Chappaqua, NY Real Estate & Homes For Sale

31 homes

  • 11 Boulder Trail, Chappaqua, NY 10514
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    NEW - 1 DAY AGO0.93 ACRES
    $2,499,000
    5bd
    5ba
    6,495 sqft (on 0.93 acres)
    11 Boulder Trail,
    Chappaqua, NY 10514
    Listing by: Compass Greater NY, LLC
  • 2 Attitash Street, Chappaqua, NY 10514
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    COMING SOON 4/262 ACRES
    $1,349,000
    4bd
    4ba
    3,497 sqft (on 2 acres)
    2 Attitash Street,
    Chappaqua, NY 10514
    Listing by: Compass Greater NY, LLC
  • 152 Mill River Road, Chappaqua, NY 10514
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    0.37 ACRES
    $799,000
    3bd
    2ba
    2,079 sqft (on 0.37 acres)
    152 Mill River Road,
    Chappaqua, NY 10514
    Listing by: Compass Greater NY, LLC
  • 11 Laurel Lane, Chappaqua, NY 10514
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    1.96 ACRES
    $1,950,000
    5bd
    3ba
    5,121 sqft (on 1.96 acres)
    11 Laurel Lane,
    Chappaqua, NY 10514
    Listing by: Houlihan Lawrence Inc.
  • 9 Peck Place, Chappaqua, NY 10514
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    COMING SOON 4/251.01 ACRES
    $1,699,000
    4bd
    4ba
    3,884 sqft (on 1.01 acres)
    9 Peck Place,
    Chappaqua, NY 10514
    Listing by: William Raveis-New York, LLC
  • 95 Valley Lane, Chappaqua, NY 10514
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    1.16 ACRES
    $2,095,000
    5bd
    5ba
    5,570 sqft (on 1.16 acres)
    95 Valley Lane,
    Chappaqua, NY 10514
    Listing by: Compass Greater NY, LLC
  • 18 Dewitt Drive UNIT 71, Chappaqua, NY 10514
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    $1,796,995
    3bd
    4ba
    3,335 sqft
    18 Dewitt Drive UNIT 71,
    Chappaqua, NY 10514
    Listing by: Toll Brothers Real Estate Inc.
  • 44 & 50 Bischoff Avenue, Chappaqua, NY 10514
    0.38 ACRES
    $799,000
    5bd
    2ba
    2,241 sqft (on 0.38 acres)
    44 & 50 Bischoff Avenue,
    Chappaqua, NY 10514
    Listing by: Compass Greater NY, LLC
  • 249 Mill River Road, Chappaqua, NY 10514
    0.45 ACRES
    $838,000
    4bd
    2ba
    2,100 sqft (on 0.45 acres)
    249 Mill River Road,
    Chappaqua, NY 10514
    Listing by: Town and Village Real Estate
  • 17 Lila Lane UNIT 48, Chappaqua, NY 10514
    $1,460,995
    2bd
    4ba
    2,945 sqft
    17 Lila Lane UNIT 48,
    Chappaqua, NY 10514
    Listing by: Toll Brothers Real Estate Inc.
  • 3 Dewitt Drive UNIT 77, Chappaqua, NY 10514
    $1,654,995
    2bd
    4ba
    3,269 sqft
    3 Dewitt Drive UNIT 77,
    Chappaqua, NY 10514
    Listing by: Toll Brothers Real Estate Inc.
  • 7 Dewitt Drive UNIT 79, Chappaqua, NY 10514
    $1,722,995
    2bd
    4ba
    3,614 sqft
    7 Dewitt Drive UNIT 79,
    Chappaqua, NY 10514
    Listing by: Toll Brothers Real Estate Inc.
  • 15 North Way, Chappaqua, NY 10514
    1.57 ACRES
    $1,699,000
    5bd
    5ba
    4,459 sqft (on 1.57 acres)
    15 North Way,
    Chappaqua, NY 10514
    Listing by: Houlihan Lawrence Inc.
  • 326 Millwood Road, Chappaqua, NY 10514
    1.37 ACRES
    $1,140,000
    3bd
    4ba
    2,313 sqft (on 1.37 acres)
    326 Millwood Road,
    Chappaqua, NY 10514
    Listing by: William Raveis-New York, LLC
  • 1300 Hardscrabble Road, Chappaqua, NY 10514
    OPEN SAT, 2-4PM1 ACRE
    $869,000
    4bd
    2ba
