While towns like Scarsdale, Bronxville, and Rye often dominate the conversation about Westchester County living, there are several lesser-known communities that offer unique charm, rich history, and attractive real estate opportunities. For those seeking a blend of affordability, character, and convenience, these hidden gems are definitely worth considering.

Hastings-on-Hudson

Lovely Feature: Hastings Flea & the Artsy Culture

Perched along the Hudson River, Hastings-on-Hudson is a picturesque village known for its vibrant arts scene, historic homes, and top-rated schools. The community boasts a walkable downtown filled with local boutiques, cafes, and restaurants, fostering a tight-knit, creative atmosphere. Its proximity to New York City, combined with scenic river views and a strong sense of community, makes it an appealing choice for homebuyers seeking both tranquility and accessibility.

Known for its strong arts community, one of its biggest draws is the Hastings Flea, a monthly market that showcases local artists, vintage collectors, and gourmet food trucks. The town also hosts community art walks and gallery nights, making it a magnet for creatives looking to settle in a walkable, picturesque village with award-winning schools and easy Metro-North access.

Dobbs Ferry

Lovely Feature: The Aqueduct Trail & Waterfront Vibes

Dobbs Ferry offers a quaint village ambiance with the convenience of a Metro-North train station, providing direct access to Manhattan. The area is known for its diverse dining options, waterfront parks, and a strong sense of community with a mix of historic homes and modern developments. Dobbs Ferry caters to a variety of lifestyles, making it an attractive option for families and professionals alike.

Dobbs Ferry offers serene living with an adventurous twist. The Old Croton Aqueduct Trail runs right through the village, offering miles of hiking, jogging, and biking paths surrounded by trees and river views. Locals love watching sunsets from Waterfront Park and grabbing brunch at the beloved Half Moon restaurant. It’s the perfect mix of nature and city convenience, just 35 minutes from Grand Central.

Irvington

Lovely Feature: The Legend of Sleepy Hollow & River Theater Culture

Irvington is a scenic riverside village celebrated for its historic estates, award-winning schools, and close-knit community. The village’s rich history is evident in its well-preserved architecture and landmarks. Residents enjoy a peaceful environment with ample green spaces, while still benefiting from convenient access to urban amenities.

Irvington shares part of its zip code with Washington Irving’s famed Sleepy Hollow, bringing literary history to life. It’s home to Irvington Theater, a historic venue that hosts live performances, indie films, and lectures. The town also has a charming Main Street with Victorian architecture and one of the most breathtaking Hudson River views at Matthiessen Park.

Tarrytown

Special Feature: Tarrytown Music Hall – Westchester’s Oldest Theater

Tarrytown combines historic charm with modern living. The village is home to landmarks like the Tarrytown Music Hall and offers a variety of dining and shopping experiences. Its location along the Hudson River provides stunning views and recreational opportunities. Tarrytown’s diverse housing options and vibrant community life make it a compelling choice for prospective homeowners.

This village blends old-world beauty with a vibrant community scene. The Tarrytown Music Hall, built in 1885, still operates as a live music and performance venue and is listed on the National Register of Historic Places. It’s also just minutes from the scenic Rockefeller State Park Preserve. Tarrytown has walkable streets, diverse architecture, and a variety of housing styles from Tudors to riverfront condos.

Pelham

Lovely Feature: The Picture House – A Vintage Cinema Experience

Pelham is a small town that exudes a strong sense of community and offers a suburban feel with urban conveniences. Known for its excellent school system and charming downtown area, Pelham provides a family-friendly environment. Its proximity to New York City, coupled with a variety of housing options, makes it an attractive destination for those seeking a balanced lifestyle.

Pelham has a tight-knit, small-town feel while being only 30 minutes from Manhattan. A unique feature is The Picture House Regional Film Center, one of the oldest continuously running movie theaters in Westchester, now showcasing indie films, educational events, and family programs. The town is also known for its Colonial and Victorian-style homes, well-maintained parks, and reputable schools.

Why Consider These Communities?

These lesser-known towns in Westchester County offer affordability, stunning architecture and New York City transportation convenience. With median home prices in the county around $699,000 as of February 2025, exploring these hidden gems can provide more value for your investment. Each community boasts its own distinct personality, amenities, and lifestyle benefits, catering to a wide range of preferences and needs.

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Lesser-Known Communities Worth Exploring in Westchester County, New York