749 Freeling Dr Sarasota, FL 34242
Estimated payment $29,111/month
Highlights
- Dock has access to electricity and water
- Property fronts an intracoastal waterway
- Screened Pool
- Phillippi Shores Elementary School Rated A
- Boat Lift
- Fish Cleaning Station
About This Home
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.
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $40,543
Year Built
- Built in 1997
Lot Details
- 0.44 Acre Lot
- Property fronts an intracoastal waterway
- South Facing Home
- Irrigation Equipment
- Property is zoned RSF1
Parking
- 3 Car Attached Garage
Home Design
- Bi-Level Home
- Block Foundation
- Tile Roof
- Concrete Siding
- Pile Dwellings
Interior Spaces
- 6,827 Sq Ft Home
- Built-In Features
- Built-In Desk
- Shelving
- Coffered Ceiling
- Ceiling Fan
- Gas Fireplace
- Sliding Doors
- Entrance Foyer
- Great Room
- Living Room with Fireplace
- Dining Room
- Home Office
- Library
- Hurricane or Storm Shutters
Kitchen
- Breakfast Area or Nook
- Eat-In Kitchen
- Dinette
- Walk-In Pantry
- Range Hood
- Microwave
- Dishwasher
- Wine Refrigerator
- Wolf Appliances
- Trash Compactor
- Disposal
Flooring
- Wood
- Ceramic Tile
- Travertine
Bedrooms and Bathrooms
- 4 Bedrooms
- En-Suite Bathroom
- Private Water Closet
- Claw Foot Tub
- Shower Only
Laundry
- Laundry Room
- Dryer
- Washer
Eco-Friendly Details
- Energy-Efficient Thermostat
- Whole House Vacuum System
Pool
- Screened Pool
- Heated In Ground Pool
- Gunite Pool
- Fence Around Pool
Outdoor Features
- Access To Intracoastal Waterway
- Sailboat Water Access
- Fishing Pier
- No Fixed Bridges
- Davits
- Boat Lift
- Dock has access to electricity and water
- Balcony
- Outdoor Kitchen
- Exterior Lighting
Schools
- Phillippi Shores Elementary School
- Brookside Middle School
- Sarasota High School
Utilities
- Zoned Heating and Cooling System
- Underground Utilities
- Natural Gas Connected
- Well
- Tankless Water Heater
- Gas Water Heater
- Fiber Optics Available
Listing and Financial Details
- Visit Down Payment Resource Website
- Tax Lot 38
- Assessor Parcel Number 2019160001
Community Details
Overview
- No Home Owners Association
- Bay Island Shores Community
- Bay Island Shores Subdivision
Recreation
- Fish Cleaning Station
Map
Home Values in the Area
Average Home Value in this Area
Tax History
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $40,543 | $2,800,570 | -- | -- |
| 2024 | $39,493 | $2,721,642 | -- | -- |
| 2023 | $39,493 | $2,642,371 | $0 | $0 |
| 2022 | $38,604 | $2,565,409 | $0 | $0 |
| 2021 | $38,834 | $2,490,688 | $0 | $0 |
| 2020 | $39,308 | $2,456,300 | $1,119,000 | $1,337,300 |
| 2019 | $40,956 | $2,566,100 | $1,239,700 | $1,326,400 |
| 2018 | $41,413 | $2,587,011 | $0 | $0 |
| 2017 | $38,598 | $2,387,300 | $1,226,000 | $1,161,300 |
| 2016 | $42,268 | $2,570,700 | $1,213,900 | $1,356,800 |
| 2015 | $21,656 | $2,140,600 | $1,113,000 | $1,027,600 |
| 2014 | $21,641 | $1,255,391 | $0 | $0 |
Property History
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 01/28/2026 01/28/26 | Pending | -- | -- | -- | |
| 12/11/2025 12/11/25 | Price Changed | $4,995,000 | -13.1% | $732 / Sq Ft | |
| 10/13/2025 10/13/25 | For Sale | $5,749,000 | +79.7% | $842 / Sq Ft | |
| 08/18/2015 08/18/15 | Sold | $3,200,000 | -11.1% | $651 / Sq Ft | View Prior Sale |
| 05/22/2015 05/22/15 | Pending | -- | -- | -- | |
| 05/01/2015 05/01/15 | For Sale | $3,600,000 | +12.5% | $732 / Sq Ft | |
| 05/01/2015 05/01/15 | Off Market | $3,200,000 | -- | -- | |
| 12/13/2013 12/13/13 | For Sale | $3,600,000 | -- | $732 / Sq Ft |
Purchase History
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Warranty Deed | $3,200,000 | Attorney | |
| Interfamily Deed Transfer | -- | Attorney |
Source: Stellar MLS
MLS Number: A4666354
APN: 2019-16-0001
- 620 Freeling Dr
- 732 Siesta Dr
- 684 Freeling Dr
- 763 Siesta Dr
- 878 Freeling Dr
- 894 Freeling Dr
- 527 Freeling Dr
- 831 Siesta Dr
- 617 Siesta Dr
- 3799 Flamingo Ave
- 838 Norsota Way
- 3473 Hamilton Ave
- 854 Norsota Way
- 3607 Flamingo Ave
- 3721 Flamingo Ave
- 843 Norsota Way
- 3722 Flamingo Ave
- 3821 Flamingo Ave
- 3455 Anglin Dr
- 3550 Flamingo Ave
Ask me questions while you tour the home.