4544 Woodside Road, Sarasota, FL 34242 (MLS # A4664544)

Price $5,399,000
Status Active
Beds 4
Baths 6 Baths
Home size 4,007 sqft
Lot Size 11,326 sqft
Days on Market 2
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.
Property Type(s): Single Family
Last Updated 9/9/2025 Tract SIESTAS BAYSIDE WATERSIDE WOOD
Year Built 2025 Community 34242 - Sarasota/Crescent Beach/Siesta Key
Garage Spaces 2.0 County Sarasota

Additional Details

AIR Central Air, Zoned
AIR CONDITIONING Yes
APPLIANCES Bar Fridge, Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Exhaust Fan, Microwave, Range, Range Hood, Refrigerator, Tankless Water Heater, Washer, Wine Refrigerator
AREA 34242 - Sarasota/Crescent Beach/Siesta Key
CONSTRUCTION Block, Frame
EXTERIOR Balcony, Dock, Lighting, Outdoor Grill, Outdoor Kitchen, Rain Gutters
FIREPLACE Yes
GARAGE Yes
HEAT Central, Electric, Zoned
INTERIOR Built-in Features, Crown Molding, Eat-in Kitchen, High Ceilings, Open Floorplan, Stone Counters, Walk-In Closet(s)
LOT 0.26 acre(s)
LOT DESCRIPTION Waterfront
PARKING Attached
POOL Yes
POOL DESCRIPTION Gunite, Heated, In Ground, Salt Water, Private
SEWER Public Sewer
STORIES 2
SUBDIVISION SIESTAS BAYSIDE WATERSIDE WOOD
TAXES 16165.67
UTILITIES Cable Available, Electricity Connected, Propane, Sewer Connected
VIEW Yes
VIEW DESCRIPTION Canal, Water
WATER Public
WATER ACCESS GRAND CANAL
WATERFRONT Yes
WATERFRONT DESCRIPTION Canal Front

Location

 

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Listing provided by Tom Cail, PA, RE/MAX ALLIANCE GROUP, 941-954-5454
The information contained herein has been provided by My Florida Regional MLS DBA Stellar MLS. IDX information is provided exclusively for consumers' personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable but is not guaranteed accurate by the MLS. Listings last updated 9/9/25 9:39 PM PDT.

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