To schedule a showing of 5103 Windward Avenue, Sarasota, Florida, Call David Shippey at 863-521-4517 TODAY!

$3,475,000 Reduced -$64,000
5103 Windward Avenue
Sarasota, FL 34242
  • 3Beds
  • 5.00Total Baths
  • 4 Full, 1 HalfBaths
  • 3,034SqFt
  • 2026Year Built
  • 0.33Acres
  • MLS# A4676707
  • Residential
  • SingleFamilyResidence
  • Active

  • Approx Time on Market6 months, 9 days
  • Area34242 - Sarasota/crescent Beach/siesta Key
  • CountySarasota
  • Subdivision Sara Sands

Overview

Completed new construction! Built safely and securely ten feet above the island’s flood plain, 5103 Windward is unparalleled new construction with saltwater boating access to the Intracoastal Waterway and Gulf beyond. Along the water’s edge, this homesite spans nearly 1/3 acre on the Grand Canal with 90 ft. of new seawall. The central Siesta Key location makes getting to the spectacular white sand beaches and charming Siesta Village easy and convenient. The free-flowing plan, offering 3,034 sq. ft. of open living, will seduce you with its inviting atmosphere wrapped in casual elegance and modern sophistication. With plenty of natural light, the great room boasts double-height ceilings adorned with rich architectural detail, an elaborate floor-to-ceiling fireplace wall, and see-through views to the expansive outdoor space and coveted canal setting. Beyond the great room’s glass doors, an entertaining lounge with wood ceiling accents, a professional grill station, and a heated pool/spa await your plans for spending cherished time with family and friends. As evening approaches, night lighting transforms the beautiful backyard and creates a timeless ambiance that encourages relaxation and reflection. A gorgeous kitchen is enhanced with an abundance of amenities including a premium Sub-Zero and Wolf appliance package, stone counters, stylized fixtures and finishes, a walk-in pantry, and adjoining laundry. The formal dining room features a built-in buffet and French doors leading to a brick paver patio, making it a wonderful spot for dining alfresco under the stars. The bonus room, with wet bar and pool bath, features two walls of glass sliders showcasing the extensive outdoors and picturesque water views. The primary suite is an oasis of serenity with an office outfitted with built-ins, a generous wardrobe for two, and an exquisite bath intended to pamper and spoil with a free-standing tub, a frameless glass shower with rain head, separate vanities with stone tops, and a water closet. Two additional en-suites offer plenty of room to unwind and rejuvenate in comfortable privacy. A brick paver drive, a 3-car garage, professional landscaping with timed irrigation, eye-catching curb appeal, and other notable customizations inside and out, complete this magnificent waterfront home. This fresh new residence, designed by the award-winning team at Allegra Homes, has been artfully designed and crafted to offer the highest quality to those who live here. An exciting opportunity to make this island paradise yours!



Agriculture / Farm

Association Fees / Info

Pets Allowed:  Yes

Bathroom Info

Total Baths:  5.00

Fullbaths:  4

Building Info

Window Features:  DoublePaneWindows, InsulatedWindows, StormWindows

Roof:  Tile

Builder:  Allegra Homes

Building Area Source:  Builder

Buyer Compensation

Exterior Features

Style:  Coastal, Custom

Pool Features:  Gunite, Heated, InGround, PoolAlarm, ScreenEnclosure, SaltWater

Patio:  Covered, Enclosed, FrontPorch, Patio, Screened

Pool Private:  Yes

Exterior Features:  SprinklerIrrigation, OutdoorGrill, OutdoorKitchen, RainGutters

