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Connecticut Real Estate Expert

About Jeff

Jeff Jackson Greenwich, CT Real Estate Agent Headshot
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Jeff Jackson

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.

Contact Details

Email address [email protected]
Primary phone (917) 846-5599
Address 103 Mason St Greenwich CT, 06830
License #CT: REB.0754846 | NY: 10491211827
Success Stories

Testimonials

"Jeff is a true pro. Knows the space incredibly well, is straightforward and not "sales-y," and gets great results for his clients. I recommend him wholeheartedly."
"Jeff is a true pro. Knows the space incredibly well, is straightforward and not "sales-y," and gets great results for his clients. I recommend him wholeheartedly."
Vincent E.
"Consummate professional. A+. I would highly recommend Jeff to anyone looking to buy or sell a house in the tri-state area. He has worked for decades as a broker, as a developer, and as an appraiser. The breadth of Jeff's experience gives him a leg up on market activity and valuation. He showed us several properties that had not yet been listed, which is incredibly valuable in our tight and competitive local market. Most importantly, Jeff at all times conducted himself with great integrity and was a true advisor to us throughout the buying process."
"Consummate professional. A+. I would highly recommend Jeff to anyone looking to buy or sell a house in the tri-state area. He has worked for decades as a broker, as a developer, and as an appraiser. The breadth of Jeff's experience gives him a leg up on market activity and valuation. He showed us several properties that had not yet been listed, which is incredibly valuable in our tight and competitive local market. Most importantly, Jeff at all times conducted himself with great integrity and was a true advisor to us throughout the buying process."
Mike B.
"Jeff acted as the agent on both the sale of our existing home and the purchase of our new home, both in Greenwich, CT. Jeff did an outstanding job on both transactions. Jeff was critical at every stage of the process, from pricing our existing home, preparing it for sale, timing the presentation to market, marketing the property, finding the right buyer, and negotiating the sale. He was just as critical in the purchase of our new home: helping us find the perfect home, formulate our bid, negotiate the terms of the purchase, and ultimately get to closing. Jeff's knowledge of the local market is unmatched, and he is particularly skillful at valuing properties. Jeff was first class from start to finish. While we have no intention of moving any time soon, Jeff will certainly be our first call if we do."
"Jeff acted as the agent on both the sale of our existing home and the purchase of our new home, both in Greenwich, CT. Jeff did an outstanding job on both transactions. Jeff was critical at every stage of the process, from pricing our existing home, preparing it for sale, timing the presentation to market, marketing the property, finding the right buyer, and negotiating the sale. He was just as critical in the purchase of our new home: helping us find the perfect home, formulate our bid, negotiate the terms of the purchase, and ultimately get to closing. Jeff's knowledge of the local market is unmatched, and he is particularly skillful at valuing properties. Jeff was first class from start to finish. While we have no intention of moving any time soon, Jeff will certainly be our first call if we do."
Ken B.
"A real pro! Always available, quick to understand our needs, and stayed involved through closing. Also has a great assistant who was always responsive. Would recommend him for any transaction."
"A real pro! Always available, quick to understand our needs, and stayed involved through closing. Also has a great assistant who was always responsive. Would recommend him for any transaction."
Buyer
"My husband and I had a very positive experience with Jeff and will use his services again when we buy or sell. We have referred Jeff to our friends who are looking to move to Greenwich—it doesn't get better than that!"
"My husband and I had a very positive experience with Jeff and will use his services again when we buy or sell. We have referred Jeff to our friends who are looking to move to Greenwich—it doesn't get better than that!"
Tamara
"I've done two transactions with Jeff, and he is the most plugged-in and knowledgeable agent I've come across in Fairfield County. He knows more about the Greenwich market than anyone I've come across. He's amazingly responsive and insightful. In particular, if you are looking to buy, you must speak with Jeff."
"I've done two transactions with Jeff, and he is the most plugged-in and knowledgeable agent I've come across in Fairfield County. He knows more about the Greenwich market than anyone I've come across. He's amazingly responsive and insightful. In particular, if you are looking to buy, you must speak with Jeff."
David R.

