Bayside Real Estate

Bayside Real Estate

Welcome to Bayside, a hidden gem nestled in the heart of Florida, where coastal charm meets suburban tranquility. This delightful subdivision is perfectly situated near the shimmering shores of the Gulf of Mexico, offering residents the best of both worlds: easy access to vibrant beach life and the peaceful serenity of a close-knit community.

Bayside boasts an array of stunning homes, each designed with modern elegance and comfort in mind. Whether you’re searching for a cozy single-family home or a spacious townhome, you’ll find properties that cater to every lifestyle and budget. Lush landscaping and thoughtfully designed outdoor spaces create an inviting atmosphere, perfect for family gatherings or quiet evenings under the stars.

One of the standout features of Bayside is its commitment to community living. With a variety of amenities, including parks, playgrounds, and walking trails, residents can enjoy an active lifestyle while fostering connections with neighbors. The community also hosts regular events, from seasonal festivals to farmers' markets, ensuring there’s always something happening to bring residents together.

Conveniently located near major highways, Bayside offers easy access to nearby shopping, dining, and entertainment options. Explore the charming local boutiques or indulge in fresh seafood at one of the many nearby restaurants. For families, Bayside is served by top-rated schools, making it an ideal place to raise children.

Experience the magic of Bayside—a community where every day feels like a vacation. Embrace the Florida lifestyle and make this enchanting subdivision your new home!

Newest Listings in Bayside

$2,850,000
3 Beds 4 Baths A4684834 MLS
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

Start Your Search

MFR MLS is the source of this information via Internet Data Exchange Program. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale. Availability of any listing should always be independently verified. Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase. All other use is strictly prohibited and may violate relevant federal and state law. Data last updated on

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange (IDX) program of the Northeast Florida Multiple Listing Service, Inc. Real estate listings held by brokerage firms other than Realty Exchange LLC are marked with the listing broker’s name and detailed information about such listings includes the name of the listing brokers. Data provided is deemed reliable but is not guaranteed. © 2026 Northeast Florida Multiple Listing Service, Inc. All rights reserved. Data last updated