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Chappaqua, NY Homes for Rent

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    $3,775 - $5,300 per month

    Chappaqua Crossing Apartments

    1 - 2 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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    $5,750 per month

    • 2 Beds
    • 2 Baths
    • 1,600 Sq Ft
    • Townhouse for Rent

    103 Rambling Brook Rd, Chappaqua, NY 10514

    Beautifully updated townhome overlooking a picturesque lake with a private yard. Features two primary bedrooms, a large family room or office, modern eat-in kitchen with stainless steel appliances and quartz countertops, plus dining and living rooms with cathedral ceilings. Private stone patio off the kitchen and oversized deck with lake views.Community amenities include tennis courts, pool,

    Sandra Scarano William Raveis Real Estate

    103 Rambling Brook Rd, Chappaqua, NY 10514
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    $7,000 per month

    • 4 Beds
    • 2.5 Baths
    • 2,541 Sq Ft
    • House for Rent

    341 Millwood Rd, Chappaqua, NY 10514

    Inside the fully renovated home, you'll find a lovely mix of comfort and style with a king bed, 2 queen beds, and 1 full bed.The serene bathrooms offer both a bathtub and shower for your relaxation needs. Step outside to the peaceful surroundings and enjoy the fresh air.We'll be available to answer any questions while you stay at our place.

    341 Millwood Rd, Chappaqua, NY 10514
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    $4,500 per month

    • 2 Beds
    • 2 Baths
    • 990 Sq Ft
    • Apartment for Rent

    91 Bedford Rd Unit 2, Chappaqua, NY 10514

    This lovely 2 bedroom, 2 bath end unit offers views of wooded area. This unit features an eat in kitchen with glamourous modern style quartz counters, ensuing today's desirable open floor plan. Each tenant has their own balcony. Included in the rent is storage closet, ONE INDOOR assigned parking space and ONE outdoor unassigned parking space. Also, the indoor garage has a convenient Indoor

    Grace Priore ERA Insite Realty Services

    91 Bedford Rd Unit 2, Chappaqua, NY 10514
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    $4,500 per month

    • 2 Beds
    • 2.5 Baths
    • 1,500 Sq Ft
    • Townhouse for Rent

    150 N Bedford Rd Unit 2F, Chappaqua, NY 10514

    Spacious, light filled townhouse close to restaurants, town and train. Features include a large great room with fireplace, walls of glass and sliders to large balcony. A kitchen, separate dining room , powder room and laundry complete the first floor. The 2nd floor offers a spacious primary with en suite bath and a 2nd private bedroom with en suite bath and loft space.2 assigned spaces and

    Barbara Pagliuca Houlihan Lawrence Inc.

    150 N Bedford Rd Unit 2F, Chappaqua, NY 10514
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    $2,000 per month

    • 1 Bed
    • 1 Bath
    • 800 Sq Ft
    • Apartment for Rent

    37 Memorial Dr Unit 37B, Chappaqua, NY 10514

    Immaculate first floor 1 bedroom apartment, updated kitchen and bathroom, LR, DA, washer/dryer in unit, parking

    Sharon Foley ERA Insite Realty Services

    37 Memorial Dr Unit 37B, Chappaqua, NY 10514
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    $3,775 per month

    • 1 Bed
    • 1 Bath
    • 963 Sq Ft
    • Apartment for Rent

    480 Bedford Rd Unit 208, Chappaqua, NY 10514

    One bedroom plus den apartment the Chappaqua Crossing Community. Two landscaped interior courtyards. On-site walking trail. Resident superintendent and on-site property management. Outdoor playground area, large gym and separate exercise room, Two laundry rooms, Beautiful club/multi-purpose room, including kitchenette. Elegant reading library with dramatic views. The apartment features Luxury

    Donna Lee Blais Northridge Realty

    480 Bedford Rd Unit 208, Chappaqua, NY 10514
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    $2,200 per month

    • 1 Bed
    • 1 Bath
    • 832 Sq Ft
    • Apartment for Rent

    85 Paulding Dr, Chappaqua, NY 10514

    Bright one=bedroom accessory apartment in Chappaqua. Open floor plan gives a spacious feel. Sliding glass door opens to large deck running the length of the unit. Enjoy beautiful vistas in this private setting. Heat, electricity, water, trash and snow removal included in the rent. Driveway parking available for one car. Home is equipped with a generator in case of power outage. No pets allowed.

    Mary Grant Houlihan Lawrence Inc.

    85 Paulding Dr, Chappaqua, NY 10514
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    $2,900 per month

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

    150 N Bedford Rd Unit D1, Chappaqua, NY 10514

    Completely renovated one bedroom end unit with an assigned indoor parking space in Chappaqua Commons - a walk to town, school & train complex in the Chappaqua school district. The unit boasts a wood burning fireplace, radiant flooring in the beautifully renovated bathroom with walk in shower, custom closets, in unit laundry, crown molding, and double pane windows. Enjoy use of a private patio

    Amanda Goldberg William Raveis-New York, LLC

    150 N Bedford Rd Unit D1, Chappaqua, NY 10514
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    $5,300 per month

    • 2 Beds
    • 2 Baths
    • 1,155 Sq Ft
    • Apartment for Rent

    480 Bedford Rd Unit 210, Chappaqua, NY 10514

    Stunning 2 Bedroom, 2 baths apartment the Chappaqua Crossing Community. Two landscaped interior courtyards. On-site walking trail. Resident superintendent and on-site property management. Outdoor playground area, large gym and separate exercise room, Two laundry rooms, Beautiful club/multi-purpose room, including kitchenette. Elegant reading library with dramatic views. The apartment features

