Bayside Homes with Sidewalks Community Features

Welcome to Bayside, a picturesque subdivision nestled in the heart of Osprey, Florida, just a stone's throw away from the vibrant coastal town of Nokomis. This charming community offers a unique blend of serene living and modern amenities, making it an ideal destination for families, retirees, and anyone looking to embrace the Florida lifestyle.

Bayside is renowned for its beautifully designed homes that feature sidewalks, encouraging an active and friendly neighborhood atmosphere. Picture yourself taking leisurely strolls along tree-lined streets, where neighbors become friends and children play safely in the open air. The community is thoughtfully laid out, promoting a sense of connection and warmth among residents.

As you explore Bayside, you'll discover a variety of home styles that cater to diverse tastes and needs. Each residence is crafted with attention to detail, ensuring comfort and style. The lush landscaping and well-maintained common areas enhance the overall appeal, creating a welcoming environment for all.

Living in Bayside means enjoying the best of both worlds—tranquility and accessibility. Just minutes away, you’ll find pristine beaches, vibrant shopping districts, and an array of dining options that showcase the best of Florida's culinary scene. Nature enthusiasts will appreciate the nearby parks and recreational areas, perfect for hiking, biking, or simply soaking up the sun.

Whether you’re looking for a place to settle down or a vacation retreat, Bayside offers a charming community that embodies the essence of Florida living. Come and experience the warmth and beauty of Bayside—your dream home awaits!

$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 Sidewalks Community Features

Newest Bayside Homes with Sidewalks Community Features