Highland Falls Real Estate

Welcome to Highland Falls, New York—a charming village nestled at the foot of the majestic West Point, where history and natural beauty converge to create an idyllic setting for your next home. Located in Orange County, Highland Falls is a hidden gem that offers a unique blend of small-town warmth and rich cultural heritage.

Highland Falls is best known for its stunning views of the Hudson River and the surrounding mountains, making it a haven for outdoor enthusiasts. With an abundance of hiking trails, parks, and recreational areas, residents can easily immerse themselves in nature. The famous Bear Mountain State Park and the scenic Hudson Highlands are just a stone's throw away, providing endless opportunities for hiking, biking, and picnicking.

The village is steeped in history, with roots dating back to the Revolutionary War. Its proximity to the United States Military Academy at West Point adds a unique charm, offering residents a vibrant community filled with historical significance. The local architecture reflects a blend of traditional and contemporary styles, making Highland Falls an aesthetically pleasing place to live.

Community is at the heart of Highland Falls. The village hosts various events throughout the year, fostering a strong sense of belonging among residents. From farmers' markets to seasonal festivals, there's always something happening to bring neighbors together.

With its picturesque landscapes, rich history, and welcoming community, Highland Falls is not just a place to live—it's a place to thrive. Explore the possibilities of calling this enchanting village your home, where every day offers a new adventure in the heart of New York.

Newest Listings in Highland Falls

$475,000

3 Beds ⋅ 2 Baths ⋅ 1043721 MLS

Welcome to this recently renovated Cape Cod in Highland Falls, offering 3-4 bedrooms, 2 baths, and 1,797 square feet of living space on a 0.32-acre lot. The bright interior features hardwood and tile flooring, a spacious living room with a large picture window, and an open flow into the dining area. The kitchen offers ample cabinetry, quartz counters and stainless-steel appliances, while 2 den/office areas provide flexibility for working from home, hobbies, storage or guest rooms. Spacious bedrooms with large windows bring in plenty of sunlight, while the tiled bathroom features a tub/shower combination. The unfinished basement provides substantial storage capacity and includes a roughed-in bath for added future flexibility. The outdoor spaces are a standout feature, with a large Trex deck offering multiple areas for dining, lounging, and entertaining. A separate firepit area creates another space to enjoy the property, while mountain views can be seen from the grounds and deck. The home also features an updated roof (2022), a new Navian boiler (2023), an upgraded 200-amp electrical box (2022), new siding (2022), and a Ring doorbell. Conveniently located in Highland Falls near Main Street's shops and restaurants, local parks, schools, West Point, and access toward Bear Mountain and the surrounding Hudson Valley.

16 Hillside Avenue, Highland Falls

$450,000

2 Beds ⋅ 3 Baths ⋅ 1043477 MLS

Welcome to this beautifully maintained 2-bedroom, 2.5-bath townhouse style condominium offering approximately 2,000 square feet of comfortable living space in the intimate Winhaven Park Condominiums, a community of approximately 20 residences. The main level features a spacious open floor plan designed for easy everyday living and entertaining. A bright and inviting den filled with natural light provides flexible space for a home office, sitting room, or reading area. The living room features sliding glass doors leading to the deck, creating a seamless connection to the outdoors. Upstairs, you'll find two generously sized bedrooms, including a spacious primary suite with its own private en-suite full bathroom. An additional full bathroom and conveniently located second-floor washer and dryer complete this level. Pull-down attic access provides even more storage space. The finished walk-out basement adds valuable additional living space with a comfortable family room featuring a Murphy bed, making it ideal for overnight guests or flexible multi-purpose use. A mudroom provides interior access to the one-car garage, and throughout the home you'll find an impressive amount of storage. Ideally located near West Point Military Academy, Highland Falls Preserve, and Bear Mountain State Park, this home offers convenient access to recreation, hiking, scenic destinations, and the surrounding Hudson Valley. Meticulously cared for and offering plenty of space across three finished levels, this home is ready for its next owner to move in and enjoy. Community pet policy: No dogs permitted; up to two cats allowed.

26 Winhaven Court, Highland Falls

$240,000

2 Beds ⋅ 1 Baths ⋅ 1040293 MLS

Opportunity awaits at 83 Center Street in the Village of Highland Falls! This 2-bedroom, 1-bath Ranch offers 816 square feet of living space plus a full unfinished walk-out basement. Repairs and improvements have been started but are not complete, offering the next owner the opportunity to finish the home to their own taste. Conveniently located close to West Point, as well as village shops, restaurants and amenities. Whether you’re looking for a primary residence or investment opportunity, this property offers plenty of potential. Priced to sell in its current condition and being sold AS IS.