    Donna Lee Blais Northridge Realty

    480 Bedford Rd Unit 210, Chappaqua, NY 10514
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    $8,000 per month

    • 4 Beds
    • 3 Baths
    • 3,141 Sq Ft
    • House for Rent

    49 Commodore Rd, Chappaqua, NY 10514

    Picture perfect center hall colonial. Ideal executive rental, walk to town and train. Living room with fireplace, dining room with sliders to large deck, and modern eat-in kitchen. Bedroom and full bath on first level, perfect for au-pair or guest suite. Primary bedroom with en-suite bath, featuring double sink vanity, jacuzzi tub and stand alone shower. Two more hall bedrooms, well-appointed

    Gail Silverstein ERA Insite Realty Services

    49 Commodore Rd, Chappaqua, NY 10514
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    $4,400 per month

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

    547 King St Unit B, Chappaqua, NY 10514

    Move right in to this freshly painted home with a beautifully renovated eat-in kitchen and new flooring. High ceilings add to the open feel, offering 2 bedrooms, 1 full bath, plus a versatile den/office. Perfectly located close to town, shops, restaurants, train, bus, and major routes — a blend of comfort and convenience!

    Patricia DelVecchio William Raveis Real Estate

    547 King St Unit B, Chappaqua, NY 10514
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    $5,990 per month

    • 3 Beds
    • 2 Baths
    • 1,912 Sq Ft
    • House for Rent

    235 Douglas Rd, Chappaqua, NY 10514

    This beautifully updated rental offers a bright, open layout and a prime location just under a mile from downtown Chappaqua and the Metro North station—perfect for easy commuting and enjoying all the local spots. Freshly painted and move-in ready, the home is available furnished or unfurnished. The main level features a sun-filled living and dining area, an updated kitchen, a spacious primary

    Danielle Della Pella Compass Greater NY, LLC

    235 Douglas Rd, Chappaqua, NY 10514
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    $5,400 per month

    • 3 Beds
    • 2 Baths
    • 1,600 Sq Ft
    • House for Rent

    25 Maple Ave, Chappaqua, NY 10514

    Charming 3-Bedroom, 2-Bath Home in the Heart of Chappaqua! Welcome to this beautifully updated home located just steps from the train, shops, schools, and restaurants in vibrant downtown Chappaqua. This move-in ready residence features three spacious bedrooms and two full bathrooms, perfect for comfortable family living. Recent upgrades include fresh interior paint, new energy-efficient window,

    Heidi Oliver Houlihan Lawrence Inc.

    25 Maple Ave, Chappaqua, NY 10514
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    $9,500 per month

    • 4 Beds
    • 4 Baths
    • 3,000 Sq Ft
    • House for Rent

    306 Quaker Rd, Chappaqua, NY 10514

    Smartly renovated 1930's Colonial walking distance to town, train, shops & school. Impressive columned front portico w/double-door entry. Formal living room w/fireplace & crown molding. Formal dining room w/French doors to patio & crown molding. High-end kitchen features Wolf, Fisher Paykel & Bosch appliances open to family room w/cathedral ceiling & French doors to patio. Main floor den/office

    Stacy Levey William Raveis-New York, LLC

    306 Quaker Rd, Chappaqua, NY 10514
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    $2,800 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

Why Live in Chappaqua

Chappaqua, NY, is a small, bucolic hamlet in northern Westchester County, just 28 miles from New York City and 35 miles from LaGuardia Airport. Known for its old-fashioned country feel, Chappaqua features winding roads lined with maples, sugar oaks, and beeches. Downtown is the heart of the community, home to the train station, restaurants, shops, and a large gazebo where summer concerts are held. The area boasts an abundance of parks and nature preserves, including Gedney Park with playgrounds, sports fields, walking trails, and Whippoorwill Park, offering 3.5 miles of looped trails through forested hills and wetlands. Homes in Chappaqua range from one-bedroom condominiums to expansive four-bedroom craftsman houses, with styles including ranch, contemporary, and modern colonials. The town is walkable, especially near the train station, grocery stores, and cafes. Chappaqua Central School District is highly rated, with Douglas G. Grafflin Elementary, Seven Bridges Middle School, and Horace Greeley High School all excelling academically and athletically. The Chappaqua Farmers Market and local dining spots like Old Stone Trattoria and Lange’s Little Store and Deli offer fresh, locally sourced food and diverse culinary experiences. The Chappaqua Performing Arts Center hosts various cultural events, and the annual Memorial Day parade is a community highlight. With a crime rate significantly lower than the national average, Chappaqua is a safe and serene place to live.

Frequently Asked Questions

What are the most popular neighborhoods in Chappaqua, NY for renters?
The most popular neighborhoods in Chappaqua, NY for renters are North Ossining, Back Country Greenwich, Purchase, West Harrison and North Broadway.
What are the most popular zip codes in Chappaqua, NY for renters?
The most popular zip codes in Chappaqua, NY for renters include 10514, 10570, 10594, 10549 and 10562.
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