$4,400,000
 $23,620 est/mo Sourced by Back At You

1571 Harbor Cay Ln,LONGBOAT KEY, FL 34228

LONGBOAT KEY, FL 34228

Share:

PreviousNext

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 Sectionan 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 oasisa 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 Bayideal 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.

Details

MLS #A4666688
Listing TypeFor Sale
StyleHouse
Sub-TypeFor-sale
StatusActive
Year1987
Days On Site355
Listing Provided ByMICHAEL SAUNDERS & COMPANY | Julie Klick

Features

Bed(s)4
Bath(s) 4 Total
SQ Feet4,209
Garage2
BasementY
PoolYes
Story(s)2
ZoningPD
Acreage0.59
Water FrontYes
Property ViewGarden, Pool, Water

Taxes

Property16979

Area Information

StateFL
CountySarasota
CityLONGBOAT KEY
Zip Code34228
Area34228 Longboat Key
SubareaBay Isles
Community NameBAY ISLES
School DistrictBooker High
Elementary SchoolSouthside Elementary
High SchoolBooker High
Listing VS Median (in BAY ISLES)
Price:
$4,400,000
low | high
Med:
$1,950,000
100% of Average
sqft:
4,209
low | high
Med:
3,391
69.434545022571% of Average
$ / sqft:
$1,045
low | high
Med:
$575
94.991086029865% of Average
On site:
355
low | high
Med:
179
100% of Average
Sourced by Back At You

Market Activity 34228

Request a showing

Request a showing

Contact


Additional Information


Showing Information


Submit Form

Required Field
By submitting, you agree to receive promotional texts and/or calls from Premier Key Realty at the number provided. Message/data rates may apply. Consent is not a condition of purchase, and you can opt out anytime by replying STOP.

 Listings courtesy of Stellar MLS as distributed by MLS GRID.Based on information submitted to the MLS GRID as of September 19, 2026 at 3:37:06 PM PDT All data is obtained from various sources and may not have been verified by 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. The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the “DMCA”) provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to DMCAnotice@MLSGrid.com. “The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner’s behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

Contact

Learn More About This Property

StateFL
CountySarasota
CityLONGBOAT KEY
Zip Code34228
Area34228 Longboat Key
SubareaBay Isles
Community NameBAY ISLES
School DistrictBooker High
Elementary SchoolSouthside Elementary
High SchoolBooker High
Listing VS Median (in BAY ISLES)
Price:
$4,400,000
low | high
Med:
$1,950,000
100% of Average
sqft:
4,209
low | high
Med:
3,391
69.434545022571% of Average
$ / sqft:
$1,045
low | high
Med:
$575
94.991086029865% of Average
On site:
355
low | high
Med:
179
100% of Average
Sourced by Back At You
Nearby Listings (Within 1/4 mile)
Price: $3.3M - $5.5M
sqft: 3,000 - 5,000
Nearby Listings Property ImageNearby Listings Details
1591 GULF OF MEXICO DR #410 Property Photo 1
$55,000
1591 Gulf Of Mexico Dr #410
Longboat Key, FL 34228
Listing Updated: August 24, 2026 at 3:53:33 PM PDT
Real Estate Links Our Domains