Elite Agent

Bethenny Frankel secures multi-million dollar off-market sale in Connecticut

The multimillion-dollar off-market sale of a nearly 300-year-old Connecticut estate underscores the ongoing appetite for high-end heritage properties โ€” especially when paired with tasteful modern upgrades and media cachet.

Celebrity property deals continue to make headlines, with entrepreneur and media personality Bethenny Frankel offloading her historic Greenwich, Connecticut estate for a reported US$7.82 million (approx. AUD$11.9 million), delivering a tidy capital gain in the process.

The 3.05-acre property, known asย Applejack Farm,ย dates back to 1743 and was purchased by Frankel for US$4.25 million (approx. AUD$ 6.5 million) in 2021.

The off-market transaction was brokered by Jeff Jackson of Corcoran Centric Realty, with the buyer represented by Martha Z. Jeffrey and Anne Z. Ogilvy of Sothebyโ€™s International Realty.

Frankel had added upgrades to the home. Image: NY Post/Jump Visual

According to the NY Post, Bethany, who made her name via The Real Housewives of New York City and as founder of the Skinnygirl brand, had subtly marketed the property to a โ€œselect group of family and friendsโ€ earlier this year, reportedly seeking US$8 million.

โ€œGreenwich is an extraordinarily beautiful place, and Applejack Farm is a once-in-a-lifetime property โ€” rich with history and charm,โ€ Bethany said in a statement.

โ€œI poured my heart into transforming it into a true family compound.โ€

The gated compound includes a five-bedroom main house with a La Cornue-equipped kitchen. Image: NY Post/Jump Visual

The compound includes a five-bedroom main residence featuring a high-end La Cornue kitchen, a large primary suite, a gym, and multiple living zones accentuated by heritage architectural details like beamed ceilings and ornate mouldings.

The grounds also host a two-bedroom guest cottage, a standalone studio, and a separate party barn.

Bethany introduced contemporary finishes throughout, including custom wallpapers, marble countertops and a vibrant butlerโ€™s pantry โ€” updates that likely contributed to the propertyโ€™s strong sale result.

The 3.05-acre property was built in 1743, during colonial times. Image: NY Post/Jump Visual

This sale by Sotheby comes as Frankel transitions her primary residence to Florida, a move she says was motivated by lifestyle change.

Despite the shift, she will maintain properties in Southampton, Manhattan and Miami.

Show More

Catherine Nikas-Boulos

Catherine Nikas-Boulos is the Digital Editor at Elite Agent and has spent the last 20 years covering (and coveting) real estate around the country.