| Address | Price | Bed / Bths | Interior Space | $sf | WF / Pool | MLS |
|---|---|---|---|---|---|---|
| 527 FREELING DRIVE |
$5,825,000 | 4/4 |
4,310sf | $1,352 | Y / Y | A4669657 |
| 749 FREELING DRIVE |
$4,995,000 | 4/4 |
6,827sf | $732 | N / Y | A4666354 |
| 3607 FLAMINGO AVENUE |
$4,950,000 | 4/4 |
3,876sf | $1,277 | Y / Y | A4662402 |
| 878 FREELING DRIVE |
$4,795,000 | 4/4 |
3,866sf | $1,240 | Y / Y | A4673685 |
| 732 SIESTA DRIVE |
$3,500,000 | 3/4 |
3,743sf | $935 | Y / Y | A4640849 |
Bay Island Shores Homes for Sale | Luxury Real Estate in Sarasota
Where Sarasota’s Mainland Meets Island Living
Bay Island Shores is one of Sarasota’s most desirable residential enclaves, perfectly positioned at the gateway between the mainland and the world-famous sands of Siesta Key. This exclusive neighborhood offers the best of both worlds—the tranquility and charm of island life combined with the convenience of city access. Nestled along winding waterfront streets and lush tropical landscapes, Bay Island Shores embodies the classic Sarasota lifestyle, where boating, beachgoing, and refined living come together seamlessly.
Distinctive Architecture and Timeless Design
The homes in Bay Island Shores reflect a sophisticated blend of architectural styles, ranging from classic Florida ranch designs to modern coastal estates. Many properties have been completely reimagined or newly constructed, showcasing elegant features such as expansive glass walls, soaring ceilings, open-concept layouts, and gourmet kitchens with designer finishes. Oversized lots, mature landscaping, and private driveways provide both beauty and privacy. Whether overlooking tranquil canals or nestled among banyan-shaded streets, each home captures the relaxed sophistication that defines Sarasota’s waterfront neighborhoods.
Waterfront Living and Boating Access
For boating enthusiasts, Bay Island Shores is a true gem. The neighborhood’s prime location along Sarasota Bay and its network of deep-water canals make it one of the most sought-after boating communities in the area. Many homes feature private docks, boat lifts, and direct access to Big Sarasota Pass—offering a short, scenic route to the Gulf of Mexico. Residents can easily enjoy days spent cruising the bay, fishing offshore, or exploring the nearby islands of Siesta Key, Bird Key, and Lido Key. This effortless connection to the water is what makes Bay Island Shores an exceptional choice for those who treasure the Florida coastal lifestyle.
Proximity to Siesta Key and Downtown Sarasota
Bay Island Shores enjoys a location that is second to none. Just minutes away, residents can experience the white quartz sands of Siesta Key Beach, consistently ranked among the best beaches in the world. The neighborhood’s convenient access to the north bridge means downtown Sarasota is only a short drive away, where world-class dining, boutique shopping, and performing arts await. Whether spending a day on the beach, attending a show at the Van Wezel Performing Arts Hall, or dining along Main Street, Bay Island Shores residents enjoy effortless access to the area’s finest attractions without sacrificing the privacy and serenity of home.
Serene Lifestyle and Community Appeal
Unlike high-density developments, Bay Island Shores retains the character of a quiet, established residential community. Tree-lined streets, manicured lawns, and views of Sarasota Bay create an atmosphere of peace and exclusivity. Homeowners appreciate the neighborhood’s friendly yet private feel, where evening walks, sunset boat rides, and outdoor gatherings are part of daily life. The community’s location near Siesta Key Village provides an ideal blend of local charm and sophistication—a place where residents can enjoy both the vibrant energy of the coast and the calm of a secluded retreat.
Modern Comforts and Custom Luxury
As Sarasota continues to evolve, Bay Island Shores has maintained its timeless appeal while embracing modern design and technology. Many of the homes feature smart home systems, energy-efficient construction, and hurricane-rated windows and doors. Interiors emphasize natural light, indoor-outdoor flow, and materials that complement the coastal setting—stone, glass, and natural wood. Outdoor spaces often include resort-style pools, summer kitchens, and spacious terraces designed for entertaining with sweeping views of the bay or canals. The result is a lifestyle of comfort, elegance, and ease that perfectly suits year-round residents and seasonal homeowners alike.
Investment Value and Lasting Appeal
With its rare combination of location, waterfront access, and architectural diversity, Bay Island Shores continues to appreciate in value. Sarasota’s luxury housing market remains one of the strongest in Florida, and neighborhoods like Bay Island Shores are particularly sought after due to their limited inventory and prime positioning. Whether you’re seeking a permanent residence, a vacation retreat, or an investment property, homes in this community offer both lifestyle rewards and enduring financial potential. The proximity to downtown Sarasota, beaches, and marinas ensures long-term desirability and stability in the market.
Experience the Essence of Sarasota Living
Bay Island Shores represents the very essence of Sarasota living—a perfect balance between sophistication and relaxation. Here, mornings begin with coffee on a bayfront terrace, days unfold between the water and the white sands of Siesta Key, and evenings end with brilliant Gulf sunsets. Every element of this community reflects the easy grace of coastal Florida life. For those who seek a home that blends privacy, natural beauty, and convenient access to Sarasota’s cultural heartbeat, Bay Island Shores stands among the city’s most exceptional places to live.
