Contact
Address
103 Mason St
Greenwich, CT 06830
Jeff Jackson doesn't just sell homes. He engineers outcomes. With over 30 years operating at the highest levels of Fairfield County real estate and more than $2 billion in closed sales, Jeff has built a practice defined by precision, discretion, and a track record that consistently places him among the top 10 brokers in Greenwich.
Where most agents count transactions, Jeff counts relationships. His client base - executives relocating from New York, local families upgrading or repositioning, and downsizers seeking their final home of consequence - trusts him not just to find the right property, but to navigate every complexity the market presents. Off-market access, nuanced valuation, and a deep command of the data that actually drives pricing decisions are not talking points. They are the foundation of how he works.
That analytical edge was forged early. Jeff studied economics at Manhattanville College and spent his formative summers working for a master builder of custom homes in the Hamptons, an experience that set him on a path to becoming one of the earliest practitioners of data-driven valuation in residential real estate. When Barbara Corcoran launched the Corcoran Report, she didn't look to Wall Street for her data partner. She called Jeff. That collaboration lasted decades and cemented his reputation well beyond Connecticut's borders.
Year after year, Jeff closes in excess of $100 million in sales, not by volume-chasing, but by being exactly the kind of advisor serious buyers and sellers want in their corner. He combines the market intelligence and buyer network of a top-producing firm with something rarer in this business: genuine, hands-on attention from the person whose name is on the door.
Jeff has called Greenwich home for more than 20 years. He knows this market not as an outsider with a license, but as a resident, a neighbor, and a professional whose reputation is built one transaction at a time, in a town where everyone knows everyone, and nothing travels faster than the truth.
Browse My
Sold on December 17, 2025
$16,500,000
382 North St Street, Greenwich, Connecticut 06830
Courtesy of William Raveis Real Estate
Sold on July 24, 2026
$14,600,000
30 Meadowcroft Lane, Greenwich, Connecticut 06830
Courtesy of Corcoran Centric Realty
Sold on August 9, 2024
$10,650,000
1093 Pequot Avenue, Fairfield, Connecticut 06890
Courtesy of William Raveis Real Estate
Sold on October 17, 2025
$9,750,000
35 Club Road, Greenwich, Connecticut 06878
Courtesy of Houlihan Lawrence
Sold on November 25, 2025
$8,150,000
21 Binney Lane, Old Greenwich, CT 06870
Courtesy of Corcoran Centric Realty LLC
Sold on April 17, 2026
$8,000,000
928 West Road, New Canaan, Connecticut 06840
Courtesy of William Pitt Sotheby's Int'l
Sold on July 16, 2025
$7,350,000
8 Lindsay Drive, Greenwich, Connecticut 06830
Courtesy of Corcoran Centric Realty
Sold on February 27, 2026
$7,150,000
35 Sterling Road, Greenwich, Connecticut 06831
Courtesy of Corcoran Centric Realty
Sold on July 1, 2025
$6,525,000
18 Shoal Point Lane, Riverside, CT 06878
Courtesy of Houlihan Lawrence
Sold on May 19, 2026
$5,650,000
129 Doubling Road, Greenwich, Connecticut 06830
Courtesy of Corcoran Centric Realty
Sold on February 27, 2026
$4,650,000
17 Will Merry Lane, Greenwich, CT 06831
Courtesy of Compass Connecticut, LLC
Sold on August 15, 2024
$4,500,000
25 Point Road, Norwalk, CT 06854
Courtesy of Corcoran Centric Realty LLC
Sold on October 15, 2024
$4,300,000
24 Rocky Point Road, Greenwich, Connecticut 06870
Courtesy of Corcoran Centric Realty
Sold on March 31, 2025
$4,204,500
45 Wesskum Wood Road, Riverside, CT 06878
Courtesy of Sotheby's International Realty
Sold on December 23, 2024
$3,950,000
3 Bennett Street, Old Greenwich, CT 06870
Courtesy of Corcoran Centric Realty LLC
Sold on January 7, 2026
$3,831,000
145 Shore Road, Old Greenwich, CT 06870
Courtesy of Sotheby's International Realty
Sold on June 29, 2026
$3,525,000
12 Ricki Beth Lane, Old Greenwich, CT 06870
Courtesy of Corcoran Centric Realty LLC
Sold on June 29, 2026
$3,525,000
12 Ricki Beth Lane, Greenwich, Connecticut 06870
Courtesy of Corcoran Centric Realty
Sold on July 24, 2024
$3,453,000
20 Knoll Street, Greenwich, Connecticut 06878
Courtesy of Corcoran Centric Realty
Sold on September 26, 2024
$3,305,000
23 Connecticut Avenue, Greenwich, CT 06830
Courtesy of Corcoran Centric Realty LLC
Sold on April 10, 2026
$3,007,000
341 Sound Beach Avenue, Old Greenwich, CT 06870
Courtesy of Sotheby's International Realty
Sold on March 2, 2026
$2,995,000
424 Taconic Road, Stamford, Connecticut 06904
Courtesy of William Raveis Real Estate
Sold on August 28, 2024
$2,805,000
719 Ponus Ridge, New Canaan, Connecticut 06840
Courtesy of Corcoran Centric Realty
Sold on November 7, 2025
$2,575,000
2 Midbrook Lane, Old Greenwich, CT 06870
Courtesy of BHHS New England Properties
Sold on October 31, 2024
$2,550,000
6 Miltiades Avenue, Riverside, CT 06878
Courtesy of Compass Connecticut, LLC
Sold on July 2, 2025
$2,465,000
6 Prescott Lane, Greenwich, Connecticut 06830
Courtesy of Corcoran Centric Realty
Sold on June 29, 2026
$2,120,000
81 Pinewood Road, Stamford, Connecticut 06903
Courtesy of Berkshire Hathaway NE Prop.
Sold on June 5, 2025
$2,100,000
16 Dandy Drive, Greenwich, Connecticut 06807
Courtesy of Corcoran Centric Realty
Sold on June 5, 2025
$2,100,000
16 Dandy Drive, Cos Cob, CT 06807
Courtesy of Corcoran Centric Realty LLC
Leased on August 19, 2024
$22,500/mo
17 Rustic View Road, Greenwich, Connecticut 06830
Courtesy of Corcoran Centric Realty
Leased on July 17, 2025
$5,200/mo
43 Connecticut Avenue, 1, Greenwich, CT 06830
Courtesy of Coldwell Banker Realty
Find Your Next Dream Home
He provides strategic guidance to buyers and sellers throughout Fairfield County. Combining deep market intelligence, expert negotiation, and a data-driven approach, he delivers discreet, personalized representation and exceptional results in every transaction.