1571 Harbor Cay Ln, photo 1
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Overview

4 bd4 ba4,209 sqft2 car garageSingle Family
TypeSingle Family
HOANone listed
Built1987
Lot25,711 sqft
Living area4,209 sqft
Price / sqft$1,045
Garage2 car

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About this home

Built-in FeaturesCeiling Fans(s)High CeilingsLiving Room/Dining Room ComboOpen FloorplanPrimary Bedroom Main FloorSolid Surface CountersSolid Wood Cabinets

1571 Harbor Cay Ln is a 1987-built home in Bay Isles, Longboat Key. Inside you'll find 4 bedrooms, 4 bathrooms, and 4,209 square feet of living space. Listed at $4,400,000 (about $1,045/sqft), 473 days on market. Flood zone AE* - confirm flood insurance requirements with your lender.

From the listing

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.

The essentials

Built
1987
Price / sqft
$1,045
On market
473 days
Annual tax
$16,980
Flood zone
AE*
Lot
25,711 sqft
Type
Single Family Residence

At a glance

Single family
Built 1987
Waterfront
Canal - Saltwater
Private pool
Heated
2 car garage
Circular Driveway
0.59 acres
Lot size

Payment

Est. monthly payment
$26,563/mo
Down payment (20%)
$880,000
Property taxes
$1,415/mo
Rate assumed
6.8% · 30 yr
View full breakdown

Details

Type
Single Family Residence
Year Built
1987
Lot
25,711 sqft
Cooling
Central Air
Heating
Central, Electric
Parking
Circular Driveway, Driveway, Electric Vehicle Charging Station(s), Garage Door Opener, Guest, Oversized, Workshop in Garage
Pool
Auto Cleaner, Child Safety Fence, Chlorine Free, Gunite, Heated, In Ground
Waterfront
Canal - Saltwater
Days on Market
473
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
Garden
Lighting
Outdoor Grill
Private Mailbox
Association Recreation - Owned
Buyer Approval Required
Deed Restrictions
Gated Community - Guard
Special Community Restrictions
Street Lights
Built-in Oven
Cooktop
Dishwasher
Disposal
Dryer
Exhaust Fan
Freezer
Microwave
Refrigerator
Tankless Water Heater
Washer
Wine Refrigerator
Elementary
Southside Elementary
Middle
Booker Middle
High
Booker High

Districts can re-zone, so verify directly with the district before relying on these.

Homestead exemption on file Flood Zone AE*
Annual Tax (2024)
$16,980
Parcel #
0008160009

Taxes reflect the most recent assessment in the MLS feed. Actual tax owed can vary, so confirm with the county property appraiser before closing.

Subdivision
Bay Isles
County
Sarasota
MLS Area
34228 - Longboat Key
Lot Size
25,711 sqft
Corner LotFlood Insurance RequiredFloodZoneLandscapedNear Golf CourseNear MarinaOversized LotPavedPrivate

Price history

Date
Event
Price
8/24/2026
Price change
Source: Stellar MLS #A4666688
$4,400,000-3.3%
$1,045/sqft
-
Price change
Source: Stellar MLS #A4666688
$4,550,000-9.0%
$1,081/sqft
6/27/2025
Listed for sale
Source: Stellar MLS #A4666688
$5,000,000
$1,188/sqft

Neighborhood

1571 Harbor Cay Ln
Longboat Key, FL, 34228 · 34228 - Longboat Key

Market insights

Offer Insights

Choose an offer strength

List price: $4,400,000
$4.11M – $4.40M
93.4% – 100% of listTops out right at the list price
80% of listList price
26 of the last 51 home closings in 34228 landed at this number or higher (51%). The median one sat 95 days before it went under contract, and this one is on day 473 after a $600,000 cut.

Sample: 51 closed home sales in 34228 over the last 8 months, Stellar MLS. A starting point, not a guarantee.

Talk through an offer with our team

Calculator

Est. monthly payment
$26,563/mo
Principal & interest$22,948
Property taxes$1,415
Insurance$2,200
Down payment20% · $880,000
Interest rate6.80%
Loan term

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Property taxes are this home's actual annual bill from the MLS, divided by twelve. Insurance estimated at 0.60%. Rate defaults to 6.8% on a 30-year fixed. Tap a pencil to use your own numbers. Estimates only, not a loan quote.

Quick answers.

Price

$4,400,000

$1,045 per sq ft

Beds and baths

4 beds, 4 baths

Size

4,209 sq ft

Time on market

473 days

Year built

1987

Monthly payment

About $26,563/mo

That is 20% down on a 30-year fixed at 6.8%, plus the home's $16,980 annual tax bill, insurance.

Flood zone

Zone AE*

That is a high-risk designation, so a lender will normally require flood insurance. Confirm the current rate before you write an offer.

Offer

What should I offer?

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Brokered byMICHAEL SAUNDERS & COMPANYListing agent: Julie KlickListing data from Stellar MLS, MLS# A4666688.

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