5058 Windward Avenue, Sarasota, FL 34242
$3,500,000 - Pending
Property Details
Price: $3,500,000
Sq Ft: 3,471
($1,008 per sqft)
Bedrooms: 3
Bathrooms: 3
City:Sarasota
County:Sarasota
Type:Single Family Reside
Development:Sara Sands
Subdivision:Sara Sands
Acres:0.33
Virtual Tour/Floorplan:View
Year Built:2019
Listing Number:A4667422
Status Code:Pending
Taxes:$28.00
Tax Year: 2025
Garage: 3
Furnishings: Unfurnished
Pets Allowed: Yes
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Equipment:
Built-In Oven
Cooktop
Disposal
Dryer
Microwave
Range
Range Hood
Refrigerator
Tankless Water Heater
Washer
Wine Refrigerator
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)
Exterior Features:
Outdoor Kitchen
Sliding Doors
View:
Water
Waterfront Description:
Canal - Saltwater
Financial Information:
Taxes: $28.00
Tax Year: 2025
Room Dimensions:
Laundry: Laundry Room
School Information:
Elementary School: Phillippi Shores Elementary
Middle School: Brookside Middle
Junior High: Brookside Middle
High School: Sarasota High
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View Virtual Tour
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.
MLS Area: 34242 - Sarasota/Crescent Beach/Siesta Key
Price per Square Feet: $1,008.35
Water: Public
Lot Desc.: Floodzone, Level, Street Dead-End, Paved
Construction: Block, Concrete, Stucco
Date Listed: 2025-11-05 17:47:44
Pool: Yes
Pool Type: Gunite, In Ground, Tile
Private Spa: Yes
Furnished: Unfurnished
Parking: Driveway, Garage Door Opener
Garage Spaces: 3
Flooring: Hardwood, Tile
Roof: Metal
Heating: Heat Pump
Cooling: Central Air, Zoned
Pets: Yes
Sewer: Public Sewer
Listing Courtesy Of: Keller Williams On The Water S
derek.edwards1123@gmail.com
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.
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Additional Information:
MLS Area: 34242 - Sarasota/Crescent Beach/Siesta Key
Price per Square Feet: $1,008.35
Water: Public
Lot Desc.: Floodzone, Level, Street Dead-End, Paved
Construction: Block, Concrete, Stucco
Date Listed: 2025-11-05 17:47:44
Pool: Yes
Pool Type: Gunite, In Ground, Tile
Private Spa: Yes
Furnished: Unfurnished
Parking: Driveway, Garage Door Opener
Garage Spaces: 3
Flooring: Hardwood, Tile
Roof: Metal
Heating: Heat Pump
Cooling: Central Air, Zoned
Pets: Yes
Sewer: Public Sewer
Map of 5058 Windward Avenue, Sarasota, FL 34242
Listing Courtesy Of: Keller Williams On The Water S
derek.edwards1123@gmail.com
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