Recently Sold Chappaqua, NY Homes

$595,000 Sold Feb 21, 2025

4 Timberland Pass, Chappaqua, NY 10514
- 2 Beds
- 2.5 Baths
- 1,550 Sq Ft
- Built 1979
Last Sold Summary
- $384/SF
- 34 Days On Market
Current Estimated Value $726,117

Last Listing Agent Dorothy Botsoe Dorothy Jensen Realty, Inc.

4 Timberland Pass, Chappaqua, NY 10514
$799,000 Sold Nov 19, 2025

37 Hollow Oak Rd, Chappaqua, NY 10514
- 4 Beds
- 2 Baths
- 1,420 Sq Ft
- Built 1941
Last Sold Summary
- $563/SF
- 15 Days On Market
Last Listing Agent Lauren Goldenberg William Raveis Real Estate

37 Hollow Oak Rd, Chappaqua, NY 10514
$1,623,500 Sold Aug 14, 2025

24 Glen Terrace, Chappaqua, NY 10514
- 4 Beds
- 2.5 Baths
- 2,539 Sq Ft
- Built 1973
Last Sold Summary
- 10% Above List Price
- $639/SF
- 14 Days On Market
Current Estimated Value $1,594,936

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

24 Glen Terrace, Chappaqua, NY 10514
$1,545,000 Sold Apr 21, 2025

41 Deepwood Dr, Chappaqua, NY 10514
- 3 Beds
- 2.5 Baths
- 2,762 Sq Ft
- Built 1940
Last Sold Summary
- 21% Above List Price
- $559/SF
- 5 Days On Market
Current Estimated Value $1,557,290

Last Listing Agent Carol Marrone Christie's Int. Real Estate

41 Deepwood Dr, Chappaqua, NY 10514
$2,282,000 Sold Aug 11, 2025

92 Random Farms Dr, Chappaqua, NY 10514
- 4 Beds
- 6 Baths
- 5,254 Sq Ft
- Built 1990
Last Sold Summary
- 15% Below List Price
- $434/SF
- 17 Days On Market
Current Estimated Value $2,334,034

Last Listing Agent Sari Shaw Compass Greater NY, LLC

92 Random Farms Dr, Chappaqua, NY 10514
$1,020,000 Sold Aug 18, 2025

8 Elizabeth St, Chappaqua, NY 10514
- 3 Beds
- 2.5 Baths
- 1,824 Sq Ft
- Built 1964
Last Sold Summary
- 7% Below List Price
- $559/SF
- 33 Days On Market
Current Estimated Value $1,060,644

Last Listing Agent Jennifer Harris Compass Greater NY, LLC

8 Elizabeth St, Chappaqua, NY 10514
$1,630,000 Sold Aug 28, 2025

8 Carriage Ln Unit 84, Chappaqua, NY 10514
- 2 Beds
- 3.5 Baths
- 3,269 Sq Ft
- Built 2025
Last Sold Summary
- 4% Below List Price
- $499/SF
- 72 Days On Market
Last Listing Agent Andrea Martone Houlihan Lawrence Inc.

8 Carriage Ln Unit 84, Chappaqua, NY 10514
$1,605,000 Sold Jul 25, 2025

55 Old Lyme Rd, Chappaqua, NY 10514
- 4 Beds
- 2.5 Baths
- 3,365 Sq Ft
- Built 1968
Last Sold Summary
- 5% Above List Price
- $477/SF
- 4 Days On Market
Current Estimated Value $1,645,287

Last Listing Agent Sena Baron William Raveis-New York, LLC

55 Old Lyme Rd, Chappaqua, NY 10514
$710,000 Sold Mar 20, 2025

10 Barnes Ln, Chappaqua, NY 10514
- 3 Beds
- 2 Baths
- 1,776 Sq Ft
- Built 1937
Last Sold Summary
- 2% Above List Price
- $400/SF
- 8 Days On Market
Last Listing Agent Deborah Hilfman RE/MAX Prestige Properties

10 Barnes Ln, Chappaqua, NY 10514
$1,662,500 Sold Mar 08, 2025

20 Lawrence Frm Crswy, Chappaqua, NY 10514
- 4 Beds
- 2.5 Baths
- 4,085 Sq Ft
- Built 1978
Last Sold Summary
- 4% Above List Price
- $407/SF
- 9 Days On Market
Current Estimated Value $1,740,784

