Philipstown, NY Houses for Sale

Modern Farmhouse recently built by a local craftsman. Situated on over 9 acres, this four-bedroom home has many custom details including 9' ceilings throughout, recently refinished wood flooring, custom trim and cabinetry, and built-in closets. Light and bright, the heart of the home is the open-concept chef’s kitchen with magnificent walnut island and matching walnut shelving, Viking appliances,

Craig Roffman Houlihan Lawrence Inc.

Step back in time with this extraordinary 5-bedroom period home, built in 1897 and offering over 2,800 square feet of living space across three gracious floors. Located in the Historic Village of Cold Spring, this home is one of the largest you'll find within the Village—an increasingly rare opportunity.From the moment you enter, you're greeted by remarkably preserved original woodwork that

Kathyrine Tomann Houlihan Lawrence Inc.

Perched above the Hudson River in the heart of Garrison, NY, this historic Arts & Crafts Victorian offers sweeping river views from every room in a timeless setting. Built in 1890 and tastefully expanded in both 2000 and 2013, this gracious four-bedroom, three bath home seamlessly blends historic character with thoughtful updates. As you pull into the elegant circular drive with its ring of

Melissa Carlton Houlihan Lawrence Inc.

Located in the village of Cold Spring, a short walk away from the shops and restaurants of Main Street and the Metro North station, sits magical 64 Paulding, an 1890 rare, architectural gem. Tucked away on a uniquely large 1+ acre parcel with a level yard and in-ground pool, the expansive grounds, rare for a village property, create a private park-like setting adorned with mature trees, including

Ann McBride-Alayon Hudson River Line Realty

Cross the private bridge to your future!! A serene and private retreat setting with a view of the mountains and the tranquil sounds of your stream while crossing your private bridge leading to your own majestic custom built, by owner, Queen Ann Victorian style home situated on 12.5 acres of lush Mother Nature!! Welcoming you is an expansive front porch; savor the silence catching the breeze on

Maria Litrenta William Raveis Real Estate

Welcome to this beautifully updated and meticulously maintained raised ranch in the sought-after Continental Village community of Garrison, NY. Tastefully updated and maintained to perfection this home is set on a private and serene .81-acre lot, this home offers 3 spacious bedrooms, 2 full bathrooms, and a versatile office or guest space. The sun-filled living room flows seamlessly into the

Maria Campanelli BHHS River Towns Real Estate

Opportunity knocks at 39 Knollwood Lane in Cold Spring, NY!This raised ranch offers a flexible layout and strong potential for the right buyer. The top level features an eat-in kitchen with plenty of cabinet space and a large window overlooking the deck and backyard—perfect for letting in natural light while you cook. The open-concept living and dining area makes the space feel bright and

Vincent Reda Keller Williams Realty

Welcome to 69 Clove Brook Drive, meticulously maintained well-loved ranch on a quiet cul de sac, situated on 1 plus acres with mature plantings, specimen trees and rock outcroppings in a beautiful tranquil setting; Nature enthusiasts will love this home as the property literally borders Fahnestock State park, a 14,000+ acres state park adjacent to your property; Cold Spring has an incredible

Suzanne Welch Coldwell Banker Realty

Nestled in the heart of Cold Spring, New York, this charming three-bedroom, two-bathroom residence offers exceptional convenience. Situated conveniently near the train station(0.4mile to Metro-North Cold Spring station - 7 mins walk) the property boasts a rare two-car garage and features a spacious second-floor deck overlooking the backyard. the property is located near shops, parks, and schools.

Thomas Chen Chous Realty Group Inc

Located just one hour from NYC, this well-maintained home offers the perfect balance of convenience, comfort, and natural beauty. Set on a peaceful creekside lot, the property features an open-concept layout and timeless design details.Inside, the mid-century style kitchen opens into a bright living space ideal for everyday living or entertaining. The spacious primary bedroom is set apart

Liudmila Lobeeva eXp Realty

Charming country retreat nestled on a private road off the picturesque Old Albany Post Road, this meticulously-maintained, 3700+ sq. ft. contemporary home offers the perfect blend of tranquility and modern convenience. The multi-level design features a spacious main floor with an inviting kitchen, complete with a pantry, that seamlessly flows into a light-filled dining and living area. With

Ann McBride-Alayon Hudson River Line Realty

This charming four-bedroom home is nestled on a picturesque parcel in the heart of the Hudson Valley, with direct access to protected New York State land—offering hiking trails right from your doorstep. Located in the sought-after Cold Spring area, this property is all about peace, privacy, and the beauty of nature. Outside, enjoy timeless stone walls, flourishing perennial gardens, and mature

Linda Hoffmann Houlihan Lawrence Inc.

