Pleasantville, NY homes for sale & real estate

Pleasantville, NY Homes for Sale

This unique, mid-century modern home blends timeless architecture with contemporary comfort. Clean lines, expansive windows, and natural materials create a seamless connection between indoor and outdoor living. The open-concept layout features vaulted ceilings, exposed beams, and an abundance of natural light that floods every room. A striking stone wall with fireplace anchors the living space, while sleek finishes and warm wood tones evoke classic mid-century charm. Step outside to an expansive 1.3 acre private property with multiple decks, offering endless possibilities for entertaining and relaxing. House needs some TLC but you don’t find houses as special as this often. Whether yo

Pleasantville, NY Homes for Sale

This is a great community to live in. Close to everything. Great location for commuting. This one bedroom, one bathroom co-op has plenty of space and a view of the wooded area out the back of the unit. Centrally located near all shops, highways and trains. Laundry room and storage unit in basement of building with access from the next entrance. Your assigned parking spot #31 is close to the entrance of the building. Bring all offers. Motivated seller. CO-OP board approval is required.

Pleasantville, NY Homes for Sale

Set on . 94 acres of beautifully landscaped, level property, this exceptional 3-bedroom, 3.5-bath Briarcliff home offers 3,482 sq. ft. of thoughtfully updated living space and an inviting blend of comfort, style, and modern convenience. A welcoming entrance hallway opens to sun-filled rooms with gleaming wood flooring, including a stunning living room with vaulted ceilings, remote skylight shades, and floor-to-ceiling bookcases that create a warm, elegant atmosphere. The beautifully updated eat-in kitchen features Venetian marble countertops, a center island perfect for gathering, a subway tile backsplash, abundant pantry storage with pull-out shelving, and premium stainless appliances. Jus

Pleasantville, NY Homes for Sale

Exceptionally renovated and truly turnkey, this striking Whippoorwill cul-de-sac Contemporary is located in the highly acclaimed Chappaqua School District. Dramatic, airy, and light-filled, the 4-bedroom home is set in a serene and sought-after neighborhood, offering both privacy and convenience. A wall of windows, skylights, soaring ceilings, and an open floor plan flood the interiors with natural light. The living and family rooms—each featuring a fireplace—flow seamlessly for effortless everyday living and entertaining. Hardwood floors extend throughout, while outdoor spaces include a stone patio and wraparound deck overlooking lush, park-like grounds. Extensive upgrades incl

Pleasantville, NY Homes for Sale

This well-maintained 3-bedroom, 2-full-bath home offers a thoughtful and efficient layout, beginning with an enclosed porch that provides a welcoming and functional entry. The property reflects a combination of prior and current owner improvements that enhance long-term value and energy efficiency. The roof and some windows were updated by prior owners, while the current owners completed electrical upgrades, installed a geothermal heating and cooling system, and updated appliances. The home also features leased solar panels, transferable to the new owner, helping to offset energy costs. The basement offers additional space, providing flexibility for storage or other uses. Additional highlig

Pleasantville, NY Homes for Sale

Looking for a great opportunity? Currently listed for $524,700 This property has tons of potential and is average in living space size for the neighborhood. It is located close to main roads with easy access to local amenities, such as shopping, banking, schools, and various eateries. Per our Appraisal describes the property as a SFR (ranch) built in 1949. It has a GLA of approx. 1460 and has 2 bedrooms and 2 baths, FULL/UNFINISHED basement and NO Garage. The property is on 5487 sq ft lot * * * Seller cannot guarantee access at any given time.