Recently Sold Chappaqua, NY Homes

$1,402,970 Sold Jun 23, 2025

8 Dewitt Dr Unit 66, Chappaqua, NY 10514
- 2 Beds
- 3.5 Baths
- 2,945 Sq Ft
- Built 2024
Last Sold Summary
- 5% Above List Price
- $476/SF
- 142 Days On Market
Last Listing Agent Thomas Jacovino Toll Brothers Real Estate Inc.

8 Dewitt Dr Unit 66, Chappaqua, NY 10514
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$1,125,000 Sold Jul 21, 2025

16 Garey Dr, Chappaqua, NY 10514
- 4 Beds
- 2.5 Baths
- 1,888 Sq Ft
- Built 1958
Last Sold Summary
- 25% Above List Price
- $596/SF
- 18 Days On Market
Current Estimated Value $1,105,301

Last Listing Agent Sherry Wiggs Houlihan Lawrence Inc.

16 Garey Dr, Chappaqua, NY 10514
$1,320,000 Sold Dec 11, 2025

41 Valley Ln, Chappaqua, NY 10514
- 3 Beds
- 2.5 Baths
- 2,034 Sq Ft
- Built 1972
Last Sold Summary
- 2% Above List Price
- $649/SF
- 10 Days On Market
Last Listing Agent Amanda Goldberg William Raveis-New York, LLC

41 Valley Ln, Chappaqua, NY 10514
$1,502,500 Sold Jun 09, 2025

60 Cross Ridge Rd, Chappaqua, NY 10514
- 3 Beds
- 2 Baths
- 2,426 Sq Ft
- Built 1960
Last Sold Summary
- 16% Above List Price
- $619/SF
- 6 Days On Market
Current Estimated Value $1,512,553

Last Listing Agent Stacy Levey William Raveis-New York, LLC

60 Cross Ridge Rd, Chappaqua, NY 10514
$1,725,000 Sold Oct 31, 2025

9 Point Place, Chappaqua, NY 10514
- 4 Beds
- 3.5 Baths
- 4,100 Sq Ft
- Built 2019
Last Sold Summary
- 11% Above List Price
- $421/SF
- 24 Days On Market
Last Listing Agent Mark Boyland Keller Williams Realty Partner

9 Point Place, Chappaqua, NY 10514
$1,747,995 Sold Sep 19, 2025

2 Carriage Ln Unit 81, Chappaqua, NY 10514
- 2 Beds
- 3.5 Baths
- 3,269 Sq Ft
- Built 2024
Last Sold Summary
- $535/SF
- 235 Days On Market
Current Estimated Value $1,759,692

Last Listing Agent Thomas Jacovino Toll Brothers Real Estate Inc.

2 Carriage Ln Unit 81, Chappaqua, NY 10514
$1,391,022 Sold Oct 23, 2025

6 Algonquin Dr, Chappaqua, NY 10514
- 4 Beds
- 3.5 Baths
- 3,776 Sq Ft
- Built 1952
Last Sold Summary
- 16% Above List Price
- $368/SF
- 30 Days On Market
Last Listing Agent Lindsay Rothman Compass Greater NY LLC

6 Algonquin Dr, Chappaqua, NY 10514
$732,500 Sold Dec 15, 2025

30 Rambling Brook Rd, Chappaqua, NY 10514
- 2 Beds
- 2.5 Baths
- 1,244 Sq Ft
- Built 1986
Last Sold Summary
- 2% Below List Price
- $589/SF
- 24 Days On Market
Last Listing Agent Amanda Acard Nestedge Realty

30 Rambling Brook Rd, Chappaqua, NY 10514
$1,530,000 Sold Sep 12, 2025

31 Wynnewood Rd, Chappaqua, NY 10514
- 4 Beds
- 3 Baths
- 2,420 Sq Ft
- Built 1928
Last Sold Summary
- 22% Above List Price
- $632/SF
- 9 Days On Market
Current Estimated Value $1,461,639

Last Listing Agent Cindy Glynn Compass Greater NY, LLC

31 Wynnewood Rd, Chappaqua, NY 10514
$1,150,000 Sold May 06, 2025

44 Wynnewood Rd, Chappaqua, NY 10514
- 2 Beds
- 2 Baths
- 1,922 Sq Ft
- Built 1937
Last Sold Summary
- 35% Above List Price
- $598/SF
- 8 Days On Market
Current Estimated Value $1,089,338

Last Listing Agent Barbara Pagliuca Houlihan Lawrence Inc.

