Bayside Real Estate

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 tranquility and convenience, making it an ideal haven for families, retirees, and everyone in between.

As you enter Bayside, you’ll be greeted by beautifully landscaped streets lined with elegant homes that reflect a variety of architectural styles. The sense of community is palpable, with friendly neighbors and a welcoming atmosphere that invites you to explore all that this vibrant subdivision has to offer.

Bayside is not just about beautiful homes; it’s also about lifestyle. Residents enjoy easy access to the pristine beaches of Nokomis and Siesta Key, where you can soak up the sun, swim in the warm Gulf waters, or stroll along the sandy shores. For those who appreciate nature, nearby parks and nature reserves provide ample opportunities for hiking, biking, and birdwatching, all set against the backdrop of Florida's stunning landscapes.

Convenience is key in Bayside, with top-rated schools, shopping centers, and dining options just minutes away. Whether you're in the mood for a casual beachside café or an upscale dining experience, you’ll find it all within reach.

Discover the charm of Bayside, where a vibrant community, natural beauty, and a relaxed lifestyle await you. Come and experience the best of Florida living in this delightful subdivision!

$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 Real Estate

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