5103 Windward Avenue, FL5103 Windward Avenue, FL5103 Windward Avenue, FL
Stellar MLS
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$3,347,500

5103 Windward Avenue

Sarasota, FL 34242

Listing updated: September 23, 2026 at 10:22 AM ET

Active
Stellar MLSListing courtesy of Greco Real Estate · Karen Greco · MLS #A4676707 · Active · 941-685-0449
3
Beds
5
Baths
3,034
Sq Ft
0.33
Acres
2026
Built
WaterfrontWater accessPrivate poolNew constructionFireplace3-car garage$1,103/sqft
Single Family Residence

Property type

2026

Year built

14,490 sqft

Lot size

$1,103

Price / sq ft

No HOA

HOA dues

263

Days on market

3

Garage spaces

AE

Flood zone

About this home

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.

Estimated monthly payment

Principal & interest$16,927
Property taxes$341
Home insurance (est.)$1,534

Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.

Price & listing history263 days on market

  1. Status: Active
    Jan 3, 2026
  2. Listed$3,657,625
    Jan 3, 2026
  3. Price reduced$3,347,500

Facts & features

Property type
Residential
Sub type
Single Family Residence
Status
Active
Days on market
263
Subdivision
Sara Sands
County
Sarasota
Year built
2026
Living area
3,034 sq ft
Price/sq ft
$1,103
Building area
4,410 sq ft (Builder)
Lot size
14,490 sq ft
Lot category
1/4 to less than 1/2
Flood zone
AE (12115C0143G)
Garage
3 spaces
Pool
Private pool
Annual taxes
$4,091 (2024)
Parcel #
0081120049
Zoning
RSF2
MLS #
A4676707

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Interior Details

Bedrooms
3
Full bathrooms
4
Half bathrooms
1
Flooring
Hardwood, Tile
Appliances
Built-In Oven, Dishwasher, Disposal, Exhaust Fan, Gas Water Heater, Microwave, Range Hood, Refrigerator, Tankless Water Heater
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)
Laundry
Inside, Laundry Room
Stories / Levels
One
Direction faces
West
Fireplace
Yes
New construction
Yes

Heating & Cooling

Heating
Central, Electric, Zoned
Cooling
Central Air, Zoned

Parking

Garage spaces
3
Attached garage
Yes
Parking features
Driveway, Garage Door Opener

HOA & Financial

Total monthly fees
$0/mo
Total annual fees
$0
CDD
No
Min lease term
1 Month
Listing terms
Cash, Conventional
Ownership
Fee Simple
Available for lease
Yes
Lease restrictions
Yes
Additional lease restrictions
Please confirm any lease restrictions with Sarasota County.

Exterior & Construction

Exterior features
Outdoor Grill, Outdoor Kitchen, Rain Gutters
Construction materials
Block, Stucco, Frame
Roof
Tile
Foundation
Block, Slab, Stem Wall
Pool
Private pool
Waterfront
Yes
Water access
Yes
Water view
Yes
Road surface
Asphalt

Utilities

Sewer
Public Sewer
Water source
Public
Utilities
BB/HS Internet Available, Cable Available, Electricity Connected, Propane, Sewer Connected, Sprinkler Well, Water Connected

Community

Pets allowed
Yes

Schools

ElementaryPhillippi Shores ElementaryGreatSchools ↗
MiddleBrookside MiddleGreatSchools ↗
High SchoolSarasota HighGreatSchools ↗

Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.

Room Details

RoomLevelDimensions
Living RoomFirst21x16
KitchenFirst
Dining RoomFirst
Bonus RoomFirst15.9x14.1
OfficeFirst12.1x15.3
Primary BedroomFirst14.6x18.4
Bedroom 2First12x14
Bedroom 3First11x14
Balcony/Porch/LanaiFirst22x23

Listing Details

Listing date
2026-01-03
On market date
2026-01-03
Original list price
$3,657,625
Occupant type
Vacant
MLS area
34242 - Sarasota/Crescent Beach/Siesta Key
Listing AOR
Sarasota - Manatee
Status changed
2026-01-03
Tax legal description
LOT 12 SARA SANDS UNIT 1

Flood risk

High riskFEMA Zone AEPanel 12115C0143G

FEMA Special Flood Hazard Area (1% annual-chance / “100-year” floodplain). Flood insurance is generally required by mortgage lenders.

Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.

Location

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.

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