A fabulous Sarasota estate has just landed on the market at $22 million — and we got the first look.
Set on 2.4 gated acres with an extraordinary 240 feet of direct Sarasota Bay frontage, the newly listed property at 3315 Bay Shore is the kind of legacy-style waterfront estate that rarely becomes available.
With more than 10,800 square feet of living space, total privacy, and uninterrupted bay views from nearly every room, the listing speaks directly to growing demand for large, self-contained compounds along Florida’s Gulf Coast.
Positioned in the heart of Sarasota yet deliberately shielded from view, the estate manages to feel both central and completely removed — an increasingly rare combination in today’s waterfront market.
A gated bayfront compound built for privacy and scale

The property unfolds across sixteen rooms, all oriented to take full advantage of the bay.
Floor-to-ceiling windows frame the water throughout the residence, reinforcing the sense that the estate was designed around the view rather than placed beside it.

With a double-height foyer
From the moment of arrival, a double-height foyer sets the tone, with natural light pouring in and sightlines that immediately pull the eye toward Sarasota Bay.

The scale is unmistakable, yet the layout remains warm and livable — an important distinction for a home of this size.



Panoramic Sarasota Bay views from nearly every room
Waterfront estates often promise views; this one delivers them consistently. The home’s positioning allows for uninterrupted bay vistas from the majority of its interior spaces, creating a continuous visual connection to the water.
Expansive terraces and outdoor lounging areas extend that experience outside, offering front-row seats to Sarasota’s sunsets and long, west-facing afternoons over the bay.


An owner’s suite designed as a private retreat
The primary suite functions as a retreat within the estate. Set apart for privacy, it offers sweeping bay views, a spa-inspired bathroom, and a secluded outdoor shower surrounded by mature landscaping.
Five bedrooms and nine bathrooms — including seven full and two half baths — are distributed to support both everyday living and large-scale hosting, without compromising privacy.




Amenities that reinforce the estate’s self-contained feel
Beyond the main residence, the property includes a collection of amenities that elevate it into true compound territory:
- A private tennis court discreetly tucked behind tropical landscaping
- A separate guest house for extended stays
- A dedicated pool house designed for effortless entertaining
- A four-car garage suitable for collectors and hobbyists



A timely snapshot of Sarasota’s high-end waterfront market
Listed with Inbal August and Kelly Killoren Bensimon of Douglas Elliman, the estate arrives at a moment when Sarasota continues to draw interest from buyers seeking privacy, scale, and irreplaceable waterfront.
Large parcels with this level of frontage — and this degree of seclusion — have become increasingly scarce, making the debut of 3315 Bay Shore one of the area’s most notable new listings to surface this year.



A quick overview of the home
- Price: $22,000,000
- Address: 3315 Bay Shore, Sarasota, FL
- Bedrooms: 5
- Bathrooms: 7 full, 2 half
- Living area: Approximately 10,871 square feet
- Lot size: 2.4 acres
- Water frontage: 240 feet on Sarasota Bay
- Listing agents: Inbal August and Kelly Killoren Bensimon, Douglas Elliman

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