4544 Woodside Road Sarasota, FL 34242
Listing Courtesy of: MLS LogoSTELLAR / Re/Max Alliance Group - Contact:  941-954-5454

  4544 Woodside Road Sarasota, FL 34242

Active (467 Days)
$5,399,000
4
BED
6
BATH
4,007
SQFT

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.

MLS #:
A4611217
Taxes
$13,458(2023)
Lot Size
0.26 acres
Type
Single-Family Home
Year Built
2025
County
Sarasota County

Listed By

Tom Cail, Pa, Re/Max Alliance Group, Contact: 941-954-5454
Source
STELLAR
Last checked Sep 15 2025 at 3:51 PM GMT+0000
Bathroom Details
  • Full Bathrooms: 4
  • Half Bathrooms: 2
Interior Features
  • Split Bedroom
  • Stone Counters
  • Kitchen/Family Room Combo
  • Solid Wood Cabinets
  • Solid Surface Counters
  • Wet Bar
  • Walk-In Closet(s)
  • Appliances: Dishwasher
  • Appliances: Refrigerator
  • Appliances: Washer
  • Ceiling Fans(s)
  • Open Floorplan
  • Appliances: Disposal
  • Appliances: Range Hood
  • Appliances: Microwave
  • Appliances: Range
  • Cathedral Ceiling(s)
  • Vaulted Ceiling(s)
  • Appliances: Dryer
  • Appliances: Built-In Oven
  • Appliances: Ice Maker
  • Appliances: Gas Water Heater
  • Appliances: Tankless Water Heater
  • Appliances: Bar Fridge
  • Appliances: Cooktop
  • Appliances: Wine Refrigerator
  • Built-In Features
  • Smart Home
  • Primarybedroom Upstairs
  • Primary Bedroom Main Floor
Subdivision
  • Siestas Bayside Waterside Wood
Property Features
  • Fireplace: Living Room
  • Fireplace: Gas
  • Foundation: Stem Wall
Heating and Cooling
  • Electric
  • Zoned
  • Central Air
Pool Information
  • In Ground
  • Salt Water
  • Outside Bath Access
  • Heated
  • Gunite
  • Infinity
  • Self Cleaning
Flooring
  • Wood
  • Tile
Exterior Features
  • Block
  • Stucco
  • Roof: Metal
Utility Information
  • Utilities: Cable Available, Water Connected, Water Source: Public, Electricity Connected, Sewer Connected, Propane
  • Sewer: Public Sewer
Stories
  • 1
Living Area
  • 4,007 sqft
Additional Information: Re/Max Alliance Group | 941-954-5454
Location
   
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Disclaimer: Listings Courtesy of “My Florida Regional MLS DBA Stellar MLS © 2025. IDX information is provided exclusively for consumers personal, non-commercial use and may not be used for any other purpose other than to identify properties consumers may be interested in purchasing. All information provided is deemed reliable but is not guaranteed and should be independently verified. Last Updated: 9/15/25 08:51