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Newest Homes for Rent in Chappaqua, NY

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  • /25

    Starting at $3,595 Per Month

    • 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

    Chappaqua Crossing Apartments

    (914) 340-5070

    480 Bedford Rd, Chappaqua, NY 10514
  • /29

    $5,900 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,416 Sq Ft
    • Condo for Rent

    41 Rambling Brook Rd, Chappaqua, NY 10514

    Updated 3-bedroom townhouse at Old Farm Lakes in Chappaqua, a beautiful renovated condo near everything. First floor: foyer, powder room, updated kitchen with stainless steel appliances, and patio. Large dining/living room with a wood-burning fireplace. Office/den with a walk-out to the deck. Second floor: primary bedroom with a large walk-in closet, en-suite bath featuring a standing shower; 2

    Nargis Rakhmatova Compass Greater NY, LLC

    41 Rambling Brook Rd, Chappaqua, NY 10514
  • /30

    $11,500 Per Month

    • 3 Beds
    • 3.5 Baths
    • 3,202 Sq Ft
    • Modern Farmhouse 3 Bedroom 3.5 Barhroom

    1111 Hardscrabble Rd, Chappaqua, NY 10514

    Modern Farmhouse - Prime Location! Experience luxury living in this newly constructed custom-built modern farmhouse, Mere minutes from downtown Chappaqua and the train station. Situated on a beautiful flat yard, this meticulously crafted home offers the epitome of comfort and style.Key Features:- Spacious first-floor bedroom, providing luxurious comfort and convenience.-

    1111 Hardscrabble Rd, Chappaqua, NY 10514
  • /18

    $6,500 Per Month

    • 2 Beds
    • 1.5 Baths
    • 2,220 Sq Ft
    • House for Rent

    105 Douglas Rd, Chappaqua, NY 10514

    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

    105 Douglas Rd, Chappaqua, NY 10514
  • /19

    $3,300 Per Month

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

    170 Birchwood Close Unit 170, Chappaqua, NY 10514

    Spacious, bright unit in Old Farm Lake in Chappaqua School District. New appliances completely and tastefully updated throughout, hardwood floors, bright and spacious kitchen, plenty of closet space, new bath, den/dining room can be used as a second bedroom, sliding doors to private patio. Outdoor Parking, Club Hs/Pool/Tennis/BasketBall/Playground. Oversized storage unit in basement included in

    Patricia DelVecchio William Raveis Real Estate

    170 Birchwood Close Unit 170, Chappaqua, NY 10514
  • /26

    $5,000 Per Month

    • 2 Beds
    • 2 Baths
    • 1,458 Sq Ft
    • Townhouse for Rent

    343 N Greeley Ave Unit 8D, Chappaqua, NY 10514

    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

    343 N Greeley Ave Unit 8D, Chappaqua, NY 10514
  • /36

    $6,500 Per Month

    • 3 Beds
    • 2 Baths
    • 2,082 Sq Ft
    • House for Rent

    64 Pine Cliff Rd, Chappaqua, NY 10514

    In the Heart of Chappaqua! Beautiful, sparkling, updated and very bright home in immaculate condition. This 3 Bedroom plus Office/, Playroom and 2 Baths home is nestled next to the Pinecliff Sanctuary and at the end of the cul-de-sac. It has all: Living Room with Fireplace and walls of windows, Dining Area, Sun Room, Updated Kitchen with granite countertops and Sliding Glass Door to huge deck and

    Alicja Bohmrich Houlihan Lawrence Inc.

    64 Pine Cliff Rd, Chappaqua, NY 10514
  • /10

    $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

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 $5,900 per month, though prices vary by neighborhood, size, and property type. As of May 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 $236,000 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 $5,900 per month in Chappaqua, NY, renters typically need to show $17,700 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 22.6, 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, Mid-Country West, North Stamford and Downtown White Plains, each with its own character and price range.

Rental Home Trends in Chappaqua, NY

Rental Home Trends

Number of Homes for Rent
8
Median Rent
$5,900
Median Single Family Home Rent
$5,500
Median Townhouse Rent
$2,500
Median Condo Rent
$4,500
How to Rent a Home