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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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  • Price-High To Low
  • Price-Low To High
  • Newest Listings
  • Beds (Most)
  • Baths (Most)
  • Year Built (Newest)
  • Square Feet (Biggest)
24 Trails End, Chappaqua, NY 10514
1/41
New

$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
New

$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
9 Lori LN, Chappaqua, NY 10514
1/26
New

$1,575,000

4 Beds3 Baths2,376 SqFt

9 Lori LN, Chappaqua, NY 10514

Listed by Julia B Fee Sothebys Int. Rlty

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

$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
New

$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
Active

$1,800,000

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
Active

$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

$5,900

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
352 N Greeley AVE, Chappaqua, NY 10514
1/27
Active

$3,650

1 Bed2 Baths1,080 SqFt

352 N Greeley AVE, Chappaqua, NY 10514

Listed by Houlihan Lawrence 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
42 Hollow Oak RD, Chappaqua, NY 10514
1/37
Pending

$950,000

3 Beds2 Baths2,380 SqFt

42 Hollow Oak RD, Chappaqua, NY 10514

Listed by Julia B Fee Sothebys Int. Rlty

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
1 Commodore RD, Chappaqua, NY 10514
1/28
Pending

$1,100,000

3 Beds2 Baths1,850 SqFt

1 Commodore RD, Chappaqua, NY 10514

Listed by Houlihan Lawrence Inc.

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
131 Douglas RD, Chappaqua, NY 10514
1/27
Active

$1,590,000

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
301 Whippoorwill RD, Chappaqua, NY 10514
1/49
Pending

$3,599,000

5 Beds7 Baths10,594 SqFt

301 Whippoorwill RD, Chappaqua, NY 10514

Listed by Compass Greater NY, LLC

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
22 Garey DR, Chappaqua, NY 10514
1/40
Pending

$1,399,000

3 Beds4 Baths3,140 SqFt

22 Garey DR, Chappaqua, NY 10514

Listed by William Raveis-New York, LLC

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
309 N Greeley AVE #5C, Chappaqua, NY 10514
1/27
Pending

$579,000

2 Beds1 Bath1,200 SqFt

309 N Greeley AVE #5C, Chappaqua, NY 10514

Listed by RE/MAX Prestige Properties

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
50 Ludlow DR, Chappaqua, NY 10514
1/43
Pending

$1,575,000

4 Beds4 Baths2,715 SqFt

50 Ludlow DR, Chappaqua, NY 10514

Listed by William Raveis-New York, LLC

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
353 N Greeley AVE #353, Chappaqua, NY 10514
1/17
Pending

$649,000

2 Beds2 Baths1,458 SqFt

353 N Greeley AVE #353, Chappaqua, NY 10514

Listed by Houlihan Lawrence Inc.

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
676 Hardscrabble RD, Chappaqua, NY 10514
1/49
Price Dropped by $101K

$1,594,000

3 Beds3 Baths2,420 SqFt

676 Hardscrabble RD, Chappaqua, NY 10514

Listed by Corcoran Legends Realty

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
56 Rambling Brook RD, Chappaqua, NY 10514
1/16
Active

$5,850

3 Beds3 Baths1,569 SqFt

56 Rambling Brook RD, Chappaqua, NY 10514

Listed by Houlihan Lawrence Inc.

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
52-54 Orchard Ridge RD, Chappaqua, NY 10514
1/49
Pending

$1,595,000

7 Beds3 Baths0.46 Acres Lot

52-54 Orchard Ridge RD, Chappaqua, NY 10514

Listed by Link NY Realty

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
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HomeSmart Premier Living Realty

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

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

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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.