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Chappaqua, NY Houses for Rent

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  • 105 Douglas Rd, Chappaqua, NY 10514
    105 Douglas Rd, Chappaqua, NY 10514
    105 Douglas Rd, Chappaqua, NY 10514
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    $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
  • 1111 Hardscrabble Rd, Chappaqua, NY 10514
    1111 Hardscrabble Rd, Chappaqua, NY 10514
    1111 Hardscrabble 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
  • 64 Pine Cliff Rd, Chappaqua, NY 10514
    64 Pine Cliff Rd, Chappaqua, NY 10514
    64 Pine Cliff Rd, Chappaqua, NY 10514
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    $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
  • 8 Granite Rd, Chappaqua, NY 10514
    8 Granite Rd, Chappaqua, NY 10514
    8 Granite Rd, Chappaqua, NY 10514
    /47

    $11,500 Per Month

    • 3 Beds
    • 4 Baths
    • 3,320 Sq Ft
    • Stunning Updated Home with Private Pond Views in Chappaqua

    8 Granite Rd, Chappaqua, NY 10514

    Nestled on a beautifully landscaped property, this exceptional home offers the perfect blend of tranquility and convenience. Featuring an airy open-concept layout across three levels, the residence is filled with natural light and scenic views throughout.The beautifully renovated eat-in kitchen and dining area include radiant heated floors and flow into the spacious living room, where

    8 Granite Rd, Chappaqua, NY 10514
New York Westchester County Chappaqua

Houses for Rent in Chappaqua, NY

Frequently Asked Questions

How much does it cost to rent a single-family home in Chappaqua, NY?
The median rent for a single-family home in Chappaqua, NY is $5,625 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 $214,000 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 $5,350 per month in Chappaqua, NY, renters typically need to show $16,050 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 24.9, 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 single-family 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 single-family home include Back Country Greenwich and North Stamford, each with its own character and price range.

Rental Home Trends in Chappaqua, NY

There are currently 4 single-family homes available for rent in Chappaqua, NY. The median rent is $5,625 per month, with 3-bedroom houses renting at $6,050, 4-bedroom houses at $8,500 and 5-bedroom houses at $6,500.

Rental Home Trends

Number of Houses for Rent
4
Median Single Family Home Rent
$5,625
Median 3 Bedroom Single Family Home Rent
$6,050
Median 4 Bedroom Single Family Home Rent
$8,500
Median 5 Bedroom Single Family Home Rent
$6,500
How to Rent a Home

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