1571 Harbor Cay Ln

Longboat Key, FL 34228

$5,000,000
Price
4
Beds
4,209 Sq. Ft.
$1,188 / Sq. Ft.
4,209
Sq. Ft.
$1,188
per Sq. Ft.
a view of a swimming pool with lawn chairs and plants
a living room with stainless steel appliances kitchen island granite countertop furniture and a rug
a view of a potted plant in front of a glass door
an aerial view of a residential houses with outdoor space and swimming pool
an aerial view of a house with a lake view
a front view of a house with garden
a living room with fireplace furniture and a flat screen tv
a living room with furniture and a large window
a living room with furniture and wooden floor
a dining room with furniture a fireplace and wooden floor
a kitchen with stainless steel appliances granite countertop a sink counter space and living room view
a kitchen with stainless steel appliances a refrigerator sink and stove
a large kitchen with stainless steel appliances a stove a sink dishwasher and a large oven with wooden floor
a room with lots of chairs and view of living room
a view of a dining room with furniture window and wooden floor
a view of a dining room with furniture large windows and wooden floor
a living room with fireplace furniture and a flat screen tv
a living room with furniture and wooden floor
a bathroom with a sink and a mirror
a living room with furniture and a window
a living room with furniture
a bathroom with a sink a mirror and a shower
a bathroom with a bathtub and window
a kitchen with a refrigerator a sink and cabinets
a view of parking garage with cars parked
a view of a hallway with wooden floor and staircase
a living room with furniture and a fireplace
a living room with furniture and a large window
a bathroom with a sink shower and a mirror
a bedroom with a bed and a chair
a spacious bathroom with a double vanity sink mirror and shower
a bathroom with a shower a sink a toilet and a mirror
a bed room with a bed and a couch
a bed room with a bed and dresser
a swimming pool with outdoor seating and yard
a view of house with outdoor space and porch
a view of swimming pool with outdoor seating and plants
a view of a yard with a house
a view of a lake with a garden
a view of a lake with a house in the background
a front view of a house with a yard and potted plants
a living room with furniture and a large window
a aerial view of a house with garden space and street view
a view of a swimming pool and couches in patio
an aerial view of a house with a swimming pool and outdoor seating
an aerial view of a city
an aerial view of a city
an aerial view of multiple house
an aerial view of residential houses with outdoor space
a view of a chairs and table in the patio

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...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.
  1. Listed by Julie Klick • Brokerage DRE #250716 • MICHAEL SAUNDERS & COMPANY
    P: (941)-780-6001 C: (941)-780-6001 julieklick@michaelsaunders.com
  2. Listed by Beverly St Hilaire • Brokerage DRE #250716 • MICHAEL SAUNDERS & COMPANY
    P: (818)-416-2505 C: (818)-416-2505 beverlysthilaire@michaelsaunders.com

Property Details for 1571 Harbor Cay Lane

Architectural Style
Contemporary, Elevated
Subdivision Name
BAY ISLES
Township
36S
Garage Spaces
2
View
Garden, Pool, Water
Waterfront
Yes
Water View
Canal
LISTING UPDATED: 01/29/2026 10:50 AM

Property Details for 1571 Harbor Cay Lane

StatusActive
MLS #A4666688
Days on Market9
Taxes$16,980 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family Residence
Year Built1987
Lot Size0.59 AC / 25,711 SF
CountySarasota County

Location

Listing Courtesy of MICHAEL SAUNDERS & COMPANY, Julie Klick; MICHAEL SAUNDERS & COMPANY, Beverly St Hilaire
Add your commute