1500+ square feet of cozy charm comes 3 bedrooms and open plan kitchen and dining room with a comfy living room and fireplace. The home has wood flooring and central A/C and laundry. There is access from the kitchen to an enclosed porch and also access to a large patio decking with its own Tiki Bar for entertaining. It is the perfect location for commuting or for shopping. Minutes to I-84 and

Patrick O'Sullivan Limited Editions Realty, Inc.

Beautifully updated turnkey mini estate on just under an acre offers all of the easy maintenance of a condo without the HOA. Nestled in the heart of Garrison, this 3-bedroom, 2-bath home offers 1,551 square feet of inviting, light-filled living space with a warm, open-concept layout full of character. Enjoy cooking and entertaining in the recently renovated kitchen featuring brand new stainless

Melissa Carlton Houlihan Lawrence Inc.

Welcome to this spacious 4-bedroom, 2-bath Raised Ranch offering versatile living space and a beautiful backyard setting. The main level features a bright living room, open kitchen, dining area, and a generous family room that opens to a screened-in porch, perfect for relaxing or entertaining. You'll also find a primary bedroom, two additional bedrooms, and a full bath on this level.The walk-out

Margherita Eccleston Houlihan Lawrence Inc.

Welcome to 20 Division Street, a captivating piece of history nestled in the heart of picturesque Cold Spring, NY. Built in 1790, this charming residence boasts 2,002 square feet of living space, featuring four spacious bedrooms and three bathrooms. Step outside to discover the beautifully updated exterior, complete with brand new pavers, modern siding, and a newly installed roof, ensuring both

Debra Russo Serhant LLC

Relax in a sanctuary for nature and the human spirit nestled in the Hudson Highlands. This unique artist’s home offers a serene 2-acre escape surrounded by babbling brooks, a pond, native ferns and moss, and protected green space—truly a “mini-Manitoga”! The multiple decks and winding pathways of the attractive two-story stone and shingle residence invite you into the heavenly sights, sounds and

Ann McBride-Alayon Hudson River Line Realty

Experience the ultimate in privacy, serenity, and design at this one-of-a-kind retreat in the heart of Cold Spring. Nestled on a secluded lot, this beautifully crafted 4-bedroom, 3-bath residence features dramatic cathedral ceilings that elevate the space and frame stunning panoramic views of the surrounding natural landscape. Whether you're seeking a peaceful escape or a stylish full-time

Luis Peralta Pena Real Broker NY LLC

Welcome home to 25 Crest Road in Cold Spring! Move right in to this turn-key 2004 custom built 3,300 SqFt 3bed + 2office, 3.5bath young colonial. Boasting pride of ownership and being sold by the original owners that have kept this home in perfect condition with recent major upgrades on all of the homes bathrooms, kitchen, paved driveway, the 1st floor interior level and salt water pool unilock

Jeffrey Green Compass Greater NY, LLC

Charming updated Garrison home just steps to GUFS Prek-8 Blue Ribbon School. Lovely flat pasture like sunny 1-acre parcel on a quiet country dead-end dirt road with stream and bonus storage sheds. Move right in or bring your vision and renovate/expand & upsize to create your forever upstate dream home in the heart of much sought-after Garrison NY. Low yearly RE taxes of only $7,824 (before Star

Jeffrey Green Compass Greater NY, LLC

Step into a living legacy at “The Birches” a timeless masterpiece nestled in the heart of Garrison. Originally commissioned in 1882 by the Osborn family and designed by the legendary Gothic Revival master, Ralph Adams Cram, this architectural gem has been meticulously restored to its original glory to preserve its rich heritage while incorporating all of the comforts of contemporary living. From

Melissa Carlton Houlihan Lawrence Inc.

This beautifully maintained Cape Cod-style home offers 1,719 sq ft of single-level living, surrounded by mature landscaping and scenic views. Classic wood shingles and stone walls create timeless curb appeal, while thoughtful updates bring modern comfort.Inside, cathedral ceilings enhance the spacious dining area, and the renovated kitchen features soapstone countertops and a breakfast

Alissa Kronovet Houlihan Lawrence Inc.

