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.
The income description goes here to explain
| List Price | $2,700,000 |
| Property Type | Condo/Co-Op |
| Usable Sqft | 3,903 |
| Number of Stories | 5 stories |
| Parking Spots | 2 spots |
| Year Built | 1981 |
| Last Sold | Unknown |
| Sold Price | Unknown |
| Association Name: | Windward Passage Homeowner's Association |
| Association Amenities: | Elevator(s), Lobby Key Required, Maintenance, Pool, Common Area Taxes, Community Pool, Escrow Reserves Fund, Insurance, Maintenance Structure, Maintenance Grounds, Pool Maintenance, Trash |
| APN # | 0079131021 |
| MLS # | A4688159 |
| Property ID | 319076229 |
| Lot Sqft | 68,453 |
| Zoning | RMF3 |
| Days on Market | 94 |
| Original List Price | $2,700,000 |
| Applicances | Bar Fridge, Built-In Oven, Cooktop, Dishwasher, Dryer, Electric Water Heater, Refrigerator, Washer% |
| Date Updated | April 08, 2026 |
| Date Created | April 07, 2026 |
Judie Berger an agent of PREMIER SOTHEBY'S INTERNATIONAL REALTY.
© 2026 STELLAR MLS. All rights reserved. Some listings on this website are from STELLAR as of April 08, 2026 The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Robert Crawford
REAL ESTATE AGENT