83 Center Street, Highland Falls

$549,000

4 Beds ⋅ 2 Baths ⋅ 1041268 MLS

Lovely high ranch set in private setting on hill with spectacular Hudson Valley views within village of Highland Falls. Walk to all villages conveniences, shops, restaurants, Cafe, West Point. Enjoy History, culture and sports in this town. Just a 55 minute commute to city via Garrison or Peekskill train lines. 3 Bedroom, optional 4th bedroom, den, office or family room. Spcious open kitchen, dining room, living room. Outdoor decks for relaxing/entertaining or enjoying nature, gardens. The Hudson Valley boasts the scenic outdoors of Bear Mountain/Harriman state parks. Its trails for hiking, lakes for kayaking. Skiing etc. Can't go wrong in this sweet town!

21 Kleitz Avenue, Highland Falls

$85,000

2 Beds ⋅ 2 Baths ⋅ 1038916 MLS

Bring your vision to life in the quaint Hudson View Terrace community! This 2-bedroom, 2-full-bath manufactured home offers an affordable entry into first-time homeownership or a low-maintenance, main-level lifestyle. The primary bedroom features an en-suite full bathroom with both a shower stall and soaking tub, flowing seamlessly into a spacious living room ideal for entertaining. The cozy kitchen provides a warm space for everyday meals, while the second bedroom offers convenient access to the dedicated laundry room and second full bathroom. Updates include a newer refrigerator and boiler. After a short flight of stairs, enjoy main-level living featuring an open-concept on the main floor, plus a convenient storage shed outside. Central air details available in remarks. The land is not included in the sale. Owner in the process of packing. Property being sold as is. Note photos enhanced by AI. In addition to the sale, buyers are subject to final park/property management approval process. Schedule your private tour today!

9 Rivercrest Road Unit #22, Highland Falls

$399,000

2 Beds ⋅ 2 Baths ⋅ 1036855 MLS

Welcome to 30 Villa Parkway in Highland Falls, NY! This well-maintained home offers comfortable living, plenty of storage, and numerous updates throughout. Situated on a spacious 10,075-square-foot lot, this 2-bedroom, 1.5-bath home offers approximately 720 square feet of living space and has been thoughtfully maintained and improved by the current owners. The kitchen features a new electric stove installed in 2022 along with a gas cooktop. The Samsung LP-gas washer and dryer were also installed in 2022 and offer convenient app access. The home is equipped with an LP-gas water heater installed in 2024, while the oil heating system is maintained annually for continued reliability. Additional improvements include new basement windows installed in 2024, a new kitchen door and screen door installed in 2024, and new windows in both the bathroom and kitchen. Outside, the spacious backyard provides room to enjoy the outdoors and features a new retaining wall installed in 2023 and a new shed installed in 2024, offering additional storage for tools, equipment, and outdoor items. Located in Highland Falls, this home provides convenient access to local amenities, shopping, restaurants, parks, and major transportation routes. With its spacious lot, comfortable layout, and numerous recent updates, 30 Villa Parkway is a wonderful opportunity for a buyer looking for a well-cared-for home in the Hudson Valley. Schedule your private showing today and come see everything this home has to offer!

30 Villa Parkway, Highland Falls

$574,999

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

$499,000

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

$350,000

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, along with a new water softener system and new heating system, offering the perfect combination of comfort, charm, and modern convenience. 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

$510,000

3 Beds ⋅ 2 Baths ⋅ 980689 MLS

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 bedroom upstairs, partially finished walkout basement with laundry and ample storage space, cozy wood-burning fireplace, oak hardwood floors, formal dining room, covered stone paver patio with fire table and gas grill, 1-car attached garage, and a fenced backyard that overlooks a babbling creek. The seller will consider offering the home furnished (minus wall art). Located just west of the Hudson River with convenient access to the Bear Mountain Bridge, Metro-North rail stations, and the Palisades Parkway - just 45 minutes to the George Washington Bridge to NYC!

154 Old State Road, Highland Falls

$859,000

6 Beds ⋅ 6 Baths ⋅ 983958 MLS

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 you. Two/half bathrooms. Central a/c, hardwood floors, large Anderson Windows welcoming the sunshine. Upper-level laundry, master suite, walk in closet, bathroom with large shower/glass doors. Two more bedrooms with common bathroom/tub. Rooms are light/bright, w/view of valley/sunsets. Basement: Large dry/perfect for storage. Enjoy small town USA which offers history culture and sports walk to main Street conveniences and restaurants. EZ commute to Garrison or Peekskill train stations just off the Palisades Parkway and 55 minutes commute to Manhattan. Enjoy private lake beach, golf, community pool, ski mountain, tennis, kayaking along the Hudson River, horseback riding.

27 Church Street Unit #A/B, Highland Falls

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