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$3,397,500

5103 WINDWARD AVENUE, SARASOTA, FL 34242

3D Tour
Active244 days on market

Beds

3

Baths

5

Sq Ft

3,034 sq ft

Year Built

2026

Lot Size

0.33 acres

Garage

3

About This Property

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.

Property Overview

Property TypeResidential
Sub TypeSingle Family Residence
MLS #A4676707
StatusActive
Year Built2026
Stories1
Total Rooms9
ConstructionBlock, Stucco, Wood Frame
RoofTile
FoundationBlock, Slab, Stem Wall
FacesWest
SubdivisionSARA SANDS
CountySarasota
OwnershipFee Simple
New ConstructionYes

Interior Features

InteriorBuilt-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)
FlooringEngineered Hardwood, Porcelain Tile
AppliancesBuilt-In Oven, Dishwasher, Disposal, Exhaust Fan, Gas Water Heater, Microwave, Range Hood, Refrigerator, Tankless Water Heater
LaundryInside, Laundry Room
WindowsDouble Pane Windows, Insulated Windows, Storm Window(s)
CoolingCentral Air, Zoned
HeatingCentral, Electric, Zoned
FireplaceYes ()
SecuritySmoke Detector(s)

Exterior & Lot

ExteriorIrrigation System, Outdoor Grill, Outdoor Kitchen, Rain Gutters, Sliding Doors
Lot Size0.33 acres (14,490 sq ft)
Lot Dimensions90 x 162
Lot FeaturesCleared, FloodZone, In County, Landscaped, Level, Oversized Lot
Road SurfaceAsphalt
ViewPool, Trees/Woods, Water

Pool & Spa

Private PoolYes
Pool FeaturesGunite, Heated, In Ground, Lighting, Pool Alarm, Salt Water, Screen Enclosure
SpaHeated, In Ground

Waterfront

WaterfrontYes
FeaturesCanal - Saltwater

Utilities

WaterPublic
SewerPublic Sewer
UtilitiesBB/HS Internet Available, Cable Available, Electricity Connected, Propane, Sewer Connected, Sprinkler Well, Water Connected

Parking

GarageYes (3 spaces)

HOA & Community

HOANo
Senior CommunityNo

Financial Details

List Price$3,397,500
Original Price$3,657,625
Annual Taxes$4,091 (2024)
FinancingCash, Conventional
ZoningRSF2
Parcel #0081120049

Schools

ElementaryPhillippi Shores Elementary
MiddleBrookside Middle
HighSarasota High

Directions

From US-41 (Tamiami Trail), head west on Siesta Drive and cross the North Bridge onto Siesta Key. Continue as Siesta Drive transitions into Higel Avenue. Follow Higel Avenue for approximately 1 mile, then turn right onto Windward Avenue. The property will be on the left at 5103 Windward Avenue.

Location

5103 WINDWARD AVENUE, SARASOTA, FL 34242

Listing Information

OfficeGRECO REAL ESTATE
ListedJanuary 3, 2026

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Home Price

$3,397,500

20% ($679,500)
6.75%

Loan Term

Principal & Interest$17,629
Property Tax (est.)$3,114
Insurance (est.)$150
Total Monthly$20,893
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Listing information is deemed reliable but not guaranteed. All measurements and data should be independently verified. This information is provided by the Stellar MLS. The listing broker's offer of compensation is made only to participants of the MLS where the listing is filed. IDX information is provided exclusively for consumers' personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated: September 4, 2026.

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