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Isaac Loviglio

opentoclose@livingluxury.homes +1(941) 241-2581

$13,950,000

Est. payment - /mo

5 Beds

6 Baths

6,596 SqFt

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UPDATED:

Key Details

Property Type Single Family Home

Sub Type Single Family Residence

Listing Status Active

Purchase Type For Sale

Square Footage 6,596 sqft

Price per Sqft $2,114

Subdivision Gulfmead Estates

MLS Listing ID A4679384

Bedrooms 5

Full Baths 4

Half Baths 2

Construction Status Completed

HOA Y/N No

Year Built 2008

Annual Tax Amount $58,420

Lot Size 0.720 Acres

Acres 0.72

Lot Dimensions 100x298

Property Sub-Type Single Family Residence

Source Stellar MLS

Property Description

Discover a rare opportunity to enjoy pristine Gulf views, aquamarine waters, and a deep-water dock on the very North end of Siesta Key, just minutes to downtown Sarasota. One of Siesta Key's most stunning and secluded waterfront sites — a residence offering a rare combination of historic significance, panoramic views of Big Pass, and exceptional structural integrity. Located approximately 200 feet south of civic leader Henry Higel's early 20th-century Higelhurst Hotel, the pioneering developer's beloved coastal breezes still beckon family and friends to enjoy swimming, water sports, boating, fishing, shoreline picnics, and direct, no-bridge access to the sparkling Gulf. Multiple covered porches and expansive windows provide front-row views of vivid sunsets and frolicking dolphins. Named for its pineapple stair finials symbolizing welcome, the Pineapple House was built in 2008 with an engineer-homeowner's meticulous eye for detail. Constructed on pilings and grade beams, the home is set on a 31,293-square-foot lot and encompasses 6,596 square feet under air, with more than 13,000 total square feet. Designed by Diane Weinman with a refined Boca Grande aesthetic and built by ML Collingwood, the dwelling projects enduring quality, thoughtful engineering, and elevated coastal living. Enter through the impressive double doors to a sensual treat of symmetry and light. Main-level windows crowned with transoms frame views of the tropical blue sky. Walnut engineered flooring, Jerusalem stone, eight-foot doors, custom millwork, and generous closets enhance both functionality and beauty throughout. Scaled to feel both warm and elegant, the interiors are enriched with refined finishes and thoughtful architectural detailing. Living spaces encompass a formal dining room with butler's pantry, living room, bookcase-lined library or sitting room, private office with built-in desk and cabinetry, dedicated home gym, and a flexible gathering room. A second primary or guest suite on the main level offers a private sitting area, breakfast bar, screened porch, and picture-perfect water views. An elevator conveniently serves all three floors. The chef's kitchen anchors the main living areas with honed granite countertops, Sub-Zero appliances, custom Campbell cabinetry, and a walk-in pantry, opening to casual dining spaces and sun-filled outdoor porches. Upstairs, the primary suite is a tranquil retreat featuring a spa-inspired bath, oversized walk-in closet, shaded terrace, and outdoor shower. The expansive dock features two boat lifts: one 22,000-pound lift suitable for a 32- to 36-foot vessel and a second 10,000-pound lift. A humidity-controlled four-car tandem garage and a separate two-car garage accommodate up to six vehicles along with extensive marine and recreational gear. Solar panels and a 30kW generator underscore the home's focus on energy efficiency and resilience. Outdoor living is highlighted by a 20,000-gallon heated saltwater lap pool surrounded by Shellcrete patios and Ipe decking. A perched beach with fire pit and swings welcomes gatherings overlooking Big Pass, while a 75-foot rear setback ensures privacy within a lushly landscaped yard. Rich in history, resilient and luxurious, intimate and refined, this is Sarasota waterfront living at its most authentic and coveted.

Location

State FL

County Sarasota

Community Gulfmead Estates

Area 34242 - Sarasota/Crescent Beach/Siesta Key

Zoning RSF1

Rooms

Other Rooms Attic, Breakfast Room Separate, Den/Library/Office, Family Room, Formal Dining Room Separate, Formal Living Room Separate, Inside Utility, Interior In-Law Suite w/Private Entry, Storage Rooms

Interior

Interior Features Built-in Features, Ceiling Fans(s), Crown Molding, Eat-in Kitchen, Elevator, High Ceilings, Open Floorplan, PrimaryBedroom Upstairs, Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Vaulted Ceiling(s), Walk-In Closet(s), Wet Bar, Window Treatments

Heating Central, Electric, Zoned

Cooling Central Air, Zoned

Flooring Brick, Other, Wood

Fireplaces Type Living Room, Wood Burning

Furnishings Unfurnished

Fireplace true

Appliance Bar Fridge, Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Ice Maker, Kitchen Reverse Osmosis System, Microwave, Range, Range Hood, Refrigerator, Washer, Water Filtration System, Water Softener, Wine Refrigerator

Laundry Electric Dryer Hookup, Inside, Laundry Room, Washer Hookup

Exterior

Exterior Feature French Doors, Lighting, Outdoor Shower, Rain Gutters

Parking Features Tandem, Workshop in Garage

Garage Spaces 6.0

Fence Fenced

Pool In Ground, Lap, Salt Water

Community Features Street Lights

Utilities Available BB/HS Internet Available, Cable Connected, Electricity Connected, Natural Gas Available, Propane, Sewer Connected, Sprinkler Well, Water Connected

Waterfront Description Gulf/Ocean

View Y/N Yes

Water Access Yes

Water Access Desc Gulf/Ocean to Bay

View Water

Roof Type Metal

Porch Covered, Enclosed, Rear Porch, Screened, Side Porch, Wrap Around

Attached Garage true

Garage true

Private Pool Yes

Building

Lot Description FloodZone, City Limits, Landscaped, Street Dead-End, Paved

Story 3

Entry Level One

Foundation Stilt/On Piling

Lot Size Range 1/2 to less than 1

Builder Name ML Collingwood

Sewer Public Sewer

Water Public, Well

Architectural Style Custom, Florida

Structure Type Block,Concrete,Stucco

New Construction false

Construction Status Completed

Others

Pets Allowed Yes

Senior Community No

Ownership Fee Simple

Acceptable Financing Cash, Conventional

Listing Terms Cash, Conventional

Special Listing Condition None

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Listed by Jennifer Linehan MICHAEL SAUNDERS & COMPANY

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Isaac Loviglio

+1(941) 241-2581

Agent | License ID: SL3466395

Agent License ID: SL3466395

3440 GULFMEAD DR Sarasota, FL 34242

Isaac Loviglio

Key Details

Location

Rooms

Interior

Exterior

Building

Others

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3440 GULFMEAD DR