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.
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.
Property Details
Price:
$3,347,500
MLS #:
A4676707
Status:
Pending
Beds:
3
Baths:
4.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
SARA SANDS
Neighborhood:
34242sarasotacrescentbeachsiestakey
Listed Date:
Jan 3, 2026
Finished Sq Ft:
3,034
Total Sq Ft:
4,410
Lot Size:
14,490 sqft / 0.33 acres (approx)
Year Built:
2026
See this Listing
Schools
Elementary School:
Phillippi Shores Elementary
Middle School:
Brookside Middle
High School:
Sarasota High
Interior
Appliances
Built-In Oven, Dishwasher, Disposal, Exhaust Fan, Gas Water Heater, Microwave, Range Hood, Refrigerator, Tankless Water Heater
Bathrooms
4 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air, Zoned
Flooring
Engineered Hardwood, Porcelain Tile
Heating
Central, Electric, Zoned
Interior Features
Built-in Features, Crown Molding, Eating Space 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)
Laundry Features
Inside, Laundry Room
Levels
One
Exterior
Architectural Style
Coastal, Custom
Attached Garage YN
1
Construction Materials
Block, Stucco, Wood Frame
Covered Spaces
3
Direction Faces
West
Exterior Features
Irrigation System, Outdoor Grill, Outdoor Kitchen, Rain Gutters, Sliding Doors
Garage Spaces
3
Green Energy Efficient
Doors, Insulation, Roof, Water Heater, Windows
Lot Features
Cleared, FloodZone, In County, Landscaped, Level, Oversized Lot
New Construction YN
1
Open Parking YN
1
Parking Features
Driveway, Garage Door Opener
Patio And Porch Features
Covered, Enclosed, Front Porch, Patio, Screened
Roof
Tile
Security Features
Smoke Detector(s)
Spa Features
Heated, In Ground
View
Pool, Trees/Woods, Water
Waterfront Features
Canal – Saltwater
Window Features
Double Pane Windows, Insulated Windows, Storm Window(s)
Financial
Tax Year
2024
Taxes
$4,091
Map
Community
- Address5103 WINDWARD AVENUE SARASOTA FL
- SubdivisionSARA SANDS
- CitySARASOTA
- CountySarasota
- Zip Code34242
Market Summary
Current real estate data for Single Family in SARASOTA as of Oct 19, 2026
1,798
Single Family Listed
118
Avg DOM
461
Avg $ / SqFt
$1,342,681
Avg List Price
Property Summary
- Located in the SARA SANDS subdivision, 5103 WINDWARD AVENUE SARASOTA FL is a Single Family for sale in SARASOTA, FL, 34242. It is listed for $3,347,500 and features 3 beds, 5 baths, and has approximately 3,034 square feet of living space, and was originally constructed in 2026. The current price per square foot is $1,103. The average price per square foot for Single Family listings in SARASOTA is $461. The average listing price for Single Family in SARASOTA is $1,342,681. To schedule a showing of MLS#a4676707 at 5103 WINDWARD AVENUE in SARASOTA, FL, contact your InvestPro Properties, Inc. agent at 561-203-7022.
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Courtesy of GRECO REAL ESTATE. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Orlando/Tampa – FL. Detailed information about real estate listings held by brokerage firms other than InvestPro Properties, Inc. include the name of the listing broker. Neither the listing company nor InvestPro Properties, Inc. shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. Orlando/Tampa – FL. All rights reserved. 5103 WINDWARD AVENUE
SARASOTA, FL
