Westchester Towns Guide

Discover the unique character, architecture, and lifestyle of Westchester County's most desirable communities — from Northern towns to the Sound Shore and Hudson River villages.

Northern Westchester

Bedford

Historic estates and equestrian trails

Bedford represents the epitome of old-money understated luxury. Characterized by vast equestrian estates, winding dirt roads, and historic preservation, the town is divided into three distinct hamlets: Bedford Village (historic and quaint), Bedford Hills (commercial center with the train station), and Bedford Corners (sweeping views and larger estates).

$1M - $10M+View guide

Katonah

A vibrant, walkable village with artistic flair

Katonah is a charming, pedestrian-friendly hamlet within the Town of Bedford. It boasts a distinct architectural character (having been literally moved by horse-drawn wagons in the late 1800s) and a thriving downtown filled with independent boutiques, galleries, and sophisticated dining. It feels cultured, community-oriented, and uniquely vibrant.

$800K - $3M+View guide

Pound Ridge

Wooded privacy and mid-century moderns

Pound Ridge is the destination for those seeking ultimate privacy and integration with nature. Heavily wooded and intentionally low-key, it features a mix of grand estates, historic farmhouses, and a significant collection of stunning mid-century modern architecture. It has no traffic lights and relies on a tiny, picturesque business district.

$1.2M - $5M+View guide

South Salem

Lakeside living and excellent schools

A hamlet of Lewisboro, South Salem offers a strong sense of community, beautiful natural surroundings, and slightly more approachable price points than neighboring Bedford or Pound Ridge. It features several picturesque lakes, quiet neighborhoods, and easy access to the highly acclaimed local schools.

$700K - $2.5M+View guide

Lewisboro

Peaceful neighborhoods and nature preserves

Comprising several hamlets including South Salem, Cross River, and Golden's Bridge, Lewisboro is deeply residential and community-focused. It's known for its excellent school district, vast expanses of protected land, and a quiet, family-oriented lifestyle away from the bustle.

$650K - $2M+View guide

North Salem

Open land, farms, and rolling hills

North Salem is the equestrian capital of Westchester. It features vast tracts of open farmland, dirt roads, and an incredibly low population density. It feels remarkably remote and pastoral, offering a true country lifestyle just over an hour from Manhattan.

$1M - $10M+View guide

Somers

Lakes, reservoirs, and historic charm

Known as the 'cradle of the American circus,' Somers offers a blend of historic charm, open space, and reservoir living. It features established neighborhoods, large active adult communities like Heritage Hills, and a very relaxed, suburban atmosphere with plenty of parks and recreational facilities.

$500K - $1.8M+View guide

Yorktown Heights

Parks, trails, and vibrant community

Yorktown Heights provides a bustling, deeply suburban lifestyle with a strong emphasis on outdoor recreation and community events. It features more extensive commercial centers than neighboring towns while still offering substantial parkland and quiet, leafy neighborhoods.

$500K - $1.5M+View guide

Hudson River Towns

Tarrytown & Sleepy Hollow

Hudson River views and storybook history

Perhaps no town in Westchester carries more romantic history than Tarrytown and its neighbor Sleepy Hollow. Immortalized by Washington Irving, this stretch of the Hudson River offers stunning water views, grand estates (including Lyndhurst and Kykuit, the Rockefeller mansion), a thriving downtown restaurant scene, and that rare combination of genuine small-town walkability and big cultural draw.

$600K - $4M+View guide

Irvington

Artsy, walkable, and deeply sophisticated

Irvington-on-Hudson is one of Westchester's most beloved villages — a tight-knit community with a strong arts scene, excellent schools, and a charming downtown right on the river. Victorian architecture meets contemporary galleries. Families and empty nesters alike are drawn to its walkability, train convenience, and unmistakable sense of place.

$700K - $4M+View guide

Dobbs Ferry

River community with warmth and character

Dobbs Ferry has a genuine small-town feel with a loyal, close-knit community. Perched above the Hudson, it offers spectacular river views, a charming walkable downtown, and some of Westchester's most interesting Victorian and early-20th-century residential architecture. It draws young families and professionals who want community, character, and a fast train to the city.

