Welcome to an exceptional move-in ready home located in a highly desirable Chappaqua neighborhood known for its award-winning schools & sought-after lifestyle. Perfectly positioned at the end of a quiet cul-de-sac, this stunning & chic property offers privacy, space & luxury living at its finest. Step inside & you'll find a bright, open-concept floor plan with natural light & high-end finishes

Lori Meringolo Houlihan Lawrence Inc.

Set privately on 2+ acres at the end of a quiet cul-de-sac, this beautifully updated 4-bedroom ranch lives like a 5-bedroom home and offers the perfect blend of comfort, flexibility, and style. Enjoy distant western sunset views and direct access to the adjacent Pruyn Sanctuary, creating a serene, nature-connected setting while still being part of a neighborhood.The heart of the home is the

Sena Baron William Raveis-New York, LLC

Introducing ROCKDALE c. 1830 — a one-of-a-kind, captivating 5-bedroom historic Colonial farmhouse and barn set on 1.32 bucolic acres. The perfect full-time residence or weekend retreat for those who seek charm, originality, and significance. Proudly listed on the New Castle Historic Registry, this quintessential landmark is rich in history and character. Beautifully situated on a quiet country

Cindy Glynn Compass Greater NY, LLC

Tucked at the end of a quiet cul-de-sac, this exceptional estate offers rare privacy on more than 3 picturesque acres while remaining conveniently close to everything. The stunning grounds showcase a harmonious mix of wooded areas, meandering walking trails, expansive lawns, curated gardens, and beautiful stonework, all connected by a thoughtful network of driveways, pathways, and steps. Multiple

Mary Stetson Stetson Real Estate

"VICTORIAN SPLENDOR"A Once-a-decade opportunity to own an early Grand Victorian home on park-like property with 3 fireplaces, a pool and a barn.Designated a New Castle George Carpenter Historic Landmark dating to 1780. As you enter the main entrance a plenty of natural lights welcome you. The two-story projection of the facade's central part, rising to a peak at roofline and hand-carved

Alicja Bohmrich Houlihan Lawrence Inc.

Tastefully updated and well maintained, this sophisticated yet traditional Contemporary home offers the perfect balance of elegance and comfort in the highly sought-after Chappaqua school district. The light-filled, open floor plan welcomes you with spacious rooms, soaring ceilings, and a floor-to-ceiling stone fireplace anchoring the dramatic great room. The expansive eat-in kitchen is a chef’s

Cindy Glynn Compass Greater NY, LLC

Move-in ready, light and bright 3 bedroom/ 3.5 bathroom home that lives like a 4 bedroom in the coveted Lawrence Farms South neighborhood with a private, flat backyard with a stone patio, heated gunite pool and a charming pergola. This inviting home with high ceilings throughout, offers a spacious living room with a fireplace, adjacent to a formal dining room, both with glass door access to the

Pamela Akin Douglas Elliman Real Estate

New construction in the highly sought-after Chappaqua Schools within the Town of New Castle! Set on 11+ private acres, this exceptional Westchester estate property offers the ultimate luxury living, privacy, and convenience. Built by a well-known local builder, this 6,500 sq ft home features 3 finished levels, 5 bedrooms, and a walk-out lower level. Highlights include 10’ ceilings on the main

Sharon Bodnar Briskman Houlihan Lawrence Inc.

Located in Mt. Kisco, within the Town of New Castle and the highly sought-after Chappaqua School District, this spacious end-unit townhouse is part of the desirable Riverwoods Phase Two community. Originally a golf course, the community now offers attractive amenities and beautiful natural surroundings. This home has been freshly painted throughout and features fully refurbished kitchen cabinets

Marina Suh Keller Williams Realty Group

Step into a home that blends space, light, and everyday convenience in all the right ways. This legal 3-bedroom residence lives like a 4-bedroom, offering flexible options including a potential first-floor bedroom—perfect for guests, work-from-home needs, or multigenerational living.At the heart of the home, a majestic family room with a fireplace creates a warm and inviting atmosphere, ideal

Mark Okamoto Houlihan Lawrence Inc.

