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$4,400,000

1571 HARBOR CAY LANE, LONGBOAT KEY, FL 34228

Active257 days on market

Beds

4

Baths

4

Sq Ft

4,209 sq ft

Year Built

1987

Lot Size

0.59 acres

Garage

2

About This Property

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. Sellers will repaint exterior of house whatever color Buyer selects before closing, upon firm executed Contract.

Property Overview

Property TypeResidential
Sub TypeSingle Family Residence
MLS #A4666688
StatusActive
Year Built1987
Stories2
Total Rooms3
ConstructionConcrete, Metal Frame, Stucco, Wood Frame
RoofConcrete, Tile
FoundationCrawlspace, Stem Wall
FacesNorth
SubdivisionBAY ISLES
CountySarasota
OwnershipFee Simple

Interior Features

InteriorBuilt-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
FlooringBrick/Stone, Ceramic Tile, Tile, Hardwood
AppliancesBuilt-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Exhaust Fan, Freezer, Microwave, Refrigerator, Tankless Water Heater, Washer, Wine Refrigerator
LaundryElectric Dryer Hookup, Inside, Washer Hookup
WindowsInsulated Windows, Shutters, Storm Window(s), Window Treatments, Wood Frames
CoolingCentral Air
HeatingCentral, Electric
FireplaceYes ()
SecurityFire Alarm, Gated Community, Security System, Security System Owned, Smoke Detector(s)

Exterior & Lot

ExteriorGarden, Irrigation System, Lighting, Outdoor Grill, Private Mailbox, Sliding Doors
FencingOther
Lot Size0.59 acres (25,711 sq ft)
Lot FeaturesCorner Lot, Flood Insurance Required, FloodZone, Landscaped, Near Golf Course, Near Marina, Oversized Lot
Road SurfacePaved, Asphalt
ViewGarden, Pool, Water

Pool & Spa

Private PoolYes
Pool FeaturesAuto Cleaner, Child Safety Fence, Chlorine Free, Gunite, Heated, In Ground

Waterfront

WaterfrontYes
FeaturesBay/Harbor Front, Canal Front, Gulf/Ocean Front, Waterfront, Canal - Saltwater

Utilities

WaterPublic
SewerPublic Sewer
UtilitiesCable Connected, Natural Gas Connected, Phone Available, Public, Sewer Connected, Solar, Sprinkler Meter, Sprinkler Well, Street Lights, Underground Utilities, Water Connected

Parking

GarageYes (2 spaces)

HOA & Community

HOAYes
Senior CommunityNo

Financial Details

List Price$4,400,000
Original Price$5,000,000
Annual Taxes$16,980 (2024)
FinancingCash, Conventional
ZoningPD
Parcel #0008160009

Schools

ElementarySouthside Elementary
MiddleBooker Middle
HighBooker High

Directions

Gulf of Mexico Drive to Bay Isles South Gate on Harbourside Drive. Take immediate right onto Harbor Sound Drive and go through Harbor Section gate. Go to second left on Harbor Cay and property is at the end of street on right corner. Buyers must be accompanied by a realtor.

Location

1571 HARBOR CAY LANE, LONGBOAT KEY, FL 34228

Listing Information

OfficeMICHAEL SAUNDERS & COMPANY
ListedJanuary 22, 2026

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Home Price

$4,400,000

20% ($880,000)
6.75%

Loan Term

Principal & Interest$22,831
Property Tax (est.)$4,033
Insurance (est.)$150
Total Monthly$27,014
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Listing information is deemed reliable but not guaranteed. All measurements and data should be independently verified. This information is provided by the Stellar MLS. The listing broker's offer of compensation is made only to participants of the MLS where the listing is filed. IDX information is provided exclusively 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. Data last updated: August 24, 2026.

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