Welcome to Forsonville Lane—where history meets modern comfort.Dating back to the 1890s, Forsonville Lane was once home to some of Garrison’s earliest estates. This beautifully updated residence blends timeless charm with modern convenience, featuring an open floor plan and a newly renovated kitchen surrounded by windows.The home includes three bedrooms and a dedicated flex room, now being used

Abbie Carey Houlihan Lawrence Inc.

Discover the perfect blend of classic charm and modern luxury at The Garrison Estate. This exquisitely transformed 1930s Hudson Valley home was meticulously reinvented from top to bottom in 2023 and offers 6,800 square feet of alluring living space on 12.28 acres.The colonial center hall has been painstakingly renovated to keep its traditional charm and elegance while infusing many playful and

Lindsay Rothman Compass Greater NY LLC

This remarkable house offers staggering, panoramic mountain views, XL window panes throughout the living space, a deck that runs the length of the house for entertaining, & a screened in porch to enjoy the outdoors. A must-see, this house has modern SS appliances, top of the line quartz countertops, and a beautiful view. Scenic views can also be enjoyed from the Master BR, the Living Room, and

Komal Garewal Winwin Realty

Welcome to this charming 4-bedroom, 2-bathroom home on a private lot along Hustis Road in Cold Spring. Set back from the road, this peaceful retreat offers an in-ground pool, two spacious decks, and a breezeway connecting the two-car garage to the home—perfect for outdoor entertaining and relaxation. Inside, the open-concept kitchen and dining area have been beautifully renovated, leading into

Nicole LaRosa Compass Greater NY, LLC

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,

Melissa Carlton Houlihan Lawrence Inc.

Escape to this breathtaking home in the heart of Garrison, NY, where tranquility meets convenience. Nestled atop over 2.5 acres of gorgeous maturely landscaped land, sits this charming 2/3 bedroom, 4-bathroom property offering expansive views of the majestic Hudson River, providing an idyllic backdrop for daily living. Located just 1.5 hours from NYC, it offers the perfect blend of serenity and

Ryan Kominski Coldwell Banker Realty

Live like you are on vacation 365 days a year. Witness a kaleidoscope of color at sunset on your 1000 sf private balcony that faces due West over the Hudson River. Perched in the heart of Garrison, 55 Dicks Castle offers unparalleled panoramic views extending Northward toward the Shawangunk Ridge and southwest, encompassing Storm King and Constitution Marsh. According to The New York Times, Dicks

Lesli Uribe Corcoran Country Living

Located in Garrison, NY, this country carriage-style house was once part of the estate of Samuel Sloan, a prominent railroad magnate who settled in the Hudson Valley during the 1850s.Charming and filled with natural light, the home has been meticulously renovated from top to bottom, seamlessly blending comfort, style, and functionality.The gardens, thoughtfully designed by the owner, offer

Abbie Carey Houlihan Lawrence Inc.

This unique gem will not be available with the new owner until May of 2028. However, it can be held as an investment with the new owner until then. EIGHT Bedrooms, 2 full baths and 2.5 baths. Upgraded and expanded septic, Sprinklers and Generator included in sale. Interior Professional Photos to follow. Currently used as a Residential Facility. Purchase an investment as you await living in

Angela Briante Briante Realty Group, LLC

Situated on two lots for a total of 15.5 acres, offering an abundance of privacy is only the beginning of what you will find as you enter the grounds. Welcome to 25 Red Oak Lane, an hour from Manhattan you will begin your tour with a Colonial home. This main house built in 1990, features 4 bedrooms, 2.5 baths, and updates during 2018-2021. Commence at the front walkway and find an expansive front

Anna Hawley Howard Hanna Rand Realty

Welcome to “Reveille”.Beautifully sited, turnkey hilltop estate in Garrison, New York, the centerpiece of this magnificent, gated 50+acre estate is a stunning, Loire Valley inspired stone chateau and five bedroom carriage house surrounded by formal gardens and protected woodlands. Constructed from 1927-29, this estate has remained in the same family for nearly a century and has recently

PAULA REDMOND Corcoran Country Living

NOTE: Please , DON'T walk property WITHOUT PERMISSION. Surveillance cameras. This newly renovated and upgraded chalet home offers ambiance and charm from the moment you step through the door. Cathedral ceilings throughout the house give a sense of height and brightness. The large windows in every room bring the outside in. The stone fireplace is the centerpiece of the open-concept floor plan. A

Qizhan Yao Realmart Realty LLC