Chappaqua, NY Homes for Rent

Bright contemporary 2-bedroom and 2-bathroom townhouse in desirable Chestnut Oaks. Enter through the foyer to the eat-in kitchen featuring a counter and stainless steel appliances. The formal dining area overlooks the sun-filled living room with vaulted ceilings, a wood-burning fireplace, and a sliding door to a patio and fabulous yard. Upstairs, you will find a bedroom and a full bath. Off the

Nargis Rakhmatova Compass Greater NY, LLC

Set far back from the road in a private and peaceful setting, this beautifully maintained home offers exceptional flexibility in the highly sought-after Chappaqua School District, just moments to town, Metro-North train to NYC, parks, shopping, and restaurants. Offering a flexible layout with 2 legal bedrooms plus additional office and bonus spaces that can live like a 3- or 4-bedroom home, this

Karin Kimtis Compass Greater NY, LLC

Two floors. Two balconies. One address that puts everything Chappaqua within reach. This fully renovated condo at 150 N Bedford delivers the kind of space most rentals only promise — open concept living and dining anchored by an ethanol fireplace, soaring ceilings, and a floating stair system that makes a statement the moment you walk in. The sleek eat-in kitchen flows naturally into your day,

Lauren Zaccaria Houlihan Lawrence Inc.

This spacious bi-level apartment is in Chestnut Oaks Condominium located just half a mile from the train station and downtown shops. It is bright and open with high cathedral ceiling. Kitchen, living room and powder room are on the main level, with sliding doors leading to a patio. On cold nights you will enjoy the fireplace that is decorating the llvingroom wall. On the second floor is a large

Gabriela Kosek ERA Insite Realty Services

Privately set on two beautifully level acres in Chappaqua’s sought-after Whippoorwill neighborhood, this sophisticated contemporary offers exceptional light, space, and seamless indoor-outdoor living. Thoughtfully updated and impeccably maintained, the home is surrounded by tranquil natural beauty with picturesque views from nearly every room. A dramatic open floor plan is enhanced by soaring

Bonnie Field Besner Houlihan Lawrence Inc.

Unparalleled opportunity to attain one of the only 2 exceptional apartments in the corner turret at the newly constructed building in the heart of Chappaqua. Quality construction by a highly regarded local builder. This apartment features a stunning octagonal living room/dining room, 2 bedrooms and 2 full baths/ADA shower. Glamorous modern styling quartz counters, island open to bright open floor

Grace Priore ERA Insite Realty Services

Recently renovated raised ranch at 507 Millwood Road in Chappaqua. This spacious home sits on 1.13 private acres featuring mature landscaping, a footbridge and a stream.The 3,136 sq ft home offers 3 bedrooms, 3 bathrooms plus flexible living spaces that can easily function as a office , etc. Updated gourmet kitchen with granite counters, tiled backsplash and stainless steel appliances. The

Faisal Faisal Faze One Real Estate, LLC

Spacious and sun drenched 3 bedroom, 2.5 bath townhouse with an attached 1 car garage, private driveway, and abundant storage in the highly desirable Old Farm Lake community, located within the award winning Chappaqua School District. This bright, updated, and well maintained home offers comfortable living space, thoughtfully designed for both everyday living and entertaining. Enjoy a private

Wendy Nolan Houlihan Lawrence Inc.

Move In Ready, Recently Remodeled Townhouse in Old Farm Lake, Chappaqua. Discover this beautifully updated end unit townhouse offering 3 bedrooms, 3 baths, one car garage, deck, and a bonus room on each level. With a natural organic feel to compliment quiet community settings and landscaping, your new home offers calming sensory attentive features throughout to fit any mood. Enjoy New Designer

Lauren Zaccaria Houlihan Lawrence Inc.

Bright and spacious one-bedroom apartment with an office and den in the heart of downtown Chappaqua. Features a primary bedroom with a walk-in closet, open living and dining area, modern kitchen, full bath, and in-unit laundry. Conveniently located near the train, restaurants, Whole Foods, shops, and schools.

Holly Tsuei 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

Commuter’s Delight! Fabulous sun-filled completely updated 2 bedroom, 2 bath end unit with den/work from home office and oversized shared 1 car garage in desirable Chestnut Oaks complex. Chappaqua schools. Short distance to Chappaqua village, train station, shops and restaurants. The 1st level features an entry foyer with coat closet leading to the renovated chef’s eat-in-kitchen with quartz

Alisa Kaplan Julia B Fee Sothebys Int. Rlty