$13,950,000
3440 Gulfmead Drive Sarasota, FL 34242 - BIG PASS
For Sale MLS# A4679384
5 beds 6 baths 6,596 sq ft Single Family
Details for 3440 Gulfmead Drive
MLS# A4679384
Description for 3440 Gulfmead Drive, Sarasota, FL, 34242 - BIG PASS
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.
Listing Information
Property Type: Residential, Single Family Residence
Status: Active
Bedrooms: 5
Bathrooms: 6
Lot Size: 0.72 Acres
Square Feet: 6,596 sq ft
Year Built: 2008
Garage: Yes
Stories: 1 Story
Construction: Block,Concrete,Stucco
Construction Display: New Construction
Subdivision: Gulfmead Estates
Builder: ML Collingwood
Foundation: Pillar/Post/Pier
County: Sarasota
Construction Status: New Construction
Room Information
Main Floor
Dining Room: 14x17
Office: 14x14
Library: 13x17
Dinette: 16x21
Kitchen: 18x20
Living Room: 29x17
Bedroom 2: 14x21
Upper Floor
Bedroom 5: 18x13
Bedroom 4: 20x11
Bedroom 3: 14x16
Primary Bedroom: 17x18
Bathrooms
Full Baths: 4
1/2 Baths: 2
Additonal Room Information
Laundry: Washer Hookup, Laundry Room, Inside, Electric Dryer Hookup
Interior Features
Appliances: Wine Refrigerator, Water Purifier, Bar Fridge, Ice Maker, Exhaust Fan, Water Softener, Electric Water Heater, Range Hood, Washer, Microwave, Range, Refrigerator, Dishwasher, Disposal, Dryer
Flooring: Brick,Other,Wood
Doors/Windows: Window Treatments, Drapes, Storm Window(s), Rods
Fireplaces: Wood Burning, Living Room
Additional Interior Features: Ceiling Fan(s), Elevator, Vaulted Ceiling(s), Wet Bar, Eat-In Kitchen, Window Treatments, Split Bedrooms, Walk-In Closet(s), High Ceilings, Attic, Built-in Features, Separate/Formal Dining Room, Crown Molding, Upper Level Primary, Open Floorplan, Separate/Formal Living Room, Wood Cabinets, Stone Counters
Utilities
Water: Well, Public
Sewer: Public Sewer
Other Utilities: Cable Connected,Electricity Connected,Natural Gas Available,High Speed Internet Available,Propane,Sewer Connected,Water Connected
Cooling: Zoned, Central Air, Ceiling Fan(s)
Heating: Electric, Central, Zoned
Exterior / Lot Features
Attached Garage: Attached Garage
Garage Spaces: 6
Parking Description: Tandem, Workshop in Garage
Roof: Metal
Pool: In Ground, Salt Water, Lap
Lot View: Ocean,Water
Lot Dimensions: 100x298
Fencing: fenced
Additional Exterior/Lot Features: Rain Gutters, French Patio Doors, Sprinkler/Irrigation, Outdoor Shower, Lighting, Covered, Enclosed, Screened, Rear Porch, Side Porch, Wrap Around, Landscaped, City Lot, Dead End, Flood Zone
Waterfront Details
Standard Water Body: BIG PASS
Water Front Features: Ocean Access
Community Features
Community Features: Street Lights
Security Features: Security System, Fire Alarm, Security System Owned, Smoke Detector(s), Closed Circuit Camera(s)
Driving Directions
Siesta Drive straight to Gulfmead Drive. Follow road to the right and the home is the third on the left.
Financial Considerations
Terms: Cash,Conventional
Tax/Property ID: 2019060040
Tax Amount: 58420.53
Tax Year: 2025
A broker reciprocity listing courtesy: MICHAEL SAUNDERS & COMPANY
Based on information provided by Stellar MLS as distributed by the MLS GRID. Information from the Internet Data Exchange is provided exclusively for consumers’ personal, non-commercial use, and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. This data is deemed reliable but is not guaranteed to be accurate by Edina Realty, Inc., or by the MLS. Edina Realty, Inc., is not a multiple listing service (MLS), nor does it offer MLS access.
Copyright 2026 Stellar MLS as distributed by the MLS GRID. All Rights Reserved.
Payment Calculator
Interest rate and annual percentage rate (APR) are based on current market conditions, are for informational purposes only, are subject to change without notice and may be subject to pricing add-ons related to property type, loan amount, loan-to-value, credit score and other variables. Estimated closing costs used in the APR calculation are assumed to be paid by the borrower at closing. If the closing costs are financed, the loan, APR and payment amounts will be higher. If the down payment is less than 20%, mortgage insurance may be required and could increase the monthly payment and APR. Contact us for details. Additional loan programs may be available. Accuracy is not guaranteed, and all products may not be available in all borrower's geographical areas and are based on their individual situation. This is not a credit decision or a commitment to lend.
Sales History & Tax Summary for 3440 Gulfmead Drive
Sales History
| Date | Price | |
|---|---|---|
| Currently not available. | ||
Tax Summary
| Tax Year | Estimated Market Value | Total Tax |
|---|---|---|
| Currently not available. | ||
Data powered by ATTOM Data Solutions. Copyright© 2026. Information deemed reliable but not guaranteed.
Schools
Schools nearby 3440 Gulfmead Drive
| Schools in attendance boundaries | Grades | Distance | Rating |
|---|---|---|---|
| Loading... | |||
| Schools nearby | Grades | Distance | Rating |
|---|---|---|---|
| Loading... | |||
Data powered by ATTOM Data Solutions. Copyright© 2026. Information deemed reliable but not guaranteed.
The schools shown represent both the assigned schools and schools by distance based on local school and district attendance boundaries. Attendance boundaries change based on various factors and proximity does not guarantee enrollment eligibility. Please consult your real estate agent and/or the school district to confirm the schools this property is zoned to attend. Information is deemed reliable but not guaranteed.
SchoolDigger ® Rating
The SchoolDigger rating system is a 1-5 scale with 5 as the highest rating. SchoolDigger ranks schools based on test scores supplied by each state's Department of Education. They calculate an average standard score by normalizing and averaging each school's test scores across all tests and grades.
Coming soon properties will soon be on the market, but are not yet available for showings.