    2,224 sqft (on 1 acre)
    1300 Hardscrabble Road,
    Chappaqua, NY 10514
    Listing by: Compass Greater NY, LLC
  • 70 Cowdin Lane, Chappaqua, NY 10514
    2.3 ACRES
    $2,499,999
    4bd
    4ba
    5,309 sqft (on 2.30 acres)
    70 Cowdin Lane,
    Chappaqua, NY 10514
    Listing by: Keller Williams Realty Group
  • 724 King Street, Chappaqua, NY 10514
    4.29 ACRES
    $3,150,000
    5bd
    6ba
    6,026 sqft (on 4.29 acres)
    724 King Street,
    Chappaqua, NY 10514
    Listing by: Julia B Fee Sothebys Int. Rlty
  • 15 Haights Cross Road, Chappaqua, NY 10514
    2.88 ACRES
    $1,899,000
    4bd
    5ba
    5,012 sqft (on 2.88 acres)
    15 Haights Cross Road,
    Chappaqua, NY 10514
    Listing by: William Raveis-New York, LLC
  • 256 Quaker Road, Chappaqua, NY 10514
    0.75 ACRES
    $1,950,000
    3bd
    4ba
    3,882 sqft (on 0.75 acres)
    256 Quaker Road,
    Chappaqua, NY 10514
    Listing by: Compass Greater NY, LLC
  • 1 Round Hill Road, Chappaqua, NY 10514
    1.01 ACRES
    $1,800,000
    4bd
    3ba
    3,164 sqft (on 1.01 acres)
    1 Round Hill Road,
    Chappaqua, NY 10514
    Listing by: Houlihan Lawrence Inc.
  • 26 Wallace Way UNIT 32, Chappaqua, NY 10514
    $1,499,995
    2bd
    4ba
    2,945 sqft
    26 Wallace Way UNIT 32,
    Chappaqua, NY 10514
    Listing by: Toll Brothers Real Estate Inc.
  • 280 Douglas Road, Chappaqua, NY 10514
    5.8 ACRES
    $3,150,000
    5bd
    5ba
    5,717 sqft (on 5.80 acres)
    280 Douglas Road,
    Chappaqua, NY 10514
    Listing by: Compass Greater NY, LLC
  • 55 Algonquin Drive, Chappaqua, NY 10514
    4.67 ACRES
    $2,995,000
    5bd
    7ba
    6,824 sqft (on 4.67 acres)
    55 Algonquin Drive,
    Chappaqua, NY 10514
    Listing by: Compass Greater NY, LLC
  • 211 King Street, Chappaqua, NY 10514
    0.34 ACRES
    $1,349,000
    3bd
    5ba
    2,810 sqft (on 0.34 acres)
    211 King Street,
    Chappaqua, NY 10514
    Listing by: Compass Greater NY, LLC
  • 577 Millwood Road, Chappaqua, NY 10514
    7.29 ACRES
    $10,495,000
    5bd
    9ba
    7,055 sqft (on 7.29 acres)
    577 Millwood Road,
    Chappaqua, NY 10514
    Listing by: Houlihan Lawrence Inc.
  • 71 Carolyn Place, Chappaqua, NY 10514
    6.78 ACRES
    $4,900,000
    5bd
    8ba
    8,204 sqft (on 6.78 acres)
    71 Carolyn Place,
    Chappaqua, NY 10514
    Listing by: Compass Greater NY, LLC
  • 15 Kerry Lane, Chappaqua, NY 10514
    2 ACRES
    $1,989,000
    4bd
    4ba
    5,534 sqft (on 2 acres)
    15 Kerry Lane,
    Chappaqua, NY 10514
    Listing by: Houlihan Lawrence Inc.
  • 112 Roaring Brook Road, Chappaqua, NY 10514
    0.61 ACRES
    $1,150,000
    3bd
    3ba
    2,648 sqft (on 0.61 acres)
    112 Roaring Brook Road,
    Chappaqua, NY 10514
    Listing by: Weichert Realtors Signature Pr
  • 1111 Hardscrabble Road, Chappaqua, NY 10514
    0.68 ACRES
    $1,950,000
    3bd
    4ba
    3,202 sqft (on 0.68 acres)
    1111 Hardscrabble Road,
    Chappaqua, NY 10514
    Listing by: Compass Greater NY, LLC
  • 20 Bessel Lane, Chappaqua, NY 10514
    4.11 ACRES
    $4,350,000
    6bd
    6ba
    7,978 sqft (on 4.11 acres)
    20 Bessel Lane,
    Chappaqua, NY 10514
    Listing by: Oxford Property Group USA
  • 319 Millwood Road, Chappaqua, NY 10514
    4.37 ACRES
    $2,295,000
    4bd
    6ba
    6,277 sqft (on 4.37 acres)
    319 Millwood Road,
    Chappaqua, NY 10514
    Listing by: Compass Greater NY, LLC

