Pleasantville, NY Homes for Sale

Stunning four-bedroom Village Victorian in the heart of Pleasantville, rich with late 1800s character and timeless architectural detail. This exceptional home showcases exquisite original features including ornate crown molding, soaring 10-foot ceilings, bay windows, hardwood floors, and a beautifully crafted wood banister spanning all three levels. The first floor offers a gracious and welcoming

Maura Mcspedon William Raveis Real Estate

Beautifully maintained 3-bedroom, 2 full bath raised ranch offering an open and airy floor plan, perfectly situated on a quiet cul-de-sac in a highly desirable location. This inviting home features spacious living areas filled with natural light, ideal for both everyday living and entertaining. Enjoy the convenience of being within walking distance to both the charming villages of Chappaqua and

Sharon Foley ERA Insite Realty Services

Welcome to this extraordinary estate, a gem dating back to the 1900s, situated on over an acre of picturesque land. This sunlit residence boasts 6 spacious bedrooms and 4 1/2 bathrooms, making it the perfect sanctuary for entertaining guests. Step inside to experience the remarkable craftsmanship that defines this home. With oversized rooms designed for both formal gatherings and casual moments,

Stacey Sporn William Raveis Real Estate

Welcome to 294 Bedford Road - this enchanting antique home, built in 1902, is nestled in the heart of Pleasantville. With a prime in-town location just half a mile from the train station, you’ll enjoy the perfect blend of historic charm and modern convenience. This 5-bedroom gem boasts a classic front porch that invites you to sit back and relax while sipping your morning coffee. The spacious

Cyndi David William Raveis-New York, LLC

Welcome to Pleasantville! This beautifully maintained 3-bedroom, 2-bathroom home offers space, comfort, and exceptional value in a picturesque setting. Step into a light-filled living room featuring an oversized bay window that creates a warm and inviting atmosphere. The space flows seamlessly into a formal dining area, perfect for entertaining and everyday gatherings. Glass sliders open to a

SONIA FORCHETTI Julia B Fee Sothebys Int. Rlty

Welcome to this truly stunning residence in Pocantico Hills, where timeless design meets modern updates-all complemented by remarkably low taxes. This exceptional home features four spacious bedrooms and four full baths, including a brand-new roof (January 2024) and a newly painted chef’s kitchen designed for both function and style.At the heart of the home is the breathtaking Great Room,

SONIA FORCHETTI Julia B Fee Sothebys Int. Rlty

Excellent investment or owner-occupant opportunity in the heart of Pleasantville! This well-maintained multi-family property features three apartments, including one 3-bedroom unit and two 2-bedroom units—ideal for generating steady rental income.Each unit offers 1 full bathroom, a functional layout, and great natural light throughout. The 2-bedroom apartments located on the second and third

Andreia Cordeiro eXp Realty

Looking to immerse yourself in the vibrant Pleasantville community? Don’t miss this rare opportunity to own a beautifully updated village home just steps from the award-winning Bedford Road Elementary School. This charming, light-filled residence offers 3 spacious bedrooms and 2.5 bathrooms, with thoughtful updates, abundant storage, and flexible living spaces throughout. The eat-in kitchen and

Theresa Szuhany RE/MAX Ace Realty

Welcome to 20 Robbins Road—perfectly set on a quiet cul-de-sac on a half-acre with a fenced in backyard in one of Westchester’s most desirable communities. Step inside to an inviting living and dining area where oversized windows and a cathedral ceiling with skylight fill the space with natural light. A cut-stone fireplace, recessed lighting, and oak floors create a warm, stylish setting for

Anthony Carpenito North Country Sothebys Int Rlt

This is the one you've been waiting for! Welcome home to 33 Roselle Avenue Unit #K! This spacious, modern style condo home is complete with high ceilings, one bedroom and one and a half Bathroom and is just waiting for you to call it your own! Welcome as you enter and gaze upon your large picture window. With a large living room, complete with plenty of space you can even have an in home office.

Michael Ciofalo Keller Williams NY Realty

Welcome to this stunning 5 bedroom, 4.5 bath Colonial offering 4100 square feet of beautifully designed living space in the sought after Estates neighborhood. Set on a professionally landscaped .90 acre property, this light filled home combines classic elegance with modern comfort.A circular driveway and 3 car garage create a grand first impression. Inside, the open floor plan is perfect for

Felice Wyloge Julia B Fee Sothebys Int. Rlty

Fantastic opportunity in the heart of Pleasantville. This beautifully updated two-family Colonial offers flexibility for investors, owner-occupants, or multi-generational living. The lower unit features a renovated kitchen, expansive living and dining areas, two bedrooms, one full bath, a separate office/mudroom space, and its own laundry room. The upper unit offers three bedrooms (one currently

Cate Hegarty Compass Greater NY, LLC

COMMONS OF PLEASANTVILLE. This beautifully updated one-bedroom Co-op in the charming Village of Pleasantville NY, offers the perfect blend of style and convenience . The unit features a brand new kitchen with sleek stainless steel appliances, a newly renovated bath, rich wood floors, and impressive high ceilings that create a bright and airy feel. Ideally located just moments from the metro-north

Lena O'Neill Howard Hanna Rand Realty

NOW Easy to Show Welcome to this beautifully maintained raised ranch offering the perfect blend of space, comfort, and convenience in a highly desirable Chappaqua P.O. location within the award-winning Pleasantville School District. Situated on a quiet cul-de-sac, this 4-bedroom, 2-bath home features soaring cathedral ceilings, rich red oak hardwood floors, and an inviting open layout designed

Harry Donofrio Town and Village Real Estate