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Chappaqua, NY Homes for Rent

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    $2,400 - $6,700 per month

    Chappaqua Crossing Apartments

    1-3 Beds

    480 Bedford Rd, Chappaqua, NY 10514

    Wilder Balter Partners, Inc., Hudson valley's premier developer of luxury homes has written a new chapter for the iconic reader's digest building. The four-story structure has undergone an unprecedented renovation, and the finished product embraces the nostalgia of the old media empire's headquarters with the extravagance of contemporary housing. Chappaqua Crossing Apts is now open! Please call

    480 Bedford Rd, Chappaqua, NY 10514
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    $4,700 per month

    • 3 Beds
    • 2.5 Baths
    • 1,569 Sq Ft
    • Condo for Rent

    106 Rambling Brook Rd Unit 106, Chappaqua, NY 10514

    Spacious three bedroom unit In sought-after Old Farm Lake Community. Freshly painted, updated kitchen with new appliances and updated bathrooms. Hardwood floors in living room and upstairs. Sprawling property with pool, tennis and clubhouse. Very private unit with storage and one car attached garage. Convenient to school, shops and train. NTN application required

    Holly Tsuei Houlihan Lawrence Inc.

    106 Rambling Brook Rd Unit 106, Chappaqua, NY 10514
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    $3,250 per month

    • 1 Bed
    • 1 Bath
    • 837 Sq Ft
    • Condo for Rent

    138 Deer Run Unit 138, Chappaqua, NY 10514

    End Unit, Bright and Airy, No steps ,One bedroom, one bath (double sinks), formal dining room/den, one extra murphy bed, garden style condo with patio. washer, dryer in unit. New dishwasher, New stove, Walking distance to train station. 50 minutes to arrive at Grand Central station. Club house (swimming pool, tennis court, fitness room, sauna, social room), central air and heating. One assigned

    138 Deer Run Unit 138, Chappaqua, NY 10514
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    $13,500 per month

    • 5 Beds
    • 5.5 Baths
    • 5,356 Sq Ft
    • House for Rent

    105 Hardscrabble Lake Dr, Chappaqua, NY 10514

    Luxurious Estate Rental with Scenic Views & Ultimate Entertaining Space. Discover refined living in this stunning 5-bedroom, 5.5-bath Colonial home nestled on 2.2 acres on semi-private lane in the prestigious Hardscrabble Lake neighborhood. From the double Juliet staircase and soaring 2-story foyer to the chef’s dream kitchen with Viking appliances, every inch is crafted with unparalleled

    Lauren Zaccaria Houlihan Lawrence Inc.

    105 Hardscrabble Lake Dr, Chappaqua, NY 10514
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    $12,000 per month

    • 3 Beds
    • 3.5 Baths
    • 3,353 Sq Ft
    • Townhouse for Rent

    1 Dewitt Dr, Chappaqua, NY 10514

    Welcome to an exceptional townhome located in the vibrant heart of one of Westchester’s most sought-after communities. This sophisticated residence offers an elevated lifestyle with three spacious bedrooms, two versatile offices or dens, a large finished basement, and a stylish loft featuring a built-in wet bar. Step outside to a private rooftop terrace, thoughtfully designed with a built-in

    Suzan Zeolla Houlihan Lawrence Inc.

    1 Dewitt Dr, Chappaqua, NY 10514
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    $11,500 per month

    • 3 Beds
    • 3.5 Baths
    • 2,462 Sq Ft
    • House for Rent

    21 Pond Hill Rd, Chappaqua, NY 10514

    Architect designed & built in 1947 for Albert Furth, a Time Magazine executive who moved east from Los Angeles, this Chappaqua fully furnished rental brings California living to the heart of Westchester. A classic west coast mid-century design, featuring a bank of glass windows, a length-of-the-house mahogany deck and sleek kitchen designed expressly for the home chef. Step into the main level

    Cate Bauer Compass Greater NY, LLC

    21 Pond Hill Rd, Chappaqua, NY 10514
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    $5,500 per month

    • 2 Beds
    • 3 Baths
    • 2,700 Sq Ft
    • House for Rent

    630 Quaker Rd, Chappaqua, NY 10514

    Nature at your doorstep. Beautiful with mature trees, a large level lawn, stone walls, stone walkway and patio set on 0.5 acre of land. This spacious 2 bedroom plus Den/Office/3rd bedroom 3 full baths Expanded Ranch has it all. A large entry foyer with two coat closets, elegant living room with fireplace, custom mantle plus built-in book shelves with French doors opens to sun porch and

    Alicja Bohmrich Houlihan Lawrence Inc.

