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A rare opportunity to reimagine a Gulf-front penthouse on Siesta Key. Set in a boutique condominium community near Siesta Village, this expansive four-bedroom, four-bath residence offers over 3,900 air-conditioned square feet, full Gulf views and the kind of scale, frontage and location that are seldom available. With nearly 80 feet of linear Gulf frontage, the penthouse captures sweeping vistas of the azure Gulf waters, Big Pass, Lido Key and downtown Sarasota from nearly every room. The floor plan is exceptionally spacious, with grand living areas, high ceilings, a fireplace, two balconies, an attached two-car garage and the rare flexibility that comes with a residence of this size and presence. The two-building, 22-unit complex features a pool overlooking the Gulf, offering a relaxed setting to enjoy the waterfront lifestyle. This residence presents a unique canvas for a complete custom renovation. A new owner can transform this property into a spectacular coastal showplace, tailored to today's luxury lifestyle. The existing floor plan includes generous entertaining spaces, a large kitchen footprint, two primary-suite areas, one with a private sauna, all ready to be reinterpreted with a fresh vision and design. Just moments from Siesta Village, with its restaurants, boutiques, boating and waterfront activities, this residence also enjoys proximity to Siesta Key's world-famous white quartz sand beach. It is an extraordinary chance to create a one-of-a-kind Gulf-front penthouse in one of the island's desirable locations. Beyond the island, vibrant downtown Sarasota's cultural, shopping, dining and entertainment areas are just minutes away.
| DAYS ON MARKET | 5 | LAST UPDATED | 4/7/2026 |
|---|---|---|---|
| TRACT | WINDWARD PASSAGE | YEAR BUILT | 1981 |
| COMMUNITY | 34242 - Sarasota/Crescent Beach/Siesta Key | GARAGE SPACES | 2.0 |
| COUNTY | Sarasota | STATUS | Active |
| PROPERTY TYPE(S) | Condo/Townhouse/Co-Op |
| Elementary School | Phillippi Shores Elementary |
|---|---|
| Jr. High School | Brookside Middle |
| High School | Sarasota High |
| ADDITIONAL DETAILS | |
| AIR | Central Air, Zoned |
|---|---|
| AIR CONDITIONING | Yes |
| AMENITIES | Insurance, Maintenance Grounds, Maintenance Structure, Trash |
| APPLIANCES | Bar Fridge, Cooktop, Dishwasher, Dryer, Electric Water Heater, Refrigerator, Washer |
| AREA | 34242 - Sarasota/Crescent Beach/Siesta Key |
| CONSTRUCTION | Concrete, Stucco |
| EXTERIOR | Balcony, Garden, Lighting, Storage |
| FIREPLACE | Yes |
| GARAGE | Yes |
| HEAT | Electric, Zoned |
| INTERIOR | Crown Molding, Elevator, High Ceilings, Open Floorplan, Sauna, Stone Counters, Tray Ceiling(s), Walk-In Closet(s) |
| LOT | 1.57 acre(s) |
| LOT DESCRIPTION | Waterfront |
| PARKING | Attached |
| POOL | Yes |
| POOL DESCRIPTION | Gunite, Heated, In Ground |
| SEWER | Public Sewer |
| STORIES | 1 |
| SUBDIVISION | WINDWARD PASSAGE |
| TAXES | 20311 |
| UTILITIES | Cable Available, Electricity Connected, Sewer Connected, Water Connected |
| VIEW | Yes |
| VIEW DESCRIPTION | Water, Garden, Pool |
| WATER | Public |
| WATER ACCESS | THE GULF |
| WATERFRONT | Yes |
| WATERFRONT DESCRIPTION | Ocean Front |
MORTGAGE CALCULATOR
TOTAL MONTHLY PAYMENT
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Listing provided by Judie Berger, PREMIER SOTHEBY'S INTERNATIONAL REALTY, 941-364-4000
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 4/12/26 1:31 AM PDT.
This IDX solution is (c) Diverse Solutions 2026.
