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Street View
$4,400,000
Monthly Est:$21,900
4 Beds
- 4 Baths
3 full baths + 1 half bath
4,209sqft
1571 Harbor Cay Ln, Longboat Key, FL 34228
$4,400,000
$21,900/moEst:
Get Pre-Approved
Single Family Residence
Built in 1987
$-- HOA
25,711 sqft lot
$1,045/sq.ft
Description
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.
- Houzeo last checked: 5 minutes ago
- Listing updated: October 25, 2026 at 8:05 pm
- Listing Provided by: Julie Klick (941) 780-6001 , Beverly St Hilaire | MICHAEL SAUNDERS & COMPANY (941) 388-4447
- Source: Stellar MLS-FL as distributed by MLS GRID | MLS#: A4666688

Property Details
Status
Active
Type
Single Family Residence
No. of Stories
2
County
City
Neighborhood
--
Year Built
1987
HOA Fees
-
Finished Area
4,209 sqft
Lot Size
25,711 sqft lot
Basement Area
- sqft
MLS Name
Stellar MLS
MLS Number
A4666688
MLS Status
Active
Days on Market
398
Cumulative Days on Market
276

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Location
HOA Management
Ken Kandefer
HOA Fees
$-/ Annually
Amenities
Amenities and services may be covered by one or multiple associations and service providers.
Security Guard
Security Gate
Maintenance
Private Road
Management
Recreation Facilities
Recreational Facilities
Escrow Reserves Fund
Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.
Facts & Features
Rooms
Bedrooms & bathrooms
Bedrooms: 4
Bathrooms: 4
Interior
Exterior Features
Garden, Lighting, Outdoor Grill, Private Mailbox
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
Heating
Central, Electric
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
Cooling
Central Air
Sewer
Public Sewer
Window Features
Insulated Windows, Shutters, Storm Window(s), Window Treatments, Wood Frames
Construction
Year Built
Year Built: 1987
Home type
Single Family Residence
Construction Materials
Concrete, Metal Frame, Stucco, Frame
Roof
Concrete, Tile
Foundation Details
Crawlspace, Stem Wall
Architectural Style
Contemporary, Elevated
Utilities & Energy
Laundry Features
Electric Dryer Hookup, Inside, Washer Hookup
Water Source
Public
Basement
Crawl Space, Unfinished
Fireplace Features
Family Room, Gas, Masonry, Wood Burning
Pool Features
Auto Cleaner, Child Safety Fence, Chlorine Free, Gunite, Heated, In Ground
Association Amenities
Gated, Maintenance, Recreation Facilities, Security
Security Features
Fire Alarm, Gated Community, Security System, Security System Owned, Smoke Detector(s)
Utilities
Cable Connected, Natural Gas Connected, Phone Available, Public, Sewer Connected, Sprinkler Meter, Sprinkler Well, Underground Utilities, Water Connected
Parking Features
Circular Driveway, Driveway, Electric Vehicle Charging Station(s), Garage Door Opener, Guest, Oversized, Workshop In Garage
Other Features
Patio And Porch Features
Covered, Deck, Patio, Rear Porch
Lot Features
Corner Lot, Flood Insurance Required, Flood Zone, Landscaped, Near Golf Course, Near Marina, Oversized Lot, Paved, Private
Vegetation
Mature Landscaping, Trees/landscaped
Community Features
Association Recreation Owned, Buyer Approval Required, Deed Restrictions, Gated Community Guard, Special Community Restrictions, Street Lights
Subdivision Name
Bay Isles
Price History
| Date | Event | Price |
|---|---|---|
08/24/2026 Source: #MFRA4666688 | Price Decreased | $4,400,000 -3.30% $1,045/sqft |
04/29/2026 Source: | Price Decreased | $4,550,000 -4.21% $1,081/sqft |
02/17/2026 Source: | Price Decreased | $4,750,000 -5.00% $1,129/sqft |
01/22/2026 Source: | Listed for Sale | $5,000,000 +194.12% $1,188/sqft |
01/06/2017 Source: | Price Decreased | $1,700,000 -12.82% $404/sqft |
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Based on information from Stellar MLS® through Nov 02, 2026, 01:15PM as submitted to and distributed by MLS GRID. All data is obtained from various sources and may not have been verified by the 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. IDX information is provided exclusively for consumers’ personal non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end-user license agreement prescribed by the Member Participant’s applicable MLS, if any, and as amended from time to time. © 2026 Stellar MLS. All Rights Reserved.
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