Last Listing Agent Cindy Glynn Compass Greater NY, LLC

20 Lawrence Frm Crswy, Chappaqua, NY 10514
$1,730,000 Sold Sep 30, 2025

21 Wallace Way, Chappaqua, NY 10514
- 3 Beds
- 3.5 Baths
- 3,614 Sq Ft
- Built 2023
Last Sold Summary
- 6% Below List Price
- $479/SF
- 110 Days On Market
Current Estimated Value $1,754,077

Last Listing Agent Ken Wile Redfin Real Estate

21 Wallace Way, Chappaqua, NY 10514
$1,800,000 Sold Aug 01, 2025

101 Hardscrabble Lake Dr, Chappaqua, NY 10514
- 5 Beds
- 3.5 Baths
- 4,930 Sq Ft
- Built 1998
Last Sold Summary
- $365/SF
- 38 Days On Market
Current Estimated Value $1,847,118

Last Listing Agent Victoria Miller Compass Greater NY, LLC

101 Hardscrabble Lake Dr, Chappaqua, NY 10514
$455,000 Sold May 08, 2025

150 North Bedford Ro Chappaqua Rd Unit D1, Chappaqua, NY 10514
- 1 Bed
- 1 Bath
- 814 Sq Ft
- Built 1984
Last Sold Summary
- 9% Below List Price
- $559/SF
- 44 Days On Market
Last Listing Agent Alicja Bohmrich Houlihan Lawrence Inc.

150 North Bedford Ro Chappaqua Rd Unit D1, Chappaqua, NY 10514
$2,075,000 Sold Aug 28, 2025

33 North Way, Chappaqua, NY 10514
- 4 Beds
- 4.5 Baths
- 3,531 Sq Ft
- Built 1950
Last Sold Summary
- 6% Above List Price
- $588/SF
- 74 Days On Market
Current Estimated Value $2,022,609

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

33 North Way, Chappaqua, NY 10514
$1,095,000 Sold Dec 02, 2025

124 Seven Bridges Rd, Chappaqua, NY 10514
- 3 Beds
- 2 Baths
- 1,918 Sq Ft
- Built 1935
Last Sold Summary
- 10% Above List Price
- $571/SF
- 5 Days On Market
Last Listing Agent Cindy Glynn Compass Greater NY, LLC

124 Seven Bridges Rd, Chappaqua, NY 10514
$1,920,000 Sold Jan 20, 2026

73 Whippoorwill Lake Rd, Chappaqua, NY 10514
- 5 Beds
- 4.5 Baths
- 3,849 Sq Ft
- Built 1980
Last Sold Summary
- 4% Below List Price
- $499/SF
- 16 Days On Market
Last Listing Agent Cindy Glynn Compass Greater NY, LLC

73 Whippoorwill Lake Rd, Chappaqua, NY 10514
$1,695,000 Sold Aug 27, 2025

14 Laurel Ln, Chappaqua, NY 10514
- 3 Beds
- 3.5 Baths
- 4,233 Sq Ft
- Built 1955
Last Sold Summary
- $400/SF
- 47 Days On Market
Current Estimated Value $1,748,462

Last Listing Agent Maura Mcspedon William Raveis Real Estate

14 Laurel Ln, Chappaqua, NY 10514
$1,298,000 Sold Dec 18, 2025

26 Kings Ct, Chappaqua, NY 10514
- 4 Beds
- 2.5 Baths
- 2,060 Sq Ft
- Built 1931
Last Sold Summary
- 12% Above List Price
- $630/SF
- 7 Days On Market
Last Listing Agent Stacy Levey William Raveis-New York, LLC

26 Kings Ct, Chappaqua, NY 10514
$1,925,000 Sold Mar 31, 2025

15 Gedney Way, Chappaqua, NY 10514
- 4 Beds
- 3.5 Baths
- 3,610 Sq Ft
- Built 1957
Last Sold Summary
- 7% Above List Price
- $533/SF
- 8 Days On Market
Current Estimated Value $2,014,500

Last Listing Agent Cindy Glynn Compass Greater NY, LLC

15 Gedney Way, Chappaqua, NY 10514
$1,890,000 Sold Jul 09, 2025

18 Valley Ln, Chappaqua, NY 10514
- 4 Beds
- 2.5 Baths
- 3,746 Sq Ft
- Built 1967
Last Sold Summary
- 26% Above List Price
- $505/SF
- 7 Days On Market
Current Estimated Value $1,888,650

