749 Freeling Dr, Siesta Key, FL 34242
SOLD
APR 1, 2026

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

  • Map ViewExplore the area around 749 Freeling Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

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

Interior Features

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

Exterior Features

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

Days on Market

Cumulative Days on Market: 370

Property Information

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

Price & Status

Price
List Price: $4,995,000Price Per Sqft: $688/sqft
Status Change & Dates
Off Market Date: Wed Jan 28 2026

Active Status

MLS Status: Sold

Location

Direction & Address
City: SARASOTACommunity: BAY ISLAND SHORES
School Information
Elementary School: Phillippi Shores ElementaryJr High / Middle School: Brookside MiddleHigh School: Sarasota High

Building

Building Area
Building Area: 9628 Square Feet

Community

Not Senior Community

HOA

Association for this Listing: Sarasota - ManateeNo HOA

Lot Information

Lot Area: 0.44 acres

Listing Info

Special Conditions: None

Energy

Energy Efficiency Features: Thermostat, Water Heater

Business

Business Information
Ownership: Fee Simple

Miscellaneous

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
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Some IDX listings have been excluded from this website.
Listing Information presented by local MLS brokerage: Zillow, Inc - (407) 904-3511

Price History for 749 Freeling Dr

DatePriceEventSource
04/01/2026$4,700,000Sold
Stellar MLS #A4666354
01/28/2026$4,995,000PendingStellar MLS #A4666354
12/11/2025$4,995,000PriceChange
Stellar MLS #A4666354
10/13/2025$5,749,000Listed For SaleStellar MLS #A4666354
09/26/2025$5,950,000ListingRemovedStellar MLS #A4632580
01/06/2025$5,950,000Listed For SaleStellar MLS #A4632580
05/21/2024$5,950,000ListingRemovedStellar MLS #A4586454
02/21/2024$5,950,000PriceChange
Stellar MLS #A4586454
11/08/2023$6,950,000Listed For SaleStellar MLS #A4586454
08/31/2023ListingRemovedStellar MLS #A4554867
06/21/2023$7,745,000PriceChange
Stellar MLS #A4554867
01/25/2023$7,995,000PriceChange
Stellar MLS #A4554867
12/14/2022$8,500,000Listed For SaleStellar MLS #A4554867
08/18/2015$3,200,000Sold
N/A
06/04/2015$3,600,000PendingAgent Provided
12/14/2013$3,600,000Listed For SaleAgent Provided
07/10/2013$3,999,900ListingRemovedAgent Provided
02/26/2013$3,999,900PriceChange
Agent Provided
01/26/2013$4,200,000Listed For SaleAgent Provided

Market trends in Sarasota

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$432K
$6.67K
MoM
Sale-to-List Price
96.1%
0.1%
MoM
Price per sq ft
$264
$1
MoM
Available listings
2417
242
MoM
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Property Tax and Assessment

Year2025
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

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Assigned Schools

These are the assigned schools for 749 Freeling Dr.
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

Neighborhood Overview

Neighborhood stats provided by third party data sources.

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.
  • John Hermansen
    "We have great schools in the area. Siesta Key is a safe place with kind neighbors. We are a popular spot and do get slowed down during tourist season, but it’s a small price to pay for living in paradise. "

LGBTQ Local Legal Protections

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