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Chappaqua, NY
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64 Properties Available

64 Properties Available

The average price in the selected areas has remained stable. Learn more
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350 Wooded Hill CT, Chappaqua, NY 10514
1/41
Open Sat 1PM-3PM

$2,100,000

4 Beds5 Baths4,681 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
2 Dewitt DR, Chappaqua, NY 10514
1/39
Open Sun 12PM-2PM

$1,899,000

2 Beds4 Baths3,574 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
17 Lila LN, Chappaqua, NY 10514
1/23
Open Sun 12PM-2PM

$1,625,000

2 Beds4 Baths2,576 SqFt

17 Lila LN, Chappaqua, NY 10514

Listed by Compass Greater NY, LLC

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
111 Prospect DR, Chappaqua, NY 10514
1/3
Coming Soon

$1,975,000

5 Beds4 Baths4,166 SqFt

111 Prospect DR, Chappaqua, NY 10514

Listed by Compass Greater NY, LLC

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
361 N Greeley AVE #361, Chappaqua, NY 10514
1/17
New

$4,650

2 Beds2 Baths1,478 SqFt

361 N Greeley AVE #361, Chappaqua, NY 10514

Listed by William Raveis-New York, LLC

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
1 Hitching Post LN, Chappaqua, NY 10514
1/38
New

$1,925,000

5 Beds5 Baths4,489 SqFt

1 Hitching Post LN, Chappaqua, NY 10514

Listed by Compass Greater NY, LLC

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
26 Meadow LN, Chappaqua, NY 10514
1/50
New

$1,195,000

3 Beds3 Baths2,178 SqFt

26 Meadow LN, Chappaqua, NY 10514

Listed by Houlihan Lawrence Inc.

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
34 Turner DR, Chappaqua, NY 10514
1/33
Active

$1,599,000

4 Beds3 Baths3,496 SqFt

34 Turner DR, Chappaqua, NY 10514

Listed by Compass Greater NY, LLC

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
114 Random Farms DR, Chappaqua, NY 10514
1/33
Pending

$2,050,000

5 Beds5 Baths5,792 SqFt

114 Random Farms DR, Chappaqua, NY 10514

Listed by Compass Greater NY, LLC

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
12 Suzanne LN, Chappaqua, NY 10514
1/36
Active

$1,699,000

4 Beds3 Baths3,483 SqFt

12 Suzanne LN, Chappaqua, NY 10514

Listed by Compass Greater NY, LLC

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
73 S Bedford RD, Chappaqua, NY 10514
1/30
Active

$829,000

4 Beds3 Baths1,584 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
40 Kings CT, Chappaqua, NY 10514
1/36
Active

$1,599,000

3 Beds3 Baths3,121 SqFt

40 Kings CT, Chappaqua, NY 10514

Listed by Compass Greater NY, LLC

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
88 Farm Lake Crescent RD, Chappaqua, NY 10514
1/22
Active

$849,000

3 Beds3 Baths1,539 SqFt

88 Farm Lake Crescent RD, Chappaqua, NY 10514

Listed by Julia B Fee Sothebys Int. Rlty

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
3 Pondfield DR, Chappaqua, NY 10514
1/42
Pending

$2,650,000

5 Beds5 Baths4,975 SqFt

3 Pondfield DR, Chappaqua, NY 10514

Listed by Houlihan Lawrence Inc.

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
335 Roaring Brook RD, Chappaqua, NY 10514
1/50
Active

$1,349,000

3 Beds3 Baths3,112 SqFt

335 Roaring Brook RD, Chappaqua, NY 10514

Listed by Houlihan Lawrence Inc.

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
25 Longview LN, Chappaqua, NY 10514
1/40
Pending

$1,299,000

4 Beds4 Baths3,193 SqFt

25 Longview LN, Chappaqua, NY 10514

Listed by Compass Greater NY, LLC

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
5 Morning View CT, Chappaqua, NY 10514
1/32
Pending

$1,949,000

4 Beds5 Baths5,767 SqFt

5 Morning View CT, Chappaqua, NY 10514

Listed by Compass Greater NY, LLC

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
39 Mayberry RD, Chappaqua, NY 10514
1/44
Pending

$1,425,000

4 Beds3 Baths3,761 SqFt

39 Mayberry RD, Chappaqua, NY 10514

Listed by William Raveis-New York, LLC

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
80 Roaring Brook RD, Chappaqua, NY 10514
1/42
Pending

$1,290,000

3 Beds3 Baths3,421 SqFt

80 Roaring Brook RD, Chappaqua, NY 10514

Listed by Houlihan Lawrence Inc.

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
10 Grove Mews, Chappaqua, NY 10514
1/23
Pending

$669,000

2 Beds3 Baths1,479 SqFt

10 Grove Mews, Chappaqua, NY 10514

Listed by Compass Greater NY, LLC

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
15 Haights Cross RD, Chappaqua, NY 10514
1/35
Pending

$2,200,000

4 Beds5 Baths5,012 SqFt

15 Haights Cross RD, Chappaqua, NY 10514

Listed by Julia B Fee Sothebys Int. Rlty

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
21 Kitchawan DR, Chappaqua, NY 10514
1/39
Pending

$1,549,000

4 Beds3 Baths3,956 SqFt

21 Kitchawan DR, Chappaqua, NY 10514

Listed by Compass Greater NY, LLC

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
56 Cross Ridge RD, Chappaqua, NY 10514
1/24
Pending

$1,299,000

4 Beds3 Baths2,892 SqFt

56 Cross Ridge RD, Chappaqua, NY 10514

Listed by Compass Greater NY, LLC

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
24 North WAY, Chappaqua, NY 10514
1/33
Pending

$2,300,000

3 Beds4 Baths3,960 SqFt

24 North WAY, Chappaqua, NY 10514

Listed by Douglas Elliman Real Estate

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
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HomeSmart Homes and Estates

Michael & Tara Holmes License ID: 10401274851

+1(914) 774-5684 mikeholmesrealestate@gmail.com

777 Westchester Ave, White Plains, NY, 10604, USA

Fair Housing Notice: Federal, State and Local Fair Housing Laws protect individuals from housing discrimination. It is unlawful to discriminate based on certain protected characteristics, which include, but are not limited to: race, creed, color, national origin, sexual orientation, gender identity or expression, military status, sex, age, disability, marital status, lawful source of income or familial status. Click here to read more. Click here to view the New York Standardized Operating Proced

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      Home
      Search
      Buy
      1. Affordability Calculator
      2. Featured Listings
      Sell
      1. Home
      2. Sell My Home
      3. Market Snapshot
      Home Valuation
      About
      1. About Us
      2. Reviews
      3. Preferred Vendors
      Contact Us
HomeSmart Homes and Estates

Michael & Tara Holmes License ID: 10401274851

+1(914) 774-5684 mikeholmesrealestate@gmail.com

777 Westchester Ave, White Plains, NY, 10604, USA

Fair Housing Notice: Federal, State and Local Fair Housing Laws protect individuals from housing discrimination. It is unlawful to discriminate based on certain protected characteristics, which include, but are not limited to: race, creed, color, national origin, sexual orientation, gender identity or expression, military status, sex, age, disability, marital status, lawful source of income or familial status. Click here to read more. Click here to view the New York Standardized Operating Proced

Get My App

Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

Powered by Lofty Inc. Copyright 2026. All Rights Reserved.

IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.