TOWN OF MOUNT PLEASANT HAMLETS: THORNWOOD, VALHALLA, POCANTICO HILLS

A rolling countryside, highly regarded school systems and friendly neighborhoods.  

VILLAGE OF PLEASANTVILLE This centrally located village is known for its walkability, highly regarded school systems and strong sense of community. Closer to its downtown you’ll find smaller lots with older homes as well as newer carriage-style townhomes. Further from town are larger lots with many antique Colonials and Victorians, coveted by present and future residents, as they perfectly reflect the area’s history and culture. With a lower amount of inventory than its neighbouring villages, houses that come on the market are highly sought-after in this laid back community. 

TRAIN STATIONS: Valhalla: 47 minutes to Grand Central Hawthorne: 51 minutes to Grand Central Pleasantville: 55 minutes to Grand Central

TOWN OF NORTH CASTLE HAMLETS: ARMONK, BANKSVILLE, NORTH WHITE PLAINS

Rural ambiance with inviting neighborhoods and bucolic settings.

HAMLET OF ARMONK Armonk is noted to be ‘unpretentious luxury living in the country’ and its lack of a train station keeps the town from being overrun by commuters. While the market tends to be dominated by sprawling Colonials, there is still a mix of home styles with plenty of square footage and relatively new construction. Apartments, gated communities and single-family homes are closer to the eclectic downtown, while sophisticated, multi-acre estates are spread throughout. 

TOWN OF NEW CASTLE 

Plenty of open space, rustic charm and nationally ranked schools. 

HAMLET OF CHAPPAQUA Chappaqua’s abundance of natural beauty continues to nourish its long-time residents and lure newcomers. As a popular transition for residents of the Upper East Side, this village is full of antique gems with original 18th century details. Within the walkable town center you can find smaller lots with classic Colonials, farmhouses and new luxury townhomes. As you get further from the epicenter, the lots and homes get significantly larger yet retain their charming character. 

TRAIN STATIONS: Chappaqua: 56 minutes to Grand Central

TOWN OF BEDFORD 

Rolling rural countryside that’s only one hour from Manhattan—yet worlds away. 

HAMLETS OF BEDFORD VILLAGE AND BEDFORD HILLS Known for its country estates and picturesque horse farms, this quaint village has intimate and historic structures throughout. The three-square-mile village has a modest stretch of downtown houses well-kept Colonials on relatively small lots. Further out you will find tree-lined roads, stone walls and elite estates on large lots. Though Bedford is famous for its multi-million dollar manors and celebrity residents, you can still find a few more affordable colonials and ranches suitable for first-time buyers.

TRAIN STATIONS: Bedford Hills: 1 hour and 6 minutes to Grand Central

HAMLET OF KATONAH This small, walkable Norman Rockwell-esque village has fewer than 1,700 residents and boasts a warm Americana vibe. Shop owners know their patrons by name, and strict zoning rules have allowed the downtown area to keep its 19th-century charm. Colorful Victorians and mid-century raised ranches lie amongst the streets of downtown while further out you’ll find impeccable multi-million-dollar estates with substantial private acreage and countryside views.  

TRAIN STATIONS: Katonah: 1 hour and 10 minutes to Grand Central

TOWN-VILLAGE OF MOUNT KISCO

A lively little village within pastoral surroundings. 

Downtown Mount Kisco is a commuter’s hub full of entertainment and its many businesses help ease some of the residential property taxes. The market in Mount Kisco is diverse and appealing. Towards the center of town you will find apartments, condominiums, co-ops and townhomes. The neighborhoods throughout include century old Colonials, stately Victorians, newer single-family homes and large estates.

TRAIN STATIONS: Mount Kisco: 1 hour to Grand Central