Discover the most private home in the prestigious Random Farms community of Chappaqua, NY. Tucked away amid lush, mature landscaping, this stunning five-bedroom contemporary colonial offers a rare sense of natural seclusion and tranquility. Enjoy the ultimate in privacy without sacrificing convenience—just a short stroll to the neighborhood pool, clubhouse, and tennis courts. This exceptional residence perfectly blends refined elegance with the unmatched serenity of its exclusive setting.A dramatic two-story foyer with a sweeping curved staircase welcomes you into the home. The formal living room connects to a private study complete with custom built-ins. The professionally renovated kitchen boasts thick marble countertops, a spacious center island, and top-tier appliances from Miele, Sub-Zero, and Wolf. The kitchen opens to a sun-drenched family room with cathedral ceilings and a fireplace, all with seamless access to the patio and backyard—perfect for indoor-outdoor living. A thoughtfully designed mudroom offers custom storage, built-in cubbies, access to the rear staircase, and an attached heated three-car garage. Upstairs, the expansive primary suite features a tray ceiling and en-suite bath. Three additional bedrooms, a versatile bonus room/office, and a convenient laundry room complete the second floor. The finished walkout basement offers flexible living space with a playroom, gym, office or guest bedroom, full bath, and a large storage area. Additional highlights include high ceilings and hardwood floors throughout. Parking includes a spacious three-car attached garage. HOA fees provide exclusive access to the Community Center, resort-style pool, tennis courts, and elegant clubhouse. Perfectly positioned near Metro North, scenic hiking trails, pristine parks, as well as upscale shopping and fine dining, this is a rare opportunity to own a truly exceptional residence in Chappaqua.
Sold for $1,660,000
Zillow last checked:
Listing updated:
Bought with:
Cindy Rafeld, 30RA0830760
Julia B Fee Sothebys Int. Rlty
Source: OneKey® MLS as distributed by MLS GRID,MLS#: 865971
Price history
| Date | Event | Price |
|---|---|---|
| 10/3/2025 | Sold | $1,660,000+3.8%$310/sqft |
Source:  OneKey® MLS as distributed by MLS GRID #865971 Report a problem | ||
| 7/24/2025 | Pending sale | $1,599,000$298/sqft |
Source: OneKey® MLS as distributed by MLS GRID #865971 Report a problem | ||
| 7/9/2025 | Price change | $1,599,000-15.8%$298/sqft |
Source: OneKey® MLS as distributed by MLS GRID #865971 Report a problem | ||
| 6/28/2025 | Listed for sale | $1,899,000+39.5%$354/sqft |
Source: OneKey® MLS as distributed by MLS GRID #865971 Report a problem | ||
| 7/28/2021 | Sold | $1,361,000+5.5%$254/sqft |
Source: OneKey® MLS as distributed by MLS GRID #H6098721 Report a problem | ||
| 4/20/2021 | Pending sale | $1,290,000$241/sqft |
Source: OneKey® MLS as distributed by MLS GRID #H6098721 Report a problem | ||
| 4/10/2021 | Listing removed | -- |
Source:  William Raveis Real Estate, Mortgage & Insurance Report a problem | ||
| 3/19/2021 | Pending sale | $1,290,000$241/sqft |
Source: OneKey® MLS as distributed by MLS GRID #H6098721 Report a problem | ||
| 3/8/2021 | Listing removed | -- |
Source: William Raveis Real Estate, Mortgage & Insurance Report a problem | ||
| 3/5/2021 | Listed for sale | $1,290,000+151.7%$241/sqft |
Source: OneKey® MLS as distributed by MLS GRID #H6098721 Report a problem | ||
| 12/4/2019 | Sold | $512,500-52.9%$96/sqft |
Source: Public Record Report a problem | ||
| 5/24/2019 | Listing removed | $7,000$1/sqft |
Source: William Raveis Real Estate #4938777 Report a problem | ||
| 5/22/2019 | Listed for rent | $7,000+12.9%$1/sqft |
Source: William Raveis Real Estate #4938777 Report a problem | ||
| 5/21/2019 | Listing removed | $1,088,000$203/sqft |
Source: William Raveis Real Estate #4905097 Report a problem | ||
| 4/11/2019 | Price change | $1,088,000-4.7%$203/sqft |
Source: William Raveis Real Estate #4905097 Report a problem | ||
| 3/20/2019 | Price change | $1,142,000-4.2%$213/sqft |
Source: William Raveis Real Estate #4905097 Report a problem | ||
| 2/6/2019 | Listed for sale | $1,192,000+3.7%$223/sqft |
Source: William Raveis Real Estate #4905097 Report a problem | ||
| 12/18/2018 | Listing removed | $6,199$1/sqft |
Source: William Raveis Real Estate #4836701 Report a problem | ||
| 12/16/2018 | Listing removed | $1,149,000$214/sqft |
Source: William Raveis Real Estate #4753396 Report a problem | ||
| 12/3/2018 | Listed for rent | $6,199-4.6%$1/sqft |
Source: William Raveis Real Estate #4836701 Report a problem | ||
| 9/30/2018 | Listing removed | $6,500$1/sqft |
Source: William Raveis Real Estate #4836701 Report a problem | ||
| 9/2/2018 | Listed for rent | $6,500$1/sqft |
Source: William Raveis Real Estate #4836701 Report a problem | ||
| 7/5/2018 | Price change | $1,149,000-4.2%$214/sqft |
Source: William Raveis Real Estate #4753396 Report a problem | ||
| 6/2/2018 | Listed for sale | $1,199,000+18346.2%$224/sqft |
Source: William Raveis Real Estate #4753396 Report a problem | ||
| 7/20/2010 | Listing removed | $6,500$1/sqft |
Source: Prudential Real Estate #3018094 Report a problem | ||
| 6/5/2010 | Listed for sale | $6,500+8.3%$1/sqft |
Source: Prudential Real Estate #3018094 Report a problem | ||
| 1/23/2010 | Listing removed | $6,000-99.4%$1/sqft |
Source: Prudential Real Estate #2924556 Report a problem | ||
| 5/10/2000 | Sold | $925,000+10.6%$173/sqft |
Source: Public Record Report a problem | ||
| 8/30/1994 | Sold | $836,000$156/sqft |
Source: Public Record Report a problem | ||
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Estimated market value
$1,788,900