Browse My

Past Transactions

  • 382 North St Street Sold on December 17, 2025

    $16,500,000

    382 North St Street, Greenwich, Connecticut 06830

    Courtesy of William Raveis Real Estate

    • 6 Beds
    • 12 Baths
    • 14,126 Sq.Ft.
  • 30 Meadowcroft Lane Sold on July 24, 2026

    $14,600,000

    30 Meadowcroft Lane, Greenwich, Connecticut 06830

    Courtesy of Corcoran Centric Realty

    • 6 Beds
    • 10 Baths
    • 11,211 Sq.Ft.
  • 1093 Pequot Avenue Sold on August 9, 2024

    $10,650,000

    1093 Pequot Avenue, Fairfield, Connecticut 06890

    Courtesy of William Raveis Real Estate

    • 5 Beds
    • 8 Baths
    • 9,092 Sq.Ft.
  • 35 Club Road Sold on October 17, 2025

    $9,750,000

    35 Club Road, Greenwich, Connecticut 06878

    Courtesy of Houlihan Lawrence

    • 6 Beds
    • 8 Baths
    • 8,896 Sq.Ft.
  • 21 Binney Lane Sold on November 25, 2025

    $8,150,000

    21 Binney Lane, Old Greenwich, CT 06870

    Courtesy of Corcoran Centric Realty LLC

    • 6 Beds
    • 8 Baths
    • 8,102 Sq.Ft.
  • 928 West Road Sold on April 17, 2026

    $8,000,000

    928 West Road, New Canaan, Connecticut 06840

    Courtesy of William Pitt Sotheby's Int'l

    • 7 Beds
    • 9 Baths
    • 11,494 Sq.Ft.
  • 8 Lindsay Drive Sold on July 16, 2025

    $7,350,000

    8 Lindsay Drive, Greenwich, Connecticut 06830

    Courtesy of Corcoran Centric Realty

    • 6 Beds
    • 10 Baths
    • 10,687 Sq.Ft.
  • 35 Sterling Road Sold on February 27, 2026

    $7,150,000

    35 Sterling Road, Greenwich, Connecticut 06831

    Courtesy of Corcoran Centric Realty

    • 5 Beds
    • 6 Baths
    • 7,916 Sq.Ft.
  • 18 Shoal Point Lane Sold on July 1, 2025

    $6,525,000

    18 Shoal Point Lane, Riverside, CT 06878

    Courtesy of Houlihan Lawrence

    • 5 Beds
    • 6 Baths
    • 4,202 Sq.Ft.
  • 129 Doubling Road Sold on May 19, 2026

    $5,650,000

    129 Doubling Road, Greenwich, Connecticut 06830

    Courtesy of Corcoran Centric Realty

    • 4 Beds
    • 5 Baths
    • 5,417 Sq.Ft.
  • 17 Will Merry Lane Sold on February 27, 2026

    $4,650,000

    17 Will Merry Lane, Greenwich, CT 06831

    Courtesy of Compass Connecticut, LLC

    • 6 Beds
    • 8 Baths
    • 7,168 Sq.Ft.
  • 25 Point Road Sold on August 15, 2024

    $4,500,000

    25 Point Road, Norwalk, CT 06854

    Courtesy of Corcoran Centric Realty LLC

    • 5 Beds
    • 6 Baths
    • 5,175 Sq.Ft.
  • 24 Rocky Point Road Sold on October 15, 2024

    $4,300,000

    24 Rocky Point Road, Greenwich, Connecticut 06870

    Courtesy of Corcoran Centric Realty

    • 5 Beds
    • 4 Baths
    • 4,382 Sq.Ft.
  • 45 Wesskum Wood Road Sold on March 31, 2025

    $4,204,500

    45 Wesskum Wood Road, Riverside, CT 06878

    Courtesy of Sotheby's International Realty

    • 4 Beds
    • 5 Baths
    • 3,539 Sq.Ft.
  • 3 Bennett Street Sold on December 23, 2024

    $3,950,000

    3 Bennett Street, Old Greenwich, CT 06870

    Courtesy of Corcoran Centric Realty LLC

    • 5 Beds
    • 5 Baths
    • 4,784 Sq.Ft.
  • 145 Shore Road Sold on January 7, 2026

    $3,831,000

    145 Shore Road, Old Greenwich, CT 06870

    Courtesy of Sotheby's International Realty

    • 5 Beds
    • 4 Baths
    • 3,859 Sq.Ft.
  • 12 Ricki Beth Lane Sold on June 29, 2026

