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Chappaqua, NY
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47 Properties Available

47 Properties Available

The average price in the selected areas has remained stable. Learn more
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7 Cabin Ridge RD, Chappaqua, NY 10514
1/35
Coming Soon

$1,349,000

3 Beds4 Baths2,595 SqFt

7 Cabin Ridge RD, Chappaqua, NY 10514

Listed by William Raveis-New York, LLC

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
369 N Greeley AVE, Chappaqua, NY 10514
1/28
New

$4,650

2 Beds2 Baths1,460 SqFt

369 N Greeley AVE, Chappaqua, NY 10514

Listed by Houlihan Lawrence Inc.

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
91 Bedford RD #3A, Chappaqua, NY 10514
1/20
New

$4,400

2 Beds2 Baths960 SqFt

91 Bedford RD #3A, Chappaqua, NY 10514

Listed by ERA Insite Realty Services

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
301 Roaring Brook RD, Chappaqua, NY 10514
1/17
New

$3,088,000

7 Beds7 Baths5,345 SqFt

301 Roaring Brook RD, Chappaqua, NY 10514

Listed by EXP Realty

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

$3,299,000

5 Beds7 Baths7,597 SqFt

46 Annandale RD, Chappaqua, NY 10514

Listed by Compass Greater NY, LLC

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
20 Bessel LN, Chappaqua, NY 10514
1/39
Price Dropped by $160K

$2,790,000

6 Beds6 Baths7,978 SqFt

20 Bessel LN, Chappaqua, NY 10514

Listed by Houlihan Lawrence Inc.

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
76 Random Farms CIR, Chappaqua, NY 10514
1/46
Pending

$1,995,000

4 Beds5 Baths4,796 SqFt

76 Random Farms CIR, Chappaqua, NY 10514

Listed by Compass Greater NY, LLC

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
48 Random Farms CIR, Chappaqua, NY 10514
1/31
Active

$2,349,000

5 Beds6 Baths5,646 SqFt

48 Random Farms CIR, Chappaqua, NY 10514

Listed by Compass Greater NY, LLC

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
88 Brevoort RD, Chappaqua, NY 10514
1/32
Active

$1,375,000

3 Beds2 Baths2,254 SqFt

88 Brevoort RD, Chappaqua, NY 10514

Listed by Compass Greater NY, LLC

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
600 Bedford RD, Chappaqua, NY 10549
1/39
Active

$1,599,000

8 Beds8 Baths5,798 SqFt

600 Bedford RD, Chappaqua, NY 10549

Listed by Houlihan Lawrence Inc.

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
547 #A King ST, Chappaqua, NY 10514
1/15
Active

$4,200

2 Beds1 Bath1,100 SqFt

547 #A King ST, Chappaqua, NY 10514

Listed by Keller Williams Realty Group

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
24 Trails End, Chappaqua, NY 10514
1/41
Active

$5,750,000

6 Beds8 Baths9,247 SqFt

24 Trails End, Chappaqua, NY 10514

Listed by Compass Greater NY, LLC

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
27 Mill River RD, Chappaqua, NY 10514
1/30
Pending

$749,000

3 Beds2 Baths1,414 SqFt

27 Mill River RD, Chappaqua, NY 10514

Listed by Houlihan Lawrence Inc.

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
20 Hitching Post LN, Chappaqua, NY 10514
1/45
Active

$2,299,000

5 Beds5 Baths4,661 SqFt

20 Hitching Post LN, Chappaqua, NY 10514

Listed by William Raveis-New York LLC

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
53 W Orchard RD, Chappaqua, NY 10514
1/31
Pending

$1,725,000

4 Beds4 Baths3,581 SqFt

53 W Orchard RD, Chappaqua, NY 10514

Listed by Houlihan Lawrence Inc.

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
10 Deborah LN, Chappaqua, NY 10514
1/44
Pending

$1,399,000

3 Beds3 Baths2,821 SqFt

10 Deborah LN, Chappaqua, NY 10514

Listed by Houlihan Lawrence Inc.

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
406 Bedford RD, Chappaqua, NY 10514
1/49
Price Dropped by $20K

$1,780,000

4 Beds4 Baths2,913 SqFt

406 Bedford RD, Chappaqua, NY 10514

Listed by Howard Hanna Rand Realty

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
10 Paula PL, Chappaqua, NY 10514
1/6
Pending

$679,000

4 Beds2 Baths2,464 SqFt

10 Paula PL, Chappaqua, NY 10514

Listed by Compass Greater NY, LLC

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
35 Marcourt DR, Chappaqua, NY 10514
1/27
Pending

$1,325,000

3 Beds3 Baths2,238 SqFt

35 Marcourt DR, Chappaqua, NY 10514

Listed by Houlihan Lawrence Inc.

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
91 Bedford RD #2G, Chappaqua, NY 10514
1/18
Active

$4,400

2 Beds2 Baths1,000 SqFt

91 Bedford RD #2G, Chappaqua, NY 10514

Listed by ERA Insite Realty Services

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
109 Woods End RD, Chappaqua, NY 10514
1/42
Active

$5,750

2 Beds2 Baths1,623 SqFt

109 Woods End RD, Chappaqua, NY 10514

Listed by eRealty Advisors, Inc

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
480 King ST, Chappaqua, NY 10514
1/28
Active

$5,750

2 Beds3 Baths1,130 SqFt

480 King ST, Chappaqua, NY 10514

Listed by Houlihan Lawrence Inc.

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
82 Douglas RD #B, Chappaqua, NY 10514
1/20
Active

$4,750

2 Beds1 Bath1,200 SqFt

82 Douglas RD #B, Chappaqua, NY 10514

Listed by Mike Parelli Real Estate LLC

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
131 Douglas RD, Chappaqua, NY 10514
1/27
Price Dropped by $100K

$1,490,000

3 Beds4 Baths2,690 SqFt

131 Douglas RD, Chappaqua, NY 10514

Listed by Houlihan Lawrence Inc.

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
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      1. About Us
      2. Contact Us

HomeSmart Premier Living Realty

+1(516) 535-9692 rraspantini@hspremierliving.com

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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.
default
      Home
      Search
      Buy
      1. Our Listings
      2. Mortgage Calculator
      3. Affordability Calculator
      Sell
      1. Sell My Home
      2. Market Snapshot
      Home Valuation
      About
      1. About Us
      2. Contact Us

HomeSmart Premier Living Realty

+1(516) 535-9692 rraspantini@hspremierliving.com

Fair Housing Notice

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.