1571 Harbor Cay Lane, LONGBOAT KEY, FL 34228-3549
- $4,550,000MLS® # A4666688
- 4 Bedrooms
- 4 Bathrooms
- 4,209 SQ. Feet
- 1987 Year Built
Experience the ultimate in luxury coastal living in this 4,209-square-foot stunning waterfront home, perfectly situated in the highly sought-after, gated Bay Isles Harbor Section—an exclusive boating community with only 67 custom residences on south Longboat Key. Designed for elegance and comfort, this timeless 4-bedroom, 3.5-bath estate welcomes you with a dramatic open main living area featuring soaring 23-foot ceilings filled with natural light, rich oak flooring, custom lighting and a gas/wood-burning fireplace. Expansive walls provide the perfect showcase for fine artwork, while the spacious living and dining areas flow seamlessly into a warm family room and a chef’s dream kitchen. The gourmet kitchen is equipped with custom mahogany cabinetry, premium stainless-steel appliances including an induction cooktop, a large island topped with quartzite countertops, and a bright breakfast area overlooking the pool and waterway. Sliding glass doors lead to your private outdoor oasis—a massive 28-foot saltwater pool with solar heating and a partially covered patio with heat-resistant coral stone tile. The luxurious master suite offers two walk-in closets, a sitting area or office, and a spa-inspired bathroom with translucent onyx walls and flooring, a soaking tub, and an oversized shower. Additional features include a large laundry and craft room, an oversized two-car garage with workbench, hurricane-impact windows and doors, reinforced garage doors, and a brand-new concrete tile roof. A beautifully landscaped circular drive welcomes guests, while the deep-water bayou behind the home provides direct access to Sarasota Bay—ideal for boating enthusiasts. Residents of Bay Isles enjoy 24-hour gated security, membership to the Bay Isles Beach Club, and close proximity to the Longboat Key Club, St. Armands Circle, world-class dining, shopping, and the brand-new five -star St. Regis Longboat Key Resort. This exceptional property offers the best of luxury, privacy, and the coveted waterfront lifestyle on Florida’s Gulf Coast.
Price Change History for 1571 Harbor Cay Lane, LONGBOAT KEY, FL (MLS® #A4666688)
| Date | Details | Change |
|---|---|---|
| Price Reduced from $4,750,000 to $4,550,000 | ||
| Price Reduced from $5,000,000 to $4,750,000 |
Property
Location
- NeighborhoodBay Isles
- Address1571 Harbor Cay Lane
- CityLONGBOAT KEY
- StateFL
Size And Restrictions
- Acres0.59
- Lot DescriptionCorner Lot, Flood Insurance Required, FloodZone, Landscaped, Near Golf Course, Near Marina, Oversized Lot
Improvements
- FenceNo
- SprinklerNo
Features
- ViewGarden, Pool, Water
Market
- Date ListedJanuary 22nd, 2026
- Days On Market208
- Estimated Payment
Interior
Bedrooms And Bathrooms
- Bedrooms4
- Bathrooms4.00
Heating And Cooling
- HeatingCentral, Electric
- Air ConditioningCentral Air
- FireplaceYes
Interior Features
- AppliancesBuilt-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Exhaust Fan, Freezer, Microwave, Refrigerator, Tankless Water Heater, Washer, Wine Refrigerator
- FeaturesBuilt-in Features, Ceiling Fan(s), High Ceilings, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Vaulted Ceiling(s), Walk-In Closet(s), Window Treatments
Building
Building Information
- Year Built1987
- # Of Stories2
- RoofConcrete, Tile
Property Features
- Exterior FeaturesGarden, Irrigation System, Lighting, Outdoor Grill, Private Mailbox, Sliding Doors
Garage And Parking
- GarageCircular Driveway, Driveway, Electric Vehicle Charging Station(s), Garage Door Opener, Guest, Oversized, Workshop in Garage
Community
Amenities
- Area AmenitiesGated, Maintenance, Recreation Facilities, Security
Schools
- ElementarySouthside Elementary
- MiddleBooker Middle
- HighBooker High
Info
- OfficeMICHAEL SAUNDERS & COMPANY
Map & Directions
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Listing data comes from My Florida Regional MLS DBA Stellar MLS.
Listing information last updated on August 19th, 2026 at 9:22pm EDT.