Recently Sold Homes in 10514

$1,313,550 Sold Apr 07, 2025

50 North Place, Chappaqua, NY 10514
- 5 Beds
- 4 Baths
- 5,590 Sq Ft
- Built 1978
Last Sold Summary
- 5% Below List Price
- $235/SF
- 15 Days On Market
Current Estimated Value $1,629,355

Last Listing Agent Christopher Rose REALHome Services & Solutions

50 North Place, Chappaqua, NY 10514
$2,825,000 Sold Dec 15, 2025

70 Haights Cross Rd, Chappaqua, NY 10514
- 5 Beds
- 9 Baths
- 8,775 Sq Ft
- Built 2005
Last Sold Summary
- 10% Below List Price
- $322/SF
- 159 Days On Market
Last Listing Agent Wendy Nolan Houlihan Lawrence Inc.

70 Haights Cross Rd, Chappaqua, NY 10514
$2,475,000 Sold May 06, 2025

27 Neustadt Ln, Chappaqua, NY 10514
- 4 Beds
- 4 Baths
- 4,974 Sq Ft
- Built 1986
Last Sold Summary
- 29% Above List Price
- $498/SF
- 8 Days On Market
Current Estimated Value $2,494,875

Last Listing Agent Joanne Milch William Raveis-New York, LLC

27 Neustadt Ln, Chappaqua, NY 10514
$805,000 Sold Nov 21, 2025

149 King St Unit 4, Chappaqua, NY 10514
- 2 Beds
- 2.5 Baths
- 1,767 Sq Ft
- Built 1988
Last Sold Summary
- 6% Below List Price
- $456/SF
- 105 Days On Market
Last Listing Agent Nancy Jones Julia B Fee Sothebys Int. Rlty

149 King St Unit 4, Chappaqua, NY 10514
$1,850,000 Sold Jul 15, 2025

22 Mountain Peak Rd, Chappaqua, NY 10514
- 5 Beds
- 4.5 Baths
- 4,419 Sq Ft
- Built 1972
Last Sold Summary
- 6% Above List Price
- $419/SF
- 17 Days On Market
Current Estimated Value $1,895,075

Last Listing Agent Usha Subramaniam Compass Greater NY, LLC

22 Mountain Peak Rd, Chappaqua, NY 10514
$2,700,000 Sold May 09, 2025

3 Bradley Farms, Chappaqua, NY 10514
- 4 Beds
- 3.5 Baths
- 5,947 Sq Ft
- Built 1947
Last Sold Summary
- 2% Above List Price
- $454/SF
- 15 Days On Market
Current Estimated Value $2,743,416

Last Listing Agent Amrita Singh William Raveis-New York, LLC

3 Bradley Farms, Chappaqua, NY 10514
$1,465,000 Sold Oct 01, 2025

33 High Way, Chappaqua, NY 10514
- 3 Beds
- 3.5 Baths
- 1,917 Sq Ft
- Built 1938
Last Sold Summary
- 22% Above List Price
- $764/SF
- 11 Days On Market
Last Listing Agent Jennifer Harris Compass Greater NY, LLC

33 High Way, Chappaqua, NY 10514
$765,000 Sold Apr 07, 2025

12 Pines Ln, Chappaqua, NY 10514
- 3 Beds
- 2 Baths
- 2,249 Sq Ft
- Built 1948
Last Sold Summary
- 4% Below List Price
- $340/SF
- 93 Days On Market
Current Estimated Value $843,648

Last Listing Agent David Turner Compass Greater NY, LLC

12 Pines Ln, Chappaqua, NY 10514
$2,300,000 Sold Nov 20, 2025

24 North Way, Chappaqua, NY 10514
- 3 Beds
- 3.5 Baths
- 3,960 Sq Ft
- Built 1986
Last Sold Summary
- 24% Above List Price
- $581/SF
- 7 Days On Market
Last Listing Agent Pamela Akin Douglas Elliman Real Estate

24 North Way, Chappaqua, NY 10514
$1,589,000 Sold May 28, 2025

395 Bedford Rd, Chappaqua, NY 10514
- 5 Beds
- 3.5 Baths
- 3,041 Sq Ft
- Built 1955
Last Sold Summary
- $523/SF
- 26 Days On Market
Current Estimated Value $1,615,794

Last Listing Agent Catherine O'Connor Houlihan Lawrence Inc.

