Bayside Real Estate

Bayside Real Estate

Welcome to Bayside, a hidden gem nestled in the heart of Osprey and Nokomis, Florida. This charming subdivision offers a unique blend of serene living and vibrant community spirit, making it an ideal place for families, retirees, and anyone seeking a slice of paradise.

Bayside is renowned for its picturesque landscapes, featuring lush greenery and stunning waterfront views that evoke a sense of tranquility. Residents can enjoy the gentle breezes and warm sunshine that Florida is famous for, all while being just moments away from the beautiful beaches of the Gulf Coast. With easy access to both Siesta Key and Nokomis Beach, you'll find endless opportunities for sunbathing, swimming, and enjoying water sports.

The community is thoughtfully designed, with a variety of homes that cater to different lifestyles. Whether you’re looking for a cozy bungalow or a spacious family home, Bayside has something to suit your needs. The neighborhood is also family-friendly, with parks, playgrounds, and walking trails that encourage outdoor activities and foster connections among neighbors.

Conveniently located near shopping, dining, and entertainment options, Bayside offers the perfect balance of a quiet retreat and a vibrant lifestyle. You'll find local boutiques, charming cafes, and fine dining establishments just a short drive away, ensuring you have everything you need at your fingertips.

In Bayside, you’re not just buying a home; you’re investing in a lifestyle. Discover the warmth and charm of this delightful community, where every day feels like a vacation. Come and experience Bayside—your new home awaits!

Newest Listings in Bayside

$2,995,000
3 Beds 4 Baths Bayside SubDv.
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/Nokomis

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