Siesta Bayside Homes for Sale

Siesta Bayside Homes for Sale

Welcome to Siesta Bayside, a hidden gem nestled in the heart of Siesta Key, Florida. This charming subdivision offers a unique blend of coastal living and serene tranquility, making it an ideal destination for those seeking a slice of paradise. With its picturesque surroundings and close-knit community, Siesta Bayside is perfect for families, retirees, and anyone looking to experience the laid-back lifestyle that Siesta Key is famous for.

Siesta Bayside boasts a variety of homes for sale, each designed to capture the essence of Florida living. From modern single-family homes to elegant waterfront properties, there’s something for everyone in this vibrant community. Many homes feature spacious layouts, lush landscaping, and stunning views that invite the beauty of the outdoors inside. Imagine waking up to the gentle sound of waves and basking in the warm Florida sun from your own backyard oasis.

Residents of Siesta Bayside enjoy easy access to the pristine beaches of Siesta Key, known for their powdery white sand and crystal-clear waters. The area is also surrounded by an array of dining, shopping, and entertainment options, ensuring that you’re never far from the action. Whether you’re indulging in fresh seafood at a local restaurant or exploring the charming boutiques nearby, there’s always something new to discover.

With a strong sense of community and an enviable location, Siesta Bayside is not just a place to live; it’s a lifestyle. Come explore the homes for sale in this idyllic subdivision and find your dream home in one of Florida's most sought-after locations!

Newest Siesta Bayside Homes for Sale

$2,395,000
3 Beds 2 Baths Siesta Bayside SubDv.
The Fastest Open-Water Access Available on Siesta Key Under $2.5 Million Less than 3 minutes to Sarasota Bay, 95 feet of waterfront, and a 75 x 3 of dock designed for serious boating enthusiasts. If you’ve been searching for a waterfront home that prioritizes boating convenience over lengthy canal runs, this is one of the most compelling opportunities currently available on Siesta Key. Why spend 30–45 minutes idling through canals when you can be in Sarasota Bay in under 3 minutes? Positioned on one of Siesta Key’s premier deep-water canals, this exceptional waterfront residence offers the rare combination of protected dockage and near-immediate access to open water. For boaters who value time on the water, this location is difficult to replicate at any price point. Designed with larger vessels in mind, the property features approximately 95 feet of waterfront, a 75-foot dock, 200-amp dock service, and four 50-amp shore power connections. Whether you’re heading offshore, cruising the Intracoastal, or enjoying a sunset cruise across Sarasota Bay, this home delivers a level of boating convenience that few waterfront properties can match. Boater Highlights?• Less than 3 minutes to Sarasota Bay?• Approximately 95 feet of waterfront?• 75-foot dock?• Four 50-amp shore power connections?• 200-amp dock service?• Deep-water canal location?• Protected dockage with quick open-water access Inside, the home has been thoughtfully renovated with a clean coastal-modern design featuring designer tile flooring, an open-concept floor plan, Viking gas appliances, custom cabinetry, and expansive waterfront views. The spacious living areas flow seamlessly into the kitchen and entertaining spaces, creating an ideal environment for both everyday living and hosting guests. The private primary suite serves as a luxurious retreat, complete with an oversized walk-in closet, spa-inspired bathroom, glass-enclosed shower, and direct outdoor access. An additional flexible space offers the opportunity to create a fourth bedroom, private guest suite, office, or media room. Outdoor living is centered around the waterfront lifestyle. Enjoy a saltwater pool and spa, tropical landscaping, integrated lighting, retractable awning, propane fire pit, outdoor shower, and multiple seating and entertaining areas overlooking the canal. Additional features include a 13.5 kW generator, hurricane protection, epoxy-finished garage, updated HVAC system, newer water heater with circulation system, 250-gallon propane tank, and valuable dry storage space. Originally introduced at $2,690,000 and now offered at $2,450,000, this property represents one of the strongest values currently available for buyers seeking deep-water dockage, exceptional boating access, and luxury waterfront living on Siesta Key. Luxury yacht available separately.

4508 Woodside Road, Siesta Key

Start Your Search