Bayside Real Estate

Welcome to Bayside, a picturesque subdivision nestled in the heart of Osprey and Nokomis, Florida. This charming community is perfectly situated in Sarasota County, offering residents the ideal blend of tranquility and accessibility. With its lush landscapes, serene waterways, and proximity to some of Florida's most beautiful beaches, Bayside is a hidden gem waiting to be discovered.

Bayside boasts a variety of stunning homes that cater to diverse lifestyles, from cozy single-family residences to modern waterfront properties. Each home is designed with comfort and style in mind, featuring open floor plans, spacious backyards, and contemporary finishes. Many properties offer breathtaking views of the surrounding nature, creating a peaceful retreat for families and individuals alike.

Residents of Bayside enjoy a vibrant community atmosphere, with friendly neighbors and a strong sense of belonging. The subdivision is conveniently located near top-rated schools, shopping centers, and recreational facilities, making it an ideal choice for families and professionals. Outdoor enthusiasts will appreciate the nearby parks, hiking trails, and the stunning Gulf Coast, perfect for weekend adventures and leisurely strolls.

Bayside is more than just a place to live; it’s a lifestyle. With its close-knit community, beautiful surroundings, and access to the best that Osprey and Nokomis have to offer, it’s no wonder that Bayside is becoming one of the most sought-after neighborhoods in Sarasota County. Come and experience the charm of Bayside—where your dream home awaits!

$2,850,000

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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