Fort Montgomery, NY Real Estate & Local Guide

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Fort Montgomery is a Hudson Highlands hamlet in the Town of Highlands, Orange County, positioned near the Bear Mountain Bridge, the Popolopen Creek corridor and the entrance to Bear Mountain State Park. Its wooded terrain and historic Hudson River setting feel entirely different from a large suburban shopping district.

I'm John Cordeira, Broker/Owner of Cordeira Homes. After more than 20 years working with Long Island buyers and sellers, I started exploring the Hudson Highlands on foot. My 7.1-mile Bear Mountain hike inspired me to build a researched guide to the communities around the park, while being clear about what I have and have not personally experienced.

What Fort Montgomery Is Like

What distinguishes Fort Montgomery is the close connection between residential roads, steep terrain, Revolutionary War history and outdoor recreation. Its namesake state historic site overlooks the Hudson where a critical 1777 battle took place. The historic site and modern hamlet are related, but they are not the same thing.

Getting Around Fort Montgomery

Route 9W is the practical north-south road. The Bear Mountain Bridge connects this side of the Hudson to the east bank; the Palisades Interstate Parkway is also part of regional car travel. Confirm individual drive times rather than assuming a rail stop or a uniform commute.

Parks, Trails & Life Near Bear Mountain

Brooks Lake Park has trails, recreation areas and a dog park, while Mine Dock Park provides river access. The Fort Montgomery State Historic Site brings the area's military history onto the trail map. Bear Mountain State Park adds a much larger landscape of hiking routes and overlooks.

John Cordeira's photographed Hudson Highlands hiking experience near Bear Mountain — From my Bear Mountain-area hike. This is a regional trail photograph, not a photograph of a Fort Montgomery property. Read my route and experience.

Before hiking, check the New York State Parks trail information for current closures. Portions of Bear Mountain's trail system have posted detours during work near the inn.

Shopping, Dining & Daily Services

Fort Montgomery is not a conventional downtown shopping destination. Residents commonly look to neighboring Highland Falls and the Route 9W corridor for restaurants and daily errands. Store availability, hours and parking should always be checked individually.

Schools & Municipal Information

The Highland Falls-Fort Montgomery Central School District lists Fort Montgomery Elementary School, Highland Falls Intermediate School and James I. O'Neill High School. Confirm each property's district and assigned school directly. School information: official district website. Local government: official municipal website.

Homes & Real Estate in Fort Montgomery

In an October 2026 snapshot of active houses, condos, co-ops and townhomes available through this website's MLS search, Fort Montgomery showed 4 listings, with asking prices about $475,000 to $1.03 million. Inventory changes, and this snapshot is not an appraisal or estimate of a typical home.

Thinking of Buying in Fort Montgomery?

A wooded hillside property, a home near the historic site and a place closer to the river can have very different access, maintenance and drainage considerations. Buyers should assess driveway slopes, stormwater management, septic or municipal service connections, road maintenance and any flood or steep-slope constraints at the specific address.

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Already Own a Home Here?

For sellers, a thoughtful listing should describe the actual setting and access rather than relying on 'near Bear Mountain.' Survey, property features, improvement permits and maintenance details all help buyers evaluate an unusual Hudson Highlands property.

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Fort Montgomery Real Estate & Community Resources

Explore these detailed local pages. Each serves a different purpose: current housing inventory, valuation, selling, outdoors and everyday local businesses.

Living Near Bear Mountain: Compare All Four Communities

Explore Nearby Bear Mountain-Area Communities

Highland Falls | Stony Point | Tomkins Cove

Bear Mountain Loop via Twin Forts: My 7.1-Mile Hike

Frequently Asked Questions About Fort Montgomery

Is Fort Montgomery the same place as Bear Mountain State Park?

No. Fort Montgomery is a residential hamlet in the Town of Highlands; Bear Mountain State Park is a separate recreation destination nearby.

Does Fort Montgomery have an LIRR station?

No. This is an Orange County Hudson Valley community; travelers should check regional road, bus and Metro-North options rather than expect Long Island Rail Road service.

What is the Fort Montgomery State Historic Site?

It preserves remains and interpretation of the 1777 Revolutionary War fortification and battle near the Hudson River.

What Should I Add to My Fort Montgomery Guide?

Know a local business, trail access point, park or practical housing detail that belongs here? Tell me about it. I want this to become a useful regional resource rather than a generic list of towns.

John Cordeira
Broker/Owner, Cordeira Homes
#RippedRealtor

Current Homes for Sale in Fort Montgomery

Explore the current MLS listings below. Verify school district, property boundaries, condition and availability for each address before making decisions.

