5103 WINDWARD AVE, SARASOTA, FL 34242
5103 WINDWARD AVE
$3,347,500
Courtesy of GRECO REAL ESTATE, Karen Greco  Listing Contact: 941-685-0449 
3 beds
4 full baths
1 half bath
3,034 Sq.Ft.
2026 BUILT
0.33 Acres LOT
Freshly completed and built safely 10 feet above the island's flood plain, 5103 Windward is a spectacular new waterfront residence where elevated design meets effortless island living. Set on nearly one-third of an acre along the Grand Canal, with 90 feet of new seawall and saltwater boating access to the Intracoastal Waterway and Gulf beyond, this is the kind of home that turns everyday life into a vacation.

And the location? Hard to beat. From this central Siesta Key setting, the island's legendary white-sand beaches and the laid-back charm of Siesta Village are just minutes away. Beach morning, boat afternoon, cocktails by the pool -- it's all within easy reach.

Inside, 3,034 square feet of beautifully designed living space unfolds with an easy, open flow made for both relaxing and entertaining. The great room immediately draws you in with soaring double-height ceilings, rich architectural details, and a dramatic floor-to-ceiling fireplace wall. Walls of glass bring the outdoors in, framing expansive views of the pool, backyard, and sparkling canal beyond.

Step outside and the fun really begins. A stylish outdoor lounge with wood ceiling accents, a professional grill station, and a heated pool and spa create the perfect backdrop for everything from lazy afternoons to unforgettable evenings with family and friends. As the sun goes down, thoughtfully designed landscape lighting takes over, casting the backyard in a warm, magical glow. The kitchen is every bit as impressive -- and ready for everything from morning coffee to dinner parties. A premium Sub-Zero and Wolf appliance package, beautiful stone countertops, designer fixtures and finishes, a walk-in pantry, and adjoining laundry combine style with serious functionality. When it's time to dine, the formal dining room delivers with a custom built-in buffet and French doors opening to a brick-paver patio. Picture dinner under the stars, a cool island breeze, and nowhere else you need to be. Need a little more room to play? The bonus room checks all the wit a pool bath, and two walls of glass sliders opening to the expansive outdoor living areas and picturesque water views. It's the perfect spot for game day, movie night, guests, or simply kicking back after a day on the water.
The primary suite is your private retreat. An adjoining office with custom built-ins, an oversized wardrobe designed for two, and a spa-inspired bath create a serene escape of your own. Soak in the freestanding tub, refresh in the frameless glass shower with rain head, or start the day at separate stone-topped vanities designed for effortless mornings. Two additional en-suite bedrooms give family and guests their own comfortable spaces to relax and recharge.

Outside, the details continue with a brick-paver driveway, three-car garage, professional landscaping with timed irrigation, and exceptional curb appeal. Inside and out, thoughtful custom touches reflect the quality and craftsmanship you'd expect from Allegra Homes' award-winning team. This is more than brand-new construction. It's an invitation to embrace the Siesta Key way of life -- mornings on the water, afternoons by the pool, evenings under the stars, and the beach always just a short drive away.Fresh. Waterfront. Effortlessly luxurious. Completely island. Your Siesta Key paradise is ready.

Area & Lot

Status
For Sale
Open House

9/20/2026 1:00PM - 4:00PM EDT

Living Space
3,034 Sq.Ft.
Total Area
4,410 Sq.Ft.
Lot Size
0.33 Acres
MLS® ID
A4676707
Type
Residential
Year Built
2026
Neighborhood
Siesta Key
Architecture Styles
Coastal, Custom
Water Frontage
Canal - Saltwater
View Description
Pool, Trees/Woods, Water
Elementary School
Phillippi Shores Elementary
Middle School
Brookside Middle
High School
Sarasota High

Interior

Bedrooms
3
Total Bathrooms
5
Full Bathrooms
4
Half Bathroom
1
Laundry Room
Inside, Laundry Room
Flooring
Hardwood, Tile
Fireplace
Electric, Family Room
Appliances
Built-In Oven, Dishwasher, Disposal, Exhaust Fan, Gas Water Heater, Microwave, Range Hood, Refrigerator, Tankless Water Heater
Other Interior Features
Built-in Features, Crown Molding, Eat-in Kitchen, High Ceilings, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets, Stone Counters, Tray Ceiling(s), Walk-In Closet(s)

Exterior

Stories
1
Garage Space
3.0
Water Source
Public
Utilities
BB/HS Internet Available,Cable Available,Electricity Connected,Propane,Sewer Connected,Sprinkler Well,Water Connected
Pool
Gunite, Heated, In Ground, Lighting, Pool Alarm, Salt Water, Screen Enclosure
Roof
Tile
Lot Features
Cleared, Flood Zone, In County, Landscaped, Level, Oversized Lot
Parking
Driveway, Garage Door Opener
Heat Type
Central, Electric, Zoned
Air Conditioning
Central Air, Zoned
Sewer
Public Sewer
Substructure
Block, Slab, Stem Wall
Security Features
Smoke Detector(s)
Other Exterior Features
Outdoor Grill, Outdoor Kitchen, Rain Gutters

Financial

Sales Price
$3,347,500
Real Estate Tax
$4,091/yr
Zoning
RSF2
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