749 Freeling Dr
Siesta Key, FL 34242
Bay Isle-Siesta- 4 Beds
- 4.5 Baths
- 6,827 sqft (on 0.44 acres)
$4,700,000
Last Sold: Apr 1, 2026
6% below list $5M
$688/sqft
Est. Refi. Payment $28,765/mo*
$4,700,000
Last Sold: Apr 1, 2026
6% below list $5M
$688/sqft
Est. Refi. Payment $28,765/mo*
4 Beds
4.5 Baths
6,827 sqft
(on 0.44 acres)
Local Information
-- mins to
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.
749 Freeling Dr, Siesta Key, FL 34242 is a 4 bedroom, 5 bathroom, 6,827 sqft single-family home in Bay Isle-Siesta, built in 1997. It last sold for $4,700,000 on Apr 1, 2026 (6% below the $4,995,000 asking price). It is currently off market. The Trulia Estimate is $4,519,900, with a rent estimate of $9,093/month.
Home Highlights
Parking
3 Car Garage
Outdoor
Pool
View
No Info
HOA
None
Price/Sqft
$688/sqft
Listed
180+ days ago
Home Details for 749 Freeling Dr
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Interior Details Number of Rooms: 14Types of Rooms: Primary Bedroom, Bedroom 2, Bedroom 4, Primary Bathroom, Bathroom 3, Balcony Porch Lanai, Dinette, Dining Room, Foyer, Great Room, Kitchen, Laundry, Library, Office |
Beds & Baths Number of Bedrooms: 4Number of Bathrooms: 5Number of Bathrooms (full): 4Number of Bathrooms (half): 1 |
Dimensions and Layout Living Area: 6827 Square Feet |
Appliances & Utilities Utilities: Electricity Connected, Fiber Optics, Natural Gas Connected, Sewer Connected, Underground Utilities, Water ConnectedAppliances: Dishwasher, Disposal, Dryer, Gas Water Heater, Microwave, Range Hood, Refrigerator, Tankless Water Heater, Trash Compactor, Washer, Wine RefrigeratorDishwasherDisposalDryerLaundry: Laundry RoomMicrowaveRefrigeratorWasher |
Heating & Cooling Heating: Central,ZonedHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Central |
Fireplace & Spa Fireplace: Gas, Living RoomHas a Fireplace |
Gas & Electric Has Electric on Property |
Windows, Doors, Floors & Walls Window: Hurricane Shutters, Hurricane Shutters/WindowsDoor: Outdoor Kitchen, Sliding DoorsFlooring: Ceramic Tile, Travertine, Hardwood |
Levels, Entrance, & Accessibility Stories: 2Levels: TwoFloors: Ceramic Tile, Travertine, Hardwood |
View No View |
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Exterior Home Features Roof: TileExterior: Balcony, Irrigation System, Lighting, Outdoor KitchenFoundation: Block, RaisedHas a Private Pool |
Parking & Garage Number of Garage Spaces: 3Number of Covered Spaces: 3No CarportHas a GarageHas an Attached GarageParking Spaces: 3Parking: Garage Attached |
Pool Pool: Gunite, Heated, In Ground, Screen EnclosurePool |
Frontage WaterfrontWaterfront: Intracoastal Waterway, Intracoastal Waterway Access, Bridges - No Fixed Bridges, Davits, Fishing Pier, Lift, Sailboat WaterRoad Surface Type: PavedOn Waterfront |
Water & Sewer Sewer: Public Sewer |
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Cumulative Days on Market: 370 |
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Year Built Year Built: 1997 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family Residence |
Building Construction Materials: ConcreteNot a New ConstructionNo Additional Parcels |
Property Information Parcel Number: 2019160001 |
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Price List Price: $4,995,000Price Per Sqft: $688/sqft |
Status Change & Dates Off Market Date: Wed Jan 28 2026 |
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MLS Status: Sold |
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Direction & Address City: SARASOTACommunity: BAY ISLAND SHORES |
School Information Elementary School: Phillippi Shores ElementaryJr High / Middle School: Brookside MiddleHigh School: Sarasota High |
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Building Area Building Area: 9628 Square Feet |
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Not Senior Community |
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Association for this Listing: Sarasota - ManateeNo HOA |
