Hudson Valley NY Homes

Hudson Valley NY

Homes

Your Gateway to the Hudson Valley Lifestyle

Just north of Manhattan, New York’s Hudson Valley offers a perfect blend of historic charm, scenic beauty, and vibrant communities. From the riverfront villages of Westchester to the rolling hills of Dutchess and Putnam Counties, this region attracts everyone from first-time buyers and growing families to retirees seeking a relaxed, yet connected lifestyle.

As a Seniors Real Estate Specialist® (SRES®) and dual-licensed REALTOR® in New York and Florida, I guide clients through every stage of life’s transitions. Here in the Hudson Valley, I collaborate with trusted local professionals who know the neighborhoods, schools, and market dynamics inside and out. And for those ready to enjoy winters in the sunshine, I personally assist clients with Florida Gulf Coast purchases, sales, and 55+ community options.

Whether you’re relocating within Westchester, downsizing in Dutchess, or planning your next chapter between New York and Florida, I’ll make your move seamless. From new-construction opportunities to personalized downsizing strategies, you’ll benefit from both my local expertise and firsthand Florida experience.

Let’s plan your next move — whether it’s finding your perfect home here in the Hudson Valley or making your Florida dream a reality.

John Pontillo

NY & Florida Real Estate Salesperson

REALTOR®

SRES® Seniors Real Estate Specialist®

845-220-6179

RE/MAX Town & Country

584 US-9, Fishkill, NY 12524

Realty One Group MVP

1099 Main Street

Sarasota, FL

Regions of the Hudson River Valley

Upper Hudson Valley

The Upper Hudson Valley covers Greene, Columbia, Albany, and Rensselaer counties. This area is characterized by rolling hills, the Catskill Mountains, lush farms, orchards, and breathtaking river and mountain views that inspired the Hudson River School of art. Frederic Church, one of the movement’s prominent figures, built his 19th-century home, Olana, here. The Capital District showcases its historical role in state governance, Dutch colonial settlements, and contributions to the Industrial Revolution. The navigable portion of the Hudson River ends near Troy, where the Erie and Champlain Canals begin, providing access to the west and north. Beyond Troy, the Hudson River becomes narrower, flowing for 314 miles to its source at Lake Tear of the Clouds on Mt. Marcy, the highest peak in New York’s Adirondack Mountains.

Middle Hudson Valley

The Middle Hudson Valley includes Putnam, Orange, Dutchess, and Ulster counties. This region is renowned for its scenic beauty, with rolling landscapes, historic estates, and the Shawangunk and Catskill Mountain ranges. The Hudson River narrows here, bordered by the dramatic Hudson Highlands. This area played a pivotal role in the Revolutionary War, cementing its place in American history.

Lower Hudson Valley

The Lower Hudson Valley comprises Westchester and Rockland counties. The landscape shifts here from Manhattan’s urban skyline to the marshes and hills of the Hudson Valley. The region is home to numerous historic estates and landmarks, many built by wealthy industrialists and entrepreneurs in the 18th and 19th centuries. In the 1700s, much of the land was owned by the Van Cortlandt and Philips families. Today, many of these sites have been preserved for public enjoyment, largely thanks to the Rockefeller family, who also built their estate, Kykuit, in Pocantico Hills.

I'm your 55+ NY↔FL Connection

Gen X and 55+ Moves: Real Estate with Real-Life Experience

As a Gen X REALTOR® and Seniors Real Estate Specialist® (SRES®) licensed in both New York and Florida, I understand what it means to juggle it all — aging parents, kids leaving (or returning to) the nest, and your own next chapter.

If you're part of Generation X (born 1965–1980), you’re likely:

Helping parents downsize or transition to 55+ or assisted living
Balancing your own retirement planning while supporting adult children
Considering a snowbird lifestyle or full-time move to Florida
Faced with tough conversations about estates, trusts, and long-term care

I offer more than listings — I offer guidance, connections, and firsthand insight. I’ve lived it. Whether it's navigating a family home sale in Westchester or finding a manageable condo near Sarasota, I’ll help you and your loved ones through every stage of the transition.

www.gulfcoastfl.homes

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