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$4,995,000
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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.
Full Property Details
Full Property Details for 749 Freeling Dr
General
- Price: $4,995,000
- Taxes: $40,543 (2024)
- Status: Active
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: A4666354
- Updated: 12/11/2025
- Added to Site: 95 day(s) ago
Rental Information
- Min. Lease: 1 Week
Interior
- Number of Rooms: 14
- Interior Features: Built-in Features, Ceiling Fan(s), Central Vacuum, Coffered Ceiling(s), Eating Space In Kitchen
- Fireplace: Yes
- Fireplace(s): Gas, Living Room
- Appliances: Dishwasher, Disposal, Dryer, Gas Water Heater, Microwave, Range Hood, Refrigerator, Tankless Water Heater, Trash Compactor, Washer, Wine Refrigerator
- Flooring: Ceramic Tile, Travertine, Hardwood
Rooms
Bathrooms
- Total Bathrooms: 5
- Full Bathrooms: 4
- Half Bathrooms: 1
Bedrooms
- Total Bedrooms: 4
Other Rooms
- Laundry: Laundry Room
Additional Information
- Pool: Yes
- Private Pool: Yes
- Pool Description: Gunite, Heated, In Ground, Screen Enclosure
Exterior
- Exterior Features: Balcony, Hurricane Shutters, Irrigation System, Lighting, Outdoor Kitchen, Sliding Doors
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 3
- Covered Spaces: 3
Location
- Area: 34242 - Sarasota/Crescent Beach/Siesta Key
- County: Sarasota
- Development Name: 34242 - Sarasota/Crescent Beach/Siesta Key
- Subdivision: BAY ISLAND SHORES
- Driving 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.
- Direction Faces: South
School Information
- Elementary School: Phillippi Shores Elementary
- Middle School: Brookside Middle
- High School: Sarasota High
Community
- Community Name: 34242 - Sarasota/Crescent Beach/Siesta Key
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Central, Zoned
Utilities
- Sewer: Public Sewer
- Water: Public, Well
- Utility Description: Electricity Connected, Fiber Optics, Natural Gas Connected, Sewer Connected, Underground Utilities, Water Connected
Structural Information
- Exterior Const.: Concrete
- Roof: Tile
- Stories/Levels: Two
- Square Feet: 6,827
- Sq. Ft. Source: Public Records
- Year Built: 1997
Lot Features
- Lot Size (Acres): 0.44
- Lot Size (Sq. Ft.): 19,177
- Lot Size: 19177
- Street/Road Desc.: Paved
Water Features
- Water Front: Yes
- Water Access: Yes
- Water Access Desc: Intracoastal Waterway
- Water Extras: Yes
- Water Front Desc.: Intracoastal Waterway
Green Features
- Energy Efficient: Thermostat, Water Heater
- Indoor Air Quality: Whole House Vacuum System
Financial Considerations
- Tax Amount: $40,543
- Tax Year: 2024
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: LOT 38 BAY ISLAND SHORES UNIT 2
- Flood Zone Info: AE
- APN: 2019160001
- Property ID: 2019160001
Listed by Douglas Elliman
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Schools
Schools serving 749 Freeling Dr
School District:Sarasota County School District
| Name | Grades | Distance |
|---|---|---|
Phillippi Shores Elementary School 4747 South Tamiami Trail, Sarasota, FL 34231 | PK-5 | 1.8 mi |
Brookside Middle School 3636 South Shade Avenue, Sarasota, FL 34239 | 6-8 | 1.6 mi |
Sarasota High School 2155 Bahia Vista Street, Sarasota, FL 34239 | 9-12 | 2.2 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 749 Freeling Dr
Date
Details
Price
Change
Source
12/11/2025
Price Reduced
$4,995,000
-13.12%
MLS
10/13/2025
Listed
$5,749,000
79.66%
MLS
8/18/2015
Sold
$3,200,000
—
Public Record
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 749 Freeling Dr
Year
Property Taxes
Change
Tax Assessment
Change
2024
$40,543
3%
$2,721,642
3%
2023
$39,493
2%
$2,642,371
3%
2022
$38,604
-1%
$2,565,409
3%
2021
$38,834
—
$2,490,688
1%
2021
$38,834
-5%
$2,456,300
-4%
2019
$40,956
-1%
$2,566,100
-1%
2018
$41,413
7%
$2,587,011
8%
2017
$38,598
-9%
$2,387,300
-7%
2016
$42,268
95%
$2,570,700
100%
2015
$21,656
—
$1,284,416
1%
2014
$21,641
—
$1,274,222
2%
2013
$21,606
—
$1,255,391
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 749 Freeling Dr
749 Freeling Drive, Sarasota, FL 34242 (MLS# A4666354) is a Single Family property with 4 bedrooms, 4 full bathrooms and 1 partial bathroom. 749 Freeling Drive is currently listed for $4,995,000 and was received on October 13, 2025. Want to learn more about 749 Freeling Drive? Do you have questions about finding other Single Family real estate for sale in Sarasota? You can browse all Sarasota real estate or contact a Coldwell Banker agent to request more information.

