| Address | Price | Bed / Bths | Interior Space | $sf | WF / Pool | MLS |
|---|---|---|---|---|---|---|
| 684 FREELING DRIVE |
$9,900,000 | 3/3 |
2,548sf | $3,885 | Y / Y | A4675752 |
| 3820 FLAMINGO AVENUE |
$8,395,000 | 4/4 |
4,775sf | $1,758 | Y / Y | A4673215 |
| 3550 FLAMINGO AVENUE |
$6,595,000 | 4/4 |
4,711sf | $1,400 | Y / Y | A4610537 |
| 684 FREELING DRIVE |
$5,750,000 | 3/3 |
2,548sf | $2,257 | Y / Y | A4675757 |
| 843 NORSOTA WAY |
$5,499,000 | 3/2 |
2,467sf | $2,229 | Y / Y | A4676472 |
| 831 SIESTA DRIVE |
$5,100,000 | 5/4 |
4,250sf | $1,200 | N / Y | A4674955 |
| 838 NORSOTA WAY |
$3,650,000 | 5/5 |
3,001sf | $1,216 | N / Y | A4677343 |
| 428 SIESTA DRIVE |
$3,200,000 | 2/2 |
2,163sf | $1,479 | Y / N | A4661294 |
| 763 SIESTA DRIVE |
$1,599,000 | 4/3 |
2,294sf | $697 | N / N | A4648764 |
| 854 NORSOTA WAY |
$1,499,000 | 2/2 |
1,667sf | $899 | N / Y | A4665123 |
| 3721 FLAMINGO AVENUE |
$1,395,000 | 3/3 |
2,628sf | $531 | Y / N | A4667437 |
Bay Island Homes for Sale | Luxury Real Estate in Sarasota
Discover Bay Island Sarasota
Bay Island is one of Sarasota’s most prestigious and picturesque neighborhoods, perfectly positioned at the southern gateway to the city’s barrier islands. Located just across the Siesta Drive Bridge, this exclusive enclave blends the tranquility of island living with the convenience of being minutes from downtown Sarasota. Known for its magnificent waterfront estates, deepwater canals, and lush tropical landscapes, Bay Island offers residents an unparalleled lifestyle on Florida’s Gulf Coast.
Prime Location and Coastal Setting
Bay Island sits at the northern tip of Siesta Key, directly connecting to the mainland’s West of Trail area. This unique location provides residents with the best of both worlds — the serenity and natural beauty of island life and the close proximity to Sarasota’s vibrant urban amenities. The neighborhood is bordered by Sarasota Bay on the east and Roberts Bay on the west, offering breathtaking water views, gentle breezes, and direct boating access to the Intracoastal Waterway and the Gulf of Mexico.
The tree-lined streets and meticulously maintained homes create a peaceful, private environment that appeals to those seeking an elegant coastal retreat. Many residents enjoy watching dolphins from their docks, taking sunset cruises, or walking along the quiet streets where banyan trees and tropical palms frame the landscape.
Bay Island Real Estate Overview
Bay Island real estate is among the most desirable in Sarasota. The community features a diverse selection of homes ranging from classic mid-century ranches and Old Florida cottages to newly constructed luxury estates with modern architecture and cutting-edge design. Waterfront properties are particularly sought after, with private docks, boat lifts, and panoramic bayfront vistas that showcase Sarasota’s renowned sunsets.
Many homes feature open-concept layouts, high ceilings, expansive outdoor living areas, and resort-style pools. Newer residences often incorporate smart-home technology, hurricane-rated windows, and sustainable materials that blend luxury with efficiency. Because of limited inventory and high demand, Bay Island homes hold exceptional long-term value and rarely stay on the market for long.
Exclusive Waterfront Living
For boating enthusiasts, Bay Island is an ideal location. Deepwater canals allow easy navigation for sailboats and yachts, while direct access to the Intracoastal Waterway makes it simple to reach Siesta Key, Lido Key, and the open Gulf. Whether you’re exploring Sarasota Bay by kayak, fishing from your dock, or taking a leisurely cruise to waterfront restaurants, Bay Island delivers an unmatched waterfront lifestyle.
The neighborhood’s elevation and thoughtful planning also contribute to its desirability. Many properties are positioned to maximize both privacy and panoramic views, creating a tranquil retreat that feels worlds away from the bustle of downtown — yet only minutes apart.
Proximity to Downtown Sarasota and Beyond
Despite its peaceful island atmosphere, Bay Island is just a short drive from downtown Sarasota. Residents can easily access world-class dining, boutique shopping, and the city’s vibrant arts scene, including the Sarasota Opera House, Van Wezel Performing Arts Hall, and the Ringling Museum of Art. The neighborhood’s location near U.S. 41 and Siesta Drive also offers quick access to Siesta Key Beach, Southside Village, and the mainland’s medical centers and schools.
Families appreciate Bay Island’s proximity to top-rated schools and its sense of community, while professionals and retirees enjoy the convenience of easy travel to Sarasota-Bradenton International Airport, just 20 minutes away. The blend of accessibility and serenity makes Bay Island one of the most desirable residential enclaves in the Sarasota area.
Architectural Style and Community Character
Homes in Bay Island showcase an elegant mix of architectural styles. Classic Sarasota School of Architecture designs coexist beautifully with coastal contemporary and Mediterranean influences. The result is a community that feels both historic and sophisticated — timeless yet evolving. Many homes have been thoughtfully renovated to include luxury finishes such as gourmet kitchens, spa-inspired baths, and seamless indoor-outdoor transitions that take full advantage of the waterfront setting.
The neighborhood’s well-established canopy trees and manicured landscaping provide a sense of privacy and natural beauty, creating an atmosphere of refined seclusion. Despite its exclusivity, Bay Island maintains a welcoming, residential feel that attracts homeowners seeking both elegance and warmth.
Nearby Attractions and Lifestyle Highlights
Siesta Key Beach: Just minutes away, the world-famous quartz-sand beach offers turquoise waters and endless recreation, from paddleboarding to sunset picnics.
Southside Village: A nearby destination for boutique shopping, casual cafés, and fine dining, including Morton’s Gourmet Market and Libby’s Neighborhood Brasserie.
Downtown Sarasota: Enjoy art galleries, theater performances, and sophisticated nightlife only a few minutes over the bridge.
Marina Jack & Bayfront Park: Perfect for boaters and outdoor lovers, featuring waterfront dining and walking trails with beautiful views of the bay.
Investment and Long-Term Appeal
Bay Island continues to attract buyers seeking a combination of natural beauty, location, and prestige. With limited waterfront availability and strong market demand, homes here have demonstrated impressive appreciation and long-term stability. Whether used as a primary residence, seasonal home, or investment property, Bay Island offers a secure and rewarding opportunity within Sarasota’s luxury real estate market.
Experience Bay Island Sarasota
Bay Island captures the essence of Sarasota’s coastal lifestyle — serene, sophisticated, and surrounded by water. Its rare combination of location, exclusivity, and timeless architecture makes it one of the most desirable neighborhoods on Florida’s Gulf Coast. From sunrise over Sarasota Bay to evening breezes across the Gulf, life on Bay Island is a seamless balance of elegance and tranquility.
To learn more about available properties in Bay Island Sarasota, contact me at 941.281.5472 or email lisa@sarasotaluxurycondos.com.
