Single Family Residence at 5965 GULF OF MEXICO DR, LONGBOAT KEY
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Main House - Front Exterior Rendering - 5965 GULF OF MEXICO DR, LONGBOAT KEY
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Rear Exterior Rendering - AI Generated - 5965 GULF OF MEXICO DR, LONGBOAT KEY
Rear Exterior Rendering - AI Generated - 5965 GULF OF MEXICO DR, LONGBOAT KEY
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Main House - Great Room Rendering - 5965 GULF OF MEXICO DR, LONGBOAT KEY
Main House - Great Room Rendering - AI Generated - 5965 GULF OF MEXICO DR, LONGBOAT KEY
Main House - Great Room Rendering - 5965 GULF OF MEXICO DR, LONGBOAT KEY
Main House - Second Story Patio - Rendering AI Generated - 5965 GULF OF MEXICO DR, LONGBOAT KEY
Second Story Patio - 5965 GULF OF MEXICO DR, LONGBOAT KEY
Second Story Patio - 5965 GULF OF MEXICO DR, LONGBOAT KEY
Second Story Patio - 5965 GULF OF MEXICO DR, LONGBOAT KEY
Main House - Chef's Kitchen 2 Rendering - 5965 GULF OF MEXICO DR, LONGBOAT KEY
Main House - Chef's Kitchen Rendering - 5965 GULF OF MEXICO DR, LONGBOAT KEY
Main House - Dining Room Rendering - 5965 GULF OF MEXICO DR, LONGBOAT KEY
Main House - Main Kitchen Rendering - 5965 GULF OF MEXICO DR, LONGBOAT KEY
Main House - Kitchenette Rendering - 5965 GULF OF MEXICO DR, LONGBOAT KEY
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Main House - Primary Bedroom Rendering - 5965 GULF OF MEXICO DR, LONGBOAT KEY
Main House - Primary Bath 1 Rendering - 5965 GULF OF MEXICO DR, LONGBOAT KEY
Main House - Primary Closet 1 Rendering - 5965 GULF OF MEXICO DR, LONGBOAT KEY
Main House - Primary Closet 2 Rendering - 5965 GULF OF MEXICO DR, LONGBOAT KEY
Main House - Primary Bath 2 Rendering - 5965 GULF OF MEXICO DR, LONGBOAT KEY
Main House - Guest Suite 1 Rendering - 5965 GULF OF MEXICO DR, LONGBOAT KEY
Main House - Bunk Room Rendering - 5965 GULF OF MEXICO DR, LONGBOAT KEY
Main House - Bunk Bath Rendering - 5965 GULF OF MEXICO DR, LONGBOAT KEY
Main House - Guest Suite 3 Rendering - 5965 GULF OF MEXICO DR, LONGBOAT KEY
Main House - Bath for Guest Suites 3 & 4 Rendering - 5965 GULF OF MEXICO DR, LONGBOAT KEY
Main House - Guest Suite 4 Rendering - 5965 GULF OF MEXICO DR, LONGBOAT KEY
Main House - Guest Suite 5 Rendering - 5965 GULF OF MEXICO DR, LONGBOAT KEY
Main House - Guest Suite 5 Rendering - 5965 GULF OF MEXICO DR, LONGBOAT KEY
Main House - Guest Suite 6 Rendering - 5965 GULF OF MEXICO DR, LONGBOAT KEY
Main House - Guest Bath 6 Rendering - 5965 GULF OF MEXICO DR, LONGBOAT KEY
Guest House - 5965 GULF OF MEXICO DR, LONGBOAT KEY
Guest House - Bathroom Rendering - 5965 GULF OF MEXICO DR, LONGBOAT KEY
Guest House - Bathroom Rendering - 5965 GULF OF MEXICO DR, LONGBOAT KEY
Guest House - Bathroom Rendering - 5965 GULF OF MEXICO DR, LONGBOAT KEY
Guest House - Flex Area Rendering - 5965 GULF OF MEXICO DR, LONGBOAT KEY
Guest House - Suite Rendering - 5965 GULF OF MEXICO DR, LONGBOAT KEY
Guest House - Bathroom Rendering - 5965 GULF OF MEXICO DR, LONGBOAT KEY
Guest house - Kitchenette & Living Room Rendering - 5965 GULF OF MEXICO DR, LONGBOAT KEY
Guest house - Lounge & office Rendering - 5965 GULF OF MEXICO DR, LONGBOAT KEY
Pool House - 5965 GULF OF MEXICO DR, LONGBOAT KEY
Exterior Rendering - AI-Generated - 5965 GULF OF MEXICO DR, LONGBOAT KEY
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Pool House - 5965 GULF OF MEXICO DR, LONGBOAT KEY
Pool House Rendering - 5965 GULF OF MEXICO DR, LONGBOAT KEY
Pool House Rendering - AI-Generated - 5965 GULF OF MEXICO DR, LONGBOAT KEY
Pool House AI Generated Rendering - 5965 GULF OF MEXICO DR, LONGBOAT KEY
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62 photos