44 Wynnewood Rd, Chappaqua, NY 10514
$1,780,000 Sold Dec 22, 2025

56 Annandale Rd, Chappaqua, NY 10514
- 4 Beds
- 4.5 Baths
- 4,543 Sq Ft
- Built 2006
Last Sold Summary
- 1% Below List Price
- $392/SF
- 16 Days On Market
Last Listing Agent Stacy Levey William Raveis-New York, LLC

56 Annandale Rd, Chappaqua, NY 10514
$912,483 Sold Mar 21, 2025

9 Elm St, Chappaqua, NY 10514
- 4 Beds
- 2 Baths
- 1,440 Sq Ft
- Built 1905
Last Sold Summary
- 1% Above List Price
- $634/SF
- 133 Days On Market
Current Estimated Value $787,442

Last Listing Agent Edward Holmes William Raveis-New York, LLC

9 Elm St, Chappaqua, NY 10514
$1,425,000 Sold Jan 07, 2025

29 Crossways, Chappaqua, NY 10514
- 3 Beds
- 2.5 Baths
- 2,946 Sq Ft
- Built 1921
Last Sold Summary
- 19% Above List Price
- $484/SF
- 6 Days On Market
Current Estimated Value $1,505,784

Last Listing Agent Amanda Goldberg William Raveis-New York, LLC

29 Crossways, Chappaqua, NY 10514
$425,000 Sold Feb 25, 2025

39 Barnes Ln, Chappaqua, NY 10514
- Land
- 1.06 Acres
- $400,943 per Acre
Last Sold Summary
- 11% Below List Price
- 87 Days On Market
Current Estimated Value $449,822

Last Listing Agent Sari Shaw Compass Greater NY, LLC

39 Barnes Ln, Chappaqua, NY 10514
$1,600,000 Sold Jul 09, 2025

25 Campfire Rd, Chappaqua, NY 10514
- 3 Beds
- 4 Baths
- 4,086 Sq Ft
- Built 1937
Last Sold Summary
- 19% Above List Price
- $392/SF
- 7 Days On Market
Current Estimated Value $1,601,303

Last Listing Agent Cindy Glynn Compass Greater NY, LLC

25 Campfire Rd, Chappaqua, NY 10514
$1,519,995 Sold May 16, 2025

7 Dewitt Dr Unit 79, Chappaqua, NY 10514
- 2 Beds
- 3.5 Baths
- 3,614 Sq Ft
- Built 2025
Last Sold Summary
- 11% Below List Price
- $421/SF
- 354 Days On Market
Current Estimated Value $1,563,913

Last Listing Agent Thomas Jacovino Toll Brothers Real Estate Inc.

7 Dewitt Dr Unit 79, Chappaqua, NY 10514
$3,375,000 Sold May 14, 2025

72 Carolyn Place, Chappaqua, NY 10514
- 4 Beds
- 8 Baths
- 8,291 Sq Ft
- Built 2000
Last Sold Summary
- 4% Below List Price
- $407/SF
- 140 Days On Market
Current Estimated Value $3,466,679

Last Listing Agent Cindy Glynn Compass Greater NY, LLC

72 Carolyn Place, Chappaqua, NY 10514
$2,512,255 Sold Jul 11, 2025

35 Ivy Hill Rd, Chappaqua, NY 10514
- 5 Beds
- 4.5 Baths
- 4,004 Sq Ft
- Built 1942
Last Sold Summary
- 13% Below List Price
- $627/SF
- 47 Days On Market
Current Estimated Value $2,611,894

Last Listing Agent Stacy Levey William Raveis-New York, LLC

35 Ivy Hill Rd, Chappaqua, NY 10514
$1,804,000 Sold Jul 31, 2025

10 Glen Terrace, Chappaqua, NY 10514
- 4 Beds
- 3.5 Baths
- 3,219 Sq Ft
- Built 1972
Last Sold Summary
- 27% Above List Price
- $560/SF
- 7 Days On Market
Current Estimated Value $1,798,144

Last Listing Agent Brendan Preston Houlihan Lawrence Inc.

10 Glen Terrace, Chappaqua, NY 10514
$1,500,000 Sold Jun 17, 2025

23 Round Hill Rd, Chappaqua, NY 10514
- 5 Beds
- 3.5 Baths
- 3,230 Sq Ft
- Built 1964
Last Sold Summary
- 9% Above List Price
- $464/SF
- 25 Days On Market
Current Estimated Value $1,565,779

Last Listing Agent Michael Levy eXp Realty

23 Round Hill Rd, Chappaqua, NY 10514
$1,600,000 Sold Dec 12, 2025

27 Deepwood Hill, Chappaqua, NY 10514
- 3 Beds
- 2.5 Baths
- 2,830 Sq Ft
- Built 1950
Last Sold Summary
- 14% Above List Price
- $565/SF
- 35 Days On Market
Last Listing Agent Brendan Preston Houlihan Lawrence Inc.