Fees / Restrictions

Financial

Original Price:  $3,657,625

Disclosures:  FloodPlainDisclosure

Garage / Parking

Parking Features:  Driveway, Garage, GarageDoorOpener

Attached Garage:  Yes

Garage:  Yes

Green / Env Info

Green Features:  Doors, Insulation, Roof, WaterHeater, Windows

Green Water Conservation:  LowVolumeDripIrrigation

Interior Features

Fireplace Desc:  Electric, FamilyRoom

Fireplace:  Yes

Floors:  EngineeredHardwood, PorcelainTile

Levels:  One

Spa:  Yes

Laundry Features:  Inside, LaundryRoom

Interior Features:  BuiltInFeatures, TrayCeilings, CrownMolding, EatInKitchen, HighCeilings, KitchenFamilyRoomCombo, LivingDiningRoom, MainLevelPrimary, OpenFloorplan, StoneCounters, SolidSurfaceCounters, WalkInClosets, WoodCabinets

Appliances:  BuiltInOven, Dishwasher, ExhaustFan, Disposal, GasWaterHeater, Microwave, Refrigerator, RangeHood, TanklessWaterHeater

Spa Features:  Heated, InGround

Lot Info

Direction Remarks:  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.

Number of Lots:  1

Lot Size Units:  Acres

Lot Size Acres:  0.33

Lot Sqft:  14,490

Est Lotsize:  90X162

Vegetation:  PartiallyWooded

Lot Desc:  Cleared, Flat, FloodZone, Level, OutsideCityLimits, OversizedLot, Landscaped

Misc

Builder Model:  Kristi Ann Coastal

Other

Special Conditions:  None

Security Features:  SmokeDetectors

Other Rooms Info

Property Info

Section:  12

Class Type:  SingleFamilyResidence

Property Sub Type:  SingleFamilyResidence

Property Condition:  NewConstruction

New Construction:  Yes

Construction Materials:  Block, Stucco, WoodFrame

Stories:  1

Total Stories:  1

Foundation:  Block, Slab, StemWall

Room Info

Total Rooms:  9

Sqft Info

Sqft:  3,034

Bulding Area Sqft:  4,410

Living Area Units:  SquareFeet

Living Area Source:  Builder

Tax Info

Tax Year:  2,024

Tax Lot:  12

Tax Legal Description:  LOT 12 SARA SANDS UNIT 1

Tax Annual Amount:  4091

Tax Book Number:  7-56

Unit Info

Utilities / Hvac

Heating:  Central, Electric, Zoned

Water Source:  Public

Sewer:  PublicSewer

Cool System:  CentralAir, Zoned

Cooling:  Yes

Heating:  Yes

Utilities:  CableAvailable, ElectricityConnected, HighSpeedInternetAvailable, Propane, SewerConnected, WaterConnected

Waterfront / Water

Waterfront:  Yes

Waterfront Features:  CanalAccess

View:  Yes

Water Body Name:  GRAND CANAL

View:  Canal, Pool, TreesWoods, Water

Schools

Elem:  Phillippi Shores Elementary

Middle:  Brookside Middle

High:  Sarasota 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.

This listing courtesy of Greco Real Estate 

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Price & Status History (on davidshippey.com since Sat, Jan 3rd 2026)
  • Original Price: $3,657,625
  • Current Price: $3,475,000
  • Price Reduced: $182,625
Date ChangedFromTo
06/26/2026$3,539,000 $3,475,000 Reduced by $64,000
06/10/2026$3,549,000 $3,539,000 Reduced by $10,000
05/05/2026$3,657,625 $3,549,000 Reduced by $108,625

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If you have any questions on 5103 Windward Avenue, Sarasota, Florida, please call David Shippey at 863-521-4517.


MLS# A4676707 located at 5103 Windward Avenue, Sarasota, Florida is brought to you by David Shippey REALTOR®

5103 Windward Avenue, Sarasota, Florida has 3 Beds, 4 Full Bath, and 1 Half Bath.
The MLS Number for 5103 Windward Avenue, Sarasota, Florida is A4676707.
The price for 5103 Windward Avenue, Sarasota, Florida is $3,475,000.
The status of 5103 Windward Avenue, Sarasota, Florida is Active.
The subdivision of 5103 Windward Avenue, Sarasota, Florida is Sara Sands.
The home located at 5103 Windward Avenue, Sarasota, Florida was built in 2026.