Tour Westchester, NY’s most desirable areas to live


Dobbs Ferry

Named after the ferry service that carried residents across the Hudson River during the late 1800s, this bustling Westchester river town sprouted as an encampment during the Revolutionary War. Just over 11,000 people live in the 2.4-square-mile village, many of whom were lured by the good schools, relatively diverse population, and charming housing choices for just about any budget or design sensibility.



Hastings-on-Hudson, incorporated in 1879, has a rich industrial heritage. The Westchester river town was once the site for stone quarrying, sugar refining, and cable and chemical manufacturing. Today, Hastings is a postcard-pretty village beloved by movie and television location scouts. The factories are long gone, but many of the workers’ historic homes have been impeccably maintained.



Once one of the richest towns in the country, Irvington has been home to several well-to-do, like Louis Comfort Tiffany (the famous glassmaker), Madam C.J. Walker (the first African-American millionaire), and John Jacob Astor III (patriarch of the British line of the family). Just about 20 miles from New York City, and hugging the Hudson River, this verdant village is known for its lovingly preserved 19th-century architecture and natural landscapes.



Tarrytown, named “terwe town” (or wheat town) by the Dutch in the 1600s, sits at the widest stretch of the Hudson River. Over the next couple of centuries, the village drew everyone from wealthy industrialists, who built majestic estates in its hills, to factory workers, who lived in brownstones and rowhouses closer to the waterfront. Today, few of these historic homes still stand, but buyers will find plenty of new construction inspired by those original dwellings.


The name of this picturesque wooded hamlet comes from tribes of the Mohegan Confederation, who called it “Shepequa” because of its plentiful water sources. Today, Chappaqua’s abundance of natural beauty—parks, trails, and nature preserves—continues to nourish its long-time residents and lure newcomers.

Rye Brook

Formed just a few decades ago in 1982, Rye Brook is a 3.5-square-mile parcel of land right along the New York-Connecticut border. It had been the last remaining unincorporated area in the city of Rye, which British colonists purchased in 1620 through a treaty with the Mohican tribe chief, Shenarockwell.



Named by the lovelorn British expat Caleb Heathcote in 1701, Scarsdale is now home to 18,000 residents and the wealthiest town in Westchester County. You’ll find elite shops and restaurants in the Tudor-style downtown (a nod to those English roots) and massive multi-million-dollar estates farther out.