395 Bedford Rd, Chappaqua, NY 10514
$1,659,995 Sold Sep 10, 2025

19 Wallace Way Unit 25, Chappaqua, NY 10514
- 2 Beds
- 4 Baths
- 3,432 Sq Ft
- Built 2022
Last Sold Summary
- 4% Below List Price
- $484/SF
- 91 Days On Market
Current Estimated Value $1,736,749

Last Listing Agent Andrea Martone Houlihan Lawrence Inc.

19 Wallace Way Unit 25, Chappaqua, NY 10514
$3,400,000 Sold Sep 09, 2025

5 Briarcliff Rd, Chappaqua, NY 10514
- 4 Beds
- 7 Baths
- 7,305 Sq Ft
- Built 2007
Last Sold Summary
- 8% Below List Price
- $465/SF
- 65 Days On Market
Current Estimated Value $3,423,891

Last Listing Agent Sari Shaw Compass Greater NY, LLC

5 Briarcliff Rd, Chappaqua, NY 10514
$1,050,000 Sold Feb 27, 2025

106 Marcourt Dr, Chappaqua, NY 10514
- 4 Beds
- 3 Baths
- 2,814 Sq Ft
- Built 1961
Last Sold Summary
- 6% Above List Price
- $373/SF
- 35 Days On Market
Current Estimated Value $1,154,367

Last Listing Agent Madelyn Ricciardi Houlihan Lawrence Inc.

106 Marcourt Dr, Chappaqua, NY 10514
$820,000 Sold Aug 20, 2025

149 King St Unit 15, Chappaqua, NY 10514
- 2 Beds
- 2.5 Baths
- 1,925 Sq Ft
- Built 1988
Last Sold Summary
- $426/SF
- 15 Days On Market
Last Listing Agent Janet Short Houlihan Lawrence Inc.

149 King St Unit 15, Chappaqua, NY 10514
$1,632,000 Sold Apr 21, 2025

81 Cross Ridge Rd, Chappaqua, NY 10514
- 4 Beds
- 3 Baths
- 3,211 Sq Ft
- Built 1963
Last Sold Summary
- 17% Above List Price
- $508/SF
- 14 Days On Market
Current Estimated Value $1,687,899

Last Listing Agent Pamela Akin Douglas Elliman Real Estate

81 Cross Ridge Rd, Chappaqua, NY 10514
$1,835,000 Sold Jun 30, 2025

20 Bristol Place, Chappaqua, NY 10514
- 4 Beds
- 4 Baths
- 4,082 Sq Ft
- Built 1965
Last Sold Summary
- 23% Above List Price
- $450/SF
- 6 Days On Market
Current Estimated Value $1,798,000

Last Listing Agent Kori Sassower Compass Greater NY, LLC

20 Bristol Place, Chappaqua, NY 10514
$1,600,000 Sold Jul 22, 2025

6 Dewitt Dr Unit 65, Chappaqua, NY 10514
- 2 Beds
- 3.5 Baths
- 3,353 Sq Ft
- Built 2025
Last Sold Summary
- 2% Below List Price
- $477/SF
- 66 Days On Market
Last Listing Agent Andrea Martone Houlihan Lawrence Inc.

6 Dewitt Dr Unit 65, Chappaqua, NY 10514
$1,763,056 Sold Jan 07, 2025

45 Lila Ln Unit 62, Chappaqua, NY 10514
- 2 Beds
- 3.5 Baths
- 3,101 Sq Ft
- Built 2023
Last Sold Summary
- 28% Above List Price
- $569/SF
- 3 Days On Market
Last Listing Agent Thomas Jacovino Toll Brothers Real Estate Inc.

45 Lila Ln Unit 62, Chappaqua, NY 10514
$1,275,000 Sold Oct 03, 2025

26 Mayberry Rd, Chappaqua, NY 10514
- 5 Beds
- 3 Baths
- 3,200 Sq Ft
- Built 1964
Last Sold Summary
- 1% Above List Price
- $398/SF
- 85 Days On Market
Last Listing Agent Edward Holmes William Raveis-New York, LLC

26 Mayberry Rd, Chappaqua, NY 10514
$2,300,000 Sold Oct 08, 2025

3 Boulder Trail, Chappaqua, NY 10514
- 5 Beds
- 4.5 Baths
- 5,183 Sq Ft
- Built 2000
Last Sold Summary
- 18% Above List Price
- $444/SF
- 91 Days On Market
Last Listing Agent Nancy Strong Douglas Elliman Real Estate

3 Boulder Trail, Chappaqua, NY 10514
$1,570,856 Sold Jul 25, 2025

16 Dewitt Dr Unit 70, Chappaqua, NY 10514
- 2 Beds
- 3.5 Baths
- 3,269 Sq Ft
- Built 2025
Last Sold Summary
- 11% Below List Price
- $481/SF
- 323 Days On Market
Current Estimated Value $1,603,302

Last Listing Agent Thomas Jacovino Toll Brothers Real Estate Inc.

