Gulf & Bay Club Bayside Homes with Trees/Woods View

Gulf & Bay Club Bayside Homes with Trees/Woods View

Welcome to Gulf & Bay Club Bayside, a hidden gem nestled in the heart of Siesta Key, Florida. This exclusive subdivision offers a perfect blend of luxury living and natural beauty, making it an ideal retreat for those seeking a tranquil escape. With its picturesque surroundings and lush landscapes, Gulf & Bay Club Bayside is not just a place to live; it's a lifestyle.

The homes here boast stunning views of mature trees and serene woods, providing residents with a sense of privacy and connection to nature. Imagine waking up each morning to the gentle rustle of leaves and the soft chirping of birds, all while enjoying the comfort of your beautifully designed home. These residences are thoughtfully crafted, featuring spacious layouts, modern amenities, and expansive windows that invite the outdoors in.

As a resident of Gulf & Bay Club Bayside, you’ll have access to a wealth of community amenities, including a sparkling swimming pool, tennis courts, and private beach access. Whether you’re lounging by the pool, enjoying a game of tennis, or taking a leisurely stroll along the sandy shores of Siesta Key, every day feels like a vacation.

Located in Sarasota County, Gulf & Bay Club Bayside is just a short drive from the vibrant downtown area, where you can explore eclectic shops, gourmet restaurants, and cultural attractions. With its stunning homes, breathtaking views, and unparalleled amenities, Gulf & Bay Club Bayside is the perfect place to call home in sunny Florida. Come experience the charm and allure of this remarkable community today!

Newest Gulf & Bay Club Bayside Homes with Trees/Woods View

$719,000
2 Beds 2 Baths Gulf & Bay Club Bayside SubDv. 34242 Zip Code A4690832 MLS Active Status 1269 BLDG.
A first-floor 2-bedroom, 2-bath residence in Gulf and Bay Club Bayside with no unit above, offering added privacy and direct access. An optional second garage is available for purchase under a separate bill of sale. Located on Siesta Key, an eight-mile barrier island consistently recognized among the top beach destinations in the United States and globally, Siesta Beach has been ranked the #1 beach in the United States and #4 in the world by Tripadvisor’s Travelers’ Choice Awards and has also been included on Travel + Leisure’s list of the World’s 50 Best Beaches as the top-ranked beach in the U.S. This unit offers 1,280 square feet and is being sold turnkey furnished. The interior has been recently updated and includes a kitchen with new appliances. Luxury vinyl flooring runs throughout the main living areas and the lanai, with tile flooring in the bathrooms and kitchen. The layout provides functional living space suitable for full-time use, seasonal occupancy, or rental use. A full-size washer and dryer are located within the unit. The living area opens to views of a protected nature preserve. The community allows weekly rentals, providing income potential. The property was not impacted by recent hurricanes. Ownership includes one private garage, with a second garage available for purchase under a separate bill of sale. Residents have private beach access to Siesta Key’s shoreline, known for its quartz sand and calm Gulf waters, along with community amenities including two pools, tennis courts, and a gated entrance with on-site management. This property may be used as a primary residence, seasonal property, or income-producing rental.

1269 Siesta Bayside Drive Unit 1269C, Siesta Key

$714,000
2 Beds 2 Baths Gulf & Bay Club Bayside SubDv. 34242 Zip Code A4672183 MLS Active Status Gulf & Bay Club Bayside BLDG.
Welcome to Gulf & Bay Club Bayside, one of Siesta Key’s most desirable resort-style communities. This turnkey-furnished residence offers the perfect blend of coastal comfort, modern updates, and access to Siesta Key’s world-famous beaches. Designed with a bright, open layout and porcelain tile flooring throughout, the interior feels fresh and inviting from the moment you step inside. Oversized windows and glass sliders fill the home with natural light and extend the living space to the screen-protected lanai, creating an ideal spot to relax after a day at the beach. The updated kitchen features stone countertops, contemporary cabinetry, quality appliances, and generous storage. The dining and living spaces connect effortlessly, giving the residence a comfortable flow for both everyday living and seasonal enjoyment. Both bedrooms provide privacy for owners and guests, and the primary suite features a walk-in closet, en-suite bath, and direct access to the lanai. A second bedroom serves well as a guest room, home office, or multi-use space. Gulf & Bay Club Bayside is known for its beautiful coastal architecture and outstanding amenities. Residents enjoy two heated swimming pools, tennis courts, pickleball, a well-equipped fitness center, grilling stations, a fishing dock on the Intracoastal Waterway, and a stylish clubhouse. The community’s deeded walking beach access—located directly across the street—places you moments from Siesta Beach’s unique shores and turquoise water, making it effortless to enjoy sunrise or sunset strolls, and spontaneous beach days. Situated in the heart of Siesta Key, the location offers quick access to the island’s best attractions. Explore nearby Siesta Village, known for its open-air restaurants, boutique shops, live music, and laid-back coastal atmosphere. Boaters will appreciate the proximity to the Intracoastal Waterway, marinas, and local rental options. For even more dining, arts, and entertainment, vibrant downtown Sarasota is just a short drive away—home to the Sarasota Opera House, Van Wezel Performing Arts Hall, Selby Gardens, the Ringling Museum, St. Armands Circle, and an ever-growing culinary scene. Whether you’re seeking a full-time residence, a seasonal getaway, or an investment opportunity with weekly rentals permitted, this Gulf & Bay Club Bayside property delivers the ideal combination of location, lifestyle, and value on Siesta Key.

1328 Siesta Bayside Drive Unit 1328C, Siesta Key

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