Bayside Homes for Sale

Welcome to Bayside, a picturesque subdivision nestled in the heart of Osprey and Nokomis, Florida. This enchanting community offers a blend of serene living and vibrant coastal charm, making it an ideal destination for families, retirees, and anyone seeking a tranquil lifestyle near the beautiful Gulf of Mexico.

Bayside features a variety of homes for sale, each designed with thoughtful architecture and modern amenities to cater to diverse tastes and lifestyles. Whether you’re searching for a cozy single-family home or a spacious retreat, you’ll find a range of options that harmonize with the stunning natural surroundings. Many properties boast lush landscaping, private backyards, and proximity to serene waterways, allowing residents to enjoy the best of Florida living.

One of the standout features of Bayside is its close-knit community atmosphere. Neighbors often come together for seasonal events, fostering friendships and a sense of belonging. The subdivision is conveniently located near top-rated schools, shopping centers, and dining options, ensuring that residents have everything they need within reach.

Outdoor enthusiasts will appreciate the nearby parks, nature trails, and beautiful beaches, perfect for soaking up the sun or enjoying a leisurely stroll. With its ideal location in Sarasota County, Bayside residents can easily explore the vibrant cultural scene of nearby cities, including Sarasota and Venice.

If you’re ready to embrace the Bayside lifestyle, explore the homes for sale today and discover your perfect slice of paradise in this charming Florida community!

$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 for Sale

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