1571 Harbor Cay Lane, FL

$4,550,000

1571 Harbor Cay Lane

Longboat Key, FL 34228

Active
4
Beds
4
Baths
4,209
Sq Ft
0.59
Acres
1987
Built
WaterfrontWater accessPrivate poolFireplace$1,081/sqft
🏠Single Family Residence

Property type

🏗️1987

Year built

📐25,711 sqft

Lot size

📊$1,081

Price / sq ft

🏘️No HOA

HOA dues

📅129

Days on market

🚗2

Garage spaces

🌊AE*

Flood zone

About this home

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.

Estimated monthly payment

Principal & interest$23,007
Property taxes$1,415
Home insurance (est.)$2,085

Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.

Price & listing history129 days on market

  1. Status: Active
    Jan 22, 2026
  2. Listed$5,000,000
    Jan 22, 2026
  3. Price reduced$4,550,000

Facts & features

Property type
Residential
Sub type
Single Family Residence
Status
Active
Days on market
129
Subdivision
Bay Isles
County
Sarasota
Year built
1987
Living area
4,209 sq ft
Price/sq ft
$1,081
Building area
5,387 sq ft (Public Records)
Lot size
25,711 sq ft
Lot category
1/2 to less than 1
Flood zone
AE* (12115C0126G)
Garage
2 spaces
Pool
Private pool
Annual taxes
$16,980 (2024)
Parcel #
0008160009
Zoning
PD
MLS #
A4666688

Interior Details

Bedrooms
4
Full bathrooms
3
Half bathrooms
1
Flooring
Brick, Ceramic Tile, Tile, Wood
Appliances
Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Exhaust Fan, Freezer, Microwave, Refrigerator, Tankless Water Heater, Washer, Wine Refrigerator
Interior features
Built-in Features, Ceiling Fans(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
Laundry
Electric Dryer Hookup, Inside, Washer Hookup
Stories / Levels
Two
Direction faces
North
Fireplace
Yes

Heating & Cooling

Heating
Central, Electric
Cooling
Central Air

Parking

Garage spaces
2
Attached garage
Yes
Parking features
Circular Driveway, Driveway, Electric Vehicle Charging Station(s), Garage Door Opener, Guest, Oversized, Workshop in Garage

HOA & Financial

Total monthly fees
$0/mo
Total annual fees
$0
HOA name
Ken Kandefer
CDD
No
Homestead exemption
Yes
Min lease term
1-2 Years
Listing terms
Cash, Conventional
Ownership
Fee Simple
Available for lease
Yes
Lease restrictions
Yes
Additional lease restrictions
Minimum lease is one to two years.
Approval process
Lease application must be approved by HOA.

Exterior & Construction

Exterior features
Garden, Lighting, Outdoor Grill, Private Mailbox, Sliding Doors
Construction materials
Concrete, Metal Frame, Stucco, Frame
Roof
Concrete, Tile
Foundation
Crawlspace, Stem Wall
Pool
Private pool
Waterfront
Yes
Water access
Yes
Water view
Yes
Road surface
Asphalt, Paved

Utilities

Sewer
Public Sewer
Water source
Public
Utilities
Cable Connected, Natural Gas Connected, Phone Available, Public, Sewer Connected, Sprinkler Meter, Sprinkler Well, Underground Utilities, Water Connected

Community

Pets allowed
Yes

Schools

ElementarySouthside ElementaryGreatSchools ↗
MiddleBooker MiddleGreatSchools ↗
High SchoolBooker HighGreatSchools ↗

Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.

Room Details

RoomLevelDimensions
Living RoomFirst16x17
KitchenFirst14x14
Primary BedroomFirst23x18

Listing Details

Listing date
2025-06-27
On market date
2026-01-22
Original list price
$5,000,000
Occupant type
Owner
MLS area
34228 - Longboat Key
Listing AOR
Sarasota - Manatee
Status changed
2026-01-22
Tax legal description
LOT 34 BAY ISLES UNIT 1

Flood risk

High riskFEMA Zone AE*Panel 12115C0126G

FEMA Special Flood Hazard Area (1% annual-chance / “100-year” floodplain). Flood insurance is generally required by mortgage lenders.

Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.

Location

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.

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MLS GRID

Listings courtesy of Stellar MLS as distributed by MLS GRID

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.

Based on information submitted to the MLS GRID as of May 31, 2026 at 4:05 PM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Ryan Solberg, Broker · MaxLife Realty LLC · FL License #BK3354351 · Equal Housing Opportunity · Full disclaimer · DMCA