Philipstown, NY Homes for Sale with Pool

Tucked away in a serene setting, this inviting property offers a wonderful blend of comfort and outdoor enjoyment. The private backyard is perfect for relaxing or entertaining, complete with an in-ground pool that creates your own summer retreat. Inside, a wood-burning fireplace adds warmth and character, creating a cozy focal point for cooler seasons. A two-car garage provides convenience along

Elijah Hoskins Redfin Real Estate

Experience upscale, carefree living in Glassbury Court at Cold Spring, a premier 55+ active-adult community. This beautifully appointed Highland model enjoys a prime location within the complex, surrounded by lush flowerbeds and mature landscaping. Designed for comfortable one-level living, the home offers two bedrooms, a versatile den, and an expanded patio ideal for relaxing and entertaining.

Arij Kurzum 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

Move right in to this beautifully maintained raised ranch home offering the perfect blend of comfort, style and functionality. Filled with natural light, this inviting home features three bedrooms, one-and-a-half bath, hardwood floors, central air conditioning and a spacious 2 car garage. The heart of the home is the expansive great room with vaulted ceiling and skylights creating an open and

Christine DiChiara Coldwell Banker Realty

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

Welcome to Glassbury Court of Cold Spring! Stunning Highland model features one floor living in a pristinely kept 55+ adult community. Nestled in the gorgeous Hudson Valley just 50 miles from Manhattan, live in convenience at the midpoint between Cold Spring village and Fishkill village with exciting Beacon just minutes away. Have the easy access to restaurants and every amenity you can imagine,

Lance Pahucki William Raveis-New York 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

If you have been patiently waiting for the perfect Hudson Valley home that checks every single box—from effortless one-floor living and high-end barefoot luxury to a vibrant, resort-style social scene—your wait is officially over! Welcome to 10 Maggie May Way, an exceptional single-level residence that seamlessly pairs next-generation green technology with an unparalleled lifestyle. Offering rare

Christine Hamilton Keller Williams Realty Partner

A nature lover’s paradise on 3.8 private acres, just minutes from the Village of Cold Spring.Set on a quiet mountain road bordering Fahnestock State Park, this character-filled contemporary home offers serenity, seclusion, and direct access to one of the Hudson Valley’s most treasured outdoor playgrounds — over 14,000 acres and 50 miles of hiking trails right at your doorstep.Inside,

Bill Hussung Robert A. McCaffrey Realty 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

Set on 22+ acres in Garrison, NY, this extraordinary historic Hudson Valley estate offers a rare opportunity to restore and reimagine a one-of-a-kind country property. Once part of the storied c.1900s Dick’s Castle estate, the property served as servants’ quarters and a working farm. More than a century later, the estate retains an incredible degree of architectural integrity, with slate roofs,

Melissa Carlton Houlihan Lawrence Inc.

Welcome to this move-in ready three-bedroom, two-bathroom brick ranch in Continental Village, beautifully set on one-third of an acre with mature lush landscaping and an exceptionally tranquil outdoor setting. A rare zen-like koi pond, built-in above-ground pool, stone fire pit, sunset views, multiple gardening areas, and outdoor storage create a backyard designed for relaxing, entertaining, and

Brandon Bonfils Brown Harris Stevens