Bayside Homes with Buyer Approval Required Community Features

Welcome to Bayside, a picturesque subdivision nestled in the heart of Osprey and Nokomis, Florida. This charming community offers a perfect blend of serene living and vibrant coastal lifestyle, making it an ideal choice for families, retirees, and anyone seeking a tranquil retreat just moments from the beautiful Gulf of Mexico.

Bayside is renowned for its thoughtfully designed homes that reflect the quintessential Florida aesthetic, featuring open floor plans, spacious backyards, and lush landscaping. Each residence exudes warmth and character, providing an inviting atmosphere for both residents and guests. With buyer approval required, you can be assured that your future neighbors share a commitment to maintaining the community's integrity and charm.

Residents of Bayside enjoy a wealth of community features that enhance the overall living experience. Take advantage of the scenic walking paths that wind through the neighborhood, perfect for morning strolls or evening bike rides. The community also boasts well-maintained parks and recreational areas, where families can gather for picnics or children can play freely.

Located just a short drive from the stunning beaches of Nokomis and the vibrant shopping and dining options in Osprey, Bayside offers the ultimate convenience without sacrificing the peaceful ambiance of suburban living. Whether you’re exploring local art galleries, indulging in fresh seafood at nearby restaurants, or simply soaking up the sun on the sandy shores, Bayside provides an idyllic backdrop for a fulfilling lifestyle.

Discover the charm of Bayside, where community spirit meets coastal elegance. Your dream home awaits!

$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 Homes with Buyer Approval Required Community Features

Newest Bayside Homes with Buyer Approval Required Community Features