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An extraordinary Contemporary Architectural estate "” now offered with a $500,000 price reduction, presenting one of the most compelling waterfront opportunities on Longboat Key. Defined by its rare three-pod circular design, this sculptural residence is a dramatic composition of flowing living spaces connected by custom corridors "” delivering exceptional privacy, abundant natural light, and seamless indoor-outdoor living. The Great Room pod features soaring wood-paneled ceilings and walls of glass framing tranquil water views. The circular primary suite offers a spa-level bath with dual showers, private office, lounge area, and direct pool access. The striking circular kitchen showcases a curved island beneath a two-story ceiling and skylight, with a radial appliance layout that is both artful and highly functional. Two en-suite guest bedrooms open to private patios, while a fully self-contained Secondary Primary Suite above the 32' x 23' three-car garage includes independent HVAC, a luxury bath with Steam Shower and Sauna, a flexible living space ideal for extended guests. Outdoors, enjoy protected deep sailboat water, a private dock with 12,000-lb lift, and a resort-style pool and spa. Situated behind the 24-hour gates of Bay Isles, with exclusive access to the Bay Isles Beach Club on the Gulf of Mexico.
| DAYS ON MARKET | 106 | 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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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 2/24/26 3:01 PM PST.
This IDX solution is (c) Diverse Solutions 2026.