Building Information for 1571 Harbor Cay Lane

Stories2Year Built1987Building Size-Lot Size0.59 AC / 25,711 SF

Payment Calculator

$25,784 per month

30 year fixed, 6.15% Interest

Principal and Interest

$24,369

Property Taxes

$1,415

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 1571 Harbor Cay Lane

Summary
Location and General Information
  • Building Area Source: Public Records
  • Building Area Total: 5387.0
  • Building Area Units: Square Feet
  • 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
  • Direction Faces: North
  • 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.
  • Elementary School: Southside Elementary
  • Middle Or Junior School: Booker Middle
  • High School: Booker High
  • Mls Major Change Type: New Listing
  • Major Change Type: New Listing
  • Listing Service: Full Service
  • Road Frontage Type: Street Paved, Private Road
  • Senior Community: No
  • SW Subdiv Community Name: Bay Isles
  • Unit Number: No
  • Street Number: 1571
  • Street Name: HARBOR CAY
  • Street Suffix: LANE
  • State: FL
  • City: LONGBOAT KEY
Parking
  • Attached Garage: Yes
  • Carport: No
  • Garage: Yes
  • Parking Features: Circular Driveway, Driveway, Electric Vehicle Charging Station(s), Garage Door Opener, Guest, Oversized, Workshop in Garage
Taxes and HOA Information
  • Association Approval Required: Yes
  • Association Fee Includes: 24-Hour Guard, Escrow Reserves Fund, Manager, Private Road, Recreational Facilities, Security
  • Association Fee Requirement: Optional
  • Association Name: Ken Kandefer
  • Association Phone: 941-921-3221
  • Association: Yes
  • CDD: No
  • Number Of Pets: 2
  • Pet Size: Large (61-100 Lbs.)
  • Tax Book Number: 23-35
  • Tax Legal Description: LOT 34 BAY ISLES UNIT 1
  • Tax Lot: 34
  • Tax Year: 2024
Property
Lot Information
  • Additional Parcels: No
  • Additional Water Information: HOA maintains seawall, HOA provides membership to Bay Isles Beach Club.
  • Lot Features: Corner Lot, Flood Insurance Required, FloodZone, Landscaped, Near Golf Course, Near Marina, Oversized Lot
  • Parcel Number: 0008160009
  • Total Acreage: 1/2 to less than 1
  • Water Access: Bay/Harbor, Canal - Saltwater, Gulf/Ocean, Intracoastal Waterway
  • Water Access: Yes
  • Water Body Name: SARASOTA BAY
  • Water Extras: Sailboat Water, Seawall - Concrete
  • Water Extras: Yes
  • Water: Sailboat Water, Seawall - Concrete
  • Zoning: PD
  • Living Area: 4209
Property and Assessments
  • Year Built Numeric: 1987
  • Association Amenities: Gated, Maintenance, Recreation Facilities, Security
  • Flood Zone Code: AE*
  • Flood Zone Date: 03-27-2024
  • Flood Zone Panel: 12115C0126G
  • Homestead: Yes
  • New Construction: No
  • Public Survey Range: 17E
  • Public Survey Section: 16
Utilities
  • Electric: Photovoltaics Seller Owned
  • Green Energy Generation: Solar
  • Sewer: Public Sewer
  • Utilities: Cable Connected, Natural Gas Connected, Phone Available, Public, Sewer Connected, Solar, Sprinkler Meter, Sprinkler Well, Street Lights, Underground Utilities, Water Connected
  • Water Source: Public
Interior and Exterior Features
Exterior Features
  • Construction Materials: Concrete, Metal Frame, Stucco, Wood Frame
  • Exterior Features: Garden, Irrigation System, Lighting, Outdoor Grill, Private Mailbox, Sliding Doors
  • Fencing: Other
  • Foundation Details: Crawlspace, Stem Wall
  • Levels: Two
  • Patio And Porch Features: Covered, Deck, Patio, Rear Porch
  • Pool Dimensions: 13x28
  • Pool Features: Auto Cleaner, Child Safety Fence, Chlorine Free, Gunite, Heated, In Ground
  • Pool Private: Yes
  • Pool: Private
  • Pool Private: Yes
  • Roof: Concrete, Tile
  • Security Features: Fire Alarm, Gated Community, Security System, Security System Owned, Smoke Detector(s)
  • Vegetation: Mature Landscaping, Trees/Landscaped
  • Waterfront Features: Bay/Harbor Front, Canal Front, Gulf/Ocean Front, Waterfront, Canal - Saltwater
  • Waterfront Feet Total: 62
  • Number Of Stories: 2
Interior Features
  • Bedrooms Total: 4
  • Bathrooms Full: 3
  • Additional Rooms: Breakfast Room Separate, Family Room, Inside Utility
  • Appliances: Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Exhaust Fan, Freezer, Microwave, Refrigerator, Tankless Water Heater, Washer, Wine Refrigerator
  • Cooling: Central Air
  • Fireplace Features: Family Room, Gas, Masonry, Wood Burning
  • Fireplace: Yes
  • Flooring: Brick/Stone, Ceramic Tile, Tile, Hardwood
  • Heating: Central, Electric
  • Interior Features: Built-in Features, Ceiling Fan(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 Features: Electric Dryer Hookup, Inside, Washer Hookup
  • Living Area Source: Public Records
  • Living Area Units: Square Feet
  • Room Count: 3.0
  • Water View: Yes
  • Window Features: Insulated Windows, Shutters, Storm Window(s), Window Treatments, Wood Frames
  • Bathrooms Half: 1
Rental
Rental Information
  • Minimum Lease Period: 0
  • Pets Allowed: Yes
  • Max Pet Weight: 100