Last Listing Agent Susan Slotnick William Raveis Real Estate

18 Valley Ln, Chappaqua, NY 10514
$2,500,000 Sold Dec 18, 2025

61 Carolyn Place, Chappaqua, NY 10514
- 5 Beds
- 5.5 Baths
- 5,907 Sq Ft
- Built 1995
Last Sold Summary
- 11% Below List Price
- $423/SF
- 116 Days On Market
Last Listing Agent Richard Hayes Hopple Julia B Fee Sothebys Int. Rlty

61 Carolyn Place, Chappaqua, NY 10514
$600,000 Sold Aug 01, 2025

324 N Greeley Ave, Chappaqua, NY 10514
- 2 Beds
- 2 Baths
- 1,608 Sq Ft
- Built 1988
Last Sold Summary
- 5% Below List Price
- $373/SF
- 28 Days On Market
Current Estimated Value $626,137

Last Listing Agent Nick Rie K. Fortuna Realty, Inc.

324 N Greeley Ave, Chappaqua, NY 10514
$415,000 Sold May 08, 2025

150 N Bedford Rd Unit C9, Chappaqua, NY 10514
- 1 Bed
- 1 Bath
- 980 Sq Ft
- Built 1983
Last Sold Summary
- 2% Below List Price
- $423/SF
- 16 Days On Market
Last Listing Agent Jessica Broomhead Compass Greater NY, LLC

150 N Bedford Rd Unit C9, Chappaqua, NY 10514
$1,165,000 Sold Sep 19, 2025

57 Hamilton Dr, Chappaqua, NY 10514
- 3 Beds
- 3 Baths
- 3,728 Sq Ft
- Built 1965
Last Sold Summary
- 14% Below List Price
- $312/SF
- 59 Days On Market
Current Estimated Value $1,200,054

Last Listing Agent Sherry Wiggs Houlihan Lawrence Inc.

57 Hamilton Dr, Chappaqua, NY 10514
$999,999 Sold Jul 14, 2025

12 Spring Ln, Chappaqua, NY 10514
- 2 Beds
- 2.5 Baths
- 2,440 Sq Ft
- Built 1925
Last Sold Summary
- 5% Above List Price
- $410/SF
- 10 Days On Market
Current Estimated Value $1,054,019

Last Listing Agent Suzanne Sanborn William Raveis Real Estate

12 Spring Ln, Chappaqua, NY 10514
$1,815,090 Sold Aug 28, 2025

90 Prospect Dr, Chappaqua, NY 10514
- 4 Beds
- 2.5 Baths
- 3,087 Sq Ft
- Built 1936
Last Sold Summary
- 14% Above List Price
- $588/SF
- 14 Days On Market
Current Estimated Value $1,765,738

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

90 Prospect Dr, Chappaqua, NY 10514
$700,000 Sold Nov 21, 2025

136 Roaring Brook Rd, Chappaqua, NY 10514
- 4 Beds
- 5 Baths
- 2,875 Sq Ft
- Built 2025
Last Sold Summary
- 52% Below List Price
- $243/SF
- 96 Days On Market
Last Listing Agent John Oliveira Douglas Elliman Real Estate

136 Roaring Brook Rd, Chappaqua, NY 10514
$1,690,995 Sold Jun 30, 2025

18 Dewitt Dr Unit 71, Chappaqua, NY 10514
- 3 Beds
- 3.5 Baths
- 3,335 Sq Ft
- Built 2024
Last Sold Summary
- 5% Below List Price
- $507/SF
- 199 Days On Market
Current Estimated Value $1,681,173

Last Listing Agent Thomas Jacovino Toll Brothers Real Estate Inc.

18 Dewitt Dr Unit 71, Chappaqua, NY 10514
$1,280,000 Sold Sep 03, 2025

5 Crossways, Chappaqua, NY 10514
- 4 Beds
- 2.5 Baths
- 2,212 Sq Ft
- Built 1934
Last Sold Summary
- 16% Above List Price
- $579/SF
- 14 Days On Market
Current Estimated Value $1,282,420

Last Listing Agent Jill Urban Compass Greater NY, LLC

5 Crossways, Chappaqua, NY 10514
$1,615,000 Sold Aug 01, 2025

7 High Point Cir, Chappaqua, NY 10514
- 4 Beds
- 3.5 Baths
- 4,099 Sq Ft
- Built 1985
Last Sold Summary
- 6% Above List Price
- $394/SF
- 13 Days On Market
Current Estimated Value $1,683,847

