$860,319Average Value$598Average Price per Sq Ft0Homes For Sale
Hiking and hamlets in mountainous Philipstown
Within the Hudson Valley, Philipstown, 58 miles from New York City, is known for its recreation and hamlets. “You have a sense of living in the country with proximity to the city and other great places,” says Steven Gray, a real estate agent with Compass Greater NY, LLC. Gray has worked in the industry for five years. The area has a rolling, mountainous terrain with swaths of preserved land and hiking trails. Diana Polack, a Realtor with Compass Greater NY, LLC who has over 35 years of experience and lives in the Hudson Valley, says most people know the area for the hamlets of Cold Spring and Garrison. Cold Spring has a Main Street with shopping and dining, and Garrison is mainly residential and surrounded by nature. “The downtown district of Cold Spring is very much city living, there’s a little bit of everything,” says Gray.
Philipstown’s incorporation in 1812 marked the start of its civic history.
Rolling hills and quiet woods define the rural charm of Philipstown’s countryside.
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Lots of trails to explore
Polack says the area offers world-class trails. “People come from all over to hike there,” she says. Hudson Highlands State Park has over 70 miles of trails, including a 5-mile section of the Appalachian Trail. Outside Cold Spring is the Constitution Marsh and Audubon Center and Sanctuary, a fish and bird habitat that offers educational programs and public trails. Castle Rock Park includes the Glenclyffe Trailhead and Sugarloaf Hill, where visitors may catch a glimpse of the 1881 castle built by railroad executive William H. Osborn.
Hikers frequently hike the "Lemon Squeezer" trail at Harriman State Park.
Philipstown residents get outside for fresh air at the Constitution Marsh Sanctuary.
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Homes range from condos to estates with river views
Most homes are spaced far apart among the rolling greenery of Philipstown or clustered together in hamlets. Multifamily, single-family, condos and townhouses are available in the Colonial Revival, split-level and farmhouse styles. Most townhouses and condos are along U.S. Route 9 and in the hamlet of Cold Spring. They range from $370,000 to $745,000. Single-family and multifamily homes range from $325,000 to $975,000. Larger estate homes in Colonial Revival, Tudor Revival and custom styles range from $1 million to $3.5 million. “There are also vacation homes or second homes and some estate-level properties along the Hudson River. Some of the finest properties in Garrison may have Hudson River views.” Most houses here use septic tanks and well water. While the Hudson River may flood during inclement weather, Polack says it's not likely to flood residential areas.
Some Philipstown residents make the most of their properties on spacious lots.
Multifamily homes offer flexible living options in scenic Philipstown.
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Thriving arts scene in Philipstown
“If you're outdoorsy, it's an endless opportunity for nature lovers,” says Gray. “And it also has a robust arts community.” The Boscobel House and Gardens combine art and nature on the grounds of a rebuilt 1800s Neoclassical manor. The inside of the house offers a collection of Federal-style art and furniture. Outside, garden tours, festivals and concerts keep visitors busy. Also on the site, the Cold Spring Farmers’ Market sells fresh produce every Saturday. In Garrison, the Art Center offers workshops, exhibits and events all year, including a craft show each October. The Depot Theater hosts plays, drag shows, musicals, concerts and other live entertainment from local directors and performers. From June to September, the Hudson Valley Shakespeare Festival performs in an open-air tent at The Garrison, a hotel and venue.
Pumpkin Glow visitors sing along to live tunes in the heart of Philipstown.
Residents enjoy all the local shopping and dining options in historic Philipstown.
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Top marks for schools in the Philipstown area
The Haldane Central School District, which gets an A from Niche, serves the northern half of Philipstown, and the Garrison Union Free School District, which also receives an A-minus, partially serves the southern half. Children may attend Haldane Elementary, which gets an A-minus and Haldane Middle, which gets an A. The Garrison Union Free School District has just one facility, the Garrison School, which teaches prekindergarten through eighth grade and gets an A. Haldane High gets an A and is listed as the best public high school in Putnam County. Those in Garrison may attend Haldane High or two other public schools: Putnam Valley High, which gets a B-plus, and James I. O’Neill High, which gets an A.
Haldane Elementary Middle School serves students in the Putnam County community.
Haldane Elementary/Middle School serves students from the Philipstown area.
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Shopping and dining in Cold Spring and Garrison
Angelina’s Pizza & Brew is a popular Italian restaurant on Chestnut Street in Cold Spring. Foodtown is nearby for groceries. For more upscale dining, The Bird & Bottle Inn in Garrison serves modern Southern dishes and craft cocktails for brunch and dinner. “If someone needs something special, they’ll head to Woodbury Common,” says Polack. Woodbury Common Premium Outlets, 19 miles from Philipstown, is an open-air mall with restaurants and popular retailers like Gucci, Adidas and Aeropostale.
The Bird & Bottle Inn blends colonial architecture with outdoor dining near Philipstown.
Weekend shoppers browse storefronts in historic Philipstown.
