Roe Park, home to playgrounds, baseball fields, and the popular Highland Falls public pool, making summer fun and outdoor recreation easily accessible for all ages. Located just minutes from West Point, local shops, restaurants, and major commuter routes, this home offers the perfect blend of small-town charm and convenience. Whether you're a first-time buyer, downsizing, or searching for a turnkey home in the Hudson Valley, 9 Hickory Street delivers comfort, character, and an unbeatable location! Sold as is.

9 Hickory Street, Highland Falls

$470,000

4 Beds ⋅ 2 Baths ⋅ 1009727 MLS

Fantastic investment opportunity in the heart of Highland Falls! This well-maintained duplex features two units, each offering 2 bedrooms and 1 full bath, making it ideal for investors or owner-occupants looking to offset their mortgage with rental income. Both units provide comfortable living spaces, functional layouts, and strong rental potential. Features new flooring and freshly painted units. Tenants are responsible for their own utilities. Conveniently located just minutes from the charming Village of Highland Falls, residents can enjoy easy access to local shops, restaurants, cafes, parks, and community events. Proximity to Bear Mountain State Park, scenic hiking trails. The property is also located near West Point Military Academy, major commuter routes including Route 9W and the Palisades Interstate Parkway and is within a short drive to Metro-North train stations. Whether you're looking to expand your investment portfolio or occupy one unit while generating income from the other, this duplex offers location, convenience, and long-term value.

92 Center Street, Highland Falls

$325,000

1000922 MLS

Tucked away at the end of a quiet cul-de-sac in Fort Montgomery, this 12.5-acre parcel offers a rare opportunity to own a significant piece of land in the Hudson Highlands bordering Bear Mountain State Park. Surrounded by natural beauty and protected parkland, the property provides exceptional privacy and a peaceful wooded setting with dramatic mountain terrain. Whether envisioned as a private estate, multi-generational retreat, or potential development opportunity, the property offers a unique canvas in one of the Hudson Valley’s most scenic locations. Existing access improvements and curb cut appear to already be in place, providing a valuable starting point for future planning. Preliminary due diligence indicates potential for subdivision or other residential development concepts, subject to municipal approvals and buyer verification. Conveniently located near Bear Mountain, West Point, the Hudson River, and major commuter routes, the property combines seclusion with accessibility — a rare combination in today’s market. Buyer to independently verify all zoning, engineering, subdivision potential, and intended uses.

4 Weyant Road, Fort Montgomery

$390,000

3 Beds ⋅ 2 Baths ⋅ 996177 MLS

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 floor and offers huge closets and is adjacent to the main updated bathroom on the first floor; The second floor offers 2 bedrooms, 1 bathroom w/ pull down stairs to the attic for ample storage. More storage is in the basement and under the deck! Oil heat, public water, sewer (TOH) trash pick up is included in taxes. All the fun stuff is right at your doorstep with West Point Military Academy in your backyard! Wait.. there is more... Having Bear Mountain & Perkins Memorial Drive plus the Harriman Stare Parks with all the lakes as a neighbor, there is no shortage on things to do! Less than 5 minutes to the Bear Mountain Bridge, 10 Minutes to Garrison NY and just 25 minutes to Stewart Airport! 2 Train Stations close by are Harriman and Salisbury Mills! Under 45 minutes to NYC! Town County Tax $5,093.07 School $2,150.81 Village $1,377.97- TOTAL TAXES $8,622 Showings start Saturday, May 9th 2026...

55 West Street, Highland Falls

$310,000

3 Beds ⋅ 1 Baths ⋅ 985113 MLS

Discover the perfect blend of history, culture, and outdoor living in the heart of the Hudson Valley, just moments from the Hudson River. This beautifully 3-bedroom, 1.5-bath home features updates completed in 2023 and offers both comfort and charm. Enjoy walkable village living with nearby shops, restaurants, cafes, and everyday conveniences, along with close proximity to schools, parks, a community pool, and West Point Military Academy. Commuters will appreciate easy access to the Palisades Parkway and nearby train stations in Garrison and Peekskill for a convenient trip to NYC. This is a great opportunity for outdoor enthusiasts, offering year-round activities, plus cultural events at Eisenhower Hall and summer concerts at Trophy Point. This property also offers excellent investment potential, with strong rental demand due to its prime location near West Point. It's just a five-minute drive to the gate.

21 Center Street, Highland Falls

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