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5103 Windward Avenue

Sarasota, FL 34242
  • $3,397,500
  • STATUS: Active
  • ON SITE: 253 Days
  • MLS #: A4676707
UPDATED: 16 min ago
$3,397,500
  • 3
    BEDS
  • 0.33
    ACRES
  • 4
    BATHS
  • 1
    1/2 BATHS
  • 3,034
    SQFT
  • $1,120
    $/SQFT
Neighborhood:
Type:
Single-Family Home
Built:
2026
County:

School Information

Elementary School:
Middle School:
High School:

Description

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.

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© 2026 My Florida Regional MLS DBA Stellar MLS. All rights reserved. All listings displayed pursuant to IDX. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumers personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Data last updated 2026-09-14T19:43:44.547.
www.cartwrightrealtyoftampa.com/homes/171706232
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5103 Windward Avenue Sarasota, FL 34242

  • Price: $3,397,500
  • Status: Active
  • On Site: 253 Days
  • Updated: 16 min ago
  • MLS #: A4676707
3
Beds
4
Baths
1
½ Baths
0.33
Acres
3,034
SQFT
$1,120
$/SQFT
2026
Built
Neighborhood:
Sara Sands
County:
Sarasota
Area:
Sarasota/Crescent Beach/Siesta Key
Elementary School:
Phillippi Shores Elementary
Middle School:
Brookside Middle
High School:
Sarasota High
Property Description
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.
Exterior Features

Architectural Style CoastalCustom Attached Garage Yn Yes Carport Yn No Construction Materials BlockStuccoWood Frame Covered Spaces 3 Direction Faces West Exterior Features Irrigation SystemOutdoor GrillOutdoor KitchenRain GuttersSliding Doors Foundation Details BlockSlabStem Wall Garage Dimensions 21x32 Green Landscaping Fl. Friendly/Native Landscape Lot Features ClearedFloodZoneIn CountyLandscapedLevelOversized Lot Lot Size Dimensions 90 x 162 Open Parking YN Yes Parking Features DrivewayGarage Door Opener Patio And Porch Features CoveredEnclosedFront PorchPatioScreened Pool Features GuniteHeatedIn GroundLightingPool AlarmSalt WaterScreen Enclosure Pool Private Yn Yes Road Surface Type Asphalt Roof Tile Spa Features HeatedIn Ground Spa YN Yes View PoolTrees/WoodsWater Water Access Canal - SaltwaterIntracoastal Waterway Water Access Yn Yes Water Body Name GRAND CANAL Water Extras Bridges - FixedMinimum Wake ZoneSeawall - Concrete Water Extras Yn Yes Water View Canal Water View Yn Yes Waterfront Features Canal - Saltwater Waterfront Yn Yes

Interior Features

Additional Rooms Bonus RoomDen/Library/OfficeGreat RoomInside Utility Appliances Built-In OvenDishwasherDisposalExhaust FanGas Water HeaterMicrowaveRange HoodRefrigeratorTankless Water Heater Building Area Total 4410 Cooling Central AirZoned Cooling YN Yes Fireplace Features ElectricFamily Room Fireplace Yn Yes Flooring Engineered HardwoodPorcelain Tile Furnished Unfurnished Heating CentralElectricZoned Heating YN Yes Interior Features Built-in FeaturesCrown MoldingEating Space In KitchenHigh CeilingsKitchen/Family Room ComboLiving Room/Dining Room ComboOpen FloorplanPrimary Bedroom Main FloorSolid Surface CountersSolid Wood CabinetsStone CountersTray Ceiling(s)Walk-In Closet(s) Laundry Features InsideLaundry Room Levels One Rooms Dining Room Kitchen (Kitchen Island) Sewer Public Sewer Stories Total 1 Water Source Public Window Features Double Pane WindowsInsulated WindowsStorm Window(s)

Property Features

Additional Lease Restrictions Please confirm any lease restrictions with Sarasota County. Additional Parcels YN No Association Approval Required Yn No Association Yn No Builder Name Allegra Homes Cdd Yn No Down Payment Resource No Flood Zone Code AE Garage Yn Yes Green Energy Efficient DoorsInsulationRoofWater HeaterWindows Green Water Conservation Drip IrrigationIrrig. System-Drip/Microheads Homestead Yn No Lease Considered YN Yes Lease Restrictions YN Yes Listing Terms CashConventional Minimum Lease 1 Month New Construction Yn Yes Number Of Wells 1 Occupant Type Vacant Ownership Fee Simple Pet Restrictions see county leash law Pets Allowed Yes Property Condition Completed Property Sub Type Single Family Residence Realtor Info Floor Plan AvailableSee AttachmentsSignSurvey Available Security Features Smoke Detector(s) Senior Community Yn No Special Listing Conditions None Sw Subdiv Community Name Sara Sands Tax Annual Amount 4091 Total Annual Fees 0 Total Monthly Fees 0 Utilities BB/HS Internet AvailableCable AvailableElectricity ConnectedPropaneSewer ConnectedSprinkler WellWater Connected Yrs Of Owner Prior To Leasing Re No Zoning RSF2


Listing information © 2026 My Florida Regional MLS DBA Stellar MLS..
Listing provided courtesy of GRECO REAL ESTATE: 941-685-0449.



© 2026 My Florida Regional MLS DBA Stellar MLS. All rights reserved. All listings displayed pursuant to IDX. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumers personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Data last updated 2026-09-14T19:43:44.547.
 
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