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Experience a one-of-a-kind waterfront residence on Longboat Key "” now offered at an exceptional new value. Defined by its rare three-pod circular design, this architectural masterpiece is a sculptural composition of flowing living spaces connected by custom corridors, delivering remarkable privacy, abundant natural light, and seamless indoor-outdoor living. The dramatic Great Room pod showcases soaring wood-paneled ceilings and expansive walls of glass that frame tranquil water views. The circular primary suite is a private retreat featuring a spa-inspired bath with dual showers, a lounge area, private office, and direct access to the pool and spa terrace. At the heart of the home, the striking circular kitchen is both artful and functional, centered around a curved island beneath a two-story ceiling and skylight, with a thoughtfully designed radial appliance layout. Two en-suite guest bedrooms open to private patios, while the fully self-contained Secondary Primary Suite above the impressive 32' x 23' three-car garage offers independent HVAC, a luxury bath with steam shower and sauna, and flexible living space ideal for extended guests or multigenerational living. Outdoors, the property embraces the waterfront lifestyle with protected deep sailboat water, a private dock with a 12,000-pound lift, and a resort-style pool and spa designed for entertaining and relaxation. Located behind the 24-hour guarded gates of Bay Isles, residents also enjoy exclusive access to the Bay Isles Beach Club on the Gulf of Mexico.
| DAYS ON MARKET | 195 | LAST UPDATED | 2/23/2026 |
|---|---|---|---|
| TRACT | BAY ISLES | YEAR BUILT | 1996 |
| COMMUNITY | 34228 - Longboat Key | GARAGE SPACES | 3.0 |
| COUNTY | Sarasota | STATUS | Active |
| PROPERTY TYPE(S) | Single Family |
| Elementary School | Southside Elementary |
|---|---|
| Jr. High School | Booker Middle |
| High School | Booker High |
| PRICE HISTORY | |
| Prior to Dec 2, '25 | $5,100,000 |
|---|---|
| Dec 2, '25 - Feb 23, '26 | $4,895,000 |
| Feb 23, '26 - Today | $4,395,000 |
| ADDITIONAL DETAILS | |
| AIR | Central Air |
|---|---|
| AIR CONDITIONING | Yes |
| APPLIANCES | Bar Fridge, Convection Oven, Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Gas Water Heater, Ice Maker, Microwave, Range, Refrigerator, Tankless Water Heater, Washer, Wine Refrigerator |
| AREA | 34228 - Longboat Key |
| BASEMENT | Crawl Space |
| CONSTRUCTION | Block, Stucco |
| EXTERIOR | Dock, Lighting, Rain Gutters |
| GARAGE | Yes |
| HEAT | Central, Electric, Heat Pump |
| HOA DUES | 2500 |
| INTERIOR | Built-in Features, High Ceilings, Open Floorplan, Sauna, Vaulted Ceiling(s), Walk-In Closet(s), Wet Bar |
| LOT | 0.44 acre(s) |
| LOT DESCRIPTION | Paved, Private, Waterfront |
| LOT DIMENSIONS | 139x188x83x172 |
| PARKING | Circular Driveway, Driveway, Attached |
| POOL | Yes |
| POOL DESCRIPTION | Gunite, Heated, In Ground, Tile, Private |
| SEWER | Public Sewer |
| STORIES | 2 |
| STYLE | Contemporary, Florida |
| SUBDIVISION | BAY ISLES |
| TAXES | 42200.96 |
| UTILITIES | Cable Available, Natural Gas Available, Cable Connected, Electricity Connected, Natural Gas Connected, Water Connected |
| VIEW | Yes |
| VIEW DESCRIPTION | Canal, Water, Pool, Trees/Woods |
| WATER | Public |
| WATERFRONT | Yes |
| WATERFRONT DESCRIPTION | Canal Front |
MORTGAGE CALCULATOR
TOTAL MONTHLY PAYMENT
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*Estimate only
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Listing provided by John August, MICHAEL SAUNDERS & COMPANY, 941-388-4447
The information contained herein has been provided by My Florida Regional MLS DBA Stellar MLS. IDX information is provided exclusively for consumers' personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable but is not guaranteed accurate by the MLS. Listings last updated 5/24/26 3:44 PM PDT.
This IDX solution is (c) Diverse Solutions 2026.
