Philipstown, NY Homes for Sale with Acreage

Where History Meets the Sound of a Waterfall.Step into a landscape that feels lifted from another century. Nestled along the banks of Clove Creek, this remarkable property invites you to own a piece of local history and imagine the stories that have unfolded here for generations.At its heart stands a historic 1700s farmhouse, a timeless 3-bedroom residence set on 7.94 scenic acres along a

Abbie Carey Houlihan Lawrence Inc.

Deep within the Hudson Highlands, along the historic Old Albany Post Road, this extraordinary 28-acre estate offers a rare union of architectural significance, enduring privacy, and natural beauty. Beyond handcrafted iron gates framed by stone pillars, a winding drive disappears into mature woodlands before revealing a residence that feels quietly woven into the landscape. Stone and timber

Craig Watters Compass Greater NY, LLC

Just 60 minutes from Manhattan, this exceptional Hudson Highlands retreat offers a rare combination of architectural character, protected natural surroundings, and direct access to some of the region’s most celebrated outdoor destinations. Set on 13 private acres across two separate lots—including a second vacant, buildable parcel—the property is tucked away on a quiet dirt road known for its

Annabel Taylor Four Seasons Sothebys Intl

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.

Set on just over 4 tree-lined acres in the heart of Garrison, this beautifully maintained Colonial offers a spacious and thoughtfully designed layout with timeless appeal. A dramatic two-story foyer welcomes you into a freshly painted interior featuring hardwood floors throughout the main level, a first-floor bedroom, and a full bath—ideal for guests, a home office, or flexible living. The

Kathyrine Tomann Houlihan Lawrence Inc.

Welcome to 21 East Mountain Road South in Cold Spring, NY — a beautifully maintained 4-bedroom, 2.5-bath ranch set on 1.1 flat private acres in the highly sought-after Haldane Central School District. This warm and inviting home offers effortless single-level living with original hardwood floors, skylights, central air, 3-zone heating, and a bright open-concept layout designed for everyday

Jake Rotger Real Broker NY LLC

Set upon a private rise within the Hudson Highlands, Evarts Hill is a restored 1929 French Normandy style estate distinguished by its provenance, craftsmanship, and natural and formal landscapes. Encompassing 53.65 acres and bordered by conserved lands of the Hudson Highlands Land Trust, the property offers exceptional privacy and an unspoiled natural setting just 50 miles from New York

Anthony Cutugno William Pitt Sothebys Int Rlty

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

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

Beautiful ranch-style home built in 2019 offering the perfect blend of modern comfort and country charm! This well-maintained home features an inviting open layout, a cozy pellet stove, and an attached 2-car garage. Enjoy outdoor living with a spacious, flat yard and a beautiful above-ground pool — perfect for entertaining, relaxing, or enjoying summer days at home. The home also offers a huge

Crystal Colombo Compass Greater NY, LLC