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3440 GULFMEAD DRIVE, Sarasota, FL 34242 (Sold on )

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 $13,950,000

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  • 5 BedBeds
  • 6 BathBaths
  • 6,596 SqFtSqFt
  • TypeResidential
  • Active
  • MLS# A4679384

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.

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Property Details 3440 GULFMEAD DRIVE, SARASOTA, FL 34242

Facts & Features

  • MLS #: A4679384
  • Status: Active
  • Type: Residential
  • SubType: Single Family Residence
  • Year Built: 2008
  • Price: $13,950,000
  • Acres: 0.72
  • Area: 34242 - Sarasota/Crescent Beach/Siesta Key
  • County: Sarasota
  • Bedrooms: 5
  • Bathrooms: 6
  • Full Baths: 4
  • Half Baths: 2
  • Total SqFt: 6,596

Amenities

  • Parking: Tandem, Workshop in Garage
  • Garage Spaces: 6
  • View: Water
  • Waterfront: Yes
  • Waterfront Type: Gulf/Ocean
  • Pool: Yes
  • Pool Type: In Ground, Lap, Salt Water
  • Pets: Yes

Interior Features

  • 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
  • Flooring: Brick, Other, Wood
  • Utilities: BB/HS Internet Available, Cable Connected, Electricity Connected, Natural Gas Available, Propane, Sewer Connected, Sprinkler Well, Water Connected
  • Heating: Central, Electric, Zoned
  • Cooling: Central Air, Zoned
  • # of Stories: 3

Exterior Features

  • Style: Custom, Florida
  • Exterior Features: French Doors, Lighting, Outdoor Shower, Rain Gutters
  • Lot Description: FloodZone, City Limits, Landscaped, Street Dead-End, Paved
  • Windows: Drapes, Rods, Storm Window(s)
  • Roof: Metal
  • Construction: Block, Concrete, Stucco

Additional Information

  • List Date: 02/05/2026
  • Zoning: RSF1

Tax Information

  • Tax Amount: $58,421
  • Tax Year: 2025

Estimated Monthly Mortgage Calculator

This calculator is provided for informational purposes. You should not make any decisions based simply on the information provided. Values indicated are estimates and may not be accurate and are only to be used as a guide. This calculator should not be relied upon in any way as the sole source of information. Please consult your financial, tax or legal advisers for an accurate assessment of your mortgage payments and any advice relating to your personal circumstances.

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