Pleasantville, NY Homes for Sale with Garage

Welcome to Pleasantville Country Club where luxury meets ease and every day feels like a retreat. Perfectly positioned just steps from the tennis and pickleball courts, this sun-drenched townhome places you in the heart of one of Westchester’s most coveted lifestyle communities. Whether you’re a player, a spectator, or simply someone who enjoys the hum of an active, close-knit neighborhood, this

Kile Boga-Ibric Houlihan Lawrence Inc.

This rare studio condo is a small starter home or pied-a-terre with mighty potential -- and a deeded one-care garage -- ideally located in one of Westchester's most desirable villages. This 500sf unit with a private entrance has an open main space with an in-line kitchen, a spacious bathroom, and a surprising amount of closet space. Being sold for the first time in 40 years, the low asking price

Allison Jaffe Key Real Estate Services, LLC

Sun-filled and designed for easy living, this beautifully maintained 3-bedroom, 3-bath home offers the perfect blend of comfort and versatility. A private, level fenced yard creates an ideal setting for relaxing, entertaining, or everyday enjoyment. The walk-out lower level features its own private entrance and flexible living space complete with a studio setup, kitchenette, and recreation room,

Jo Ann Reilly Julia B Fee Sothebys Int. Rlty

Welcome to this bright and well-maintained 2-bedroom, 1-bath condo located in the desirable Greenwood Complex. Situated on the second floor, this home overlooks the beautifully landscaped courtyard with mature trees, shrubs, and lush lawns, creating a peaceful setting. The spacious living room features a large triple window that fills the space with natural light and brand-new wall-to-wall

Patricia DelVecchio William Raveis Real Estate

Offered for the first time in over 90 years, this cherished village home presents a rare opportunity to become part of Pleasantville’s rich community fabric. Lovingly held by the same family for generations, this 3-bedroom, 1.5-bath residence is ready for its next chapter, offering endless potential for renovation, expansion, or personalization.The home features a classic layout filled with

Mary McCabe William Raveis-New York LLC

Location, location, location! Welcome to the heart of Pleasantville, NY, where walkability, convenience, and lifestyle come together. Just steps from the Metro-North train, village shops, restaurants, schools, and the Jacob Burns Film Center, this versatile property offers an exceptional opportunity for both investors and those seeking a multi-generational living solution. This sun-filled home

Justine Flanagan Houlihan Lawrence Inc.

Welcome to this spacious contemporary home featuring three bedrooms and three baths, perfectly situated on a half-acre lot on a desirable cul-de-sac. Inside you'll find a bright dining room and an eat-in kitchen with a separate laundry room for added convenience. The kitchen enjoys easy outdoor access to a double deck, which is perfect for outdoor entertaining and offers a front-row seat to

Vanessa Catalano Julia B Fee Sothebys Int. Rlty

All the space and privacy of a single-family home with the ease of condo living! One of the few completely stand-alone and private townhouses in Apple Hill Farm, this spacious 2-bedroom, 2.5-bath home offers a rare blend of comfort, style, and convenience. Enjoy the serene setting from a large wrap-around wood deck overlooking lush, wooded views—perfect for morning coffee or evening entertaining.

Karin Kimtis Compass Greater NY, LLC

Move right in to this 2-bedroom + loft, 2.5-bathroom townhouse in the highly sought-after Chappaqua School District. Freshly painted throughout and updated with brand-new quartz countertops, new dishwasher and new kitchen flooring, this home offers immediate comfort with the flexibility to personalize. The dining area features sliding doors that open to a grassy green space, while the kitchen

Karin Kimtis Compass Greater NY, LLC