1571 HARBOR CAY LANE LONGBOAT KEY FL 34228 MLS #A4666688

1571 HARBOR CAY LANE
LONGBOAT KEY, FL, 34228
$4,750,000
4 Beds
3.5 Baths
4,209 SqFt
0.59 Acres
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MLS #A4666688 image #0
Open House Mar 22, 2026
01:00 – 04:00
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.

Property Details

Price:
$4,750,000
MLS #:
A4666688
Status:
Active
Beds:
4
Baths:
3.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
BAY ISLES
Neighborhood:
34228longboatkey
Listed Date:
Jan 22, 2026
Finished Sq Ft:
4,209
Total Sq Ft:
5,387
Lot Size:
25,711 sqft / 0.59 acres (approx)
Year Built:
1987
WaterfrontCanalfrontPoolPrimary Bedroom Main FloorCommunity Gated34228 – Longboat Key34228longboatkeyBay IslesSouthside ElementaryBooker MiddleBooker HighSarasota BayMinimum Lease Is One To Two Years.1-2 YearsPets Allowed

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Schools

Elementary School:
Southside Elementary
Middle School:
Booker Middle
High School:
Booker High

Interior

Appliances
Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Exhaust Fan, Freezer, Microwave, Refrigerator, Tankless Water Heater, Washer, Wine Refrigerator
Bathrooms
3 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Flooring
Brick/Stone, Ceramic Tile, Tile, Hardwood
Heating
Central, Electric
Laundry Features
Electric Dryer Hookup, Inside, Washer Hookup

Exterior

Architectural Style
Contemporary, Elevated
Association Amenities
Gated, Maintenance, Recreation Facilities, Security
Community Features
Bay/Harbor Front, Canal Front, Gulf/Ocean Front, Intracoastal Waterway, Water Access, Waterfront, Association Recreation – Owned, Buyer Approval Required, Deed Restrictions, Gated Community – Guard, Special Community Restrictions
Construction Materials
Concrete, Metal Frame, Stucco, Wood Frame
Exterior Features
Garden, Irrigation System, Lighting, Outdoor Grill, Private Mailbox, Sliding Doors
Parking Features
Circular Driveway, Driveway, Electric Vehicle Charging Station(s), Garage Door Opener, Guest, Oversized, Workshop in Garage
Roof
Concrete, Tile
Security Features
Fire Alarm, Gated Community, Security System, Security System Owned, Smoke Detector(s)

Financial

HOA Frequency
Annually
HOA Includes
24-Hour Guard, Escrow Reserves Fund, Manager, Private Road, Recreational Facilities, Security
HOA Name
Ken Kandefer
Tax Year
2024
Taxes
$16,980

Map

Community

Subdivisions in LONGBOAT KEY

Market Summary

Current real estate data for Single Family in LONGBOAT KEY as of Mar 20, 2026
175
Single Family Listed
147
Avg DOM
1,057
Avg $ / SqFt
$3,390,061
Avg List Price

Property Summary

    Located in the BAY ISLES subdivision, 1571 HARBOR CAY LANE LONGBOAT KEY FL is a Single Family for sale in LONGBOAT KEY, FL, 34228. It is listed for $4,750,000 and features 4 beds, 4 baths, and has approximately 4,209 square feet of living space, and was originally constructed in 1987. The current price per square foot is $1,129. The average price per square foot for Single Family listings in LONGBOAT KEY is $1,057. The average listing price for Single Family in LONGBOAT KEY is $3,390,061. To schedule a showing of MLS#a4666688 at 1571 HARBOR CAY LANE in LONGBOAT KEY, FL, contact your CENTURY 21 Carioti agent at 800-783-8847.

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1571 HARBOR CAY LANE
LONGBOAT KEY, FL