5103 WINDWARD AVENUE Sarasota, FL $ 3,347,500
5103 WINDWARD AVENUE
$ 3,347,500
New Construction
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5103 WINDWARD AVENUE

Sarasota, FL, 34242
$ 3,347,500
Bedrooms3 Baths4.1 Sq 3,034

Monthly Estimate*

$ 23,120

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Single Family Home for sale in Sarasota, FL

for $3,347,500 with 3 bedrooms and 4 full baths, 1 half bath. This 3,034 square foot home was built in 2026 on a lot size of 0.33.

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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Single Family Pending

Price

$ 3,347,500

Bedrooms

3

Full Bath

4

Half Bath

1

Property Type

Single Family

Taxes

$ 4,091

Style

Coastal Custom

Lot Size

0.33

Year Built

2026

Town/City

Sarasota

County/Region

Sarasota

MLS | Web ID

A4676707

Features
General
Sewer Public Sewer
Heating Central Electric Zoned
Cooling Central Air Zoned
Utilities BB/HS Internet Available Cable Available Electricity Connected Propane Sewer Connected Sprinkler Well Water Connected
Roof Tile
Appliances Built-In Oven Dishwasher Disposal Exhaust Fan Gas Water Heater Microwave Range Hood Refrigerator Tankless Water Heater
Zoning RSF2
Garage Spaces 3
Patio/Porch Features Covered Enclosed Front Porch Patio Screened
Architectural Style Coastal Custom
Pool Features Gunite Heated In Ground Lighting Pool Alarm Salt Water Screen Enclosure
Security Features Smoke Detector(s)
Construction Materials Block Stucco Wood Frame
Pets Allowed Yes
Year Built 2026
View Pool Trees/Woods Water
Levels One
Property Subtype Single Family Residence
Tax Year 2024
Ownership Fee Simple
Waterfront Features Canal - Saltwater
County Sarasota
New Construction true
Property Type Residential
Attached Garage true
Energy Efficient Doors Insulation Roof Water Heater Windows
Subdivision Name SARA SANDS
Facing Direction West
Garage Y/N true
Green Water Conservation Drip Irrigation Irrig. System-Drip/Microheads
Total Rooms 9
Full Baths 4
Status Pending
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.
High School Sarasota High
City SARASOTA
Body of Water GRAND CANAL
Senior Community Y/N false
MLS Area 34242 - Sarasota/Crescent Beach/Siesta Key
Lot Size Units Square Feet
Lot Size Square Feet 14490
Carport Y/N false
Listing Terms Cash Conventional
Spa Features Heated In Ground
Elementary School Phillippi Shores Elementary
Land Lease Y/N false
Tax Annual Amount 4091
Middle/Junior High School Brookside Middle
Property Condition Completed
Additional Parcels Y/N false
Lease Considered Y/N true
Virtual Tour https://tours.vtourhomes.com/5103windwardavesiestakeyfl
Building Area Units Square Feet
Living Area Units Square Feet
Builder Name Allegra Homes
Standard Status Pending
Occupancy Type Vacant
Tax Lot 12
Legal Description LOT 12 SARA SANDS UNIT 1
Water View Canal
Water Access Type Canal - Saltwater Intracoastal Waterway
Minimum Lease 1 Month
Water Access Y/N true
Additional Rooms Bonus Room Den/Library/Office Great Room Inside Utility
Water View Y/N true
Flood Zone Code AE
In Law Suite YN false
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Interior
Interior Amenities 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)
Flooring Engineered Hardwood Porcelain Tile
Furnished Y/N Unfurnished
Fireplace Features Electric Family Room
Total Stories 1
Air Conditioning Y/N true
Heating Y/N true
Window Features Double Pane Windows Insulated Windows Storm Window(s)
Fireplace Y/N true
Half Baths 1
Laundry Features Inside Laundry Room
Total Bedrooms 3
Total Baths 5
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Exterior
Exterior Amenities Irrigation System Outdoor Grill Outdoor Kitchen Rain Gutters Sliding Doors
Vegetation Trees/Landscaped
Parking Features Driveway Garage Door Opener
Lot Features Cleared FloodZone In County Landscaped Level Oversized Lot
Water Source Public
Lot Size Area 14490
Foundation Details Block Slab Stem Wall
Spa true
Building Area Total 4410
Lot Dimensions 90 x 162
Lot Size Acres 0.33
Road Surface Type Asphalt
Private Pool true
Waterfront Y/N true
Covered Spaces 3
Number of Lots 1
Builder Model Kristi Ann Coastal
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* Excluded Features
List By
Greco Real Estate

Broker

karengreco@grecorealestatefl.com

Email

Affordability Calculator

$23,461
Per Month
99%
1%
0%
Monthly Principal & Interest
$23,120
Monthly Property Taxes
$341
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 7.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
0 Elementary School
0 Middle School
Sarasota High High School High School
Pricing History
DatePricePrice ChangeDescription
9/15/2026$3,347,500 -1.47% Price Down
8/4/2026$3,397,500 -2.23% Price Down
6/26/2026$3,475,000 -1.81% Price Down
6/10/2026$3,539,000 -0.28% Price Down
5/5/2026$3,549,000 -2.97% Price Down
1/3/2026$3,657,625 Listed Price

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5103 WINDWARD AVENUE, Sarasota, FL, 34242 is a Single Family Home for sale at $3,347,500 with 3,034 sqft and a lot size of 0.33. 5103 WINDWARD AVENUE has 3 bedrooms, 4.1 baths, and was built in 2026. The property's zip code is 34242 which is in Sarasota, FL