4544 WOODSIDE, SARASOTA, FL 34242

$5,399,000

Beds: 4

Baths: 4 Full / 2 Half

Sq. Ft.: 4,007 Sq. Ft.

Year Built: 2025

Lot Size: 0.26 Acres

Garage: 2

Pool: Yes

DOM: 506

Property Overview

Status: Closed

Property Type: Residential

MLS #: 1bac37db37db4118f339e61c2cc1ba7c

Subdivision: SIESTAS BAYSIDE WATERSIDE WOOD

County: Sarasota

HOA Fee: N/A

Year Built: 2025

Construction: Block, Stucco

Foundation: Stem Wall

Roof: Metal

Cooling: Central Air, Zoned

Heating: Electric, Zoned

Sewer: Public Sewer

Water Source: Public

Zoning: RSF2

Tax Amount: $13,457.92 (2023)

Date Sold: Nov 7, 2025

Sold Price: $4,700,000

Listed On: May 29, 2024

Description

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.

Exterior Features

Balcony, Irrigation System, Lighting, Outdoor Grill, Outdoor Kitchen, Outdoor Shower, Rain Gutters, Sliding Doors, Storage

Directions

Midnight Pass Road to west on mangrove Point to south on Woodside

School Information

Elementary: N/A

Middle: N/A

High: N/A

Location

Get Directions View on Google Maps

Mortgage Estimator

*Estimate includes Principal & Interest (P&I) only. It does not include taxes, insurance, HOA fees, or PMI. Rates and payments may vary. Consult a lender for accurate figures.

Listing Information

Provided Courtesy of:

RE/MAX ALLIANCE GROUP

Listing Agent: Tom Cail, PA

Information is deemed reliable but not guaranteed. Information provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Data last updated: February 17, 2026, 1:25 am UTC

MLS Source: Stellar MLS Copyright © 2026

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