Siestas Bayside Waterside Real Estate

Welcome to Siestas Bayside Waterside, a hidden gem nestled in the heart of Siesta Key, Florida. This enchanting subdivision offers a unique blend of coastal charm and modern living, making it the perfect destination for those seeking a serene escape or a vibrant community lifestyle.

Located in Sarasota County, Siestas Bayside Waterside is just a stone's throw away from the world-renowned Siesta Beach, famous for its powdery white sand and crystal-clear waters. Residents here enjoy easy access to a plethora of outdoor activities, from paddleboarding and kayaking to sunbathing and beachcombing. The subdivision's proximity to the beach means that stunning sunsets and refreshing ocean breezes are part of everyday life.

The community is characterized by its picturesque waterfront properties, many of which boast breathtaking views of the bay. Lush landscaping and meticulously maintained gardens create a tranquil atmosphere, inviting residents to unwind and enjoy the natural beauty surrounding them. With a variety of architectural styles, from charming coastal cottages to modern waterfront homes, there’s a perfect fit for every taste.

Siestas Bayside Waterside is not just about beautiful homes; it’s also about community. Residents can enjoy local events, farmers' markets, and boutique shopping in nearby Siesta Key Village, where vibrant restaurants and nightlife await. Whether you’re looking to relax on the beach, explore the local culture, or simply enjoy the stunning scenery, Siestas Bayside Waterside is the ideal place to call home. Discover the magic of this coastal paradise and start your new life in Siesta Key today!

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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