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Lot Area: 0.44 acres |
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Special Conditions: None |
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Energy Efficiency Features: Thermostat, Water Heater |
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Business Information Ownership: Fee Simple |
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Mls Number: A4666354Showing Advance Notice: 24Showing AttendedShowing Requirements: 24 Hour Notice, Listing Agent Must Accompany, ShowingTimeUniversal Property Id: US-12115-N-2019160001-R-N |
Last check for updates: about 8 hours ago
Listed by Nikki Taylor, (941) 587-9060
DOUGLAS ELLIMAN, (941) 867-6199
Bought with: Monica Verinder, (941) 704-4040, COLDWELL BANKER REALTY, (941) 383-6411
Originating MLS: Sarasota - Manatee
Source: Stellar MLS, MLS#A4666354

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Listing Information presented by local MLS brokerage: Zillow, Inc - (407) 904-3511
Listing Information presented by local MLS brokerage: Zillow, Inc - (407) 904-3511
Price History for 749 Freeling Dr
| Date | Price | Event | Source |
|---|---|---|---|
| 04/01/2026 | $4,700,000 | Sold | Stellar MLS #A4666354 |
| 01/28/2026 | $4,995,000 | Pending | Stellar MLS #A4666354 |
| 12/11/2025 | $4,995,000 | PriceChange | Stellar MLS #A4666354 |
| 10/13/2025 | $5,749,000 | Listed For Sale | Stellar MLS #A4666354 |
| 09/26/2025 | $5,950,000 | ListingRemoved | Stellar MLS #A4632580 |
| 01/06/2025 | $5,950,000 | Listed For Sale | Stellar MLS #A4632580 |
| 05/21/2024 | $5,950,000 | ListingRemoved | Stellar MLS #A4586454 |
| 02/21/2024 | $5,950,000 | PriceChange | Stellar MLS #A4586454 |
| 11/08/2023 | $6,950,000 | Listed For Sale | Stellar MLS #A4586454 |
| 08/31/2023 | ListingRemoved | Stellar MLS #A4554867 | |
| 06/21/2023 | $7,745,000 | PriceChange | Stellar MLS #A4554867 |
| 01/25/2023 | $7,995,000 | PriceChange | Stellar MLS #A4554867 |
| 12/14/2022 | $8,500,000 | Listed For Sale | Stellar MLS #A4554867 |
| 08/18/2015 | $3,200,000 | Sold | N/A |
| 06/04/2015 | $3,600,000 | Pending | Agent Provided |
| 12/14/2013 | $3,600,000 | Listed For Sale | Agent Provided |
| 07/10/2013 | $3,999,900 | ListingRemoved | Agent Provided |
| 02/26/2013 | $3,999,900 | PriceChange | Agent Provided |
| 01/26/2013 | $4,200,000 | Listed For Sale | Agent Provided |
Market trends in Sarasota
Last updated June 2026
Avg. sale price
$432K
$6.67KMoM
Sale-to-List Price
96.1%
0.1%MoM
Price per sq ft
$264
$1MoM
Available listings
2417
242MoM
Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $42,396 |
| Assessment | $5,237,200 |
Home facts updated by county records
Comparable Sales for 749 Freeling Dr
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.09 | Single-Family Home | $3,845,000 | 01/15/26 | 3 | 3.5 | 4,622 | |
0.15 | Single-Family Home | $4,000,000 | 04/15/26 | 4 | 4 | 3,866 | |
0.21 | Single-Family Home | $5,800,000 | 04/07/26 | 4 | 5 | 4,711 | |
0.14 | Single-Family Home | $2,695,000 | 12/23/25 | 3 | 3.5 | 4,399 | |
0.22 | Single-Family Home | $2,950,000 | 02/19/26 | 5 | 5.5 | 4,536 | |
0.22 | Single-Family Home | $7,200,000 | 04/30/26 | 4 | 3.5 | 3,788 | |
0.44 | Single-Family Home | $5,250,000 | 03/30/26 | 4 | 4.5 | 4,359 | |
0.46 | Single-Family Home | $4,325,000 | 08/15/25 | 5 | 5.5 | 4,641 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.Assigned Schools
These are the assigned schools for 749 Freeling Dr.
What Locals Say about Bay Isle-Siesta
At least 3 Trulia users voted on each feature.
100 % Say it's dog friendly
86 % Say car is needed
83 % Say people would walk alone at night
80 % Say yards are well-kept
67 % Say they plan to stay for at least 5 years
60 % Say there's holiday spirit
50 % Say parking is easy
50 % Say it's quiet
50 % Say there are sidewalks
43 % Say neighbors are friendly
29 % Say there's wildlife
20 % Say there are community events
14 % Say kids play outside
Sourced by Trulia users. Learn more about our methodology.
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