For Sale
Single family home for sale at 1571 Harbor Cay Ln, Longboat Key, FL 34228 | MLS# A4666688 | Listing updated on 2026-10-25
Photo 1 of Single family home for sale at 1571 Harbor Cay Ln, Longboat Key, FL 34228 | MLS# A4666688 | Listing updated on 2026-10-25
Photo 2 of Single family home for sale at 1571 Harbor Cay Ln, Longboat Key, FL 34228 | MLS# A4666688 | Listing updated on 2026-10-25
Photo 3 of Single family home for sale at 1571 Harbor Cay Ln, Longboat Key, FL 34228 | MLS# A4666688 | Listing updated on 2026-10-25
Photo 4 of Single family home for sale at 1571 Harbor Cay Ln, Longboat Key, FL 34228 | MLS# A4666688 | Listing updated on 2026-10-25
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$4,400,000

Monthly Est:$21,900

  • Beds Icon4 Beds
  • Beds Icon
    4 Baths
  • Beds Icon4,209sqft

1571 Harbor Cay Ln, Longboat Key, FL 34228

$21,900/moEst:

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  • 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 Stellar MLS-FL as distributed by MLS GRID

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    2

  • County

    Sarasota County

  • City

    Longboat Key

  • 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 Guard

Security Gate Security Gate

Maintenance Maintenance

Private Road Private Road

Management Management

Recreation Facilities Recreation Facilities

Recreational Facilities Recreational Facilities

Escrow Reserves Fund 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

DateEventPrice

08/24/2026

Source: #MFRA4666688

Price Decreased

$4,400,000 -3.30%

$1,045/sqft

04/29/2026

Source: mls_logoStellar MLS-FL #MFRA4666688

Price Decreased

$4,550,000 -4.21%

$1,081/sqft

02/17/2026

Source: mls_logoStellar MLS-FL #MFRA4666688

Price Decreased

$4,750,000 -5.00%

$1,129/sqft

01/22/2026

Source: mls_logoStellar MLS-FL #MFRA4666688

Listed for Sale

$5,000,000 +194.12%

$1,188/sqft

01/06/2017

Source: mls_logoStellar MLS-FL as distributed by MLS GRID #MFRA4139183

Price Decreased

$1,700,000 -12.82%

$404/sqft

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Nearby Homes

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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