2020 HARBOURSIDE DRIVE 457, Longboat Key, FL 34228

• 2 beds |
• 2 baths |
• 1,442 sqft

Property Description

Under contract-accepting backup offers. Located on the 5th-floor penthouse level of Fairway Bay, this corner 2BR/2BA residence offers beautiful views of Sarasota Bay, the downtown skyline, manicured grounds, pool, and mangrove channels. Garage parking, a rare and desirable feature on Longboat Key, adds to the appeal. From the moment you enter, a wall of sliders draws your eye through the living room to the bay beyond. Tile floors run through the main living areas, and the open layout includes a spacious living room with a flexible bump-out area ideal for extra seating, a reading nook, or workspace. The dining area flows to the kitchen, which features a functional layout, breakfast bar, and adjoining eat-in area with sliders opening to the side terrace. The primary suite offers bay views, built-ins, a walk-in closet, direct terrace access, and a bath with dual vanities, separate water closet, and excellent potential for updating. The guest bedroom is comfortable and includes an en suite bath. The corner terrace extends the living space outdoors, offering a peaceful setting from morning light on the water to the evening glow of downtown. One of the true highlights of Bay Isles living is deeded private beach access through the Bay Isles Beach Club, a resident-only Gulf-front retreat with an on-site attendant, covered gathering and picnic areas, restrooms, changing rooms, barbecue grills, volleyball court, and beach accessory storage. Fairway Bay residents also enjoy 24-hour gated security, tennis courts, fitness facilities, walking paths, and the benefits of Bay Isles living. Optional Longboat Key Club memberships offer access, depending on category, to championship golf, Har-Tru tennis, private dining, beach and pool club facilities, spa, fitness center, wellness studio, club events, and marina amenities. Deepwater slips may also be available separately.

Listing Status:

Pending

Date Added:

June 23, 2026

Data Last Updated:

June 27, 2026 at 11:22PM

Listing Office:

COLDWELL BANKER REALTY : 941-383-6411

Listing Agent:

Bruce Myer : 941-376-5311

MLS ID:

A4696667

Interior

• General: Built-in Features
• Appliances: DishwasherDisposalDryerElectric Water HeaterMicrowaveRangeRefrigeratorWasher
• Laundry: Inside
• Flooring: CarpetTile
• A/C: Central Air
• Heating: CentralElectric

Exterior

• General: Sliding DoorsTennis Court(s)HeatedIn Ground
• Style: Other
• Other Structures: Rear Porch
• Pool: HeatedIn Ground
• Parking: Basement

Construction

• Roofing: Other
• General: ConcreteStuccoOnePillar/Post/Pier

Location

• Road/Access: Paved
• HOA Amenities: ElevatorsFitness CenterTennis Court(s)Guard - 24 HourPoolEscrow Reserves FundMaintenance StructureMaintenance GroundsPrivate RoadRecreational FacilitiesSewerTrashWater1378.55Annually
• Originating MLS: Stellar MLS
• County: Sarasota

Lot

• Zoning: PDUNIT 457 BLDG M-4 FAIRWAY BAY 2 PHASE 10008022060
• View: Water

Utilities

• Utilities: Electricity ConnectedSewer ConnectedUnderground UtilitiesWater Connected
• Water: Private
• Sewer: Public Sewer

Financial

• Source: Stellar MLS
• Ownership: Fee Simple