749 FREELING DRIVE Sarasota, FL $ 4,995,000
749 FREELING DRIVE
$ 4,995,000
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749 FREELING DRIVE

Sarasota, FL, 34242
$ 4,995,000
Bedrooms4 Baths4.1 Sq 6,827

Monthly Estimate*

$ 30,755

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Single Family Home for sale in Sarasota, FL

for $4,995,000 with 4 bedrooms and 4 full baths, 1 half bath. This 6,827 square foot home was built in 1997 on a lot size of 0.44.

Under contract-accepting backup offers. 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.

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Single Family Pending

Price

$ 4,995,000

Bedrooms

4

Full Bath

4

Half Bath

1

Property Type

Single Family

Taxes

$ 40,543

Style

Single Family Residence

Lot Size

0.44

Year Built

1997

Town/City

Sarasota

County/Region

Sarasota

MLS | Web ID

A4666354

Features
General
Sewer Public Sewer
Heating Central Zoned
Cooling Central Air
Utilities Electricity Connected Fiber Optics Natural Gas Connected Sewer Connected Underground Utilities Water Connected
Roof Tile
Appliances Dishwasher Disposal Dryer Gas Water Heater Microwave Range Hood Refrigerator Tankless Water Heater Trash Compactor Washer Wine Refrigerator
Zoning RSF1
Garage Spaces 3
Pool Features Gunite Heated In Ground Screen Enclosure
Construction Materials Concrete
Year Built 1997
Levels Two
Property Subtype Single Family Residence
Tax Year 2024
Ownership Fee Simple
Waterfront Features Intracoastal Waterway
County Sarasota
New Construction false
Property Type Residential
Attached Garage true
Energy Efficient Thermostat Water Heater
Subdivision Name BAY ISLAND SHORES
Facing Direction South
Garage Y/N true
Green Indoor Air Quality Whole House Vacuum System
Total Rooms 14
Full Baths 4
Status Pending
Directions From US 41 and Siesta Drive: West on Siesta Drive over the north bridge to Siesta Key. Turn left onto Flamingo Ave. Turn left onto Freeling Drive and follow to the property on the left.
High School Sarasota High
City SARASOTA
Senior Community Y/N false
MLS Area 34242 - Sarasota/Crescent Beach/Siesta Key
Lot Size Units Square Feet
Lot Size Square Feet 19177
Carport Y/N false
Elementary School Phillippi Shores Elementary
Land Lease Y/N false
Tax Annual Amount 40543
Middle/Junior High School Brookside Middle
Additional Parcels Y/N false
Lease Considered Y/N true
Virtual Tour https://listings.threesixtyviews.net/videos/0199c481-a0d4-7088-88c3-0b0e0ca467d5 https://listings.threesixtyviews.net/sites/jnzwwov/unbranded
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Pending
Occupancy Type Owner
Tax Lot 38
Legal Description LOT 38 BAY ISLAND SHORES UNIT 2
Water Access Type Intracoastal Waterway
Minimum Lease 1 Week
Water Access Y/N true
Water View Y/N false
Flood Zone Code AE
DockY/N true
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Interior
Interior Amenities Built-in Features Ceiling Fan(s) Central Vacuum Coffered Ceiling(s) Eating Space In Kitchen
Flooring Ceramic Tile Travertine Hardwood
Fireplace Features Gas Living Room
Air Conditioning Y/N true
Heating Y/N true
Fireplace Y/N true
Half Baths 1
Laundry Features Laundry Room
Total Bedrooms 4
Total Baths 5
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Exterior
Exterior Amenities Balcony Hurricane Shutters Irrigation System Lighting Outdoor Kitchen Sliding Doors
Water Source Public Well
Lot Size Area 19177
Foundation Details Block Stilt/On Piling
Building Area Total 9628
Lot Size Acres 0.44
Road Surface Type Paved
Private Pool true
Waterfront Y/N true
Covered Spaces 3
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* Excluded Features
List By
Douglas Elliman

Broker

nikki.taylor@elliman.com

Email

Affordability Calculator

$34,134
Per Month
90%
10%
0%
Monthly Principal & Interest
$30,755
Monthly Property Taxes
$3,379
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
0 Elementary School
0 Middle School
Sarasota High High School High School
Pricing History
DatePricePrice ChangeDescription
12/19/2025$4,995,000 Listed Price

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749 FREELING DRIVE, Sarasota, FL, 34242 is a Single Family Home for sale at $4,995,000 with 6,827 sqft and a lot size of 0.44. 749 FREELING DRIVE has 4 bedrooms, 4.1 baths, and was built in 1997. The property's zip code is 34242 which is in Sarasota, FL