Homes Near Chappaqua, NY

We found 30 more homes matching your filters just outside Chappaqua

  • 517A Old Chappaqua Road, Briarcliff Manor, NY 10510
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    NEW - 8 HRS AGO0.96 ACRES
    $1,999,222
    4bd
    4ba
    4,050 sqft (on 0.96 acres)
    517A Old Chappaqua Road,
    Briarcliff Manor, NY 10510
    Listing by: Howard Hanna Rand Realty
  • 115 Westwood Drive, Mount Kisco, NY 10549
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    NEW - 1 DAY AGO10.89 ACRES
    $3,825,000
    5bd
    6ba
    8,406 sqft (on 10.89 acres)
    115 Westwood Drive,
    Mount Kisco, NY 10549
    Listing by: Houlihan Lawrence Inc.
  • 12 Wampus Avenue, Armonk, NY 10504
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    NEWCOMING SOON 4/27
    $979,000
    4bd
    3ba
    2,444 sqft
    12 Wampus Avenue,
    Armonk, NY 10504
    Listing by: Houlihan Lawrence Inc.
  • 504 Millwood Road, Mount Kisco, NY 10549
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    OPEN SUN, 1-4PM1.39 ACRES
    $965,000
    4bd
    3ba
    3,182 sqft (on 1.39 acres)
    504 Millwood Road,
    Mount Kisco, NY 10549
    Listing by: Compass Greater NY, LLC
  • 33 Matthes Road, Briarcliff Manor, NY 10510
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    OPEN SUN, 12-3PM0.3 ACRES
    $799,000
    3bd
    2ba
    1,304 sqft (on 0.30 acres)
    33 Matthes Road,
    Briarcliff Manor, NY 10510
    Listing by: Moda Realty LLC
  • 40 Guard Hill Road, Bedford Corners, NY 10549
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    OPEN SAT, 1-3PMCOMING SOON 4/257.9 ACRES
    $4,500,000
    5bd
    7ba
    8,500 sqft (on 7.90 acres)
    40 Guard Hill Road,
    Bedford Corners, NY 10549
    Listing by: Ginnel Real Estate
  • 37 Shinglehouse Road, Millwood, NY 10546
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    OPEN SAT, 1-5PM3.1 ACRES
    $1,625,000
    4bd
    4ba
    4,895 sqft (on 3.10 acres)
    37 Shinglehouse Road,
    Millwood, NY 10546
    Listing by: Houlihan Lawrence Inc.
  • 267 Mountain Road, Pleasantville, NY 10570
    $965,000
    4bd
    3ba
    3,112 sqft
    267 Mountain Road,
    Pleasantville, NY 10570
    Listing by: Houlihan Lawrence Inc.
  • 49 Foxwood Circle, Mount Kisco, NY 10549
    $429,999
    2bd
    2ba
    1,014 sqft
    49 Foxwood Circle,
    Mount Kisco, NY 10549
    Listing by: RE/MAX Distinguished Hms.&Prop
  • 120 Harriman Road, Mount Kisco, NY 10549
    OPEN THU, 11-1PMCOMING SOON 4/253.97 ACRES
    $825,000
    4bd
    3ba
    2,168 sqft (on 3.97 acres)
    120 Harriman Road,
    Mount Kisco, NY 10549
    Listing by: William Raveis-New York LLC
  • 463 Chappaqua Road, Briarcliff, NY 10510
    1.07 ACRES
    $899,000
    3bd
    2ba
    2,677 sqft (on 1.07 acres)
    463 Chappaqua Road,
    Briarcliff, NY 10510
    Listing by: Houlihan Lawrence Inc.
  • 10 Tall Pines Lane, Bedford Corners, NY 10549
    OPEN SAT, 12-2PM1.27 ACRES
    $999,000
    4bd
    4ba
    3,500 sqft (on 1.27 acres)
    10 Tall Pines Lane,
    Bedford Corners, NY 10549
    Listing by: Keller Williams Realty Group
  • 311 Sutton Drive UNIT 311, Mount Kisco, NY 10549
    $440,000
    2bd
    2ba
    1,107 sqft
    311 Sutton Drive UNIT 311,
    Mount Kisco, NY 10549
    Listing by: William Raveis-New York, LLC
  • 11 Hammond Ridge Road, Mount Kisco, NY 10549
    3.87 ACRES
    $2,575,000
    5bd
    5ba
    5,337 sqft (on 3.87 acres)
    11 Hammond Ridge Road,
    Mount Kisco, NY 10549
