Hometrino is now on iOS & Android — download the app for the best experience.

App StoreGoogle Play
5103 WINDWARD AVENUE, SARASOTA, FL - photo 1

$3,347,500

5103 WINDWARD AVENUE

SARASOTA, FL 34242

Estimated payment $17,502/month

no HOA · estimated tax · estimated insurance · 20% down, 6.5%, 30 yr

Get Pre-Qualified
3Beds
5Baths
3,034Sq Ft
$1103Price/Sq Ft

Preferred partner

Kinsfolk Realty

Kinsfolk Signature Realty

Powered by Hometrino

(813) 602-0498

Highlights

No HOA
Private Pool
Fireplace
Garage
Built in 2026
14,490 sqft Lot

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.

Map

Loading map...

Curious what you can afford?

Get pre-qualified with us in as little as 5 minutes.

Pre-Qualify

Tour with a local agent

Facts & features

Bedrooms & bathrooms

  • •Bedrooms:3
  • •Bathrooms:5 (4 full, 1 half)
  • •Full bathrooms:4
  • •Half bathrooms:1

Heating

  • •Has Heating:Yes

Interior area

  • •Total structure area:3,034 sqft
  • •Total interior livable area:3,034 sqft

Parking

  • •Parking features:N/A
  • •Garage spaces:0
  • •Has attached garage:No

Lot

  • •Size:14,490 sqft

Details

  • •Parcel number:N/A

Type & style

  • •Home type:Single Family Residence
  • •Property subtype:Residential

Materials

  • • N/A

Condition

  • •Year built:2026

Payment calculator

Loading payment calculator…

Contact agent

Price history

DateEventPrice
2026-01-03T00:00:00.000ZListed for sale$3,347,500$1103/sqft

Listing Agent

Karen Greco

GRECO REAL ESTATE

Brokerage Phone: 941-685-0449

Source: Stellar MLS · MLS #A4676707

Data Powered by Home Junction, Inc.

Nearby

Schools

ESE SPECIAL PROGRAMS

Elementary · 1.7 mi

SARASOTA VIRTUAL INSTRUCTION PROGRAM

Elementary · 1.7 mi

SARASOTA VIRTUAL INSTRUCTION (COURSE OFFERINGS)

High · 1.7 mi

Supermarkets

Morton's Market - Siesta Key

0.3 mi

Siesta Dental

0.4 mi

Publix

1.7 mi

Dining

Milan Catering

0.2 mi

Casa Masa

0.3 mi

The Pita Shack

0.3 mi

Parks

Glebe Park

0.7 mi

Boyd Park

0.8 mi

Siesta Beach Park

1.0 mi

Beaches

Public Beach Access 3

0.5 mi

Sarasota Beach

0.5 mi

Public Beach Access 2

0.6 mi

Nearby amenity locations include data © OpenStreetMap contributors.