A mix of storefronts and cafés line the streets of Philipstown Square.
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The Hudson line leads to New York City
The Palisades Interstate Parkway leads to New York City, 58 miles south of Philipstown. The area has three train stations on the Hudson line: Cold Spring, Garrison and Manitou. All arrive in Grand Central Terminal in just over an hour.
The Montefiore St. Luke’s Cornwall and the NewYork-Presbyterian Hudson Valley Hospital are both 13 miles away. The New York Stewart International Airport is 20 miles north. Houses of worship such as Cold Spring United Methodist Church, St. Mary’s Episcopal Church in-the-Highlands and Our Lady of Loretto Church are in Cold Spring.
Daily train rides offer scenic views for Philipstown commuters.
The Cold Spring train station connects Philipstown residents to New York City.
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Written By
Isabella Pontecorvo
Photography Contributed By
Matt Pangman
Video By
Sara Warthen
Interested in learning more about homes in this area?
Reach out to
Diana Murphy,
an experienced agent in this area.
GreatSchools:
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On average, homes in Philipstown, NY sell after 180 days on the market compared to the national average of 54 days. The median sale price for homes in Philipstown, NY over the last 12 months is $700,000, down 8% from the median home sale price over the previous 12 months.
First time on the market, 25 East Mountain Rd. S in Cold Spring is a thoughtfully remodeled generational home that retains distinctive original character. The bright, open floor plan offers spacious and inviting living areas, complemented by two fireplaces and ample storage. The custom kitchen features beautiful cabinetry, granite countertops, and stainless-steel appliances, and flows seamlessly
***Welcome to this vintage charmer – the perfect mountain retreat or second home! Nestled on a private lot, this warm and welcoming residence offers comfortable living and timeless appeal. Relax and entertain with ease thanks to a generous pool deck and abundant outdoor space.( also has Ampel room for elavation). Step inside to an inviting main living area, where an authentic wood-burning
Wooded 1.06-Acre Lot in Garrison – Ideal for a Thoughtfully Designed Home This 1.06-acre wooded parcel on Sprout Brook Road offers a unique opportunity for buyers with vision and an appreciation for the natural landscape. The property features a defined buildable area closer to the road, with dramatic rock outcroppings and a steeper hillside beyond—creating a beautiful, natural backdrop and added
Welcome to 4 Forge Gate Drive Unit F3, an inviting 2-bedroom, 1-bath condo set in the heart of Cold Spring. This single-level apartment offers easy living in a peaceful residential community while keeping you close to everything that makes the village so loved.The layout is simple and comfortable, with a spacious living area, a well-kept kitchen, and two nicely sized bedrooms. This unit has
Introducing 298 Old Albany Post Road, a rare opportunity to live within the highly coveted Lake Celeste Association in Garrison, NY—one of the Hudson Valley’s most charming and exclusive lake communities. This private enclave offers residents an unmatched blend of natural beauty, outdoor recreation, and everyday convenience, all just one hour from New York City and moments from Metro-North. The
Gorgeous approved lot on desirable Old Albany Post Rd. in the heart of Garrison! Property borders New York State land and adjacent to Fahnestock Park, with access to Catfish Pond. Private and wooded, but minutes from historic Cold Spring Village. Newly updated board of health approval for a four bedroom home. Driveway and curtain drains installed. Bring your building plans!
Charming, move-in-ready cottage in the heart of Nelsonville — just minutes from the village of Cold Spring and Metro-North. This beautifully maintained home combines classic Hudson Valley character with modern updates. The inviting main level features a light-filled living area, updated kitchen with butcher-block countertops and new appliances, and a renovated full bath. Upstairs, two comfortable
Minutes from Metro North and charming Cold Spring village, this equestrian paradise offers a rare blend of natural beauty and accessibility. Seller was meticulous in her assemblage of the property, from materials and construction to layout. With a state-of-the-art 16-stall banked metal barn with separate office/day room, indoor and outdoor arenas and an acre of fenced land ready for gardening,
Welcome to 43 Yesterday Drive in beautiful Cold Spring, NY—where luxury living meets peaceful Hudson Valley charm. Nestled just 50 miles north of Manhattan and moments from the heart of the Cold Spring village, this location offers the perfect blend of convenience and tranquility. Enjoy easy access to Route 9, boutique shops, fine dining, and the Metro-North station for seamless travel to
First time on the market, 25 East Mountain Rd. S in Cold Spring is a thoughtfully remodeled generational home that retains distinctive original character. The bright, open floor plan offers spacious and inviting living areas, complemented by two fireplaces and ample storage. The custom kitchen features beautiful cabinetry, granite countertops, and stainless-steel appliances, and flows seamlessly
Discover 1.86 acres of untouched, level land in scenic Cold Spring. Set in a tranquil, highly sought-after location, this exceptional parcel offers the perfect canvas for your custom home or NYC getaway. Enjoy the serenity of country living with easy access to the village's quaint downtown, Metro-North train service to Manhattan, and major roadways.
