Siestas Bayside Waterside Real Estate

Welcome to Siestas Bayside Waterside, an enchanting subdivision nestled in the heart of Siesta Key, Florida. Known for its stunning white sandy beaches and vibrant coastal lifestyle, Siesta Key is a coveted destination for both residents and vacationers alike. Siestas Bayside Waterside offers a unique blend of serene waterfront living and community charm, making it an ideal place to call home.

As you enter this picturesque neighborhood, you'll be greeted by lush landscaping and beautifully designed homes that reflect the quintessential Florida style. Many properties boast breathtaking views of the tranquil waters, allowing residents to enjoy mesmerizing sunsets from the comfort of their own backyards. With direct access to the bay, boating and water activities are just steps away, inviting you to explore the natural beauty that surrounds you.

Siestas Bayside Waterside is not just about scenic views; it’s also about community. Residents here enjoy a tight-knit atmosphere, with friendly neighbors and community events that foster connections and a sense of belonging. The subdivision is conveniently located near local shops, exquisite dining options, and recreational facilities, ensuring that everything you need is within reach.

For those who appreciate the outdoors, the nearby Siesta Key Beach is renowned for its powdery sand and crystal-clear waters, perfect for sunbathing, swimming, and beachcombing. Whether you are looking to relax by the shore or indulge in water sports, Siestas Bayside Waterside offers the perfect gateway to the best that Siesta Key has to offer.

Discover the charm of Siestas Bayside Waterside, where coastal living meets community spirit in one of Florida’s most beloved locations. Your dream home awaits!

Newest Listings in Siestas Bayside Waterside

$999,000

3 Beds ⋅ 2 Baths ⋅ Siestas Bayside Waterside SubDv. ⋅ 34242 Zip Code

Island living meets easy everyday comfort in this turnkey furnished Siesta Key pool home. With 3 bedrooms, 2 bathrooms, approximately 2,168 square feet of living space and a 2-car garage, there is room for full-time living, a vacation getaway, or a high-demand rental. Built of concrete block, this Ruth Richmond home offers peace of mind with major updates already done: brand new metal roof with warranty (April 2026), AC with warranty (August 2023), garage door (March 2025), front door (April 2025), and low-maintenance terrazzo flooring. Step inside to an inviting, well-planned layout with the primary suite on one side of the home with updated ensuite bath, and guest bedrooms on the other, offering privacy for family and visitors. The newly updated kitchen features granite countertops and modern finishes. The living room, dining area, and sunroom flow together seamlessly and overlook your private backyard oasis. Outside, enjoy your own sparkling, “sports pool” with a shallow area across the center, ideal for hosting friends for a game of pool volleyball, playing with the kiddos, or lounging. A brand-new fence with self-closing gates (April 2025) wraps the yard in privacy, creating a quiet retreat after a day at the beach. Located on world-famous Siesta Key you’re just minutes from the white quartz sand beaches, charming village shops and restaurants, boating, kayaking, and all the island lifestyle has to offer. This home combines an incredible coastal location with everyday convenience. Turn the key, drop your bags, and start living the Siesta Key lifestyle at 611 Venice Lane.

611 Venice Lane, Sarasota

$4,485,000

5 Beds ⋅ 5 Baths ⋅ Siestas Bayside Waterside SubDv. ⋅ 34242 Zip Code

Newly completed and move-in ready, this Coastal Contemporary waterfront residence on Siesta Key by award-winning Heritage Builders offers 4,132 sq ft with 5 bedrooms, 4.5 baths, a private study, loft, and elevator—perfectly blending luxury, functionality, and coastal living. The main level features white oak wood floors, soaring beamed ceilings, and a bright open-concept layout designed for both everyday living and entertaining. The gourmet kitchen and expansive great room flow seamlessly through 10’ impact-resistant sliding glass doors to the outdoor living area, showcasing tranquil views of the pool and Grand Canal. A dedicated private office, a luxurious primary suite with a spa-inspired bath, and an additional ensuite guest bedroom complete the first floor. Upstairs, a spacious loft provides an ideal secondary gathering space. The VIP suite features a private balcony overlooking the water, while the fifth bedroom offers flexibility as a media room, fitness studio, or guest retreat. A custom wet bar enhances the upper level, creating the perfect setting for entertaining. Set along the scenic canals of Siesta Key, this property offers exceptional boating opportunities with easy access to open water—ideal for enjoying the best of Florida’s waterfront lifestyle right from your backyard. The outdoor living space is designed as a private retreat, complete with a sparkling pool, spa, and peaceful water views. Quick out to the expensive Intracoastal waterways for boaters. Florida living at its finest — sunset views, alfresco dining, and cozy evenings by the outdoor fireplace. A beautiful patio and grill setup that feels like a dream come true. Located just minutes from Siesta Key Beach, this home provides quick access to world-renowned beaches, dining, and the vibrant coastal lifestyle that makes Siesta Key one of the most desirable destinations in Florida. Exceptional opportunity to own a brand-new waterfront home with boating access in one of Sarasota’s premier locations.

558 Venice Lane, Sarasota

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