Siesta Key Homes with Trail(s) Amenities

Welcome to Siesta Key, Florida, a picturesque paradise nestled in Sarasota County, where sun-kissed beaches and vibrant coastal living converge to create an idyllic retreat. Renowned for its powdery white sands and crystal-clear waters, Siesta Key is not just a destination; it’s a lifestyle. With a charming blend of laid-back beach vibes and upscale amenities, this enchanting island offers something for everyone.

Siesta Key is a haven for outdoor enthusiasts, especially those who cherish the tranquility of nature. Homes in this area often come equipped with access to scenic trails, allowing residents to immerse themselves in the breathtaking beauty of the surrounding landscapes. Whether you prefer a leisurely stroll along the shoreline, a brisk bike ride through lush greenery, or a peaceful jog on winding paths, the trails here cater to your every whim.

The real estate options in Siesta Key are as diverse as its residents. From luxurious beachfront condos to charming single-family homes, each property is designed to complement the serene environment. Many homes boast modern amenities, spacious layouts, and stunning views, all while being just a stone’s throw away from the island's vibrant dining, shopping, and entertainment options.

Embrace the Siesta Key lifestyle, where every day feels like a vacation. With its breathtaking natural beauty and trail amenities, this enchanting locale invites you to explore, unwind, and create lasting memories. Discover your dream home in Siesta Key today, and let the charm of this coastal gem sweep you off your feet!

Newest Siesta Key Homes with Trail(s) Amenities

$1,099,000

2 Beds ⋅ 2 Baths ⋅ Gulf & Bay Club SubDv. ⋅ 34242 Zip Code

Welcome to Gulf & Bay, Siesta Key’s premier GATED condominium complex. Located in the heart of Siesta Key, completely drenched in the riches of beach living. Your new condominium is an END UNIT. Light and Bright with outstanding storybook views of Gulf & Bay community and your new condo is all updated inside. From the kitchen, bathrooms, plantation shutters, crown molding and more. Wi-Fi, thermostat keyless entry! Your new condominium will be sold turnkey furnished, nothing to do except move in. Open floor plan great for entertaining. A super beverage cooler has been installed in the kitchen. You will find pull-outs and soft close doors & drawers. Two full sized beds in the guest room, and the main suite has gulf views, double vanities for convenience. Both bathrooms have walk-in showers. This is a split plan as well. What I really want you to see are the community grounds… the condo is fabulous, and this community is spectacular!!! You can search the state of Florida... no other community can compare itself to Gulf & Bay. Plus, END UNIT condos are the best - nothing compares to having an END UNIT. Gulf & Bay has 2 pools, new fitness center just steps away from the elevator plus saunas, tennis & PICKLEBALL courts, basketball, electric car charging stations, clubhouse, indoor hot tub. Another cool item is the complex is mapped out with its own app. Owners can easily navigate in and out of the grounds with your phone. No more fobs. Gulf & Bay is great for rental income. If you want rental income, this condo has it for 2027. Rentals must be a 30-day minimum 12 times a year. I know it just got better, right? Want to head to the village? Just hop on the free trolley out of the gates and head to the village for dinner and shopping. The condo is easy to show. Don’t miss seeing this community and condominium… the search is over... get here before this opportunity is gone.

5770 Midnight Pass Road Unit 301, Sarasota

$680,000

2 Beds ⋅ 2 Baths ⋅ Gulf & Bay Club SubDv. ⋅ 34242 Zip Code

Turnkey furnished and beautifully updated, this 2-bedroom, 2-bath residence in Gulf & Bay Club Bayside offers an exceptional blend of comfort, convenience, and Siesta Key lifestyle. Lightly lived in and meticulously maintained, the interior features a renovated kitchen with stainless steel appliances, solid stone countertops, breakfast bar seating, recessed lighting, custom tray ceiling detail, and an open connection to the main living area that enhances both everyday living and entertaining. Large-format tile flooring runs throughout the main living spaces, while both bathrooms have been tastefully updated with stone counters and tiled shower surrounds. The spacious primary suite offers a relaxing retreat with direct access to the screened lanai, and the guest bedroom is well appointed for overnight guests. Coastal furnishings and decor create a true move-in-ready presentation. The oversized screened lanai expands the living space and provides a peaceful setting surrounded by tropical landscaping, with the community walking path just outside leading to the Intracoastal fishing area, tennis and pickleball courts, and the second pool. Ideally positioned within the community, this residence is also just a short distance to the clubhouse, fitness center, BBQ area, and main pool. Owners and guests enjoy deeded beach access through Gulf & Bay Club across the street, placing world-famous Siesta Beach just a short stroll away — consistently ranked among the finest beaches in the nation and recognized globally for its powder-white quartz sand. The free Siesta Key Trolley connects Siesta Key Village, Siesta Beach, South Village, and Turtle Beach, making car-free island living effortlessly accessible. A private garage completes the package. Whether sought as a personal retreat, seasonal escape, or a property with income-producing potential, this updated Gulf & Bay Club Bayside residence is an outstanding opportunity on Siesta Key.

1332 Siesta Bayside Drive Unit 1332C, Sarasota

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