    Listing by: William Raveis-New York, LLC
  • 103 Creekside Road, Mount Kisco, NY 10549
    $1,495,000
    2bd
    4ba
    3,268 sqft
    103 Creekside Road,
    Mount Kisco, NY 10549
    Listing by: Houlihan Lawrence Inc.
  • 238 Mclain Street, Mount Kisco, NY 10549
    3.3 ACRES
    $995,000
    5bd
    4ba
    3,000 sqft (on 3.30 acres)
    238 Mclain Street,
    Mount Kisco, NY 10549
    Listing by: Corcoran Legends Realty
  • 21 Taylor Road, Mount Kisco, NY 10549
    1.28 ACRES
    $1,900,000
    3bd
    4ba
    3,957 sqft (on 1.28 acres)
    21 Taylor Road,
    Mount Kisco, NY 10549
    Listing by: Siano & Company Ltd.
  • 30 Red Oak Lane, Mount Kisco, NY 10549
    COMING SOON 4/260.36 ACRES
    $1,349,000
    3bd
    3ba
    3,257 sqft (on 0.36 acres)
    30 Red Oak Lane,
    Mount Kisco, NY 10549
    Listing by: Compass Greater NY, LLC
  • 7 Laurel Hill Place, Armonk, NY 10504
    1 ACRE
    $912,000
    3bd
    3ba
    2,210 sqft (on 1 acre)
    7 Laurel Hill Place,
    Armonk, NY 10504
    Listing by: Compass Greater NY, LLC
  • 165 Grove Street, Mount Kisco, NY 10549
    0.27 ACRES
    $635,000
    4bd
    2ba
    2,200 sqft (on 0.27 acres)
    165 Grove Street,
    Mount Kisco, NY 10549
    Listing by: Coldwell Banker Realty
  • 1420 Journeys End Road, Croton On Hudson, NY 10520
    OPEN THU, 11-1PM3 ACRES
    $1,900,000
    4bd
    4ba
    5,235 sqft (on 3 acres)
    1420 Journeys End Road,
    Croton On Hudson, NY 10520
    Listing by: Houlihan Lawrence Inc.
  • 465 Chappaqua Road, Briarcliff Manor, NY 10510
    1.61 ACRES
    $1,075,000
    5bd
    3ba
    3,296 sqft (on 1.61 acres)
    465 Chappaqua Road,
    Briarcliff Manor, NY 10510
    Listing by: Compass Greater NY, LLC
  • 340 Blinn Road, Croton On Hudson, NY 10520
    7.33 ACRES
    $1,650,000
    4bd
    4ba
    4,000 sqft (on 7.33 acres)
    340 Blinn Road,
    Croton On Hudson, NY 10520
    Listing by: William Raveis-New York, LLC
  • 33 Red Oak Lane, Mount Kisco, NY 10549
    0.29 ACRES
    $899,000
    3bd
    3ba
    2,598 sqft (on 0.29 acres)
    33 Red Oak Lane,
    Mount Kisco, NY 10549
    Listing by: Houlihan Lawrence Inc.
  • 17 Kisco Park Drive, Mount Kisco, NY 10549
    0.34 ACRES
    $725,000
    4bd
    2ba
    1,449 sqft (on 0.34 acres)
    17 Kisco Park Drive,
    Mount Kisco, NY 10549
    Listing by: Douglas Elliman Real Estate
  • 71 Tripp Street, Mount Kisco, NY 10549
    2.02 ACRES
    $1,295,000
    4bd
    3ba
    3,614 sqft (on 2.02 acres)
    71 Tripp Street,
    Mount Kisco, NY 10549
    Listing by: Houlihan Lawrence Inc.
  • 25 Stewart Place UNIT 410, Mount Kisco, NY 10549
    $99,900
    1bd
    1ba
    825 sqft
    25 Stewart Place UNIT 410,
    Mount Kisco, NY 10549
    Listing by: RE/MAX Distinguished Hms.&Prop
  • 3 Northview Court, Pleasantville, NY 10570
    0.92 ACRES
    $1,879,000
    4bd
    4ba
    5,432 sqft (on 0.92 acres)
    3 Northview Court,
    Pleasantville, NY 10570
    Listing by: Houlihan Lawrence Inc.
  • 12 Jackson Road, Briarcliff, NY 10510
    OPEN SAT, 12-4PM
    $925,000
    4bd
    4ba
    2,446 sqft
    12 Jackson Road,
    Briarcliff, NY 10510
    Listing by: Coldwell Banker Realty
  • 3 Vincent Lane, Armonk, NY 10504
    4.48 ACRES
    $4,900,000
    4bd
    8ba
    9,000 sqft (on 4.48 acres)
    3 Vincent Lane,
    Armonk, NY 10504
    Listing by: William Raveis Real Estate
6 More Homes
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We found 6 more homes that match your search in other listings.

