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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

5 Grove Mews, Chappaqua, NY 10514
Open Sat 1PM-3PM
27

$799,000

2 Beds 3 Baths 1,500 SqFt

5 Grove Mews, 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
734 King ST, Chappaqua, NY 10514
Open Sun 12PM-2PM
39

$1,599,999

4 Beds 3 Baths 3,672 SqFt

734 King ST, 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
4 Wright DR, Chappaqua, NY 10514
Open Sun 11AM-1PM
35

$1,750,000

3 Beds 3 Baths 2,712 SqFt

4 Wright DR, 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
2 Dewitt DR, Chappaqua, NY 10514
Open Sat 1PM-3PM
43

$1,899,000

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
17 Byram Meadows RD, Chappaqua, NY 10514
Open Sun 12PM-2PM
50

$2,599,000

4 Beds 5 Baths 6,640 SqFt

17 Byram Meadows 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
201 Bedford RD, Chappaqua, NY 10514
New
17

$3,350,000

4 Beds 7 Baths 5,712 SqFt

201 Bedford 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
118 Stone Bridge SQ #118, Chappaqua, NY 10514
New
20

$5,900

3 Beds 3 Baths 1,569 SqFt

118 Stone Bridge SQ #118, 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 Apple Tree Close, Chappaqua, NY 10514
New
37

$1,099,000

3 Beds 2 Baths 1,887 SqFt

2 Apple Tree Close, 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 Old Farm RD, Chappaqua, NY 10514
Active
48

$4,500,000

5 Beds 7 Baths 7,608 SqFt

150 Old Farm 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
114 Old Lyme RD, Chappaqua, NY 10514
Pending
30

$1,299,999

4 Beds 3 Baths 2,460 SqFt

114 Old Lyme 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
6 Killington ST, Chappaqua, NY 10514
Active
42

$1,399,000

4 Beds 3 Baths 2,443 SqFt

6 Killington 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
168 Birchwood Close, Chappaqua, NY 10514
Pending
29

$469,000

1 Bed 1 Bath 837 SqFt

168 Birchwood Close, Chappaqua, NY 10514

Listed by Howard Hanna Rand 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
40 Smith ST, Chappaqua, NY 10514
Pending
39

$1,450,000

4 Beds 3 Baths 2,658 SqFt

40 Smith ST, 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
86 Seven Bridges RD, Chappaqua, NY 10514
Pending
34

$1,195,000

3 Beds 3 Baths 2,407 SqFt

86 Seven Bridges 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
18 Hayrake LN, Chappaqua, NY 10514
Pending
34

$1,450,000

5 Beds 3 Baths 2,885 SqFt

18 Hayrake LN, 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
790 Hardscrabble RD, Chappaqua, NY 10514
Pending
43

$1,699,000

3 Beds 4 Baths 4,780 SqFt

790 Hardscrabble 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
12 Haights Cross RD, Chappaqua, NY 10514
Active
44

$3,400,000

4 Beds 5 Baths 4,236 SqFt

12 Haights Cross 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
291 Roaring Brook RD, Chappaqua, NY 10514
Active
31

$11,500

4 Beds 4 Baths 4,644 SqFt

291 Roaring Brook 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 #6D, Chappaqua, NY 10514
Pending
18

$699,000

2 Beds 3 Baths 1,483 SqFt

150 N Bedford RD #6D, 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
158 Millwood RD, Chappaqua, NY 10514
Pending
27

$778,000

3 Beds 2 Baths 1,408 SqFt

158 Millwood 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
110 Marcourt DR, Chappaqua, NY 10514
Pending
23

$1,425,000

4 Beds 3 Baths 2,921 SqFt

110 Marcourt 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
9 Whitlaw LN, Chappaqua, NY 10514
Pending
40

$1,475,000

4 Beds 3 Baths 2,932 SqFt

9 Whitlaw LN, 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
148 Devoe RD, Chappaqua, NY 10514
Pending
40

$1,336,000

3 Beds 3 Baths 2,417 SqFt

148 Devoe 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
200 S Bedford RD, Chappaqua, NY 10514
Pending
38

$1,150,000

3 Beds 3 Baths 2,364 SqFt

200 S Bedford RD, Chappaqua, NY 10514

Listed by Keller Williams Realty Partner

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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