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Chappaqua, NY
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43 Properties Available

43 Properties Available

The average price in the selected areas has remained stable. Learn more
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7 Valley View RD #Unit #1, Chappaqua, NY 10514
1/16
Active

$5,000

2 Beds2 Baths1,100 SqFt

7 Valley View RD #Unit #1, Chappaqua, NY 10514

Listed by Compass Greater NY, LLC

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
4 Hillside PL, Chappaqua, NY 10514
1/35
Active

$829,000

3 Beds3 Baths1,600 SqFt

4 Hillside PL, 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
1/47
Active

$1,396,000

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
2 Timberland PASS, Chappaqua, NY 10514
1/20
Pending

$825,000

3 Beds3 Baths1,586 SqFt

2 Timberland PASS, Chappaqua, NY 10514

Listed by Compass Greater NY, LLC

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

$2,799,000

5 Beds5 Baths4,323 SqFt

18 Ivy Hill RD, Chappaqua, NY 10514

Listed by Compass Greater NY, LLC

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
4 Gray Rock LN, Chappaqua, NY 10514
1/14
Active

$3,800

2 Beds1 Bath1,000 SqFt

4 Gray Rock LN, Chappaqua, NY 10514

Listed by William Raveis-New York, LLC

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
7 Cabin Ridge RD, Chappaqua, NY 10514
1/35
Pending

$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
Active

$4,500

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
Active

$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
Active

$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
1/48
Pending

$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
331 N Greeley AVE, Chappaqua, NY 10514
1/49
Pending

$649,000

2 Beds2 Baths1,583 SqFt

331 N Greeley AVE, Chappaqua, NY 10514

Listed by Houlihan Lawrence Inc.

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
Pending

$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
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
1/20
Active

$4,000

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
9 Lori LN, Chappaqua, NY 10514
1/26
Pending

$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
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 $31K

$1,749,000

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
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HomeSmart Homes and Estates

HomeSmart Homes And Estates

+1(845) 629-3754 carbonehometeam@gmail.com

Gillian Kelley

+1(832) 703-9679 kelleygc7@yahoo.com

1 Hawkins Drive Montgomery, NY 12549

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. Mortgage Calculator
    2. Affordability Calculator
  • Sell
    1. Sell My Home
    2. Market Snapshot
  • Home Valuation
  • About
    1. About Us
    2. Contact Us
HomeSmart Homes and Estates

HomeSmart Homes And Estates

+1(845) 629-3754 carbonehometeam@gmail.com

Gillian Kelley

+1(832) 703-9679 kelleygc7@yahoo.com

1 Hawkins Drive Montgomery, NY 12549

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.