Bayside Homes for Sale

Welcome to Bayside, a picturesque subdivision nestled in the heart of Osprey, Florida, just a stone's throw away from the stunning shores of Nokomis. This charming community offers a perfect blend of serene living and vibrant coastal lifestyle, making it an ideal place to call home.

Bayside is known for its tranquil atmosphere, where lush greenery and beautiful landscapes create a peaceful retreat from the hustle and bustle of everyday life. The neighborhood is thoughtfully designed, featuring a variety of homes that cater to diverse tastes and lifestyles. Whether you’re seeking a cozy single-family home or a spacious villa, Bayside has something for everyone.

The homes for sale in Bayside boast modern amenities and stylish finishes, ensuring comfort and convenience for residents. Many properties feature open floor plans, gourmet kitchens, and expansive outdoor spaces perfect for entertaining or enjoying the beautiful Florida weather. With a strong sense of community, residents often gather for neighborhood events, fostering friendships and a welcoming environment.

Living in Bayside means you’ll have easy access to the stunning beaches of Nokomis, where you can soak up the sun or enjoy water activities. Additionally, the nearby attractions of Sarasota offer a wealth of cultural experiences, from art galleries and theaters to fine dining and shopping.

If you’re looking for a serene yet vibrant community in Florida, Bayside is the perfect place to find your dream home. Explore the available homes for sale today and discover the charm and beauty that this delightful subdivision has to offer!

$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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