Homes with Pools for Sale in Highlands, NY

Home with a Pool for sale in Highlands, NY:

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, stone cottages, original details, and a striking three-story barn that has been thoughtfully adapted as a pool house and game room overlooking the in-ground pool. Beyond the main residence, two additional cottages and three outbuildings offer tremendous flexibility for guests, studios, o

Home with a Pool for sale in Highlands, NY:

There is something truly special about a home that has watched the world change for over a century. Built in 1910, this captivating Colonial near Cornwall is a masterclass in early 20th-century elegance, updated just enough to offer the modern comforts we crave without losing an ounce of its historic soul. From the moment you step inside, the scale of the home makes an impression. High ceilings and gleaming hardwood floors set a grand tone, while ornate fireplaces serve as stunning focal points in the spacious living areas. Every corner reveals another piece of classic architectural craftsmanship that you just don't find in new builds today. The lifestyle here extends well beyond the interi

Home with a Pool for sale in Highlands, NY:

This compelling multi-family property, set on the mountain in Cornwall on Hudson, offers an opportunity to own while covering annual taxes, heating and electric bills and property maintenance, with significant rental income. Three rental units in the cottage and in the bi-level have the potential of approximately $72k annually. The main house is a stunning example of early c. 1900s architecture, that has retained gorgeous original details including, huge multi-pane windows and doors that feature authentic wavy glass, preserving the home's historic charm. The entire house up and down offers hardwood floors in fantastic condition and an elaborate "volute" spiral endpiece to the foye

Home with a Pool for sale in Highlands, NY:

Your Cornwall Dream home just hit the market! Elevate the everyday with this exceptional side hall colonial including a sensational heated salt water inground pool that is located in one of the most desirable neighborhoods in town. The moment you step inside you will see why this unique floor plan separates this home from the ordinary. Step into the oversized foyer boasting crown molding and hardwood floors before turning into the formal dining room with the bay window, designer wall palette, and custom built ins. This room flows into the living room overlooking the pool. The kitchen is a gorgeous mix of french cream and rich cherry custom cabinetry. Enjoy granite counters, a built in win

Home with a Pool for sale in Highlands, NY:

Step into a true piece of Cornwall history with this extraordinary 4,100 sq ft residence, originally built in 1780 and gracefully set on 1.9 picturesque acres. Lovingly maintained and rich with character, this one-of-a-kind home seamlessly blends timeless charm with thoughtful modern updates. A grand two-story foyer welcomes you with a stunning winding staircase, setting an elegant tone from the moment you enter. The sun-drenched living room flows effortlessly into a cozy sunken den, while the formal dining room provides a beautiful setting for gatherings. The renovated kitchen (2020) features its own wood burning stove, butcher block island, granite countertops, stainless steel appliances,

Home with a Pool for sale in Highlands, NY:

This immaculate & elegant Peekskill residence offers refined two-bedroom, two-and-a-half-bath condominium living, featuring an attached garage, porch with partial view of Hudson River & a private backyard patio. The home's main level features a powder room, spacious chef's kitchen featuring stainless steel appliances, & abundant cabinetry & counter space. Kitchen flows seamlessly into the dining & living spaces. Large windows flood the home with natural light throughout. Living room features beautiful hardwood flooring, a gas fireplace & walk out porch (with partial views of Hudson River to the left). Lower level features two bedrooms & two full bath