16 Dewitt Dr Unit 70, Chappaqua, NY 10514
$1,920,000 Sold Apr 21, 2025

22 Valley Ln, Chappaqua, NY 10514
- 4 Beds
- 3.5 Baths
- 4,145 Sq Ft
- Built 1959
Last Sold Summary
- 1% Above List Price
- $463/SF
- 5 Days On Market
Current Estimated Value $1,966,395

Last Listing Agent Sari Shaw Compass Greater NY, LLC

22 Valley Ln, Chappaqua, NY 10514
$1,600,000 Sold Aug 22, 2025

106 Random Farms Dr, Chappaqua, NY 10514
- 5 Beds
- 3.5 Baths
- 3,859 Sq Ft
- Built 1920
Last Sold Summary
- $415/SF
- 40 Days On Market
Current Estimated Value $1,611,466

Last Listing Agent Wendy Nolan Houlihan Lawrence Inc.

106 Random Farms Dr, Chappaqua, NY 10514
$3,370,000 Sold Aug 13, 2025

29 Carolyn Place, Armonk, NY 10504
- 5 Beds
- 4.5 Baths
- 7,448 Sq Ft
- Built 1972
Last Sold Summary
- 4% Below List Price
- $452/SF
- 46 Days On Market
Current Estimated Value $3,386,873

Last Listing Agent Brian Milton Compass Greater NY, LLC

29 Carolyn Place, Armonk, NY 10504
$930,000 Sold Dec 30, 2024

129 Millwood Rd, Chappaqua, NY 10514
- 4 Beds
- 4 Baths
- 2,700 Sq Ft
- Built 1928
Last Sold Summary
- 3% Above List Price
- $344/SF
- 25 Days On Market
Current Estimated Value $1,019,896

Last Listing Agent Danielle Pennessi Corcoran Legends Realty

129 Millwood Rd, Chappaqua, NY 10514
$1,658,000 Sold Aug 25, 2025

4 Carriage Ln Unit 82, Chappaqua, NY 10514
- 2 Beds
- 3.5 Baths
- 3,614 Sq Ft
- Built 2025
Last Sold Summary
- 2% Below List Price
- $459/SF
- 47 Days On Market
Last Listing Agent Andrea Martone Houlihan Lawrence Inc.

4 Carriage Ln Unit 82, Chappaqua, NY 10514
$752,000 Sold Aug 19, 2025

375 Quaker Rd, Chappaqua, NY 10514
- 3 Beds
- 2.5 Baths
- 2,084 Sq Ft
- Built 1910
Last Sold Summary
- 16% Above List Price
- $361/SF
- 17 Days On Market
Current Estimated Value $772,737

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

375 Quaker Rd, Chappaqua, NY 10514
$2,960,000 Sold Dec 26, 2025

93 Haights Cross Rd, Chappaqua, NY 10514
- 4 Beds
- 4.5 Baths
- 6,542 Sq Ft
- Built 1979
Last Sold Summary
- 15% Below List Price
- $452/SF
- 102 Days On Market
Last Listing Agent Cindy Glynn Compass Greater NY, LLC

93 Haights Cross Rd, Chappaqua, NY 10514
$525,000 Sold Oct 16, 2025

380 Whippoorwill Rd, Chappaqua, NY 10514
- 3 Beds
- 2 Baths
- 880 Sq Ft
- Built 1927
Last Sold Summary
- 16% Below List Price
- $597/SF
- 61 Days On Market
Last Listing Agent Sari Shaw Compass Greater NY, LLC

380 Whippoorwill Rd, Chappaqua, NY 10514
$745,000 Sold Mar 25, 2025

105 Rambling Brook Rd, Chappaqua, NY 10514
- 2 Beds
- 2.5 Baths
- 1,296 Sq Ft
- Built 1986
Last Sold Summary
- 1% Below List Price
- $575/SF
- 63 Days On Market
Current Estimated Value $765,763

Last Listing Agent Mark Boyland Keller Williams Realty Partner

105 Rambling Brook Rd, Chappaqua, NY 10514
$1,631,110 Sold Feb 25, 2025

26 Dewitt Dr Unit 75, Chappaqua, NY 10514
- 3 Beds
- 2.5 Baths
- 3,335 Sq Ft
- Built 2024
Last Sold Summary
- $489/SF
- 5 Days On Market
Last Listing Agent Thomas Jacovino Toll Brothers Real Estate Inc.

