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Chappaqua, NY Homes for Rent

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  • /25

    Starting at $3,237 Per Month

    • 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

    Chappaqua Crossing Apartments

    480 Bedford Rd, Chappaqua, NY 10514
  • /42

    $5,900 Per Month

    • 2 Beds
    • 2 Baths
    • 1,623 Sq Ft
    • Condo for Rent

    109 Woods End Rd, Chappaqua, NY 10514

    Welcome to 109 Woods End Road, a beautifully updated 2-bedroom, 2-bathroom townhouse in desirable Chappaqua. The home features a renovated open-concept kitchen with a waterfall island, quartz countertops, and matching backsplash, bright living spaces, and a beautiful backyard perfect for relaxing or entertaining. Includes a one-car enclosed garage with basement storage and an additional outdoor

    Cecilia Espino-Pelaez eRealty Advisors, Inc

    109 Woods End Rd, Chappaqua, NY 10514
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    $4,750 Per Month

    • 2 Beds
    • 1 Bath
    • 1,200 Sq Ft
    • Apartment for Rent

    82 Douglas Rd Unit B, Chappaqua, NY 10514

    Beautifully renovated second-floor 2-bedroom, 1-bath apartment just a short walk to the Chappaqua train station, downtown shops and restaurants. This light-filled home offers approximately 1,200 square feet of thoughtfully updated living space featuring hardwood floors throughout, a stunning designer kitchen with quartz countertops, stainless steel appliances, shaker cabinetry, subway tile

    Michael Parelli Mike Parelli Real Estate LLC

    82 Douglas Rd Unit B, Chappaqua, NY 10514
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    $4,400 Per Month

    • 2 Beds
    • 2 Baths
    • 1,000 Sq Ft
    • Apartment for Rent

    91 Bedford Rd Unit 2, Chappaqua, NY 10514

    This lovely 2 bed 2 bath end unit features an EIK with glamorous modern style quartz counters, bright open floor plan. Individual balcony. Storage closet. HW/heater, washer/dryer. Quality construction built by highly regarded local builder. Amenities of this architecturally inspired building include Access control intercom/security cameras. FOB. Steel & concrete frame, rock wool insulation. Pre

    Grace Priore ERA Insite Realty Services

    91 Bedford Rd Unit 2, Chappaqua, NY 10514
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    $5,750 Per Month

    • 2 Beds
    • 2.5 Baths
    • 1,130 Sq Ft
    • House for Rent

    480 King St, Chappaqua, NY 10514

    Welcome to this pristine 2-bedroom Cape Cod-style home , offering a versatile layout that effortlessly lives like a 3-bedroom. Exuding charm and meticulous care throughout, the residence features 2 full bathrooms and a convenient half-bath. Its center-of-town location puts local shops, dining, and community conveniences right at your doorstep, making it a perfect blend of style, comfort, and

    Nancy Musich Houlihan Lawrence Inc.

    480 King St, Chappaqua, NY 10514
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    $5,850 Per Month

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

    56 Rambling Brook Rd, Chappaqua, NY 10514

    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.

    56 Rambling Brook Rd, Chappaqua, NY 10514
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    $5,750 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,553 Sq Ft
    • Townhouse for Rent

    17 Rambling Brook Rd, Chappaqua, NY 10514

    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.

    17 Rambling Brook Rd, Chappaqua, NY 10514
  • /15

    $4,200 Per Month

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

    547 King St, Chappaqua, NY 10514

    Charming antique home ideally located in the heart of Chappaqua, just minutes to Armonk, Mount Kisco, major highways, and the Metro-North train station. Features include a bright white kitchen with stainless steel appliances, stone countertops, and tile backsplash, along with beautiful hardwood floors throughout. Enjoy the convenience of in-unit private laundry, private storage, and two driveway

    Alexandra Fischer Keller Williams Realty Group

    547 King St, 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

How much does it cost to rent a home in Chappaqua, NY?
The median rent for a home in Chappaqua, NY is $5,750 per month, though prices vary by neighborhood, size, and property type. As of September 2026, townhouses tend to be the most affordable option while condos and single-family homes are currently more expensive.
How much do you need to make to afford rent in Chappaqua, NY?
To comfortably afford the median rent in Chappaqua, NY, a household needs to earn roughly $230,000 per year. This is based on the common guideline that households should spend no more than 30% of gross income on housing. Most landlords require monthly household income of at least 3x the monthly rent, and with a median rent of $5,750 per month in Chappaqua, NY, renters typically need to show $17,250 per month in gross income to qualify. Actual affordability will vary depending on household debts, other living expenses, and overall budget.
Is it more affordable to rent or buy in Chappaqua, NY?
In Chappaqua, NY, the price-to-rent ratio is 23.6, which generally favors renting. This ratio divides the median home price by the annual median rent: below 15 typically favors buying, 15 to 20 is balanced, and above 20 typically favors renting. Your finances, how long you plan to stay, and costs like mortgage rates, taxes, and maintenance all factor into the decision.
What neighborhoods in Chappaqua, NY are best for renting a home?
The best neighborhood for renting in Chappaqua, NY depends on your priorities: commute, walkability, budget, and lifestyle all play a role. Popular areas for renting a home include Back Country Greenwich and Downtown White Plains, each with its own character and price range.

Rental Home Trends

Number of Homes for Rent
8
Median Rent
$5,750
Median Single Family Home Rent
$5,750
Median Townhouse Rent
$3,450
Median Condo Rent
$3,800
How to Rent a Home