Chappaqua: The Presidential Town

Chappaqua, known for its bucolic landscapes and as the home of the Clintons, offers a blend of political history and small-town charm. The town stands out with its highly regarded schools, upscale real estate, and tight-knit community feel. The local library and bookstores often host events with high-profile authors, reflecting the town’s literate and engaged populace.

Armonk: Corporate Meets Community

Armonk balances its identity as the headquarters of IBM with a lively community spirit. The town boasts luxury real estate, fine dining, and boutique shopping, wrapped around a quaint downtown. Armonk’s annual Frosty Day, a parade and festival in honor of the “Frosty the Snowman” song writer, Steve Nelson, who lived here, highlights its unique cultural footprint.

Pleasantville: The Name Says It All

True to its name, Pleasantville offers a serene lifestyle with a friendly atmosphere. It is home to the Jacob Burns Film Center, a hub for independent and foreign cinema, enriching the cultural life of the town. Pleasantville’s farmers market, one of the best in the area, features local produce and crafts, drawing visitors from across the county.

Mount Kisco: The Urban Heart

Mount Kisco serves as the commercial hub of Northern Westchester, featuring diverse dining options, shopping centers, and a lively nightlife. The town’s blend of urban amenities and suburban comfort makes it a desirable spot for young professionals and families alike.

Bedford: Equestrian Elegance

Bedford exudes a quiet, country-luxe atmosphere with sprawling estates and a significant equestrian community. Its historic district showcases well-preserved 18th-century architecture, offering glimpses into its past as a British military headquarters during the Revolutionary War.

Katonah: Artistic and Antiquated

Katonah is distinguished by its vibrant arts scene, anchored by the Katonah Museum of Art and Caramoor Center for Music and the Arts. The town’s layout, intentionally moved in the 1890s due to the reservoir construction, adds to its charm with meticulously planned streets and unique historical background.

Pound Ridge: Rustic and Refined

Pound Ridge epitomizes rustic charm with its quiet woodlands and refined country homes. The town’s mysterious stone chambers, hidden amongst its forests, offer a whisper of ancient secrets, drawing comparisons to distant Stonehenge for their enigmatic presence.

Croton-on-Hudson: River Town Riches

Croton-on-Hudson is celebrated for its spectacular river views and extensive parklands, including the Croton Dam and its sprawling reservoir. The town’s vibrant arts community and active civic life are epitomized in its annual Summerfest.

Yorktown, Mohegan Lake , and Somers: Suburban Retreats

These towns combine suburban tranquility with active community engagement. Yorktown’s historical sites, including the site of a significant Revolutionary War battle, enrich its cultural heritage. Mohegan Lake and Somers offer lush landscapes, recreational facilities, and a family-friendly atmosphere, making them ideal for those seeking a peaceful community.

North Salem: Pastoral Beauty and Mysterious Stones

North Salem, bordered by horse farms and open landscapes, is also noted for its own mysterious stone chambers that intrigue archaeologists and history buffs alike. The town’s commitment to preserving its natural and historical integrity makes it a picturesque enclave, perfect for those who cherish privacy and the outdoors.

Northern Westchester: More Than Meets the Eye Beyond the charm and tranquility, Northern Westchester is a region of layered histories, from Revolutionary sites to ancient stone chambers whose origins spark the imagination. Each town, with its distinctive character and stories, contributes to the area’s allure, offering residents and visitors a chance to connect with both the past and the present in a setting of stunning natural beauty and vibrant community life.