27 Deepwood Hill, Chappaqua, NY 10514
$875,000 Sold Aug 06, 2025

341 Millwood Rd, Chappaqua, NY 10514
- 4 Beds
- 2.5 Baths
- 2,541 Sq Ft
- Built 1964
Last Sold Summary
- 3% Below List Price
- $344/SF
- 32 Days On Market
Last Listing Agent Jo Ann Reilly Julia B Fee Sothebys Int. Rlty

341 Millwood Rd, Chappaqua, NY 10514
$1,415,000 Sold Jun 06, 2025

24 Greenbriar Dr, Chappaqua, NY 10514
- 4 Beds
- 3 Baths
- 2,781 Sq Ft
- Built 1978
Last Sold Summary
- 23% Above List Price
- $509/SF
- 10 Days On Market
Current Estimated Value $1,343,815

Last Listing Agent Jennifer Harris Compass Greater NY, LLC

24 Greenbriar Dr, Chappaqua, NY 10514
$1,250,000 Sold Jun 20, 2025

64 Stornowaye St, Chappaqua, NY 10514
- 3 Beds
- 2 Baths
- 2,144 Sq Ft
- Built 1973
Last Sold Summary
- 4% Above List Price
- $583/SF
- 11 Days On Market
Current Estimated Value $1,281,220

Last Listing Agent Stacy Levey William Raveis-New York, LLC

64 Stornowaye St, Chappaqua, NY 10514
$1,850,000 Sold Sep 02, 2025

42 Cross Ridge Rd, Chappaqua, NY 10514
- 3 Beds
- 3 Baths
- 3,102 Sq Ft
- Built 1959
Last Sold Summary
- 35% Above List Price
- $596/SF
- 7 Days On Market
Current Estimated Value $1,724,080

Last Listing Agent Pamela Akin Douglas Elliman Real Estate

42 Cross Ridge Rd, Chappaqua, NY 10514
$799,000 Sold Nov 03, 2025

816 Hardscrabble Rd, Chappaqua, NY 10514
- 3 Beds
- 2 Baths
- 1,660 Sq Ft
- Built 1953
Last Sold Summary
- 11% Below List Price
- $481/SF
- 76 Days On Market
Last Listing Agent Daniel Berger RE/MAX Prestige Properties

816 Hardscrabble Rd, Chappaqua, NY 10514
$1,025,000 Sold Aug 22, 2025

100 Castle Rd, Chappaqua, NY 10514
- 3 Beds
- 3.5 Baths
- 2,590 Sq Ft
- Built 1996
Last Sold Summary
- 9% Below List Price
- $396/SF
- 19 Days On Market
Current Estimated Value $1,038,089

Last Listing Agent Alicja Bohmrich Houlihan Lawrence Inc.

100 Castle Rd, Chappaqua, NY 10514
$995,000 Sold Jul 28, 2025

2 Woodmill Rd, Chappaqua, NY 10514
- 5 Beds
- 3.5 Baths
- 5,227 Sq Ft
- Built 1900
Last Sold Summary
- 15% Below List Price
- $190/SF
- 55 Days On Market
Current Estimated Value $1,437,303

Last Listing Agent Mark Seiden Mark Seiden Real Estate Team

2 Woodmill Rd, Chappaqua, NY 10514
$1,500,000 Sold Apr 14, 2025

3 Greenridge Dr, Chappaqua, NY 10514
- 4 Beds
- 3.5 Baths
- 4,183 Sq Ft
- Built 1991
Last Sold Summary
- 12% Below List Price
- $359/SF
- 13 Days On Market
Current Estimated Value $1,568,633

Last Listing Agent MaryAnn Bayer Compass Greater NY, LLC

3 Greenridge Dr, Chappaqua, NY 10514
$1,660,000 Sold Oct 03, 2025

43 Random Farms Cir, Chappaqua, NY 10514
- 5 Beds
- 4.5 Baths
- 5,357 Sq Ft
- Built 1993
Last Sold Summary
- 13% Below List Price
- $310/SF
- 25 Days On Market
Last Listing Agent Suzan Zeolla Houlihan Lawrence Inc.

