Bayside Real Estate

Welcome to Bayside, a hidden gem nestled in the picturesque landscapes of Osprey and Nokomis, Florida. This charming subdivision offers a perfect blend of tranquility and modern living, making it an ideal destination for families, retirees, and anyone seeking a vibrant community atmosphere.

Bayside is renowned for its lush surroundings, featuring mature trees and beautiful landscaping that create a serene environment. Residents enjoy easy access to pristine beaches, including the stunning Nokomis Beach and the famous Siesta Key, both just a short drive away. The area's coastal charm is complemented by a variety of outdoor recreational opportunities, from kayaking in the nearby waterways to hiking in the scenic parks of Sarasota County.

The community itself boasts a friendly, welcoming vibe, with neighbors who take pride in their homes and surroundings. Bayside offers a range of well-designed properties, from cozy single-family homes to spacious estates, catering to diverse lifestyles and budgets. Many homes feature modern amenities, open floor plans, and private outdoor spaces perfect for entertaining or enjoying the Florida sunshine.

Convenience is key in Bayside, with a variety of shopping, dining, and entertainment options nearby. The charming downtown areas of Osprey and Nokomis provide delightful local boutiques and restaurants, while the vibrant city of Sarasota is just a short drive away, offering cultural attractions such as theaters, art galleries, and world-class dining.

Whether you’re seeking a peaceful retreat or an active lifestyle, Bayside in Osprey/Nokomis is the perfect place to call home. Discover the beauty and charm of this exceptional community today!

$2,995,000

3 Beds ⋅ 4 Baths ⋅ Bayside SubDv. ⋅ 34229 Zip Code

Unobstructed bayfront views and refined coastal luxury define this exceptional waterfront residence in the gated Bayside community. Custom-built in 2017 by Rob Allegra and ideally positioned on a private cul-de-sac between Sarasota and Venice, this home offers a rare opportunity to experience the best of Florida’s Gulf Coast lifestyle. Sweeping views of the Bay and Intracoastal Waterway greet you upon entry, while the dramatic great room features a striking cupola with soaring 22-foot ceilings, wraparound windows, architectural beams, and detailed millwork that beautifully frame the waterfront setting. Pocketing impact sliders seamlessly open the living space to an expansive covered lanai where breathtaking sunsets, dolphins, and gentle coastal breezes create an unforgettable everyday backdrop. The open chef’s kitchen is designed for both entertaining and daily living, offering high end stainless appliances, a gas cooktop with pot filler, wine cooler, abundant cabinetry, and an oversized quartz island. Outdoor living shines with wood-paneled ceilings, crema pro leathered marble flooring, a gas fire pit, and a fully equipped outdoor kitchen with grill and beverage refrigerator. The solar and heat pump-heated saltwater lap pool and spa, outdoor shower, and private dock with lift complete the ultimate waterfront retreat. The primary suite enjoys beautiful water views and features a sitting area, double tray ceiling, dual custom walk-in closets, and a luxurious bath with double vanities and walk-in shower. Two additional en-suite bedrooms, a den or office, and a powder room provide comfort and flexibility. Wood-look tile flooring runs throughout, complemented by impact windows and doors, a smart-enabled security system, whole-home generator, and water conditioning system. Located just minutes from Casey Key, Nokomis Beach, Oscar Scherer State Park, and the Legacy Trail, this home offers effortless access to beaches, boating, dining, and recreation. An extraordinary waterfront residence where luxury, comfort, and coastal beauty come together, offering the lifestyle you’ve always imagined.

14401 Masthead Drive, Osprey

Bayside Real Estate

Newest Listings in Bayside