Bright and inviting, this 4-bedroom, 2.5-bath Colonial is ideally located with easy access to downtown Chappaqua, Metro-North, shops, dining, and local schools, offering the perfect balance of convenience and neighborhood charm. Thoughtfully designed for both everyday living and entertaining, the main level features a well-designed and functional layout with an open kitchen that flows seamlessly

Sari Shaw Compass Greater NY, LLC

Welcome to 55 Hoags Cross Rd. in the desirable New Castle area of Ossining. This beautifully maintained split-level ranch lives like a 4-bedroom on a private, level acre offering exceptional flexibility, indoor-outdoor flow, and room to grow. With 3 bedrooms plus two additional flexible rooms and 2 full baths, this home easily adapts to today’s evolving needs. A welcoming entry foyer leads to a

Maryanne Durr Coldwell Banker Realty

Wonderful split-level home located in a quiet neighborhood near a local park in the sought-after village of Briarcliff Manor. This suburban gem offers comfort, style, and access to exceptional community amenities. The home features an updated eat-in kitchen with granite countertops, perfect for everyday living and entertaining, with direct access to a fabulous screened-in porch overlooking the

Mark Seiden Mark Seiden Real Estate Team

Exciting all new construction by highly regarded local builder, Tavo Development, along with noted architect Teo Siguenza, aiming for a Fall 2026 completion. This refined, 5,712 sq ft Colonial blends classic architecture with sophisticated modern living. The light-filled main level, with 10’ ceilings, offers a seamless open floorplan featuring a chef’s kitchen with island and service pantry,

Brian Milton Compass Greater NY, LLC

Exquisite new 5 bedroom, 4.1 bath center hall colonial to be built offering refined luxury and timeless architectural elegance in an exceptional cul-de-sac setting. Perfectly positioned on just shy of one acre and backing the serene wooded grounds of the Edith Macy Center, this residence blends privacy, prestige, and natural beauty. A rare opportunity exists to fully customize finishes,

Mark Seiden Mark Seiden Real Estate Team

Welcome to 2 DeWitt Drive — a stunning 2025-built carriage home offering refined luxury and effortless living in one of Chappaqua’s most desirable communities. This light-filled corner residence spans 3,574 square feet with 2 spacious bedrooms (with options for more) and 3.5 baths, thoughtfully designed with high-end finishes and sophisticated upgrades throughout. Expansive windows flood the home

Joann Galluccio William Raveis-New York LLC

A rare opportunity to own one of the few true 3-bedroom townhomes in Chappaqua Crossing Carriages, a sold-out luxury community within the highly sought-after Chappaqua School District. With all three bedrooms ideally situated on the second floor — a layout rarely available here — this exceptional end unit combines smart design with high-end finishes and extensive upgrades throughout. The main

Karin Kimtis Compass Greater NY, LLC

Discover timeless character and modern comfort in this beautifully revitalized 1920 Village Colonial, set on a private, level corner lot with exceptional curb appeal. Surrounded by mature landscaping, the backyard offers a peaceful retreat with a stunning stone patio, perfect for outdoor dining, entertaining, or relaxing in your own quiet sanctuary.Inside, classic Colonial charm blends

Janet Brand Houlihan Lawrence Inc.

