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$5,399,000 - 4544 Woodside Road, SARASOTA

4
Bedrooms
6
Baths
4,007
SQ. Feet
0.26
Acres

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.

Essential Information

  • MLS® #:
    A4611217
  • Price:
    $5,399,000
  • Bedrooms:
    4
  • Bathrooms:
    6.00
  • Full Baths:
    4
  • Half Baths:
    2
  • Square Footage:
    4,007
  • Acres:
    0.26
  • Year Built:
    2025
  • Type:
    Residential
  • Sub-Type:
    Single Family Residence
  • Status:
    Pending

Community Information

  • Address:
    4544 Woodside Road
  • Area:
    Sarasota/Crescent Beach/Siesta Key
  • Subdivision:
    SIESTAS BAYSIDE WATERSIDE WOOD
  • City:
    SARASOTA
  • County:
    Sarasota
  • State:
    FL
  • Zip Code:
    34242

Amenities

  • # of Garages:
    2
  • Is Waterfront:
    Yes
  • Waterfront:
    Canal - Saltwater
  • Has Pool:
    Yes

Interior

  • Interior Features:
    Built-in Features, Cathedral Ceiling(s), Ceiling Fans(s), Kitchen/Family Room Combo, Open Floorplan, Primary Bedroom Main Floor, PrimaryBedroom Upstairs, Smart Home, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Stone Counters, Vaulted Ceiling(s), Walk-In Closet(s), Wet Bar
  • Appliances:
    Bar Fridge, Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Gas Water Heater, Ice Maker, Microwave, Range, Range Hood, Refrigerator, Tankless Water Heater, Washer, Wine Refrigerator
  • Heating:
    Electric, Zoned
  • Cooling:
    Central Air, Zoned
  • Fireplace:
    Yes
  • Fireplaces:
    Gas, Living Room
  • # of Stories:
    1

Exterior

  • Exterior Features:
    Balcony, Lighting, Outdoor Grill, Outdoor Kitchen, Outdoor Shower, Rain Gutters, Sliding Doors, Storage
  • Roof:
    Metal
  • Foundation:
    Stem Wall

Additional Information

  • Days on Market:
    506
  • Zoning:
    RSF2

Listing Details

  • Listing Office:
    Re/max Alliance Group

Listing information courtesy of Re/max Alliance Group.

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Listing data comes from My Florida Regional MLS.

Listing information last updated on October 25th, 2025 at 6:04am EDT.