4 Bedroom Homes in Chappaqua, NY

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3 beds New construction With a pool

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5 Listings

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4 Bedroom Homes in Chappaqua, NY

5 Listings

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5 listings

4 Bedroom Homes in Chappaqua, NY

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5 Listings

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4 Bedroom Homes in Chappaqua, NY

5 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #10311208632

Call Thomas

New26Active

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #10311208632

Call Thomas

$1,575,000

4 bd · 3 ba · 2,376 sqft

9 Lori Lane, Chappaqua, NY

Joanna Rizoulis · Julia B Fee Sothebys Int. Rlty

31Active

$1,725,000

4 bd · 4 ba · 3,581 sqft

53 W Orchard Road, Chappaqua, NY

Lori Meringolo · Houlihan Lawrence Inc.

49Active

$1,800,000

4 bd · 4 ba · 2,913 sqft

406 Bedford Road, Chappaqua, NY

Donna M. Powers-Amori · Howard Hanna Rand Realty

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #10311208632

Call Thomas

Price Reduced50Active

$2,649,000

4 bd · 5 ba · 5,918 sqft

40 Hamilton Drive, Chappaqua, NY

Matthew J. Valvano · Berkshire Hathaway HS NY Prop

Price Reduced31Active

$849,999

4 bd · 2 ba · 2,100 sqft

249 Mill River Road, Chappaqua, NY

Henry D'Onofrio · Town and Village Real Estate

Listing data & MLS disclosures

OneKey MLS: The data relating to real estate for sale on this website comes in part from the Internet Data exchange of OneKey MLS. IDX information is provided exclusively for consumers' personal, non-commercial use and 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. Copyright © 2026 OneKey MLS. All Rights Reserved

Chappaqua housing market

August 2026 · This period is still settling

Selling at 109.1% of asking price

Buyers here are paying above asking. MLS · 16 sales · as of Aug 18, 2026

Homes on the market · MLS, as of Aug 18, 2026–Aug 24, 2026

Median list price: $1,590,000
Homes for sale: 11
Median days on market: 12 days

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Aug 20, 2026

Median home size: 2,866 sq. ft.

Chappaqua, NY community profile

Area: 13.4 sq. mi.

Source: HJN community data

Explore Chappaqua homes

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #10311208632

Call Thomas

Listing data & MLS disclosures

OneKey MLS: The data relating to real estate for sale on this website comes in part from the Internet Data exchange of OneKey MLS. IDX information is provided exclusively for consumers' personal, non-commercial use and 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. Copyright © 2026 OneKey MLS. All Rights Reserved

Chappaqua, NY community profile

Area: 13.4 sq. mi.

Source: HJN community data

Chappaqua housing market

August 2026 · This period is still settling

Selling at 109.1% of asking price

Buyers here are paying above asking. MLS · 16 sales · as of Aug 18, 2026

Homes on the market · MLS, as of Aug 18, 2026–Aug 24, 2026

Median list price: $1,590,000
Homes for sale: 11
Median days on market: 12 days

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Aug 20, 2026

Median home size: 2,866 sq. ft.

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Your local brokerage

Your local brokerage

Your local brokerage

Listing data & MLS disclosures

Chappaqua housing market

Homes on the market · MLS, as of Aug 18, 2026–Aug 24, 2026

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Aug 20, 2026

Chappaqua, NY community profile

Explore Chappaqua homes

Your local brokerage

Listing data & MLS disclosures

Chappaqua, NY community profile

Chappaqua housing market

Homes on the market · MLS, as of Aug 18, 2026–Aug 24, 2026

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Aug 20, 2026