Property History for 1571 Harbor Cay Lane

DateEvent & SourcePriceAppreciation
Jan 22, 2026

Listed (Active)

MFRMLS #A4666688

$5,000,000—
Jan 6, 2017

Sold (Public Record)

Public Record #586551273

$1,700,000—
Jan 6, 2017

Sold

MFRMLS #A4139183

$1,700,000—
Dec 4, 2016

Pending

MFRMLS #A4139183

—
Dec 9, 2015

Listed (Active)

MFRMLS #A4139183

$2,799,000—
DateEvent & SourcePrice
01/22/2026

Listed (Active)

MFRMLS #A4666688

$5,000,000
01/06/2017

Sold (Public Record)

Public Record #586551273

$1,700,000
01/06/2017

Sold

MFRMLS #A4139183

$1,700,000
12/04/2016

Pending

MFRMLS #A4139183

—
12/09/2015

Listed (Active)

MFRMLS #A4139183

$2,799,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 1571 Harbor Cay Lane

Taxable ValueLand-Additions-Total-
Tax Record2025$17,160 ($1,430 / month)
Home Facts
Beds4Baths3.5Total Finished SqFt4,209 SqFtAbove Grade Finished SqFt4,209 SqFtStories2Lot Size25,711 SqFtStyleSingle Family ResidenceYear Built1987Year Renovated2012ZoningPDCountySARASOTAAPN0008-16-0009Fireplace TypeHas Fireplace

Schools near 1571 Harbor Cay Lane

This home is within Sarasota.
Rating
School
Type
Grades
Distance
Southside Elementary School
Public - PK to 5
Booker Middle School
Public - 6 to 8
Sarasota Military Academy
Charter - 6 to 12
Bay Haven School Of Basics Plus
Public - K to 5
Rating
School
Distance
Southside Elementary School
PublicPK to 5

Booker Middle School
Public6 to 8

Sarasota Military Academy
Charter6 to 12

Bay Haven School Of Basics Plus
PublicK to 5

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 1571 Harbor Cay Lane, Longboat Key, FL 34228

1571 Harbor Cay Lane is a single family home for sale in Longboat Key, FL 34228. This property was listed for sale on January 22, 2026 by MICHAEL SAUNDERS & COMPANY, it's currently listed at $5,000,000. It has been on the market for a total of 9 days and was last sold on January 6, 2017. This listing's school district is Sarasota. Nearby schools include Southside Elementary School, Booker Middle School and Sarasota Military Academy. 1571 Harbor Cay Lane is a 4-bed, 4-bath, 4,209 sqft single family home built in 1987.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of MICHAEL SAUNDERS & COMPANY, Julie Klick; MICHAEL SAUNDERS & COMPANY, Beverly St Hilaire

The information is being provided in part by Southwest Florida Multiple Listing Service, Broker Reciprocity Program ("BR Program") of M.L.S. of Naples, Inc. ("Naples MLS"), under License No. NCOMPN2, and MarcoMls. Information deemed reliable but not guaranteed. Information is provided for consumers' personal, non-commercial use, and may not be used for any purpose other than the identification of potential properties for purchase. Copyright 2026 Southwest Florida Multiple Listing Service and MarcoMls. All Rights Reserved. The data relating to real estate for sale displayed on this website comes in part from the Broker Reciprocity Program ("BR Program") of M.L.S. of Naples, Inc. ("Naples MLS"), under License No. NCOMPN2 and MarcoMls. Properties listed with brokerage firms other than Compass are marked with the "BR House" logo. Detailed information about such properties includes the name of the brokerage firm with which the seller has listed the property. The properties displayed may not be all the properties listed with brokerage firms participating in the Naples MLS BR Program, or contained in the database compilation of Naples MLS.