749 Freeling Drive, Sarasota, FL 34242

$4,700,000
4
BD
5
BA
6,827
SqFt

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Sold Price
$4,700,000
List Price
$4,995,000
Status
Sold
Days on Market
107
Closing Date
Apr 01, 2026
MLS#
A4666354
Property Style
Single Family
Year Built
1997
Bedrooms
4
Bathrooms
5
Baths Half
1
Living Area
6,827
Lot Size
19,177
Acres
0.44
Total Acreage
1/4 to less than 1/2
Legal Subdivision Name
Bay Island Shores
Community Name
Bay Island Shores
MLS Area Major
Sarasota/Crescent Beach/Siesta Key

Property Description

Welcome to Casa Della Fontana — The Fountain House. Nestled on the tranquil north end of Siesta Key, this gated waterfront estate is a blend of seaside serenity, architectural distinction, and lifestyle luxury. Perched on a deep, sailboat-accessible bayou that connects to the Intracoastal Waterway, the almost half acre lot provides generous room for outdoor living, boat docking, and privacy. Built by Magnum Builders, this residence was recently transformed through a multi-year, high-end renovation to blend modern amenities with timeless character. The home is engineered with concrete footings, steel pilings, and reinforced concrete/rebar, designed for storm resilience. A Spanish barrel tile roof (2024), hurricane-rated garage doors and a whole-house generator round out the safety and durability features. This residence spans 6,827? square feet of air-conditioned living space offering 4 bedrooms, 4 full baths, and 1 half bath. At the heart of the home is the great room, soaring to 20-foot ceilings, commanding sweeping water views, and anchored by a two-story library wall. A gallery and loft overlook the formal dining space, and elegant iron railings and hand-hewn wood trestles bring an artisanal, Old World feel. A hidden wood-paneled staircase adds a dramatic, secretive touch. The gourmet kitchen is outfitted with Wolf, Sub-Zero, and Miele appliances, quartzite countertops, a coffered ceiling, a waterfront breakfast nook, and a walk-in pantry. Hand-hewn beams extend throughout the kitchen and lanai, harmonizing the interior and exterior aesthetic. The primary suite is a sanctuary: two private balconies, dual bathrooms, a central walk-in shower with dual entry, and twin walk-in closets. The guest wing, with three bedrooms and three baths, provides privacy and independent access to the driveway. Additional interior amenities include a media/game room, office/library, elevator, high ceilings, built-in features, central vacuum, and smart home automation. Designed for entertaining and coastal living, the property features a heated/in-ground gunite pool with spa, a sizable lanai with kitchen and multiple alfresco seating areas. For boating enthusiasts, the dock features three lifts and docking for large vessels. Living here means effortless access to both island leisure and Sarasota urban life. You’re just minutes from Siesta Beach’s famed white sand, Siesta Key Village’s shops and restaurants, and the art, culture, dining, and amenities of downtown Sarasota. The home’s deep-water location makes boat outings to the Gulf a delight. Casa Della Fontana is more than a house — it’s a waterfront masterpiece built for those who demand beauty, durability, and lifestyle in equal measure. With its structural reinforcements, state-of-the-art systems, and sophisticated design, it offers both peace of mind and the romance of island water front living.

Additional Information

Taxes
$40543
Minimum Lease
1 Week
Community Features
No Deed Restriction
Property Description
Two Story
Zoning
RSF1
Interior Layout
Built-in Features, Ceiling Fans(s), Central Vaccum, Coffered Ceiling(s), Eat-in Kitchen
Interior Features
Built-in Features, Ceiling Fans(s), Central Vaccum, Coffered Ceiling(s), Eat-in Kitchen
Floor
Ceramic Tile, Travertine, Wood
Appliances
Dishwasher, Disposal, Dryer, Gas Water Heater, Microwave, Range Hood, Refrigerator, Tankless Water Heater, Trash Compactor, Washer, Wine Refrigerator
Utilities
Electricity Connected, Fiber Optics, Natural Gas Connected, Sewer Connected, Underground Utilities, Water Connected
Heating
Central, Zoned
Air Conditioning
Central Air
Fireplace Description
Gas, Living Room
Exterior Construction
Concrete
Exterior Features
Balcony, Hurricane Shutters, Lighting, Outdoor Kitchen, Sliding Doors
Roof
Tile
Foundation
Block, Stilt/On Piling
Pool
Private
Pool Type
Gunite, Heated, In Ground, Screen Enclosure
Garage Carport
3 Car Garage
Garage Spaces
3
Elementary School
Phillippi Shores Elementary
Middle School
Brookside Middle
High School
Sarasota High
Water Extras
Bridges - No Fixed Bridges, Davits, Fishing Pier, Lift, Sailboat Water
Water Access
Intracoastal Waterway
Water Frontage
Intracoastal Waterway
Flood Zone Code
AE
Parcel ID
2019160001
Legal Description
LOT 38 BAY ISLAND SHORES UNIT 2

Listing courtesy of DOUGLAS ELLIMAN. Lena White

Selling Office: COLDWELL BANKER REALTY.

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