Bayside Homes with Gated Amenities

Welcome to Bayside, a picturesque subdivision nestled in the heart of Osprey and Nokomis, Florida, where coastal charm meets modern living. This serene community is perfectly situated in Sarasota County, just moments away from the stunning beaches of the Gulf Coast. Bayside is an idyllic retreat for those seeking a harmonious blend of tranquility and convenience.

As you explore this enchanting neighborhood, you’ll discover a collection of beautifully designed homes that cater to a variety of lifestyles. Each residence in Bayside boasts exquisite craftsmanship and contemporary finishes, providing an inviting atmosphere for families and professionals alike. The homes are thoughtfully laid out, offering spacious living areas, gourmet kitchens, and serene outdoor spaces that encourage relaxation and entertaining.

One of the standout features of Bayside is its exclusive gated amenities, ensuring a secure and peaceful environment for all residents. The gated entrance not only enhances privacy but also fosters a sense of community among neighbors. Enjoy leisurely strolls along tree-lined streets, or take advantage of the community’s recreational facilities, which often include a sparkling pool, fitness center, and beautifully landscaped parks.

With its prime location, Bayside residents have easy access to the vibrant culture of Sarasota, including art galleries, fine dining, and boutique shopping. Plus, the stunning beaches of Nokomis and Osprey are just a short drive away, offering endless opportunities for sun-soaked days and sunset strolls.

Discover the perfect blend of luxury and lifestyle in Bayside, where every day feels like a vacation. Your dream home awaits in this charming Florida community!

$2,850,000

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 Homes with Gated Amenities

Newest Bayside Homes with Gated Amenities