Take A Stroll in the Park...The market has waited 50 years for this true gem of a home to become yours in this special, sought-after quiet and serene residential neighborhood in the unincorporated Town of Ossining. This light and bright three bedroom, two bath ranch house sits on a half-acre lot on the high side of Morningside Drive with beautiful scenic views, and borders the 130-acre Charles K

Cindy Cassuto Corcoran Legends Realty

Welcome to your dream home! This bright 4-bedroom, 3-bathroom Ranch offers 1-level living on a serene and private two-acre lot. The property boasts abundant natural light throughout, creating an inviting atmosphere. Step into the expansive, renovated chef's kitchen with professional stainless steel appliances and a center island, which seamlessly flows into the great room with a vaulted ceiling,

Hope Brasesco Compass Greater NY, LLC

A Charming Farmhouse Style Home, Carefully Restored to Blend Historic Character with Modern Comfort. Nestled on 3 acres of landscaped grounds, this inviting residence offers spacious living and serene privacy just minutes from local amenities and commuting routes. The renovations that were made still kept its original charm. Features like the woodwork, beamed ceilings, built-in cabinets, and

Joann Perna Guardian Realty Center, LLC

Interior showings have now begun; property is fully available! Calling all builders, contractors, and savvy investors—this is a rare opportunity with exceptional upside. This property is currently in the process of being cleaned out, presenting a blank canvas for renovation and value creation. A truly one-of-a-kind investment opportunity in the sought-after Chappaqua School District—2 houses for

Scott O'Shea Howard Hanna Rand Realty

Steeped in local history and once owned by the Gilded Age Van Cortlandt family, gracious Rose Lodge is an inviting and beautifully restored historic estate—not landmarked—offering modern living and exceptional privacy on 17.9 acres. The property enjoys sweeping views across a perfectly sited in-ground pool, terraced gardens, expansive flat croquet lawn, and private lake, creating a serene country

Dalia Valdes Julia B Fee Sothebys Int. Rlty

Rooted in the aesthetic of Frank Lloyd Wright's Usonia District and inspired by the classic era of mid-century design, Moradia is abrand-new community of to-be-built, high-end residences. Located along a picturesque road in historic Ossining, NY, each home is set on a beautiful parcel of virgin land. The homesites are elevated and private-ranging between 1 1/2 and 3 acres. Masia, is the first

David Turner Compass Greater NY, LLC

Welcome to this move-in-ready 2-bedroom, 2-bath residence in highly sought-after Chappaqua Commons. Recently refreshed with thoughtful updates throughout, this sun-filled home combines modern finishes with effortless convenience.The spacious open-concept living and dining area features brand-new flooring (2025) and a seamless flow to the updated kitchen, boasting new countertops and

Sari Shaw Compass Greater NY, LLC

This beautifully updated home now features several new upgrades, including a fully reconstructed floor on the main level, professionally rebuilt for lasting stability and comfort. Step back in time and discover the charm of this turn-of-the-century cottage, nestled in the heart of the historic Campwoods Grounds Community. Enjoy the unique blend of community living and the privacy of a

Mark Seiden Mark Seiden Real Estate Team

Welcome Home and discover this charming ranch-style residence nestled in one of Ossining’s most sought-after neighborhoods. Surrounded by nature and set on nearly an acre (0.85 acres) of beautifully landscaped property, this Single Family home offers comfort with 3 beds and 2 baths, lives like 2,000+ sq/ft with finished Basement, 2+ Car Garage, privacy, and timeless appeal.Enjoy a sun-filled

Luis Morgado HomeSmart Homes & Estates

Old Dam Farm — A Rare Hudson Valley Legacy Set on nearly 40 pristine acres bordered by over 100 acres of protected New York City watershed land, Old Dam Farm offers an unparalleled combination of natural beauty, history, and lifestyle. This remarkable estate overlooks the sparkling Croton Reservoir, creating a backdrop of breathtaking views in every season. At its heart stands a spectacular

Nancy Kennedy

Nestled in the heart of the picturesque Hudson Valley, this stunning Tudor-style mansion is a true dream estate. Boasting an impressive 9,481 sq ft of living space, this magnificent property is situated on 50 acres of meticulously landscaped gardens, making it one of the most sought-after locations in the county.The estate features a 3-acre lake with a charming boathouse, a sparkling

Dalia Valdes Julia B Fee Sothebys Int. Rlty