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4544 Woodside Road

Siesta Key FL 34242

4
6
2
5300 sq. ft.
11400 sq. ft.
Single-Family
Currently for sale - view listing

Overview

Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to a brand-new coastal masterpiece that redefines luxury living on world-renowned Siesta Key. Designed with both sophistication and comfort in mind, this waterfront retreat blends timeless architecture with modern amenities, all just moments from Siesta Village and the powdery sands of Siesta Beach. Inside, soaring ceilings and walls of glass bathe the home in natural light, while light wood floors bring warmth and elegance throughout. The heart of the home is a double-island chef’s kitchen, complete with premium appliances, custom cabinetry, and a generous walk-in pantry—perfect for both intimate family meals and grand entertaining. This residence offers four en suite bedrooms, including two primary suites (one upstairs and one downstairs), providing flexibility and privacy for family or guests. An additional private office and 600± SF of unfinished space above the garage present endless possibilities for customization. Seamlessly integrated indoor and outdoor living spaces create a true resort-style atmosphere. Step outside to enjoy multiple balconies, a pool and spa overlooking the water, a fully equipped outdoor kitchen, and a dedicated pool bath. For the boating enthusiast, this property features two boat lifts and quick access—just five minutes by water to the open bay. The location at the end of a quiet dead-end street ensures both serenity and privacy, with the added bonus of no homes directly across the canal, offering wide and peaceful views. This is more than a home; it’s a statement of waterfront luxury and the perfect canvas for your Siesta Key lifestyle. Days on market shows from pre construction. Certificate of occupancy issued September 2025.

Features

4 bedrooms
6 bathrooms
2 carspaces
2 garage spaces
5300 sq. ft. floor area
11400 sq. ft. lot size
Single-Family

Property history for 4544 Woodside Road

2023
Sold
Undisclosed
10 Mar 2023
2012
Sold
$600,000
19 Jun 2012 by Mary Ann Dabney, of COLDWELL BANKER REALTY

Happy sellers in Siesta Key

89%
89% of sellers in Siesta Key reported that their sale price either exceeded or met their price expectations.

Siesta Key stands out for consistently delivering exceptional satisfaction and strong market results for homeowners.

This is based on voluntary sentiment collected from 14 reviews in Siesta Key over the last 12 months.

Local market activity for 4 bedroom single-family properties in Siesta Key

In the last 12 months, 58 four-bedroom single-family properties similar to 4544 Woodside Road, have been sold.

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