Pleasantville, NY Homes for Sale

Welcome to 302 Washington Avenue, a beautifully crafted 5-bedroom, 4-bathroom Colonial located in one of Pleasantville’s most sought-after neighborhoods. This newly constructed home combines timeless design with modern amenities, all within walking distance to Metro North, local shops, restaurants, and scenic parks—perfect for those seeking convenience without compromising on luxury.Step

Cathy DeBow William Raveis Real Estate

Welcome to your slice of Pleasantville—where small-town charm meets everyday convenience. This 3-bedroom, 1.5-bath Craftsman-style home offers warmth, character, and a lifestyle that’s hard to resist. Start your mornings on the classic front porch, then head to the local Saturday farmers market just a short stroll away for fresh produce and friendly faces. Inside, the vintage kitchen features

Vanessa Catalano Julia B Fee Sothebys Int. Rlty

Nestled in a peaceful and private setting on two lots totaling 0.81 acres, this enchanting 1927 French Normandy Tudor home blends timeless charm and modern comfort, including central air. Rich in character, the home showcases original architectural details such as beamed ceilings, classic casement Tudor windows, arched doorways, and a distinctive Belgian tile roof. A gracious tiled entry leads

Donna McKenna Edlund Coldwell Banker Realty

This house offers approximately 5,900 square feet of living space with five bedrooms and four and a half bathrooms. The primary bedroom features ample space with a private en-suite bathroom, offering a serene retreat. The four additional bedrooms provide comfortable accommodations for guests or family members. The home boasts a well-appointed kitchen with high-end appliances, ample counter space,

James Garcia Coldwell Banker Realty

Welcome to your dream home nestled in the serene cul-de-sac of Pleasantville. This stunning 4-bedroom, 4-bathroom residence spans an impressive 3917 square feet, offering luxurious living with a touch of modern elegance. Step inside to discover a home that was rebuilt in 2023 and designed by local architect Tim Lener. A beautiful open floor plan adorned with exquisite wood floors that flow

Karen O'Connor Compass Greater NY, LLC

Enjoy vacation like living everyday in this spacious home located on 1 acre of parklike property. This home features a no-step ranch with open floorplan and a beautiful primary suite on the main level. Doors out to a spacious deck overlooking private pool complete with outside kitchen/barbecue area make for a vacation at home. The lower level consists of family room with door out to

Sharon Foley ERA Insite Realty Services

Modern Living Meets Natural Beauty in the Heart of Pleasantville. Perched above the charming village of Pleasantville, this modern masterpiece has been completely rebuilt from the ground up, offering a one-of-a-kind blend of contemporary design and character. Set on nearly three-quarters of an acre, the home offers privacy and serenity—yet is located under a mile from Metro North, with express

Matthew Valvano Berkshire Hathaway HS NY Prop

Charming Historic Colonial built in 1870 with original hardwood floors throughout and unique moldings that showcase artisanal craftsmanship from the mid-19th century. Every room has its own character, just waiting for you to fill it with your own touches and memories. Kitchen has been updated with plenty of storage. Large front porch with tons of privacy. Expansive newer windows throughout

Stacy Weinberg Giner Real Estate Inc.

Set in the desirable Village of Pleasantville, this enchanting Colonial home, built in 1830 and sited on .78 acres, offers timeless character, unique architectural details, and endless potential. A true diamond in the rough, this residence, dubbed "Pierce House", is ready to be transformed into something truly spectacular. Far from cookie-cutter, this home tells a story. With its original charm

Grace LoBello William Raveis Real Estate

Contemporary bi-level 4 beds 2 Bath home. Enjoy comfort and sophistication with red oak hardwood flooring, recent upgrades like a new roof, boiler, and sanitary system. Large living room with ample space for holiday gatherings. Entertain effortlessly with three freshly stained multi-level decks, perfect for parties and functions. Large yard to enjoy outdoor activities, with three sheds, offers

Harry Donofrio Town and Village Real Estate

Welcome to this beautifully maintained one-bedroom co-op offering an abundance of natural light and classic charm in sought-after Pleasantville, NY. This bright and airy home features hardwood floors throughout, a spacious living area, and a well-proportioned bedroom—perfect for comfortable everyday living. Ideally situated less than one mile from the center of town and the Metro-North train

Tom Consaga RE/MAX Ace Realty

Sophistication meets comfort at this stunning Tudor-style residence in the highly sought-after Foxwood community. One of the largest units in the complex, this sun-drenched home offers a gracious layout with one spacious bedroom, a versatile office/guest room, and 2 beautifully appointed baths. Expansive windows flood the living spaces with natural light, highlighting elegant finishes and

Laurie Correia Houlihan Lawrence Inc.

Welcome to your dream home! This stunning 3-bedroom, 2.5-bath residence combines thoughtful design, modern comfort, and stylish finishes in a newer construction that truly has it all. Soaring ceilings and a bright, open-concept layout create a spacious atmosphere perfect for everyday living and effortless entertaining.At the heart of the home is a builder - upgraded expanded kitchen,

Daniela Grisanti HomeSmart Homes & Estates

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