At Hudson Ridge, the essentials of a home, location, design, and space, come together with ease. Recently reimagined to capture natural light and a contemporary aesthetic, it offers a setting that is both open and inviting. Set on nearly five acres, the property has the character of a country estate. The main level is anchored by a spacious living room with a modern free standing fireplace and
If you’re looking to be close to Cold Spring Main Street while still enjoying the beauty of nature in a private setting, this home is for you! Located in the Village of Nelsonville, just minutes from the Hudson riverfront, Metro-North Cold Spring station, hiking trails, and the Haldane Central School District. The main level offers everything you need on one floor, including a living room, dining
Tucked away in a peaceful, wooded setting, this 1.046-acre unimproved lot offers beautiful natural surroundings, mature trees, and the charm of a scenic backyard mountain stream. Located within the Continental Village community, this property provides a rare opportunity to create a custom home in a quiet, nature-filled environment. Enjoy seasonal mountain views, and the serenity of a natural
Entire home, all utilities included, 30-day or longer stays, catering to corporate travelers, relocating families, travel nurses, academics, and digital nomads—and vacationers. This fully FURNISHED property near Cold Spring, NY, features 2 bedrooms and 1.5 bathrooms features - 1 California King bed - 1 Queen bed, and 2 Twin beds (one can be converted into a King if needed). The living room
Welcome to your enchanting lakeside haven in the Valhalla Highlands community, a retreat unlike any other. This historically restored lakefront home offers a seamless fusion of 1930’s nostalgia and contemporary luxury. Almost every room offers captivating vistas of the tranquil waters, inviting you to immerse yourself in the serene ambiance of lakeside living. The home features 2 bedrooms and 3
Property Id: 2353484This expansive 2,800 sq ft loft-style studio is located in historic Cold Spring. This second-floor walk-up features a flexible open layout with space for living, working, or exercising, plus a kitchen, laundry area, enclosed bathroom, and a separate enclosed room with a window and door, ideal for an office or bedroom. Features include 18-ft vaulted ceilings, polished
One bedroom/ One Bathroom apartment available in Cold Spring Village! Located on the corner of Main Street and Morris Ave above J. Murphy's Restaurant. Conveniently located and easily walkable to shops, restaurants, parks, library, and waterfront. Located a half mile from Cold Spring Train Station and just off Route 9D, the location is a commuters dream. Private off street parking and Heat/hot
If convenience and comfort are what you are looking for, consider it found at this centrally located 1BD apartment just 10 minutes outside of the charming village of Cold Spring, with Metro North service to Grand Central, as well as close proximity to I-84, this is a commuter’s ideal spot. Enjoy quaint Main Streets with cafes, restaurants, unique shops and all the natural adventures the Hudson
Beautifully renovated, spacious 2 bedroom apartment available. Upgrades include a high-end kitchen complete with island seating, stone counters, quality cabinetry, newer appliances as well as a luxurious full bath with walk-in shower. There is access to the partially fenced backyard which is shared with only one other tenant. Great commuter location, just 10 minutes outside of the charming
Ideally Located in the Heart of Cold Spring Village, 2 Bedroom 1.5 Bathroom 2 Floor Duplex w Renovated Eat In Kitchen, Private Outdoor Balcony, Private Washer/Dryer, Inground Outdoor Pool on Premises ,Designated Parking Place, Storage Space avail , 3 Minutes to Cold Spring Metro North Train for commuters ,Cold Spring Riverfront , Fantastic Restaurants, Cafes, Coffee Houses, Antique Shops, Grocery
Welcome to a truly unique and historically restored gem nestled in an exclusive lake community. This beautiful 2-bedroom, 3.5-bath home offers the perfect blend of historic charm and modern comfort. Inside, you’ll find a spacious layout with four flexible bonus rooms, perfect for a home office, gym, or guest space, plus a cozy media room for movie nights. The walkout basement adds even more
Hidden within an intimate, storybook lake community, this beautifully and historically restored home offers a rare opportunity to live somewhere truly special. Thoughtfully designed and restored with meticulous attention to every detail, the home blends timeless character with charm while creating a space that feels both inviting and effortlessly functional. Inside, the home unfolds in a way that
Welcome to Valhalla Highlands, a peaceful retreat located just one hour from NYC and ten minutes from the charming village of Cold Spring. This newly renovated home is set within walking distance of Lake Valhalla and is adjacent to Fahnestock State Park, offering immediate access to miles of trails, scenic overlooks, and year-round outdoor recreation. Community amenities include a private beach,
Spectacular Hudson river views, beautiful grounds, in-ground pool and total privacy. 24 x 16 Living room w. fieldstone frplc, redwood paneling and 20 ft. of glass opening to covered porch. Family rm. w. wood burning stove which opens onto deck. FDR, Den or 1st flr. BR. w. bath. 4 BR's, 3 Bths. A Unique country retreat or full time private residence on 12 acres. Additional Information:
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