    630 Quaker Rd, Chappaqua, NY 10514
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    $5,000 per month

    • 2 Beds
    • 2 Baths
    • 1,724 Sq Ft
    • Condo for Rent

    177 Birchwood Close Unit 177, Chappaqua, NY 10514

    Beautifully maintained and renovated 2 bedroom unit: all new windows, new kitchen, new heating and HVAC-huge storage unit in basement, lots of storage-flooded with sunlight, private deck. Wonderful location. Sought-after OLD FARM LAKE complex. Complex amenities include pool, tennis and clubhouse with exercise room. Easy commute to Grand Central Station on Metro North-parking permits available

    Wendy Nolan Houlihan Lawrence Inc.

    177 Birchwood Close Unit 177, Chappaqua, NY 10514
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    $3,000 per month

    • 1 Bed
    • 1 Bath
    • 837 Sq Ft
    • Condo for Rent

    148 Deer Run, Chappaqua, NY 10514

    Come and make this bright and spacious 1st floor corner unit in desirable Old Farm Lake your home! The amazing amenities are just steps away and include a Clubhouse with fitness center and sauna, an in-ground swimming pool, tennis courts, a basketball court, playground, and plenty of guest parking. The unit has brand new flooring and has been completely painted and cleaned with sliding glass

    Aurora Novakaj Sterling Property Solutions

    148 Deer Run, Chappaqua, NY 10514
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    $3,800 per month

    • 2 Beds
    • 1 Bath
    • 1,100 Sq Ft
    • Apartment for Rent

    45 S Greeley Ave Unit 2, Chappaqua, NY 10514

    Brand new 2-bedroom apartment with an office in downtown Chappaqua. The master bedroom features a walk-in closet. The spacious living room includes a dining area, along with a second bedroom, a modern kitchen, and a full bathroom. A laundry room is also included. Conveniently located near the train, restaurants, Whole Foods, and schools.

    Holly Tsuei Houlihan Lawrence Inc.

    45 S Greeley Ave Unit 2, Chappaqua, NY 10514
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    $2,900 per month

    • 1 Bed
    • 1 Bath
    • 900 Sq Ft
    • Condo for Rent

    150 N Bedford Rd Unit 5A, Chappaqua, NY 10514

    This spacious townhouse is waiting for you to come home! This well-appointed one-bedroom, one-bathroom home will pleasantly surprise you. As you enter the house, a large living area will greet you with polished wooden flooring and plenty of sunlight from the floor-to-ceiling windows. The adjoining kitchen is stylish and practical, with ample wooden cabinets contrasting beautifully with the dark

    Xiao Hua Herman NextHome GoodLife

    150 N Bedford Rd Unit 5A, Chappaqua, NY 10514
  • /2

    $3,950 per month

    • 1 Bed
    • 1.5 Baths
    • 1,052 Sq Ft
    • House for Rent

    1008 King St, Chappaqua, NY 10514

    Rental will be available May 1 2025 after a Major Renovation , Property Also will be available for sale at that time with a purchase price to be determined later.

    Joseph Vitulli Elite Properties

    1008 King St, Chappaqua, NY 10514

About Chappaqua

A suburb of New York City in northern Westchester County, the small, bucolic hamlet of Chappaqua blends seamlessly into the countryside as streets fan out from downtown, many becoming winding roads lined with maples, sugar oaks and beeches. “The area has an old-fashioned country feel to it. Life in Chappaqua is private and reserved and yet homey. It’s very Norman Rockwell-esque,” says Bridgette Bacon, a Realtor with American Family Realty. Downtown is the heart of Chappaqua, home to the train station, restaurants and shops. The area has an abun ...

Frequently Asked Questions

What are the most popular neighborhoods in Chappaqua, NY for renters?
The most popular neighborhoods in Chappaqua, NY for renters are Briarcliff Manor Village, Ossining Village, Crotonville, Back Country Greenwich and Sleepy Hollow Village.
What are the most popular zip codes in Chappaqua, NY for renters?
The most popular zip codes in Chappaqua, NY for renters include 06902, 07601, 07026, 06830 and 10701.
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