26 Dewitt Dr Unit 75, Chappaqua, NY 10514
$2,875,000 Sold Mar 21, 2025

76 Valley Ln, Chappaqua, NY 10514
- 5 Beds
- 5.5 Baths
- 6,177 Sq Ft
- Built 1987
Last Sold Summary
- 4% Above List Price
- $465/SF
- 158 Days On Market
Current Estimated Value $2,939,482

Last Listing Agent Harriet Libov Houlihan Lawrence Inc.

76 Valley Ln, Chappaqua, NY 10514
$999,000 Sold Aug 18, 2025

326 Millwood Rd, Chappaqua, NY 10514
- 3 Beds
- 3.5 Baths
- 2,313 Sq Ft
- Built 1924
Last Sold Summary
- $432/SF
- 3 Days On Market
Current Estimated Value $1,056,068

Last Listing Agent Cindy Glynn Compass Greater NY, LLC

326 Millwood Rd, Chappaqua, NY 10514
$2,635,000 Sold Aug 25, 2025

8 Turtleback Way, Chappaqua, NY 10514
- 5 Beds
- 4.5 Baths
- 6,649 Sq Ft
- Built 1999
Last Sold Summary
- 6% Above List Price
- $396/SF
- 10 Days On Market
Current Estimated Value $2,606,292

Last Listing Agent Michele Iasich-Pagnotta Houlihan & O'Malley R. E. Serv

8 Turtleback Way, Chappaqua, NY 10514
$1,450,000 Sold May 22, 2025

2 South Place, Chappaqua, NY 10514
- 3 Beds
- 2.5 Baths
- 2,233 Sq Ft
- Built 1936
Last Sold Summary
- 32% Above List Price
- $649/SF
- 9 Days On Market
Current Estimated Value $1,415,211

Last Listing Agent Toni DiMichelo Houlihan Lawrence Inc.

2 South Place, Chappaqua, NY 10514
$2,995,000 Sold Dec 27, 2024

724 King St, Chappaqua, NY 10514
- 5 Beds
- 5.5 Baths
- 6,026 Sq Ft
- Built 1983
Last Sold Summary
- 5% Below List Price
- $497/SF
- 214 Days On Market
Current Estimated Value $3,199,010

Last Listing Agent Jason Miller Corcoran Legends Realty

724 King St, Chappaqua, NY 10514
$1,800,000 Sold Jul 24, 2025

10 Tall Timber, Mount Kisco, NY 10549
- 4 Beds
- 2.5 Baths
- 3,354 Sq Ft
- Built 1960
Last Sold Summary
- 20% Above List Price
- $537/SF
- 10 Days On Market
Current Estimated Value $1,768,629

Last Listing Agent Lindsay Matthews Houlihan Lawrence Inc.

10 Tall Timber, Mount Kisco, NY 10549
$2,300,000 Sold May 29, 2025

25 Random Farms Dr, Chappaqua, NY 10514
- 4 Beds
- 4.5 Baths
- 4,490 Sq Ft
- Built 1992
Last Sold Summary
- 21% Above List Price
- $512/SF
- 6 Days On Market
Current Estimated Value $2,290,249

Last Listing Agent Sari Shaw Compass Greater NY, LLC

25 Random Farms Dr, Chappaqua, NY 10514
$950,000 Sold Jul 17, 2025

514 Saw Mill River Rd, Millwood, NY 10546
- 3 Beds
- 3 Baths
- 2,296 Sq Ft
- Built 1976
Last Sold Summary
- 7% Above List Price
- $414/SF
- 6 Days On Market
Current Estimated Value $926,212

Last Listing Agent Hiralben Trivedi Compass Greater NY, LLC

514 Saw Mill River Rd, Millwood, NY 10546
$870,000 Sold Jun 04, 2025

10 Leroy Place, Chappaqua, NY 10514
- 2 Beds
- 1.5 Baths
- 1,492 Sq Ft
- Built 1905
Last Sold Summary
- 35% Above List Price
- $583/SF
- 12 Days On Market
Current Estimated Value $833,522

Last Listing Agent Danae Richards William Raveis-New York, LLC

10 Leroy Place, Chappaqua, NY 10514

Showing Results 1 - 40, Page 1 of 5

New York Westchester County Chappaqua 10514

How to Buy a Home How to Finance a Home How to Sell a Home

10514 Types of Homes for Sale

10514 Condos for Sale

10514 Real Estate Listings

Newest Listings in 10514

Homes in Nearby Neighborhoods

Homes in Nearby Cities

Homes in Nearby Counties

Homes in Nearby Zip Codes

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage