Bayside Homes with Buyer Approval Required Community Features

Welcome to Bayside, an enchanting subdivision nestled in the heart of Osprey and Nokomis, Florida, within the picturesque Sarasota County. This charming community is a hidden gem, where tranquility meets coastal living, providing residents with an idyllic lifestyle surrounded by nature's beauty.

Bayside is renowned for its stunning homes that boast a perfect blend of modern elegance and coastal charm. Each residence is meticulously designed to offer comfort and style, featuring spacious layouts, lush landscaping, and often, breathtaking views of the nearby waterways. The community is thoughtfully designed with a focus on enhancing the quality of life for its residents, ensuring that each home is a sanctuary of peace and relaxation.

One of the unique aspects of Bayside is its Buyer Approval Required feature, which fosters a close-knit community atmosphere. This ensures that all residents share a commitment to maintaining the integrity and charm of the neighborhood, creating an inviting environment for families and individuals alike. The community's amenities further enrich the living experience, offering residents access to well-maintained parks, walking trails, and recreational areas that encourage an active and social lifestyle.

Living in Bayside means embracing the best of Florida living, with easy access to pristine beaches, vibrant shopping centers, and top-rated schools. Whether you’re a first-time homebuyer or looking to settle into a serene retreat, Bayside is the perfect place to call home. Discover the charm and community spirit that awaits you in this delightful neighborhood—your dream home is just around the corner!

$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 with Buyer Approval Required Community Features

Newest Bayside Homes with Buyer Approval Required Community Features