Welcome to Oyster Bay
Nestled along the shores of Sarasota Bay, Oyster Bay is a prestigious and distinguished tropical neighborhood situated West of the Trails, a few minutes from Downtown Sarasota. It is one of Sarasota's most venerable private clubs, with an exceptional collection of luxury real estate set within a picturesque paradise. Residents enjoy beautifully shaded and spacious home sites on the bay, the lake, and verdant interior lots.
Oyster Bay is a boater's haven, with private access to canals leading to the open, azure waters of the stunning Gulf of Mexico. The community provides access to a plethora of upscale amenities near Southside Village, whose beautiful tree-lined streets and a bevy of high-end restaurants and boutiques make it the perfect place for Oyster Bay residents to enjoy world-class shopping and dining.
What to Love
- Panoramic views of Florida waterways
- A diverse range of opulent home designs
- Proximity to excellent dining and shopping scenes
- Numerous water activities
Local Lifestyle
Oyster Bay offers residents a slice of suburban serenity. Classic old Florida homes, single-family ranches, luxe residences, and waterfront estates dot this sophisticated and elegant community. Encapsulated by lush landscapes, Oyster Bay welcomes new residents to experience its natural beauty and captivatingly wondrous waterfront views. Here, you will enjoy a luxurious lifestyle infused with rich history and anchored by a relaxing sanctuary. The close proximity to fine dining restaurants, excellent schools, and other amenities make Oyster Bay a perfect place to live and raise a family.
Dining, Entertainment & Shopping
The nearby Tamiami Trail offers Oyster Bay residents and visitors access to top dining, shopping, and entertainment venues. Demetrio's Restaurant & Pizza is a great place to discover unique and delectable Italian dishes, including pizza, subs, and a great list of Greek fare served in a simple atmosphere. Those craving seafood head to Walt's Fish Market Restaurant, whose locale serves fresh entrees in an industrial setting with mounted fish and an outdoor bar.
Enjoy retro-themed decor in a cozy diner at Alpine Steakhouse and Butcher Shop, a unique steakhouse serving finely-cut meats alongside German dishes such as turducken. For a relaxed dining experience, check out Veronica Fish and Oyster along Osprey Avenue. This hip eatery serves an outstanding Sunday brunch and perfectly pairable cocktails.
Things to Do
Oyster Bay’s glistening canals and central location give residents direct access to the Gulf of Mexico, opening up a whole new world of first-class water recreation. From sailboating to deep-sea fishing and beyond, Oyster Bay locals have unforgettable experiences at their fingertips. The community is conveniently located next to The Field Club, an exclusive facility offering a curated selection of boating, tennis, and social privileges.
The nearby Southside Village’s tree-lined streets are worth exploring. As you meander through this vibrant area, you’ll come across a variety of hidden gems, from family-owned restaurants to independently-owned boutiques and the ever-popular Morton’s Gourmet Market.
Oyster Bay residents frequently visit Siesta Key Beach, a premier beach situated directly on the Gulf of Mexico. This world-class beach is the perfect spot for ultimate relaxation and is composed of fine quartz sand and serene waters. The beach also features a spacious playground, tennis courts, and year-round lifeguards.
Locals attend many recurring events and festivals throughout the year. The annual Sarasota Music Festival brings the community together to watch the world’s greatest musicians play during this three-week event.
Schools
Sarasota County Public Schools serve the community of Oyster Bay. Schools nearby include:
- Phillippi Shores Elementary
- Southside Elementary School
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