Philipstown, NY Homes for Sale with Acreage

Charming three-bedroom Cape in a prime Garrison setting offers the best of Hudson Valley living—privacy and convenience, and timeless character. Whether you are seeking a permanent haven or a weekend sanctuary, this home is perfectly situated- a mere 70-minute train ride to the heart of Manhattan. This home offers hardwood floors throughout the first and second levels. An eat-in chef's kitchen,

Melissa Carlton Houlihan Lawrence Inc.

Wooded retreat meets modern comfort in this spacious Garrison home, perfectly tucked away on nearly 5 private acres!This light-filled home is a true Hudson Valley hideaway! Set atop a gently rolling hill, the home’s dramatic profile immediately sets the tone: elevated, airy, and surrounded by nature.Upon entry into the main living area, you’re greeted by soaring ceilings, oversized

Diana Polack Compass Greater NY, LLC

Tucked into a peaceful, private setting, this lovingly maintained home offers a special balance of tranquility and accessibility. Located just minutes from the charming shops and restaurants of Cold Spring Village with convenient access to the Metro-North Railroad, the location is ideal for both weekend living and an easy commute. The home features a welcoming eat-in kitchen with granite

Melissa Carlton Houlihan Lawrence Inc.

A rare opportunity to own over 5.9 acres across three separate parcels in the heart of Garrison. The main residence at 111 Philipse Brook Road is a 4-bedroom, 2.5-bath Colonial built in 1987, offering approximately 2,294 square feet of living space on 1.83 acres. The home features a gracious layout with spacious living and dining areas, wood-beamed ceilings, two fireplaces, a finished lower-level

Dalia Valdes Julia B Fee Sothebys Int. Rlty

Set on over three private acres and bordered by more than 100 acres of preserved land, this custom-built home offers a rare blend of seclusion and convenience—just minutes to schools, trains, and everyday amenities. Designed to embrace its natural surroundings, the home is filled with light and framed by windows that capture peaceful, scenic views in every direction. The second-floor primary

Melissa Carlton Houlihan Lawrence Inc.

Charming Victorian Farmhouse with classic rocking chair front porch set on 1.18 picturesque ACRES on a quiet, desirable street just minutes from town and shopping. This exceptional home blends timeless character with modern updates, featuring a beautifully appointed farmhouse kitchen with quartz countertops, pantry, and cozy breakfast nook. Enjoy year-round relaxation in the stunning

Gary Margolis Coldwell Banker Realty

Welcome to your own private retreat, set on 2.4 serene acres in the desirable Lakeland Central School District. This inviting ranch-style home offers the ease of one-level living with added flexibility throughout.Featuring 3 bedrooms with additional bonus space that lives like a 4th, the home is designed with an airy, open layout, highlighted by vaulted ceilings and expansive sliding glass

Jonathan Clyman JCT Realty Group Inc.

What a delightful place to call home! Move right in to this updated Cape, just an hour north of NYC, in charming Cold Spring. Situated on 2+ acres, conveniently located for easy access to downtown, the train, and shopping, this is a must-see. The 1st floor is inviting with great flow between the living room with cozy fireplace, updated kitchen, full bath and two bedrooms. Upstairs you will find

Ann McBride-Alayon Hudson River Line Realty

With nearly five acres as its setting, Hudson Ridge reflects a thoughtful balance of location, design, and space. Reimagined to bring in natural light and a contemporary point of view, Hudson Ridge feels open and inviting, with expansive interiors and the character and privacy of a country estate.The main level unfolds around a spacious living room, where a modern freestanding fireplace and

Abbie Carey Houlihan Lawrence Inc.

Rising above the Hudson Highlands with commanding views and unmistakable stone architecture, Dicks Castle remains one of the region’s most recognizable and storied landmarks. A Moorish style castle fashioned after Alhambra in Granada, Spain and situated on 26 wooded acres, the exterior features turrets, arches and courtyards surrounded by sculptures and stone walls well over 100 years old. This

Kimberly Renzi Coldwell Banker Realty

The charm of Hudson Valley living is evident in this Garrison, NY home. Set on two tax lots totaling 2.5 acres, it offers privacy and a peaceful natural setting.This Cape Cod–style home features generously sized, light-filled rooms. The living area accommodates both living and dining, with a floor-to-ceiling window and sliding doors opening to the deck for an easy connection to the landscape.

Abbie Carey Houlihan Lawrence Inc.

Step into a living legacy at “The Birches,” a timeless estate in the heart of Garrison. Commissioned in 1882 by the Osborn family and designed by renowned Gothic Revival architect Ralph Adams Cram, this exceptional residence has been thoughtfully restored to honor its historic character while seamlessly integrating modern comforts. From soaring cathedral ceilings to the slate roof and

Melissa Carlton Houlihan Lawrence Inc.

Gothic Revival Country House.Welcome to the Hurst-Pierrepont Estate. This Gothic beauty, situated in the picturesque Hudson Valley is truly a one of a kind offering. The house completed in 1867, designed by Alexander Jackson Davis for Edwards Pierrepont as a country home, sits on almost 20 verdant acres with pool, patio, pond, perennial gardens and specimen trees. Preserving the home's rich

Heather Fitzgerald Coldwell Banker Realty

Discover 515-517 East Mountain Road North—a turnkey ranch perched atop the mountain, where timeless charm meets contemporary living on over 2 acres. This exceptional home artfully blends old-world details with modern additions, creating a perfect harmony of character and comfort.The main house has been beautifully renovated and expanded, featuring a brand-new addition that transforms the

Natalia Rathbauer Julia B Fee Sothebys Int. Rlty

Nestled just off Route 9 and bordered by a gently rolling creek, this charming Dutch Colonial offers a rare opportunity to experience the natural beauty and quiet lifestyle Cold Spring, NY is known for. Set on over an acre of land, the home is surrounded by mature trees and open lawn, creating a private and peaceful retreat. The property features a versatile 4-bedroom residence with a 2-bedroom

Andy Khan Silverside Realty LLC