Chappaqua, NY Real Estate Trends

Learn about the Chappaqua, NY housing market through trends and averages.

Affordability of Living in Chappaqua, NY

The median home value is $1,292,494
MonthMedian home value
April 2023$1.2M
May 2023$1.2M
June 2023$1.2M
July 2023$1.21M
August 2023$1.23M
September 2023$1.24M
October 2023$1.25M
November 2023$1.26M
December 2023$1.27M
January 2024$1.28M
February 2024$1.28M
March 2024$1.29M
View as a graph
Trends and affordability stats are provided by third party data sources.

Average Home Value in Chappaqua, NY, by Home Size

Currently, there are 5 new listings and 31 homes for sale in Chappaqua.
Home SizeHome Value*
2 bedrooms (8 homes)$712,377
3 bedrooms (8 homes)$1,066,318
4 bedrooms (10 homes)$1,425,961
*Home value over the past month

What Locals Say about Chappaqua

  • Mereslavin
    "The commute is not too long and metro north is nice. Commuting into grand central is much nicer than commuting into penn."
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  • Mereslavin
    "There’s Lots of space to play in and it’s very quiet. There’s lot of other animals which dogs might not like"
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  • Marta V.
    "Very upscale. Safe. Family oriented. Clean. Good school district. Good for outdoors. Train to Manhattan makes it an easy and convenient commute. "
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  • Jill B.
    "It’s great place to live, safe and friendly great neighborhood, easy commute to NYC. Lived here for 25 years, we have looked to downsize but can’t find a better place to live. "
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  • Jill B.
    "Lived here for 18 years and love it, safe and friendly love my neighbors , perfect for country living and easy access to NYC great schools and community activities "
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  • Trulia User
    "Feels safe and neighborhood friendly a golf course and great restaurant very pretty landescapes and trees beautiful houses "
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  • Lizrappaport
    "It is very wooded with homes that are far apart from each other. There is no seeing into the neighbor’s kitchen, for example. The schools are excellent and the people are generally laid back. They are discerning and demanding, but not snobbish. "
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  • Diane N. W.
    "My community has access to MetroNorth Station, buses, parks, bicycle paths, elite school system, restaurants, country setting...."
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  • Elymiani
    "Amicable woodland safe all you need is her . Friendly. The best school are in chappaqua district . "
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  • Carlosgamboan
    "I just moved in and already love the neighborhood. Great Schools, peaceful, lots of trees, friendly neighbors"
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  • Christine R.
    "I grew up in Chappaqua, and lived there with my own children for several years. The Chappaqua schools are very highly rated, and the Park & Recreation department is very active as well. There is a small town feeling, but easily accessibility to NYC and White Plains via Metro North."
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  • Susan S.
    "Incredible Old Farm Lake. Families, Singles and Couples all welcome. Convenient to the greatest schools, shopping and restaurants."
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