Homes for Sale in 10514

Meticulously maintained and move-in ready, this light-filled 4-bedroom, 2.5-bath contemporary is set on one of Chappaqua’s most desirable streets. The open-concept layout offers seamless flow for everyday living and entertaining, enhanced by exceptional natural light throughout provided by pristine windows. Updated baths in 2025 bring a fresh, modern feel, complementing the home’s clean

Sari Shaw Compass Greater NY, LLC

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

Set on a bucolic country road, this unique early-1900s home seamlessly blends old world charm with modern-day amenities. Bright and happy throughout, the home offers a wonderful flow ideal for both everyday living and entertaining. A sun-filled dining room with walls of glass brings the outdoors in, while the inviting living spaces create warmth and comfort. The first floor also features a living

Stacey Sporn William Raveis Real Estate

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

Nestled on a quiet cul-de-sac, 2 Apple Tree Close is a rare 1930s Colonial that beautifully honors its architectural heritage while offering the comforts of contemporary living. Located within the award-winning Chappaqua Central School District, this 3-bedroom, 1.5-bath residence perfectly preserves both authenticity and timeless appeal. Behind the original front door, a welcoming entry and

Rachel Lacoste Houlihan Lawrence Inc.

1906 Grandeur. 2026 Luxury: The Ultimate Gated Sanctuary. Perched majestically atop a private hilltop, this gated 7,800-square-foot, five-bedroom estate presents a rare convergence of Gilded Age prestige and contemporary luxury. Believed to have been commissioned in 1906 for railroad magnate A.H. Smith, the residence has been masterfully renovated to honor its historic soul, featuring original

Joanna Rizoulis Julia B Fee Sothebys Int. Rlty

Dreamy modern ranch nestled on a private landscaped acre on a cul-de-sac in sought-after Whippoorwill. A flagstone walkway leads to a covered entry. The contemporary-styled front door with cross-reed glass panels and sidelight sets a refined first impression. Designed for effortless indoor/outdoor living, the rear-facing living room anchors the home with a wood-burning fireplace and two sets of

Stacy Levey William Raveis-New York, LLC

Immaculate townhouse in a desirable walk-to-town location close to shops, restaurants, and the train. Refinished maple hardwood floors, custom built-ins, and a fireplace define the main living level, highlighted by a dramatic wall of windows with sunset views. Newer Pella sliders open to a private deck for seamless indoor-outdoor living. Custom stair railings, upgraded solid interior doors, and

Sari Shaw Compass Greater NY, LLC

Experience the art of living well in this extraordinary private retreat overlooking Heaptaugua Lake. Set on just under five acres, the property offers total serenity while remaining just minutes from Chappaqua’s quaint downtown, restaurants, Metro-North, and shopping. Enter through the gates and follow the sweeping driveway as it curves past the pool house and pool, passing a sweeping lawn before

Amy Via Houlihan Lawrence Inc.

Beautifully appointed and meticulously maintained 4 bedroom, 4 1/2 bath Colonial set on a level acre at the end of a quiet cul-de-sac in prestigious Inglenook Farm in the coveted Byram Hills Schools. A grand and light-filled two-story entry welcomes you into this refined open layout home featuring 9-foot ceilings on 1st and 2nd levels, oak flooring, and custom moldings and trim throughout. Formal

Cindy Glynn Compass Greater NY, LLC

Updated end-unit townhome with an oversized patio, featuring 3 bedrooms, 2.1 baths, and a spacious loft in the sought-after Apple Hill Farm complex. Airy and private. Tranquil setting among apple orchards and woody walking trails by the pond. This beautiful unit has been extensively renovated and offers hardwood floors throughout, fresh paint, an updated kitchen with stainless steel appliances

Alicja Bohmrich Houlihan Lawrence Inc.

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

Custom design your dream home in a seamless process with ZappiCo, Westchester County's premier Real Estate Developer! This luxurious home is to-be-built in the highly desirable Chappaqua school district. With 4 spacious bedrooms and 2.5 beautifully appointed bathrooms, this home will be meticulously crafted with the finest materials and attention to detail. As you enter, you will be greeted by an

Rachel Lacoste Houlihan Lawrence Inc.

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

Location, Location, Location! Chestnut Oak Complex. Dramatic and bright townhouse with natural lighting. This 1 bedroom 1.1 bath plus huge Loft/Den is in mint condition. Updated kitchen with stainless-steel appliances. Living room with high ceilings, fireplace and wall of windows is combined with spacious dining area. Updated powder room on the first level. Huge primary bedroom with with two

Alicja Bohmrich Houlihan Lawrence Inc.

Nestled in breathtaking natural surroundings, this modern architectural masterpiece by renowned designer Myron Goldfinger offers three levels of striking contemporary design. The residence features a soaring three-story curved ceiling, a dramatic floating staircase, and expansive open-plan living and entertaining spaces that frame the home’s private setting. The main-level primary suite provides

Tianying Xu Houlihan Lawrence Inc.