$4,995,000
PENDING $754K PRICE DROP

749 Freeling Dr Sarasota, FL 34242

Estimated payment $29,111/month

Total Views 22,272
4 Beds
4.5 Baths
6,827 Sq Ft
$732 Price per Sq Ft

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.

Listing Agent

Nikki Taylor

DOUGLAS ELLIMAN Brokerage Phone: License #3580279 Listed on: 10/13/2025

DOUGLAS ELLIMAN

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

Community Details

Overview

  • No Home Owners Association
  • Bay Island Shores Community
  • Bay Island Shores Subdivision

Recreation

  • Fish Cleaning Station

Home Details

Home Type

Single Family

Est. Annual Taxes

$40,543

Year Built

Built in 1997

Lot Details

0.44 Acres

Parking

3

Listing Details

  • Property Type: Residential
  • Property Sub Type: Single Family Residence
  • Construction Materials: Concrete
  • Fireplace: Yes
  • Living Area: 6827
  • Lot Size Acres: 0.44
  • New Construction: No
  • Year Built: 1997
  • Building Area Total: 9628
  • Lot Size Sq Ft: 19177
  • Status: Pending
  • Ownership: Fee Simple
  • Building Area Total Srch Sq M: 894.47
  • Escrow State: FL
  • Minimum Lease: 1 Week
  • RATIO Current Price By Calculate: 731.65
  • Total Acreage: 1/4 to less than 1/2
  • Water Access YN: 1
  • MFR_InLawSuiteYN: 1
  • MFR_DockDescription: Dock w/Electric,Dock w/Water Supply,Fish Cleaning Station,Lift
  • MFR_DockYN: 1
  • MFR_InLawSuiteDescription: 2+ Bathrooms,Attached,Private Entrance
  • Attribution Contact: Lena White
  • Tax Year: 2024
  • Special Features: VirtualTour

Interior Features

  • Fireplace Features: Gas, Living Room
  • Living Area Units: Square Feet
  • Flooring: Ceramic Tile, Travertine, Wood
  • Full Bathrooms: 4
  • Half Bathrooms: 1
  • Interior Amenities: Built-in Features, Ceiling Fans(s), Central Vaccum, Coffered Ceiling(s), Eat-in Kitchen
  • Appliances Included: Dishwasher, Disposal, Dryer, Gas Water Heater, Microwave, Range Hood, Refrigerator, Tankless Water Heater, Trash Compactor, Washer, Wine Refrigerator
  • Foundation Details: Block, Stilt/On Piling
  • Total Bedrooms: 4
  • Levels: Two
  • Other Equipment: Irrigation Equipment
  • Living Area Meters: 634.25

Exterior Features

  • Direction Faces: South
  • Pool Features: Gunite, Heated, In Ground, Screen Enclosure
  • Exterior Features: Balcony, Hurricane Shutters, Lighting, Outdoor Kitchen, Sliding Doors
  • Roof: Tile
  • Pool Private: Yes
  • Waterfront: Yes
  • Road Surface Type: Paved
  • Water Access: Intracoastal Waterway
  • Water Extras: Bridges - No Fixed Bridges,Davits,Fishing Pier,Lift,Sailboat Water
  • Water View YN: 0
  • Waterfront Feet Total: 0
  • Flood Zone Panel: 12115C0141G

Garage/Parking

  • Attached Garage: Yes
  • Carport Y N: No
  • Garage Spaces: 3
  • Garage Yn: Yes

Utilities

  • Utilities: Electricity Connected, Fiber Optics, Natural Gas Connected, Sewer Connected, Underground Utilities, Water Connected
  • Cooling: Central Air
  • Heating: Central, Zoned
  • Laundry Features: Laundry Room
  • Sewer: Public Sewer
  • Water Source: Public, Well

Condo/Co-op/Association

  • Association: No
  • Senior Community: No
  • Association 2 YN: 0

Fee Information

  • Total Annual Fees: 0.00
  • Total Monthly Fees: 0.00

Schools

  • Elementary School: Phillippi Shores Elementary
  • High School: Sarasota High
  • Middle Or Junior School: Brookside Middle

Lot Info

  • Zoning: RSF1
  • Parcel Number: 2019160001
  • Additional Parcels: No
  • Flood Zone Code: AE

Green Features

  • Efficiency: Thermostat, Water Heater
  • Green Indoor Air Qlty: Whole House Vacuum System

Rental Info

  • Lease Restrictions YN: 1
  • Additional Lease Restrictions: For lease restrictions, please check with the City of Sarasota.

Tax Info

  • Tax Annual Amount: 40543
  • Tax Book Number: 6-81
  • Tax Lot: 38

Multi Family

  • Waterfront Features: Intracoastal Waterway

Map

Range of Values:

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Value Increase
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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

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
Source: Public Records

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
Source: Stellar MLS

Purchase History

Date Type Sale Price Title Company
Warranty Deed $3,200,000 Attorney
Interfamily Deed Transfer -- Attorney
Source: Public Records

Source: Stellar MLS

MLS Number: A4666354

Stellar MLS

APN: 2019-16-0001

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