San Remo Estates in Sarasota : Waterfront Homes for Sale

The history of San Remo Estates dates back to the 1920s real estate development vision that American circus magnate John Ringling had for his beloved winter home in Sarasota; the idea was to transform the waterfront into communities that resembled the magnificent Italian city of Venice and various Mediterranean coastal villages. Ringling would have loved to see San Remo Estates in Sarasota; alas, he passed away about two decades before his dream came true.

San Remo Estates is a “West of the Trail” neighborhood that consists of about 50 acres of prime waterfront land situated on a harbor between Siesta Drive and Tangier Way. With less than 70 homes built right on the shores of Sarasota and across from the Siesta Key barrier island, San Remo Estates is one of the most prestigious addresses in Southwest Florida. The imposing mansions in this exclusive community, which is a haven for boaters, are among the most valuable in Sarasota.

As of 2019, few properties in San Remo Estates are listed under a million dollars; one exception is a four-bedroom Florida ranch with four bathrooms and two garages that has been extensively renovated and listed for less than $725K. A 3,726 square feet Mediterranean estate with a private dock, wooden pier and easy access to the Intracoastal Waterway was built in 2014 by Allegra Homes and listed for less than $1.5 million in 2019; travertine floors, designer kitchen and panoramic views of the Sarasota Bay are some of the desirable features of this luxurious home. This is a Sarasota neighborhood where homeowners are virtually guaranteed to enjoy property value appreciation year after year.

In addition to prime real estate, San Remo Estates is also blessed with a prime location. Residents can walk to the Publix supermarket at Siesta Row and to shopping centers such as Paradise Plaza and Westfield Siesta Key. Driving to Siesta Key Beach takes less than five minutes, but residents can also ride their bikes or even row their kayaks across the bay.

Homes for Sale at San Remo Estates in Sarasota

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(all data current as of 5/11/2025)

Listing information deemed reliable but not guaranteed. Read full disclaimer.