43 Random Farms Cir, Chappaqua, NY 10514
$999,999 Sold Aug 18, 2025

9 Campfire Rd, Chappaqua, NY 10514
- 2 Beds
- 1.5 Baths
- 2,300 Sq Ft
- Built 1930
Last Sold Summary
- 7% Below List Price
- $435/SF
- 21 Days On Market
Current Estimated Value $1,031,226

Last Listing Agent Therese Herrero Coldwell Banker Realty

9 Campfire Rd, Chappaqua, NY 10514
$1,175,000 Sold Jan 24, 2025

33 Chatham Rd, Chappaqua, NY 10514
- 3 Beds
- 2.5 Baths
- 2,100 Sq Ft
- Built 1942
Last Sold Summary
- 18% Above List Price
- $560/SF
- 18 Days On Market
Current Estimated Value $1,201,719

Last Listing Agent Phyllis Lerner Corcoran Legends Realty

33 Chatham Rd, Chappaqua, NY 10514
$727,500 Sold May 28, 2025

386 N Greeley Ave Unit 43B, Chappaqua, NY 10514
- 2 Beds
- 2 Baths
- 1,660 Sq Ft
- Built 1984
Last Sold Summary
- 12% Above List Price
- $438/SF
- 11 Days On Market
Current Estimated Value $735,102

Last Listing Agent Rachel Lacoste Houlihan Lawrence Inc.

386 N Greeley Ave Unit 43B, Chappaqua, NY 10514
$970,000 Sold May 30, 2025

33 Kipp St, Chappaqua, NY 10514
- 3 Beds
- 1.5 Baths
- 1,923 Sq Ft
- Built 1850
Last Sold Summary
- 5% Above List Price
- $504/SF
- 11 Days On Market
Current Estimated Value $993,958

Last Listing Agent Deena Bouchier Compass Greater NY, LLC

33 Kipp St, Chappaqua, NY 10514
$2,244,055 Sold Mar 18, 2025

19 Random Farms Cir, Chappaqua, NY 10514
- 4 Beds
- 4.5 Baths
- 4,847 Sq Ft
- Built 1993
Last Sold Summary
- 21% Above List Price
- $463/SF
- 6 Days On Market
Current Estimated Value $2,308,429

Last Listing Agent Sari Shaw Compass Greater NY, LLC

19 Random Farms Cir, Chappaqua, NY 10514
$635,000 Sold Mar 28, 2025

173 Birchwood Close Unit 173, Chappaqua, NY 10514
- 2 Beds
- 2 Baths
- 1,724 Sq Ft
- Built 1987
Last Sold Summary
- 3% Above List Price
- $368/SF
- 6 Days On Market
Current Estimated Value $694,092

Last Listing Agent Cindy Glynn Compass Greater NY, LLC

173 Birchwood Close Unit 173, Chappaqua, NY 10514
$1,200,000 Sold Feb 28, 2025

30 Lori Ln, Chappaqua, NY 10514
- 4 Beds
- 3 Baths
- 2,288 Sq Ft
- Built 1994
Last Sold Summary
- $524/SF
- 3 Days On Market
Current Estimated Value $1,271,289

Last Listing Agent Dana Goldman Compass Greater NY, LLC

30 Lori Ln, Chappaqua, NY 10514
$1,150,000 Sold Jan 15, 2025

54 Spring Rd, Chappaqua, NY 10514
- 3 Beds
- 3.5 Baths
- 2,482 Sq Ft
- Built 1935
Last Sold Summary
- 2% Below List Price
- $463/SF
- 41 Days On Market
Current Estimated Value $1,223,009

Last Listing Agent Natalia Wixom Compass Greater NY, LLC

54 Spring Rd, Chappaqua, NY 10514
$1,607,000 Sold Mar 11, 2025

64 Cowdin Cir, Chappaqua, NY 10514
- 3 Beds
- 2.5 Baths
- 2,911 Sq Ft
- Built 1962
Last Sold Summary
- 9% Above List Price
- $552/SF
- 14 Days On Market
Current Estimated Value $1,673,665

Last Listing Agent Wendy Nolan Houlihan Lawrence Inc.

64 Cowdin Cir, Chappaqua, NY 10514
$1,624,995 Sold Jun 13, 2025

22 Dewitt Dr Unit 73, Chappaqua, NY 10514
- 3 Beds
- 3.5 Baths
- 3,352 Sq Ft
- Built 2025
Last Sold Summary
- 4% Below List Price
- $485/SF
- 1 Day On Market
Last Listing Agent Thomas Jacovino Toll Brothers Real Estate Inc.

22 Dewitt Dr Unit 73, Chappaqua, NY 10514

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