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For sale
  • $5,749,000

    749 Freeling Dr, Siesta Key, FL 34242

    4beds
    6,827sqft
    : 
    Single Family Residence
    Built in 1997
    0.44 Acres Lot
    $5,175,800 Zestimate®
    $842/sqft
    $-- HOA

    What's special

    Boat dockingGated waterfront estateHand-hewn wood trestlesQuartzite countertopsHigh ceilingsHidden wood-paneled staircaseAlmost half acre lot
    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.
    58 days
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    556
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    22
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    Zillow last checked: 8 hours ago

    Listing updated: December 01, 2025 at 10:26am

    Listing Provided by:

    Nikki Taylor 941-587-9060,

    DOUGLAS ELLIMAN 941-867-6199,

    Andrew Greenwell 941-928-8684,

    DOUGLAS ELLIMAN

    Source: Stellar MLS,MLS#: A4666354MLS LogoOriginating MLS: Sarasota - Manatee

    Tour with a local agent

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 4
    • Bathrooms: 5
    • Full bathrooms: 4
    • 1/2 bathrooms: 1
    Primary bedroom
    • Features: En Suite Bathroom, Walk-In Closet(s)
    • Level: Second
    • Area: 288 Square Feet
    • Dimensions: 18x16
    Bedroom 2
    • Features: Shower No Tub, Built-in Closet
    • Level: Second
    • Area: 154 Square Feet
    • Dimensions: 14x11
    Bedroom 4
    • Features: Shower No Tub, Built-in Closet
    • Level: Second
    • Area: 1848 Square Feet
    • Dimensions: 42x44
    Primary bathroom
    • Features: Water Closet/Priv Toilet
    • Level: Second
    • Area: 182 Square Feet
    • Dimensions: 14x13
    Bathroom 3
    • Features: Shower No Tub
    • Level: Second
    • Area: 154 Square Feet
    • Dimensions: 14x11
    Balcony porch lanai
    • Level: First
    • Area: 1848 Square Feet
    • Dimensions: 44x42
    Dinette
    • Features: Claw Foot Tub
    • Level: Second
    • Area: 117 Square Feet
    • Dimensions: 13x9
    Dining room
    • Level: Second
    • Area: 150 Square Feet
    • Dimensions: 15x10
    Foyer
    • Features: Built-in Closet
    • Level: First
    • Area: 120 Square Feet
    • Dimensions: 15x8
    Great room
    • Level: Second
    • Area: 580 Square Feet
    • Dimensions: 29x20
    Kitchen
    • Features: Pantry
    • Level: Second
    • Area: 221 Square Feet
    • Dimensions: 17x13
    Laundry
    • Level: Second
    • Area: 63 Square Feet
    • Dimensions: 9x7
    Library
    • Features: Built-In Shelving
    • Level: Second
    • Area: 180 Square Feet
    • Dimensions: 15x12
    Office
    • Features: Built-in Features
    • Level: Second
    • Area: 180 Square Feet
    • Dimensions: 15x12
    Heating
    • Central, Zoned
    Cooling
    • Central Air
    Appliances
    • Included: Dishwasher, Disposal, Dryer, Gas Water Heater, Microwave, Range Hood, Refrigerator, Tankless Water Heater, Trash Compactor, Washer, Wine Refrigerator
    • Laundry: Laundry Room
    Features
    • Built-in Features, Ceiling Fan(s), Central Vacuum, Coffered Ceiling(s), Eating Space In Kitchen
    • Flooring: Ceramic Tile, Travertine, Hardwood
    • Doors: Outdoor Kitchen, Sliding Doors
    • Windows: Hurricane Shutters, Hurricane Shutters/Windows
    • Has fireplace: Yes
    • Fireplace features: Gas, Living Room
    Interior area
    • Total structure area: 9,628
    • Total interior livable area: 6,827 sqft

    Property

    Parking
    • Total spaces: 3
    • Parking features: Garage - Attached
    • Attached garage spaces: 3
    Features
    • Levels: Two
    • Stories: 2
    • Exterior features: Balcony, Irrigation System, Lighting, Outdoor Kitchen
    • Has private pool: Yes
    • Pool features: Gunite, Heated, In Ground, Screen Enclosure
    • On waterfront: Yes
    • Waterfront features: Intracoastal Waterway, Intracoastal Waterway Access, Bridges - No Fixed Bridges, Davits, Fishing Pier, Lift, Sailboat Water
    Lot
    • Size: 0.44 Acres
    Details
    • Parcel number: 2019160001
    • Zoning: RSF1
    • Special conditions: None

    Construction

    Type & style
    • Home type: SingleFamily
    • Property subtype: Single Family Residence
    Materials
    • Concrete
    • Foundation: Block, Raised
    • Roof: Tile
    Condition
    • New construction: No
    • Year built: 1997

    Utilities & green energy

    • Sewer: Public Sewer
    • Water: Public, Well
    • Utilities for property: Electricity Connected, Fiber Optics, Natural Gas Connected, Sewer Connected, Underground Utilities, Water Connected
    Green energy
    • Energy efficient items: Thermostat, Water Heater
    • Indoor air quality: Whole House Vacuum System

    Community & HOA

    Community
    • Subdivision: BAY ISLAND SHORES
    HOA
    • Has HOA: No
    • Pet fee: $0 monthly
    Location
    • Region: Siesta Key

    Financial & listing details

    • Price per square foot: $842/sqft
    • Tax assessed value: $5,237,200
    • Annual tax amount: $40,543
    • Date on market: 10/13/2025
    • Cumulative days on market: 322 days
    • Ownership: Fee Simple
    • Total actual rent: 0
    • Electric utility on property: Yes
    • Road surface type: Paved
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    Estimated market value

    $5,175,800

    $4.92M - $5.43M

    $9,093/mo

    Price history

    Price history
    DateEventPrice
    10/13/2025Listed for sale$5,749,000-3.4%$842/sqft
    Source: Stellar MLS #A4666354 Report a problem
    9/26/2025Listing removed$5,950,000$872/sqft
    Source: Stellar MLS #A4632580 Report a problem
    1/6/2025Listed for sale$5,950,000$872/sqft
    Source: Stellar MLS #A4632580 Report a problem
    5/21/2024Listing removed$5,950,000$872/sqft
    Source: Stellar MLS #A4586454 Report a problem
    2/21/2024Price change$5,950,000-14.4%$872/sqft
    Source: Stellar MLS #A4586454 Report a problem

    Public tax history

    Public tax history
    YearProperty taxesTax assessment
    2025-- $2,800,570 +2.9%
    2024$40,543 +2.7%$2,721,642 +3%
    2023$39,493 +2.3%$2,642,371 +3%

    Find assessor info on the county website

    BuyAbility℠ payment

    Est. payment
    $36,837/mo
    Principal & interest
    $28741
    Property taxes
    $6084
    Home insurance
    $2012

      Climate risks

      Neighborhood: Bay Isle-Siesta

      Nearby schools

      GreatSchools rating
      Schools provided by the listing agent
      • Elementary: Phillippi Shores Elementary
      • Middle: Brookside Middle
      • High: Sarasota High

      Source: Stellar MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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