4544 Woodside Rd, Sarasota, Florida
List Price: $5,399,000
MLS Number: A4611217

  • Status: Active
  • DOM: 509 days
  • Square Feet: 4007
  • Bedrooms: 4
  • Baths: 4
  • Half Baths: 2
  • Garage: 2
  • City: SARASOTA
  • Zip Code: 34242
  • Year Built: 2025
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.

Misc Info

Subdivision: Siestas Bayside Waterside Wood

Annual Taxes: $13,458

Water Front: Canal - Saltwater

Water View: Canal

Water Access: Bay/Harbor, Bayou, Canal - Saltwater, Intracoastal Waterway

Water Extras: Lift, No Wake Zone, Seawall - Concrete

Lot Size: 1/4 to less than 1/2

  • Listing Image #2
  • Listing Image #3
  • Listing Image #4
  • Listing Image #5
  • Listing Image #6
  • Listing Image #7
  • Listing Image #8
  • Listing Image #9
  • Listing Image #10
  • Listing Image #11
  • Listing Image #12
  • Listing Image #13
  • Listing Image #14
  • Listing Image #15
  • Listing Image #16
  • Listing Image #17
  • Listing Image #18
  • Listing Image #19
  • Listing Image #20
  • Listing Image #21
  • Listing Image #22
  • Listing Image #23
  • Listing Image #24
  • Listing Image #25
  • Listing Image #26
  • Listing Image #27
  • Listing Image #28
  • Listing Image #29
  • Listing Image #30
  • Listing Image #31
  • Listing Image #32
  • Listing Image #33
  • Listing Image #34
  • Listing Image #35
  • Listing Image #36
  • Listing Image #37
  • Listing Image #38
  • Listing Image #39
  • Listing Image #40
  • Listing Image #41
  • Listing Image #42
  • Listing Image #43
  • Listing Image #44
  • Listing Image #45
  • Listing Image #46
  • Listing Image #47
  • Listing Image #48
  • Listing Image #49
  • Listing Image #50
  • Listing Image #51
  • Listing Image #52
  • Listing Image #53
  • Listing Image #54
  • Listing Image #55
  • Listing Image #56
  • Listing Image #57
  • Listing Image #58
  • Listing Image #59
  • Listing Image #60
  • Listing Image #61
  • Listing Image #62
  • Listing Image #63
  • Listing Image #64
  • Listing Image #65
  • Listing Image #66
  • Listing Image #67
  • Listing Image #68
  • Listing Image #69
  • Listing Image #70
  • Listing Image #71
  • Listing Image #72
  • Listing Image #73
  • Listing Image #74
  • Listing Image #75
  • Listing Image #76
  • Listing Image #77
  • Listing Image #78
  • Listing Image #79
  • Listing Image #80
  • Listing Image #81
  • Listing Image #82
  • Listing Image #83
  • Listing Image #84
  • Listing Image #85
  • Listing Image #86
  • Listing Image #87
  • Listing Image #88
  • Listing Image #89
  • Listing Image #90
  • Listing Image #91
  • Listing Image #92
  • Listing Image #93
  • Listing Image #94

Request the MLS data sheet for this property


    Home Features

    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

    Flooring: Tile, Wood

    Fireplace: Gas, Living Room

    Air Conditioning: Central Air, Zoned

    Exterior: Balcony, Lighting, Outdoor Grill, Outdoor Kitchen, Outdoor Shower, Rain Gutters, Sliding Doors, Storage

    Room Dimensions

    • Map
    • Walk Score
    • Street View