Active
$4,400,000
Est. $26,563/mo

1571 Harbor Cay Ln, Longboat Key, FL, 34228

$1,045/sqft·Bay Isles

4 bd4 ba4,209 sqft2 car garageSingle Family
Listed by MICHAEL SAUNDERS & COMPANY· Last updated · MLS# A4666688

Ask anything about this home

Pricing, comps, HOA, the neighborhood. Answers before you fill out anything.

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

At a glance

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

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), 214 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
232 days
Annual tax
$16,980
Flood zone
AE*
Lot
25,711 sqft
Type
Single Family Residence

Location

1571 Harbor Cay Ln
Longboat Key, FL, 34228·34228 - Longboat Key
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
232
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 fileFlood 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
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
1/22/2026
Listed for sale
Source: Stellar MLS #A4666688
$5,000,000
$1,188/sqft
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

Not sure what you can afford?

Put in your household income and we will tell you where this payment sits.

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.

Offer Insights

Choose an offer strength

List price: $4,400,000
$4.13M – $4.40M
93.8% – 100% of listTops out right at the list price
80% of listList price
22 of the last 43 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 232 after a $600,000 cut.

Sample: 43 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

Keep exploring Tampa Bay

Pick up where you left off, or see what else is out there.