$4,550,000
1571 Harbor Cay Lane
Longboat Key, FL 34228
Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
Garage spaces
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
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
- Status: ActiveJan 22, 2026
- Listed$5,000,000Jan 22, 2026
- 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
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
| Room | Level | Dimensions |
|---|---|---|
| Living Room | First | 16x17 |
| Kitchen | First | 14x14 |
| Primary Bedroom | First | 23x18 |
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
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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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.
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