    $3,525,000

    12 Ricki Beth Lane, Old Greenwich, CT 06870

    Courtesy of Corcoran Centric Realty LLC

    • 5 Beds
    • 4 Baths
    • 5,213 Sq.Ft.
  • 12 Ricki Beth Lane Sold on June 29, 2026

    $3,525,000

    12 Ricki Beth Lane, Greenwich, Connecticut 06870

    Courtesy of Corcoran Centric Realty

    • 5 Beds
    • 4 Baths
    • 5,213 Sq.Ft.
  • 20 Knoll Street Sold on July 24, 2024

    $3,453,000

    20 Knoll Street, Greenwich, Connecticut 06878

    Courtesy of Corcoran Centric Realty

    • 5 Beds
    • 5 Baths
    • 3,625 Sq.Ft.
  • 23 Connecticut Avenue Sold on September 26, 2024

    $3,305,000

    23 Connecticut Avenue, Greenwich, CT 06830

    Courtesy of Corcoran Centric Realty LLC

    • 4 Beds
    • 5 Baths
    • 3,042 Sq.Ft.
  • 341 Sound Beach Avenue Sold on April 10, 2026

    $3,007,000

    341 Sound Beach Avenue, Old Greenwich, CT 06870

    Courtesy of Sotheby's International Realty

    • 4 Beds
    • 3 Baths
    • 3,160 Sq.Ft.
  • 424 Taconic Road Sold on March 2, 2026

    $2,995,000

    424 Taconic Road, Stamford, Connecticut 06904

    Courtesy of William Raveis Real Estate

    • 5 Beds
    • 6 Baths
    • 5,214 Sq.Ft.
  • 719 Ponus Ridge Sold on August 28, 2024

    $2,805,000

    719 Ponus Ridge, New Canaan, Connecticut 06840

    Courtesy of Corcoran Centric Realty

    • 5 Beds
    • 7 Baths
    • 8,018 Sq.Ft.
  • 2 Midbrook Lane Sold on November 7, 2025

    $2,575,000

    2 Midbrook Lane, Old Greenwich, CT 06870

    Courtesy of BHHS New England Properties

    • 4 Beds
    • 4 Baths
    • 3,026 Sq.Ft.
  • 6 Miltiades Avenue Sold on October 31, 2024

    $2,550,000

    6 Miltiades Avenue, Riverside, CT 06878

    Courtesy of Compass Connecticut, LLC

    • 5 Beds
    • 4 Baths
    • 2,508 Sq.Ft.
  • 6 Prescott Lane Sold on July 2, 2025

    $2,465,000

    6 Prescott Lane, Greenwich, Connecticut 06830

    Courtesy of Corcoran Centric Realty

    • 4 Beds
    • 4 Baths
    • 2,391 Sq.Ft.
  • 81 Pinewood Road Sold on June 29, 2026

    $2,120,000

    81 Pinewood Road, Stamford, Connecticut 06903

    Courtesy of Berkshire Hathaway NE Prop.

    • 5 Beds
    • 6 Baths
    • 5,272 Sq.Ft.
  • 16 Dandy Drive Sold on June 5, 2025

    $2,100,000

    16 Dandy Drive, Greenwich, Connecticut 06807

    Courtesy of Corcoran Centric Realty

    • 4 Beds
    • 4 Baths
    • 5,943 Sq.Ft.
  • 16 Dandy Drive Sold on June 5, 2025

    $2,100,000

    16 Dandy Drive, Cos Cob, CT 06807

    Courtesy of Corcoran Centric Realty LLC

    • 4 Beds
    • 4 Baths
    • 5,943 Sq.Ft.
  • 17 Rustic View Road Leased on August 19, 2024

    $22,500/mo

    17 Rustic View Road, Greenwich, Connecticut 06830

    Courtesy of Corcoran Centric Realty

    • 5 Beds
    • 7 Baths
    • 6,017 Sq.Ft.
  • 43 Connecticut Avenue, 1 Leased on July 17, 2025

    $5,200/mo

    43 Connecticut Avenue, 1, Greenwich, CT 06830

    Courtesy of Coldwell Banker Realty

    • 2 Beds
    • 2 Baths
    • 1,032 Sq.Ft.
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