Additional Information
Additional Lease Restrictions
See Siesta Key short term lease restrictions.
Additional Parcels YN
false
Additional Rooms
Bonus Room, Den/Library/Office, Great Room, Inside Utility
Additional Water Information
Salt Water Canal with access to Intracoastal Waterway
Appliances
Built-In Oven, Cooktop, Disposal, Dryer, Microwave, Range, Range Hood, Refrigerator, Tankless Water Heater, Washer, Wine Refrigerator
Architectural Style
Key West
Builder License Number
cbc060004
Builder Name
Nutter Custom Construction
Building Area Source
Builder
Building Area Total Srch SqM
445.93
Building Area Units
Square Feet
Calculated List Price By Calculated SqFt
1008.35
Construction Materials
Block, Concrete, Stucco
Contract Status
Inspections
Cooling
Central Air, Zoned
Cumulative Days On Market
28
Elementary School
Phillippi Shores Elementary
Expected Closing Date
2026-02-12T00:00:00.000
Exterior Features
Outdoor Kitchen, Sliding Doors
Flood Zone Date
2016-11-04
Flood Zone Panel
12115C0143F
Foundation Details
Slab, Stem Wall
Green Energy Efficient
Appliances
Interior Features
Built-in Features, Cathedral Ceiling(s), Ceiling Fans(s), Crown Molding, Eat-in Kitchen, High Ceilings, In Wall Pest System, Kitchen/Family Room Combo, Open Floorplan, Solid Surface Counters, Split Bedroom, Thermostat, Walk-In Closet(s)
Internet Address Display YN
true
Internet Automated Valuation Display YN
false
Internet Consumer Comment YN
false
Internet Entire Listing Display YN
true
Laundry Features
Laundry Room
List AOR
Sarasota - Manatee
Living Area Source
Builder
Living Area Units
Square Feet
Lot Features
FloodZone, Level, Street Dead-End, Paved
Lot Size Dimensions
93x152x93x153
Lot Size Square Feet
14184
Lot Size Square Meters
1318
Middle Or Junior School
Brookside Middle
Modification Timestamp
2026-01-10T01:09:09.197Z
Other Equipment
Irrigation Equipment
Other Structures
Outdoor Kitchen
Patio And Porch Features
Front Porch
Pet Restrictions
Contact Sarasota County for Pet Restrictions
Pet Size
Extra Large (101+ Lbs.)
Price Change Timestamp
2025-12-10T21:49:27.000Z
Property Condition
Completed
Public Remarks
Under contract-accepting backup offers. This custom-built home received the “Best Overall” award in the 2021 Manatee and Sarasota County Parade of Homes. Experience the pinnacle of Siesta Key waterfront living in this 2019-built masterpiece by Nutter Custom Construction. Designed with precision and built to last, this solar-powered coastal retreat sits on high elevation and spans over 3, 400 living square feet, offering 3 bedrooms, 3 baths, and two versatile flex rooms that redefine modern island living. Every element blends elegance, performance, and peace of mind. You walk into a wide-open floor plan that immediately draws you in. To the left, the primary suite offers total privacy with a spacious bedroom, spa-inspired bathroom featuring double vanities, a soaking tub, glass-enclosed shower with 4 shower heads, and a private outdoor shower with 2 shower heads, connected directly to the master bath a truly open-air sanctuary. To the right, your dedicated office provides focus and functionality and can easily serve as a fourth bedroom, with the flex room ideal for a home office or bonus space. The heart of the home opens to expansive living and dining spaces with a chef’s kitchen showcasing high-end cabinetry, premium flooring, designer lighting, and top-of-the-line Sub-Zero and Wolf appliances. Each guest bedroom includes its own private en-suite bath, offering comfort and privacy for family and visitors alike. A large walk-in pantry and laundry room are conveniently positioned near the kitchen. A whole-home water softening system, an In-wall pest control system with access ports, 2 air conditioning systems to keep the home evenly comfortable during the warmest weather, and 2 tankless water heaters to provide plenty of hot water. An oversized three-car garage for everyday ease. An additional flex room opens to the pool through oversized sliders, perfect for a second office, game room, or guest suite. There are automated window shades in the living room and game room. The home runs entirely on solar power and includes a multi-room sound system that fills the home and outdoor living space with your favorite music. Massive hurricane-rated sliding glass doors wrap the back of the home, creating a seamless flow to your backyard oasis, including landscape lighting and an irrigation system. An Integrated Security System with perimeter cameras provides extra peace of mind. Step out onto the beautiful travertine pool deck, featuring a heated pool and champagne-edged spa, outdoor lounge, and covered dining area with a built-in outdoor chef’s kitchen powered by propane, perfect for entertaining in style, and all with a sunset view. Beyond the pool, enjoy a lush, manicured backyard with direct access to the wide Siesta Key Grand Canal. A dedicated 14, 000-pound boat lift allows you to launch your boat with ease, making days on the water effortless. A separate private docking area is available for your friends to arrive by boat or for jet skis. Enjoy kayaking, paddleboarding, and scenic canal rides, or simply relax and take in the sunsets from your extended concrete pad with a built-in concrete firepit, ideal for gatherings by the water. Every detail of this home is custom-crafted, from its hurricane-rated construction and elevated-lot placement to its energy-efficient systems and timeless coastal design. 5058 Windward Ave isn’t just a home, it’s a statement in waterfront living: high elevation, solar-powered, elegant, and built for those who expect the very best on Siesta Key.
Purchase Contract Date
2026-01-07
RATIO Current Price By Calculated SqFt
1008.35
Realtor Info
As-Is, Short Term Rental Allowed, Sign
Road Responsibility
Public Maintained Road
SW Subdiv Community Name
Sara Sands
Security Features
Security System, Smoke Detector(s)
Showing Requirements
ShowingTime
Status Change Timestamp
2026-01-10T01:08:50.000Z
Tax Annual Amount
28719.17
Tax Legal Description
LOT 17, SARA SANDS UNIT 1
Total Acreage
1/4 to less than 1/2
Universal Property Id
US-12115-N-0081120037-R-N
Unparsed Address
5058 WINDWARD AVE
Utilities
BB/HS Internet Available, Cable Available, Electricity Available, Public, Sewer Available, Water Available
Vegetation
Trees/Landscaped
Water Access
Canal - Saltwater
Water Extras
Seawall - Concrete
Water Frontage Feet Canal Saltwater
93