$38,450,000

5965 GULF OF MEXICO DR
LONGBOAT KEY, FL 34228
Listed by Joel Schemmel · DOUGLAS ELLIMAN
Bedrooms
11
Bathrooms
15
Living area
17,199 sqft
Year built
2026

About this home

Under Construction. Set on nearly two private Gulf-front acres, this visionary estate is emerging as one of the most architecturally significant residences ever conceived on Longboat Key. Designed by the internationally acclaimed firm Sweet Sparkman Architecture & Interiors, the home represents a rare convergence of sculptural design, coastal sensitivity, and modern livability. Bold in concept yet timeless in execution, the main residence unfolds with intention. A dramatic foyer introduces expansive living spaces designed to capture light, scale, and uninterrupted Gulf views. The primary suite is conceived as a private sanctuary, complete with dual spa-inspired baths and bespoke dressing rooms. A stately office, refined lounge, formal dining room, and temperature-controlled wine cellar complement the open-concept great room, which transitions seamlessly to a sweeping Gulf-front terrace. Dual kitchens, a showpiece entertaining kitchen and a separate chef’s kitchen, elevate both daily living and grand-scale hosting. The estate continues upward to a rooftop deck with panoramic coastal vistas, while other levels offer a private cinema, multiple guest suites, and a dedicated guest-level kitchenette. A thoughtfully designed guest house and separate pool house provide additional privacy and flexibility for extended stays or staff accommodations. Outdoors, the setting transforms into a private coastal resort. Lush, layered landscaping surrounds a dramatic resort-style pool and spa, expansive entertaining terraces, tranquil water features, and potential for a private tennis and pickleball court — all oriented toward the Gulf’s endless horizon. Positioned along one of the most coveted stretches of Longboat Key, the property offers both seclusion and proximity to the best of the region, including The Resort at Longboat Key Club, The St. Regis Longboat Key Resort, St. Armand's Circle, and the cultural vibrancy of downtown Sarasota. With construction advancing and pricing evolving accordingly, this is a rare opportunity to secure a generational Gulf-front legacy estate at a pivotal stage. Longboat Key’s global recognition, including its inclusion among Forbes Travel Guide’s Top 12 Destinations, further underscores the enduring value of this extraordinary offering.

Highlights

WaterfrontPrivate poolFireplaceNew construction

Property details

MLS #
MFRA4681869
Property type
Single Family Residence
Subdivision
LONGBOAT KEY
Status
Active
Days on market
96
On market date
March 6, 2026
Stories
N/A
Total bathrooms
15
Garage spaces
7
Parking spaces
N/A
Lot size
1.64 acres
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Nearby schools

Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card (e.g. NC Dept. of Public Instruction, SC Report Card).

Elementary
SEA BREEZE ELEMENTARY SCHOOL
4.14 mi away · Grades -1-5
Nearest school -- attendance-zone data not available here
4.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
533
Student:teacher ratio
14.4:1
District
MANATEE
Middle
ELECTA LEE MAGNET MIDDLE SCHOOL
4.48 mi away · Grades 6-8
Nearest school -- attendance-zone data not available here
3.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
780
Student:teacher ratio
16.6:1
District
MANATEE
High
BAYSHORE HIGH SCHOOL
4.84 mi away · Grades 9-12
Nearest school -- attendance-zone data not available here
2.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
1,385
Student:teacher ratio
19.2:1
District
MANATEE

Walkability

Blended score for LONGBOAT KEY's center, calculated by INNOVATE Real Estate from two sources: the EPA's National Walkability Index (street network, transit, land-use mix) and Google Places amenity data (what's actually reachable on foot from this point). 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

52
Somewhat walkable
out of 100
EPA National Walkability Index
12.3 / 20 -- Above average walkable
Google Places amenity density
38 / 100
Restaurants & cafes10
Grocery stores1
Parks1
Schools0
Transit stops1
Pharmacies0

Mortgage calculator

Estimate only - actual rate and payment depend on your lender, credit, and loan program.

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Est. monthly payment
$231,700/mo
$7,690,000 down
$30,760,000 loan
Principal & interest$199,509
Property tax (est.)$32,042
Home insurance (est.)$150

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Data source: Listing information provided by Stellar MLS (mfrmls) via Trestle/CoreLogic. Last updated June 10, 2026.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.