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. Though it’s recently become a popular suburban outpost for New York City’s Upper East Siders who crave meticulously restored antique homes on wooded lots and exceptional schools, Chappaqua has retained its country charm with its rolling hills, centuries-old stone walls, and idyllic American flag-lined downtown streets.

The Town of Cortlandt is characterized by a rural landscape, with several wooded hills, streams, and wetlands, bordering Hudson River on the west and Putnam County to the north. Cortlandt Manor is one of numerous hamlets within the town of Cortlandt—in addition to Montrose, Verplanck, Crugers, Crompond, part of Mohegan Lake, and the incorporated villages of Croton and Buchanan. The town, boasting almost 15 miles of the Hudson River shoreline, extending from Bear Mountain Bridge in the north to the Croton River. It offer tremendous opportunities for outdoor adventure, from hiking in the summer to cross-country skiing in the winter months. It also borders Peekskill and Yorktown. Cortlandt's sophisticated essence combines nature and tranquillity with a rich American history—the town proudly set the stage for some of the most memorable Revolutionary War events. The name comes from the Van Cortlandt family, who started buying land in the area in 1677.

Croton-on-Hudson is a suburban village with a talented artistic community, most well-known as the home of the Great Jack O’Lantern Blaze. But all year round its 5-square miles remain packed with outdoor adventure, lots of history, and renowned food options. Its greatest appeal stems from its natural beauty - the village's proximity to Croton Gorge Park and Teatown Lake Reservation further enhances its appeal as a haven for nature lovers. Croton-on-Hudson is a friendly and intimate community rooted in industry. Its Upper Village represents a landmark traffic light, surrounded by unique boutiques and hometown eateries, visited by regulars, residents, and families. Its train station, Croton-Harmon is operated by both Amtrak and Metro-North.

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. Dobbs Ferry beckons buyers who crave a more laidback lifestyle just outside New York City. Residents from all walks of life enjoy the village’s lush parks, tree-lined trails, and delectable dining. The walkable village’s two main drags are lined with mom-and-pop shops and family-run restaurants. You will also find a large chain drugstore and supermarket, and—a few minutes’ drive away—a newly constructed shopping center with national fast-casual chain restaurants and an upscale LOOK Dine-in cinema.

A charming village nestled on the eastern bank of the Hudson River, known for its rich history and picturesque setting. Named after the famous author Washington Irving, this quaint village offers a perfect blend of small-town charm and modern conveniences. The area features stunning river views, historic homes, and a variety of local shops and eateries that contribute to its inviting atmosphere. Residents and visitors alike can enjoy the scenic beauty of Matthiessen Park and the Old Croton Aqueduct Trail, which provide excellent opportunities for outdoor recreation.

North Salem is located in the northeast corner of Westchester. Its approximately 5,000 residents enjoy 24 square miles of rural appeal, community spirit, horses, open spaces and easy access to New York City. The town started as a farming community and has transformed into a lively mix of commuters, small business owners, professionals, artists, equestrians and celebrities. It has an excellent small theater, numerous fine restaurants, a very active Historical Society and a resourceful Library that serves as a community center with a range of programs for kids, adults, and families.

Ossining is a charming town located in Westchester County, just north of New York City. It is known for its rich history, diverse community, and picturesque surroundings. Ossining offers a mix of suburban and urban amenities, making it an attractive place to live. The vibrant downtown area is filled with a range of local shops, restaurants, and cultural attractions. Residents can enjoy scenic views of the Hudson River and take advantage of outdoor recreational activities in the nearby parks and nature preserves. The town has a strong sense of community, with various events and activities that bring residents together throughout the year. A blend of small-town charm, convenient amenities, and easy access to the bustling city life of New York City, makes it a desirable location for those seeking a balanced lifestyle. 

A vibrant city nestled along the scenic Hudson River, known for its rich history and artistic flair. The area boasts a charming blend of historical architecture and modern amenities, making it an appealing destination for both residents and visitors alike. Peekskill's thriving downtown area offers an array of dining, shopping, and cultural experiences, including art galleries, theaters, and live music venues. Outdoor enthusiasts can enjoy the city's beautiful parks and trails, which provide stunning views of the Hudson Highlands.

Pleasantville is located in the heart of Westchester and is known for the great sense of community that all of its residents share. Pleasantville also boasts highly a regarded public school system and a community that appreciated and supports the arts.

An exclusive and sprawling suburb with first-rate food, shopping, and schools. Scarsdale has long lured New York City families who want more space without sacrificing convenience and prestige. It is both stylish and sophisticated with a wonderful mix of architecture and styles. Outside of its bustling downtown village, the 7 square miles of Scarsdale’s tree-lined streets prove to be a tranquil and highly desired escape from nearby New York City.

A picturesque village steeped in history and folklore, famously known as the setting of Washington Irving's "The Legend of Sleepy Hollow." Located in the scenic Hudson Valley, this charming village offers a blend of historical charm and modern living. Visitors and residents can explore its rich heritage through landmarks such as the Old Dutch Church and the Sleepy Hollow Cemetery, where Irving himself is buried. The village's vibrant community enjoys a variety of local festivals, cultural events, and recreational activities, with the nearby Rockefeller State Park Preserve providing ample opportunities for hiking and enjoying the natural beauty of the area.

Located just 25 miles north of Manhattan on the Hudson River, Tarrytown is a diverse, beautiful and historic place to live. The vibrant downtown offers scenic river views, fine dining options and unique shops. This is one town that truly has it all!

Home to almost one million people, White Plains is an electrifying city located just north of New York City. It is the commercial hub of Westchester and home to some of the finest shops and restaurants. White Plains is a great mix of an urban city and charming suburbia with many beautiful neighborhoods making this a very desirable place to live.

Superbly scenic, Yorktown’s outstanding natural setting is introduced by the gleaming beauty of the Croton Reservoir. Abundant outdoor recreation and comfortable urban conveniences accompany the rural sophistication of this residential town. Living in Yorktown offers a pleasant mix of commercial, residential, and recreational opportunities for it’s just over 36,000 residents. It is comprised of six smaller communities, each with its own charm: Amawalk, Baldwin Place, Jefferson Valley, Mohegan Lake, Shrub Oak and Yorktown Heights. Place names reflect the Native American and Colonial roots of this historic area, once part of the massive Manor of Cortlandt, purchased in the late 17th Century of Stephanus Van Cortlandt. Gracefully keeping pace with today’s world yet protective of its country atmosphere, Yorktown offers idyllic residential quietude.