Steven Koleno

Steven Koleno Consumer-First Real Estate Architect

$3,397,500.00
5103 WINDWARD AVENUE, SARASOTA, FL - 34242
3 beds
4.5 baths
3,034 sqft
$3,397,500.00
5103 WINDWARD AVENUE, SARASOTA, FL - 34242
Steven Koleno
$3,397,500.00
3 beds
4.5 baths
3,034 sqft
5103 WINDWARD AVENUE, SARASOTA, FL - 34242
For Sale
Photo 1
  • Built in 2026
  • 3 garage spaces
  • $1,119.81/sqft
  • Lot size: 14,490 sqft
  • 229 days on market

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!

  • 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.
  • County: Sarasota
  • Geo subdivision: SARA SANDS

Nearby Schools

Phillippi Shores Elementary

Brookside Middle

Sarasota High

Features

Financial

Let's get in touch!

Steven Koleno

Steven Koleno

Consumer-First Real Estate Architect

See also

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8800 MIDNIGHT PASS ROAD, SARASOTA, FL - 34242
$3,690,000.00
4 bds
4.5 ba
3,676 sqft
8800 MIDNIGHT PASS ROAD, SARASOTA, FL - 34242
For Sale
1959 WISTERIA STREET, SARASOTA, FL - 34239
$3,150,000.00
3 bds
4.0 ba
2,844 sqft
1959 WISTERIA STREET, SARASOTA, FL - 34239
For Sale
1354 WESTWAY DRIVE, SARASOTA, FL - 34236
$3,495,000.00
3 bds
3.0 ba
3,364 sqft
1354 WESTWAY DRIVE, SARASOTA, FL - 34236
Stellar MLS
  • Source: Stellar MLS
  • MLS #: A4676707
Listing updated: August 17, 2026 at 6:54PM
Listing provided by: Karen Greco, GRECO REAL ESTATE
Last checked 3 days ago
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