$550K - $2.5M+View guide

Hastings-on-Hudson

Artists, intellectuals, and river sunsets

Hastings-on-Hudson has long attracted artists, writers, professors, and creative professionals drawn to its bohemian spirit, magnificent views, and strong community identity. The housing stock is eclectic — everything from modest Craftsman cottages to impressive river-view estates. The village feels authentically itself: not trying to be anything other than a thoughtful, engaged community.

$550K - $2.5M+View guide

Ossining

Diverse, historic, and beautifully situated

Ossining sits dramatically above the Hudson River, offering panoramic water views and a richly diverse, multicultural community. It's one of Westchester's most historically significant towns — home to Sing Sing Correctional Facility (part of its complicated history), gorgeous Victorian architecture, and increasingly vibrant dining and arts scenes. Its relative affordability compared to neighboring river towns makes it one of the county's great value plays.

$400K - $1.8M+View guide

Sound Shore & Southern Westchester

Larchmont

New England charm on the Long Island Sound

Larchmont is one of Westchester's most coveted villages — a small, tight-knit community with the feel of a New England seaside town. The Manor Park and Horseshoe Harbor Yacht Club define its nautical identity, while the downtown is filled with boutiques, restaurants, and a genuine sense of civic pride. Families move here and stay for decades.

$800K - $5M+View guide

Mamaroneck

Waterfront living with vibrant energy

Mamaroneck — both the town and village — offers one of Westchester's most dynamic lifestyle options. Harbor Island Park on the Sound, a lively and diverse downtown with excellent restaurants, and a strong immigrant community give it an energy unlike most Westchester municipalities. The mix of architectural styles runs from modest Cape Cods to significant waterfront estates.

$600K - $4M+View guide

Rye

Gracious, prestigious, and waterfront

Rye is one of Westchester's most prestigious addresses — a gracious, beautifully maintained city with a charming downtown, excellent schools, and the remarkable Playland Amusement Park along the Sound. The residential streets are lined with significant Colonial Revival, Georgian, and Tudor homes on generously sized lots. It manages to feel both exclusive and genuinely welcoming.

$900K - $7M+View guide

Mid-County

Scarsdale

Westchester's gold standard for schools and prestige

Scarsdale is perhaps the most well-known address in all of Westchester — synonymous with exceptional public schools, beautiful Tudor Revival architecture, and a highly educated, accomplished community. The village center is charming and walkable, and the residential neighborhoods are among the county's most consistently impressive. For families where school district is the primary driver, Scarsdale is often the first and last name on the list.

$1.2M - $8M+View guide

Bronxville

A perfectly preserved village of rare elegance

Bronxville is one of those places that seems almost too perfect. A tiny, walkable village of roughly 6,000 people, it features extraordinary early 20th-century architecture, a boutique downtown of independent shops and restaurants, and one of the most intimate and high-performing school districts in the state. It feels like a movie set — but it's entirely real and deeply community-spirited.

$900K - $6M+View guide

Chappaqua

Top schools, pastoral beauty, and community pride

Chappaqua has long been associated with academic excellence and a fiercely devoted community. The Chappaqua Central School District is consistently among the finest in the state, drawing families who make education a top priority. Beyond schools, it offers a lovely village center, beautiful wooded landscapes, and a mix of elegant Colonials and contemporaries that appeal to a wide range of buyers. It became nationally recognized as the home of Bill and Hillary Clinton.

$700K - $4M+View guide

Armonk

Corporate prestige meets pastoral privacy

Armonk — part of the Town of North Castle — is home to IBM's world headquarters and a roster of C-suite executives who value its combination of prestige, privacy, and proximity. The housing stock skews toward large, formal homes on substantial lots with mature landscaping. It's quieter and more understated than Scarsdale or Bronxville, which is exactly the point for many of its residents.

$900K - $5M+View guide

White Plains

The beating heart of Westchester County

White Plains is the commercial and governmental center of Westchester — a true city with a skyline, Galleria mall, abundant dining and entertainment, and a thriving downtown residential market. For buyers who want walkable urban convenience, low maintenance condos or co-ops, and the fastest train to Midtown, White Plains delivers all of it. It's a city that has genuinely reinvented itself over the past decade.

$300K - $2M+ (condos/co-ops to single family)View guide