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$38,450,000

5965 GULF OF MEXICO DR, Longboat Key, FL 34228

Active
11
Beds
17
Baths
17,199
Sq Ft
$2,235
Per Sq Ft
2026
Built
96
Days Listed
7
Garage
1.64
Acres

About This Property

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.

Facts & Features

Interior
Bedrooms11
Full Bathrooms13
Half Bathrooms4
Interior Sq Ft17,199
Total Structure Area32,165 sqft
FireplaceYes
FlooringHardwood, Tile
HeatingCentral, Electric
CoolingCentral Air, Zoned
AppliancesBar Fridge, Built-In Oven, Dishwasher, Disposal, Dryer, Freezer, Ice Maker, Micr
LaundryInside, Laundry Room
Interior FeaturesBuilt-in Features, Ceiling Fans(s), Central Vaccum, Eat-in Kitchen, Elevator, Ki
Window FeaturesStorm Window(s)
Property
Construction
Utilities
Community & HOA
Financial & Listing Details

Rooms

Room types: Kitchen, Great Room, Dining Room, Primary Bedroom, Bedroom 2, Bathroom 3, Bathroom 4, Bedroom 5, Loft, Media Room

Kitchen
LevelSecond
Dimensions21x28
Great Room
LevelSecond
Dimensions30x35
Dining Room
LevelSecond
Dimensions14x22
Primary Bedroom
LevelSecond
Dimensions18x26
Bedroom 2
LevelSecond
Dimensions17x24
Bathroom 3
LevelThird
Dimensions16x21
Bathroom 4
LevelThird
Dimensions16x19
Bedroom 5
LevelThird
Dimensions18x22
Loft
LevelThird
Dimensions22x22
Media Room
LevelThird
Dimensions17x29

Schools

High SchoolBayshore High C
School assignments and grades are informational — verify boundaries with the school district before purchasing.

Price History

Mar 6, 2026 Listed $38,450,000

Listed by DOUGLAS ELLIMAN · MLS# A4681869

Recently Sold in 34228

500 OUTRIGGER LN
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455 LONGBOAT CLUB RD #707, 34228
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🏠
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Properties displayed may be listed or sold by various participants in the MLS


Listing information © 2026 My Florida Regional MLS DBA Stellar MLS. All Rights Reserved. Data deemed reliable but not guaranteed. Last updated: 2026-06-10.
IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
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Florida Property Finder · LPT Realty, LLC
Mike Valdes
Mike Valdes
Florida Property Finder · LPT Realty
(813) 548-5618
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