5023 Windward Avenue, SARASOTA, FL 34242

 -  $3,675,000

MLS® # A4556325

  • 4 Bedrooms
  • 5 Bathrooms
  • 3,873 SQ. Feet
  • 2023 Year Built

Pre-Construction. To be built. The award-winning team at Allegra Homes invites you to explore 5023 Windward on the Key. Coming soon, you will be greeted by a gorgeous curb appeal with mature designer landscaping and 3 car garage with pavered drive, this beautiful new luxury residence on Siesta Key canal front offers a wonderful island lifestyle. Near world-famous Siesta Key Beach and the Village, this location provides easy access by boat to the Grand Canal and out to the Bay and Gulf beyond. With 4 bedrooms and 4.5 baths, this fascinating waterfront home is stylish and sophisticated both inside and out. Plenty of natural light illuminates the neutral tones of the 3,873 square feet of living space. Highlighted throughout are incredible architectural details, and modern high-end fixtures and finishes. The covered double-door entry leads to a two-story foyer with see-through views all the way to the water’s edge. The great room is accented with dramatic volume ceilings, clerestory windows, fireplace, glass shelves with lighting, and triple sliders opening wide to the outdoor leisure area. The dining room with its built-in buffet, aquarium glass window, and water views is adjacent to the sleek island kitchen with SubZero refrigerator, Wolf 5-burner gas stove and pull-down microwave, Wolf oven, and beverage center with wine cooler. The secluded owner’s wing includes an adjacent den/office and spa-experience bath with freestanding tub, zero threshold shower, water closet, and separate double vanities. Extending the width of the house, the pavered lanai with step-down pool and spa level is accessible by several rooms of the house. Enhanced with a stunning wood ceiling, nearly half of the lanai area is covered for a dining space with a fully equipped outdoor kitchen. The downstairs bonus room is poolside and features a wet bar, pool bath, set of barn doors, and wall of sliders opening up to include additional covered area for entertaining. The upstairs bonus room is perfect as a game room or home theater and comes with a Juliette balcony overlooking the great room below. Additionally, 2 ensuite bedrooms are upstairs and complete this exciting floor plan. Newer seawall and very quiet street. Come and stay awhile to soak in all the many intricate details that make this home so delightful. **Photos are of a previous home. Selections and details may vary**

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  • NeighborhoodSara Sands
  • Address5023 Windward Avenue
  • StateFL

Size And Restrictions

  • Acres0.28
  • Lot DescriptionCul-De-Sac, Flood Insurance Required, FloodZone, Paved


  • FenceNo
  • SprinklerNo


  • ViewPool, Water



Bedrooms And Bathrooms

  • Bedrooms4
  • Bathrooms5.00

Heating And Cooling

  • HeatingCentral, Electric
  • Air ConditioningCentral Air, Zoned
  • FireplaceYes

Interior Features

  • AppliancesBuilt-In Oven, Cooktop, Dishwasher, Disposal, Microwave, Range Hood, Refrigerator, Tankless Water Heater, Wine Refrigerator
  • FeaturesBuilt-in Features, Central Vaccum, Eat-in Kitchen, High Ceilings, Master Bedroom Main Floor, Open Floorplan, Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Walk-In Closet(s), Wet Bar


Building Information

  • Year Built2023
  • # Of Stories2
  • RoofTile

Property Features

  • Exterior FeaturesIrrigation System, Outdoor Kitchen, Rain Gutters, Sliding Doors

Garage And Parking

  • GarageDriveway, Garage Door Opener, On Street



  • ElementaryPhillippi Shores Elementary
  • MiddleBrookside Middle
  • HighSarasota High



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Listing data comes from My Florida Regional MLS DBA Stellar MLS.

Listing information last updated on March 27th, 2023 at 7:03am EDT.

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Allen Real Estate Services, Inc.
7131 Curtiss Ave. Suite 1
Sarasota, Florida 34231
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