Last Listing Agent Cindy Glynn Compass Greater NY, LLC

7 High Point Cir, Chappaqua, NY 10514
$1,175,000 Sold Oct 27, 2025

495 Quaker Rd, Chappaqua, NY 10514
- 3 Beds
- 2 Baths
- 2,695 Sq Ft
- Built 1961
Last Sold Summary
- 9% Above List Price
- $436/SF
- 7 Days On Market
Current Estimated Value $1,177,473

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

495 Quaker Rd, Chappaqua, NY 10514
$1,800,000 Sold Oct 09, 2025

73 Random Farms Dr, Chappaqua, NY 10514
- 5 Beds
- 4.5 Baths
- 5,089 Sq Ft
- Built 1991
Last Sold Summary
- $354/SF
- 15 Days On Market
Current Estimated Value $1,810,372

Last Listing Agent Alicja Bohmrich Houlihan Lawrence Inc.

73 Random Farms Dr, Chappaqua, NY 10514
$2,315,000 Sold Jul 14, 2025

55 Deepwood Dr, Chappaqua, NY 10514
- 4 Beds
- 3.5 Baths
- 4,199 Sq Ft
- Built 1927
Last Sold Summary
- 23% Above List Price
- $551/SF
- 13 Days On Market
Current Estimated Value $2,274,272

Last Listing Agent Avital Soldatenko Houlihan Lawrence Inc.

55 Deepwood Dr, Chappaqua, NY 10514
$2,225,000 Sold Jul 29, 2025

1 West Place, Chappaqua, NY 10514
- 3 Beds
- 3.5 Baths
- 3,176 Sq Ft
- Built 1948
Last Sold Summary
- 24% Above List Price
- $701/SF
- 10 Days On Market
Current Estimated Value $2,192,325

Last Listing Agent Jennifer Harris Compass Greater NY, LLC

1 West Place, Chappaqua, NY 10514
$1,646,500 Sold Oct 21, 2025

59 Crest Rd, Chappaqua, NY 10514
- 4 Beds
- 2.5 Baths
- 2,550 Sq Ft
- Built 1914
Last Sold Summary
- 32% Above List Price
- $646/SF
- 17 Days On Market
Current Estimated Value $1,434,717

Last Listing Agent Mark Boyland Keller Williams Realty Partner

59 Crest Rd, Chappaqua, NY 10514
$2,250,000 Sold Jun 27, 2025

97 Random Farms Dr, Chappaqua, NY 10514
- 4 Beds
- 3.5 Baths
- 4,807 Sq Ft
- Built 1993
Last Sold Summary
- 13% Above List Price
- $468/SF
- 18 Days On Market
Current Estimated Value $2,269,101

Last Listing Agent Sari Shaw Compass Greater NY, LLC

97 Random Farms Dr, Chappaqua, NY 10514
$1,826,000 Sold Jun 10, 2025

24 Hunting Ridge Rd, Chappaqua, NY 10514
- 4 Beds
- 4 Baths
- 3,962 Sq Ft
- Built 1960
Last Sold Summary
- 14% Above List Price
- $461/SF
- 7 Days On Market
Current Estimated Value $1,831,820

Last Listing Agent Pamela Akin Douglas Elliman Real Estate

24 Hunting Ridge Rd, Chappaqua, NY 10514
$1,560,000 Sold Aug 07, 2025

45 Crossways, Chappaqua, NY 10514
- 3 Beds
- 2.5 Baths
- 2,246 Sq Ft
- Built 1935
Last Sold Summary
- 30% Above List Price
- $695/SF
- 10 Days On Market
Current Estimated Value $1,503,215

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

45 Crossways, Chappaqua, NY 10514
$1,558,667 Sold May 30, 2025

20 Dewitt Dr Unit 72, Chappaqua, NY 10514
- 2 Beds
- 3.5 Baths
- 2,945 Sq Ft
- Built 2024
Last Sold Summary
- 3% Above List Price
- $529/SF
- 23 Days On Market
Last Listing Agent Thomas Jacovino Toll Brothers Real Estate Inc.

20 Dewitt Dr Unit 72, Chappaqua, NY 10514
$1,479,320 Sold Sep 17, 2025

14 Carriage Ln Unit 87, Chappaqua, NY 10514
- 2 Beds
- 2.5 Baths
- 2,503 Sq Ft
- Built 2024
Last Sold Summary
- 10% Above List Price
- $591/SF
- 183 Days On Market
Last Listing Agent Thomas Jacovino Toll Brothers Real Estate Inc.

14 Carriage Ln Unit 87, Chappaqua, NY 10514

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