To schedule a showing of 1571 Harbor Cay Lane, Longboat Key, Florida, Call David Shippey at 863-521-4517 TODAY!

$4,550,000 Reduced -$200,000
1571 Harbor Cay Lane
Longboat Key, FL 34228
  • 4Beds
  • 4.00Total Baths
  • 3 Full, 1 HalfBaths
  • 4,209SqFt
  • 1987Year Built
  • 0.59Acres
  • MLS# A4666688
  • Residential
  • SingleFamilyResidence
  • Active

  • Approx Time on Market8 months, 12 days
  • Area34228 - Longboat Key
  • CountySarasota
  • Subdivision Bay Isles

Overview

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 Sectionan 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 chefs 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 oasisa 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 Bayideal 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 Floridas Gulf Coast.



Agriculture / Farm

Association Fees / Info

Community Features:  RecreationArea, Waterfront, WaterAccess, Gated, StreetLights

Pets Allowed:  Yes

Association:  Yes

Association Amenities:  MaintenanceGrounds, Gated, RecreationFacilities, Security

Hoa Fees Frequency:  Annually

Association Fee Includes:  AssociationManagement, RecreationFacilities, ReserveFund, RoadMaintenance, Security

Bathroom Info

Total Baths:  4.00

Fullbaths:  3

Building Info

Window Features:  InsulatedWindows, StormWindows, Shutters, WoodFrames, WindowTreatments

Roof:  Concrete, Tile

Building Area Source:  PublicRecords

Buyer Compensation

Exterior Features

Style:  Contemporary

Pool Features:  Gunite, Heated, InGround, Other, PoolSweep

Patio:  RearPorch, Covered, Deck, Patio

Pool Private:  Yes

Exterior Features:  Garden, SprinklerIrrigation, Lighting, OutdoorGrill

Fees / Restrictions

Financial

Original Price:  $5,000,000

Disclosures:  CovenantsRestrictionsDisclosure,FloodInsuranceRequired,FloodPlainDisclosure

Fencing:  Other

Garage / Parking

Parking Features:  CircularDriveway, Driveway, ElectricVehicleChargingStations, Garage, GarageDoorOpener, Guest, Oversized, WorkshopInGarage

Attached Garage:  Yes

Garage:  Yes

Green / Env Info

Green Energy Generation:  Solar

Interior Features

Fireplace Desc:  FamilyRoom, Gas, Masonry, WoodBurning

Fireplace:  Yes

Floors:  Brick, CeramicTile, Tile, Wood

Levels:  Two

Laundry Features:  WasherHookup, ElectricDryerHookup, Inside

Interior Features:  BuiltInFeatures, CeilingFans, HighCeilings, LivingDiningRoom, MainLevelPrimary, OpenFloorplan, StoneCounters, SplitBedrooms, SolidSurfaceCounters, VaultedCeilings, WalkInClosets, WoodCabinets, WindowTreatments

Appliances:  BuiltInOven, Cooktop, Dryer, Dishwasher, ExhaustFan, Freezer, Disposal, Microwave, Refrigerator, TanklessWaterHeater, WineRefrigerator, Washer

Lot Info

Direction Remarks:  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.

Lot Size Units:  Acres

Lot Size Acres:  0.59

Lot Sqft:  25,711

Vegetation:  PartiallyWooded

Lot Desc:  CornerLot, FloodZone, NearGolfCourse, OversizedLot, PrivateRoad, BuyerApprovalRequired, Landscaped

Misc

Other

Equipment:  IrrigationEquipment

Special Conditions:  None

Security Features:  SecuritySystemOwned, SecuritySystem, FireAlarm, SmokeDetectors, GatedWithGuard, GatedCommunity

Other Rooms Info

Basement:  Unfinished,CrawlSpace

Property Info

Section:  16

Class Type:  SingleFamilyResidence

Property Sub Type:  SingleFamilyResidence

Construction Materials:  MetalFrame, Concrete, Stucco, WoodFrame

Stories:  2

Total Stories:  2

Foundation:  Crawlspace, StemWall

Room Info

Total Rooms:  3

Sqft Info

Sqft:  4,209

Bulding Area Sqft:  5,387

Living Area Units:  SquareFeet

Living Area Source:  PublicRecords

Tax Info

Tax Year:  2,024

Tax Lot:  34

Tax Legal Description:  LOT 34 BAY ISLES UNIT 1

Tax Annual Amount:  16979.96

Tax Book Number:  23-35

Unit Info

Utilities / Hvac

Heating:  Central, Electric

Water Source:  Public

Sewer:  PublicSewer

Cool System:  CentralAir, CeilingFans

Cooling:  Yes

Heating:  Yes

Utilities:  CableConnected, NaturalGasConnected, MunicipalUtilities, PhoneAvailable, SewerConnected, UndergroundUtilities, WaterConnected

Waterfront / Water

Waterfront:  Yes

Waterfront Features:  BayAccess, CanalAccess, GulfAccess

View:  Yes

Water Body Name:  SARASOTA BAY

View:  Canal, Garden, Pool, Water

Schools

Elem:  Southside Elementary

Middle:  Booker Middle

High:  Booker 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.

This listing courtesy of Michael Saunders & Company 

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Price & Status History (on davidshippey.com since Mon, Sep 29th 2025)
  • Original Price: $5,000,000
  • Current Price: $4,550,000
  • Price Reduced: $450,000
Date ChangedFromTo
04/29/2026$4,750,000 $4,550,000 Reduced by $200,000
02/17/2026$5,000,000 $4,750,000 Reduced by $250,000

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If you have any questions on 1571 Harbor Cay Lane, Longboat Key, Florida, please call David Shippey at 863-521-4517.


MLS# A4666688 located at 1571 Harbor Cay Lane, Longboat Key, Florida is brought to you by David Shippey REALTOR®

1571 Harbor Cay Lane, Longboat Key, Florida has 4 Beds, 3 Full Bath, and 1 Half Bath.
The MLS Number for 1571 Harbor Cay Lane, Longboat Key, Florida is A4666688.
The price for 1571 Harbor Cay Lane, Longboat Key, Florida is $4,550,000.
The status of 1571 Harbor Cay Lane, Longboat Key, Florida is Active.
The subdivision of 1571 Harbor Cay Lane, Longboat Key, Florida is Bay Isles.
The home located at 1571 Harbor Cay Lane, Longboat Key, Florida was built in 2026.