5965 GULF OF MEXICO DRIVE LONGBOAT KEY FL 34228 MLS #A4681869

5965 GULF OF MEXICO DRIVE
LONGBOAT KEY, FL, 34228
$38,450,000
11 Beds
15 Baths
17,199 SqFt
1.64 Acres
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MLS #A4681869 image #0
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.

Property Details

Price:
$38,450,000
MLS #:
A4681869
Status:
Active
Beds:
11
Baths:
15
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
LONGBOAT KEY
Neighborhood:
34228longboatkey
Listed Date:
Mar 6, 2026
Finished Sq Ft:
17,199
Total Sq Ft:
32,165
Lot Size:
71,251 sqft / 1.64 acres (approx)
Year Built:
2026
WaterfrontPoolTennisNewconstruction34228 – Longboat Key34228longboatkeyLongboat KeyAnna Maria ElementaryMartha B. King MiddleBayshore HighGulf Of MexicoLease Restrictions Per The Town Of Longboat Key Code.1 MonthPets Allowed

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Schools

Elementary School:
Anna Maria Elementary
Middle School:
Martha B. King Middle
High School:
Bayshore High

Interior

Appliances
Bar Fridge, Built-In Oven, Dishwasher, Disposal, Dryer, Freezer, Ice Maker, Microwave, Range, Range Hood, Refrigerator, Washer, Wine Refrigerator
Bathrooms
13 Full Bathrooms, 4 Half Bathrooms
Cooling
Central Air, Zoned
Flooring
Engineered Hardwood, Porcelain Tile
Heating
Central, Electric
Interior Features
Built-in Features, Ceiling Fan(s), Central Vacuum, Eating Space In Kitchen, Elevator, Kitchen/Family Room Combo, Open Floorplan, PrimaryBedroom Upstairs, Thermostat, Walk-In Closet(s)
Laundry Features
Inside, Laundry Room
Levels
Three Or More

Exterior

Architectural Style
Coastal, Contemporary, Custom, Elevated
Attached Garage YN
1
Community Features
Waterfront
Construction Materials
Block, Concrete, Stucco
Covered Spaces
7
Direction Faces
East
Exterior Features
Balcony, Irrigation System, Lighting, Outdoor Kitchen, Private Mailbox, Rain Gutters, Sliding Doors, Storage, Tennis Court(s)
Garage Spaces
7
Lot Features
Flood Insurance Required, FloodZone, In County, Oversized Lot
New Construction YN
1
Open Parking YN
1
Other Structures
Cabana, Guest House, Outdoor Kitchen, Tennis Court(s)
Parking Features
Covered, Driveway, Electric Vehicle Charging Station(s), Garage Door Opener, Golf Cart Parking, Ground Level, Guest, Off Street, Oversized, Split Garage, Tandem
Patio And Porch Features
Covered, Deck, Front Porch, Patio, Porch, Rear Porch
Roof
Metal
Security Features
Smoke Detector(s)
Spa Features
Heated, In Ground
View
Pool, Water
Waterfront Features
Waterfront, Beach, Gulf/Ocean
Window Features
Storm Window(s)

Financial

Tax Year
2025
Taxes
$82,342

Map

Community

Subdivisions in LONGBOAT KEY

Market Summary

Current real estate data for Single Family in LONGBOAT KEY as of May 05, 2026
175
Single Family Listed
160
Avg DOM
1,001
Avg $ / SqFt
$3,067,263
Avg List Price

Property Summary

    Located in the LONGBOAT KEY subdivision, 5965 GULF OF MEXICO DRIVE LONGBOAT KEY FL is a Single Family for sale in LONGBOAT KEY, FL, 34228. It is listed for $38,450,000 and features 11 beds, 15 baths, and has approximately 17,199 square feet of living space, and was originally constructed in 2026. The current price per square foot is $2,236. The average price per square foot for Single Family listings in LONGBOAT KEY is $1,001. The average listing price for Single Family in LONGBOAT KEY is $3,067,263. To schedule a showing of MLS#a4681869 at 5965 GULF OF MEXICO DRIVE in LONGBOAT KEY, FL, contact your CENTURY 21 Carioti agent at 800-783-8847.

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