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Chappaqua

The name of this picturesque wooded hamlet comes from tribes of the Mohegan Confederation, who called it “Shepequa” because of its plentiful water sources.

Today, Chappaqua’s abundance of natural beauty—parks, trails, and nature preserves—continues to nourish its long-time residents and lure newcomers.

Browse Listings View The Market Report

Available Homes in Chappaqua

73 S Bedford RD, Chappaqua, NY 10514
Open Sat 11AM-12PM
30

$829,000

4 Beds 3 Baths 1,584 SqFt

73 S Bedford RD, Chappaqua, NY 10514

Listed by Thomas S. Hennerty

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
249 Mill River RD, Chappaqua, NY 10514
New
33

$899,000

4 Beds 2 Baths 2,100 SqFt

249 Mill River RD, Chappaqua, NY 10514

Listed by Town and Village Real Estate

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
41 Rambling Brook RD, Chappaqua, NY 10514
New
29

$5,900

3 Beds 3 Baths 1,416 SqFt

41 Rambling Brook RD, Chappaqua, NY 10514

Listed by Compass Greater NY, LLC

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
33 Greenbriar DR, Chappaqua, NY 10514
New
44

$2,499,000

3 Beds 4 Baths 6,115 SqFt

33 Greenbriar DR, Chappaqua, NY 10514

Listed by Houlihan Lawrence Inc.

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
790 King ST, Chappaqua, NY 10514
New
49

$2,350,000

4 Beds 5 Baths 4,385 SqFt

790 King ST, Chappaqua, NY 10514

Listed by Houlihan Lawrence Inc.

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
105 Douglas RD, Chappaqua, NY 10514
New
18

$6,500

2 Beds 2 Baths 2,220 SqFt

105 Douglas RD, Chappaqua, NY 10514

Listed by Compass Greater NY, LLC

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
630 Quaker RD, Chappaqua, NY 10514
New
27

$5,200

2 Beds 3 Baths 2,700 SqFt

630 Quaker RD, Chappaqua, NY 10514

Listed by Houlihan Lawrence Inc.

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
14 Annandale RD, Chappaqua, NY 10514
New
41

$2,599,000

4 Beds 4 Baths 3,523 SqFt

14 Annandale RD, Chappaqua, NY 10514

Listed by Compass Greater NY, LLC

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
170 Birchwood Close, Chappaqua, NY 10514
Active
19

$3,300

1 Bed 1 Bath 837 SqFt

170 Birchwood Close, Chappaqua, NY 10514

Listed by William Raveis Real Estate

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
343 N Greeley AVE, Chappaqua, NY 10514
Active
26

$5,000

2 Beds 2 Baths 1,458 SqFt

343 N Greeley AVE, Chappaqua, NY 10514

Listed by Julia B Fee Sothebys Int. Rlty

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
3 Elm ST, Chappaqua, NY 10514
Active
26

$1,095,000

4 Beds 4 Baths

3 Elm ST, Chappaqua, NY 10514

Listed by William Raveis-New York, LLC

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
39 Barnes LN, Chappaqua, NY 10514
Active
8

$2,895,000

4 Beds 6 Baths 4,589 SqFt

39 Barnes LN, Chappaqua, NY 10514

Listed by Compass Greater NY, LLC

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
368 N Greeley AVE, Chappaqua, NY 10514
Active
21

$510,000

1 Bed 2 Bath 1,207 SqFt

368 N Greeley AVE, Chappaqua, NY 10514

Listed by Coldwell Banker Realty

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
64 Pine Cliff RD, Chappaqua, NY 10514
Active
36

$6,500

3 Beds 2 Baths 2,082 SqFt

64 Pine Cliff RD, Chappaqua, NY 10514

Listed by Houlihan Lawrence Inc.

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
150 N Bedford RD #1E, Chappaqua, NY 10514
Pending
9

$2,900

1 Bed 1 Bath 800 SqFt

150 N Bedford RD #1E, Chappaqua, NY 10514

Listed by Julia B Fee Sothebys Int. Rlty

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
95 Old Lyme RD, Chappaqua, NY 10514
Pending
29

$1,499,000

4 Beds 3 Baths 3,002 SqFt

95 Old Lyme RD, Chappaqua, NY 10514

Listed by Houlihan Lawrence Inc.

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
7 Quaker LN, Chappaqua, NY 10514
Active
36

$2,750,000

6 Beds 5 Baths 5,004 SqFt

7 Quaker LN, Chappaqua, NY 10514

Listed by Compass Greater NY, LLC

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
816 Hardscrabble RD, Chappaqua, NY 10514
Active
36

$1,299,000

3 Beds 3 Baths 2,444 SqFt

816 Hardscrabble RD, Chappaqua, NY 10514

Listed by eXp Realty

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
21 Hemlock HLS, Chappaqua, NY 10514
Pending
37

$2,250,000

4 Beds 4 Baths 3,988 SqFt

21 Hemlock HLS, Chappaqua, NY 10514

Listed by Compass Greater NY, LLC

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
52 Whippoorwill Lake RD, Chappaqua, NY 10514
Pending
36

$1,495,000

4 Beds 3 Baths 3,347 SqFt

52 Whippoorwill Lake RD, Chappaqua, NY 10514

Listed by Julia B Fee Sothebys Int. Rlty

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
14 Aldridge RD, Chappaqua, NY 10514
Active
38

$1,249,000

4 Beds 3 Baths 2,478 SqFt

14 Aldridge RD, Chappaqua, NY 10514

Listed by William Raveis-New York, LLC

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
82 Douglas RD, Chappaqua, NY 10514
Active
27

$2,600,000

6 Beds 4 Baths

82 Douglas RD, Chappaqua, NY 10514

Listed by Arch & Gable Realty LLC

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
350 Wooded Hill CT, Chappaqua, NY 10514
Pending
44

$2,100,000

4 Beds 5 Baths 4,681 SqFt

350 Wooded Hill CT, Chappaqua, NY 10514

Listed by Houlihan Lawrence Inc.

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
2 Dewitt DR, Chappaqua, NY 10514
Price Dropped by $100K
42

$1,799,000

2 Beds 4 Baths 3,574 SqFt

2 Dewitt DR, Chappaqua, NY 10514

Listed by William Raveis-New York LLC

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS

All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Some IDX listings have been excluded from this website. The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the “DMCA”) provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to DMCAnotice@MLSGrid.com. The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner’s behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

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© 2026 The Francie Malina Team | LIC #10401220587 | COMPASS - All rights reserved | Privacy Policy | DMCA Policy | Powered by Blok.

The Francie Malina Team is a real estate team affiliated with COMPASS, a licensed real estate broker and abides by all applicable Equal Housing Opportunity laws. All material presented herein is intended for informational purposes only. Information is compiled from sources deemed reliable but is subject to errors, omissions, changes in price, condition, sale, or withdrawal without notice. No statement is made as to accuracy of any description. All measurements and square footages are approximate. This is not intended to solicit property already listed. Some or all of the listings may not belong to the firm whose website is being visited. Nothing herein shall be construed as legal, accounting or other professional advice outside the realm of real estate brokerage. | "#1 in Homes Sold" - Based on MLS Sold, Westchester County All Property Types 1.1.21-12.31.21

The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the “DMCA”) provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to franciemalinateam@compass.com. “The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner’s behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

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