Current Fort Montgomery Homes for Sale

$1,025,000

4 Beds ⋅ 3 Baths ⋅ 939671 MLS

Step into this stunning contemporary home, where soaring ceilings and intentional design create a truly elevated experience, set on an acre of land, on the private picturesque hills of Fort Montgomery. Flooded with natural light, the open concept floor plan seamlessly connects the kitchen, dining, and living areas, including two fireplaces. Perfect for entertaining or relaxing. This meticulously kept residence features 4 bedrooms, 3 full baths, and dedicated media room, for the ultimate movie experience. The chef inspired kitchen features luxury premium appliances designed for every day cooking and high end entertaining. The primary suite serves as a retreat with fireplace, large sliding glass door that leads to a substantial private balcony, perfect for morning coffee or unwinding in the evening while looking over a resort style swimming pool with slide, hot tub, and pool house with full bath, perfect for hosting outside gatherings. This bedroom also boasts an extensive walk in closet, (or bonus room), elevated ceiling that opens to a loft that can be used as an office space. The ensuite bathroom feels like a personal spa, featuring double sinks, jacuzzi soaking tub, and separate glass shower. This home is also equipped with solar paneling, owned, providing financial benefits. Featuring a newly installed asphalt driveway, for a clean fresh appearance, and can fit 8 parked cars comfortably. This property is only 5 minutes from the gates of the United States Military Academy at West Point, 1 mile from Bear Mountain State Park, and 10 minute drive to Garrison and Peekskill Metro North Train stations commuter rail to NYC. This extraordinary home offers luxury and comfort. From spacious interiors to the incredible outdoor amenities, this home has been crafted for living, entertaining and making memories. Schedule your showing today!

22 Weyant Road, Fort Montgomery

$699,000

4 Beds ⋅ 2 Baths ⋅ 1025294 MLS

Be the first to live in this home that was completely reimagined by architect Jorge B. Hernandez, R.A., A.I.A and constructed within the original footprint. Nestled in the Hudson Highlands with seasonal Hudson River views this home offers the quality, efficiency, systems and functionality of true new construction while preserving the character of an established Hudson Highlands neighborhood. Featuring and open concept floor plan with four generous sized bedrooms and two gorgeous full bathrooms. Main level living room with stone surround electric fireplace opens to a stunning center island designer kitchen with premium shaker cabinetry, quartz counters, stylish ceramic tile backsplash and GE Stainless Steel appliance package. Main level has 3 bedrooms and full bathroom offering flexibility for guests, multi-generational living or a home office. Spacious primary suite with walk-in closet and full bath en-suite occupies the 2nd floor, creating ultimate privacy. Premium hand-scraped solid hardwood flooring throughout, Whole house has Andersen 400 Series windows, all new roofing, siding, plumbing, 200 amp electric, LED recessed lighting, new insulation and HVAC systems, insulation, drywall, and wired Cat-6 ethernet throughout. Enjoy seasonal Hudson River views and entertain in style on your expansive covered patio or enjoy your morning coffee on the new maintenance free trex deck. Partial basement for mechanicals and storage, outdoor shed and a covered carport complete this special home in the Highland Falls Fort Montgomery Central School District is just minutes from West Point Academy, Bear Mountain, Harriman State Park, Metro-North, the Bear Mountain Bridge and major commuter routes. Approximately 1 hour to Manhattan and 10 minutes to Peekskill Metro North station. Every phase of construction was fully permitted, inspected and completed with a final certificate of occupancy. This is a home that offers the quality, efficiency and peace of mind that is associated with new construction, Truly move-in-ready condition, see it today!

16 Wayne Avenue, Fort Montgomery

$674,000

3 Beds ⋅ 2 Baths ⋅ 1056062 MLS

A little slice of heaven! Bordering preserved NYS parkland and less than 5 miles to West Point! This home was designed to watch the seasons unfold from your great room! Built in 2002 with 2856 sq ft including the finished lower level and an exceptional amount of windows and natural light. Offering a bedroom and a full bathroom on the main floor. With its gleaming hardwood floors you walk into the great room with the custom wood-burning fireplace and three walls of windows. Imagine how beautiful it will be to watch the leaves turn color or the first snowfall beside a roaring fire.The eat-in kitchen offers a breakfast bar, separate breakfast nook with a bay window, cherry cabinets and stainless steel appliances. Adjacent is the laundry room with a utility sink. The screened-in three-season room is yet another way to relax and enjoy the benefits of the property. Upstairs hosts the primary bedroom with a walk-in closet, a full bath with a claw-foot tub and the third bedroom. Need more room? There is storage space and two flex areas for a home gym, game room, family room or whatever you need. Finer points of this home include 1.50 acres, reasonable taxes, a newer boiler, well tank, and septic. The home is also perfect for commuters, being minutes from Route 9W, Palisades Parkway, Bear Mountain Parkway, and the train. Located in the heart of the Hudson Valley with hiking, wineries, entertainment, and shopping galore. 60 minutes to NYC. Make this your forever home or the most spectacular weekend retreat.

40 Krieger Road, Fort Montgomery

$475,000

3 Beds ⋅ 1 Baths ⋅ 1046702 MLS

Imagine waking up to beautiful Hudson River views and coming home to the peaceful surroundings of Fort Montgomery. Welcome to 21 Rivercrest Road, where location, views, and potential come together to create a truly special opportunity. This 3-bedroom, 1.5-bath home offers approximately 1,358 square feet of living space and a flexible layout ready for you to make it your own. Enjoy your morning coffee while taking in the scenic surroundings, then spend your afternoons exploring nearby Bear Mountain, the Hudson River, and the many outdoor activities the area has to offer. Located just minutes from West Point, this home is also conveniently close to shopping, dining, and major commuter routes. Whether you're searching for a place to settle in, a home near West Point, or an opportunity to create a space that reflects your own style, 21 Rivercrest Road invites you to imagine what life could look like here.

21 Rivercrest Road, Fort Montgomery

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Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.