Cocoanut Bayou Homes with Bayou Frontage

Cocoanut Bayou Homes with Bayou Frontage

Welcome to Cocoanut Bayou, a hidden gem nestled in the heart of Siesta Key, Florida. This enchanting subdivision is a haven for those seeking a tranquil lifestyle while being just moments away from the vibrant energy of the Gulf Coast. Known for its serene surroundings and picturesque views, Cocoanut Bayou offers a unique blend of nature and community, making it the perfect place to call home.

One of the standout features of this charming neighborhood is its stunning homes with bayou frontage. Imagine waking up each morning to the gentle sounds of water lapping against the shore and the sight of lush greenery framing your view. These waterfront properties not only provide a peaceful retreat but also offer direct access to the bayou, allowing for leisurely kayaking, paddleboarding, or simply enjoying the beauty of nature right outside your door.

Cocoanut Bayou is renowned for its friendly community atmosphere, where neighbors become friends and outdoor activities abound. With easy access to Siesta Key's world-famous beaches, shopping, and dining, residents enjoy a lifestyle that seamlessly combines relaxation and recreation. Whether you’re strolling along the scenic pathways or hosting a sunset gathering on your patio, life in Cocoanut Bayou is all about embracing the beauty of coastal living.

If you're searching for a place where you can experience the best of Florida’s natural beauty while enjoying the comforts of home, look no further than Cocoanut Bayou. Discover the perfect waterfront property that awaits you in this idyllic community!

Newest Cocoanut Bayou Homes with Bayou Frontage

$9,500,000
5 Beds 6 Baths Cocoanut Bayou SubDv. 34242 Zip Code
Virtually Staged. Celebrated as one of SRQ Magazine’s “Home of the Year” in 2008 and born from the visionary imagination of acclaimed architect Mark Sultana and built by Voigt Construction, this extraordinary waterfront estate is not simply a home — it is a lifestyle. One of Siesta Key’s most iconic private residences, it stands as a living testament to the art of inspired modern design and the art of living beautifully. Deeply set on nearly one private acre along the tranquil Coconut Bayou, this gated 4-bedroom architectural masterpiece unfolds across multiple stories with absolute privacy, lush tropical splendor, and grounds generous enough for a pickleball court — all anchored by a fully separate guest house for family and friends who will never want to leave. From the moment the gates open, life here feels different. A breathtaking composition of glass, steel, and sculptural lines soars beneath dramatic ceilings, with natural light pouring through at every angle — whether that’s a lazy Sunday morning or a dinner party in full swing. Rise by private elevator or ascend the sweeping steel-and-glass staircase to the crown jewel of this residence: a 2,500 sq. ft. rooftop terrace, where the Siesta Key lifestyle reaches its absolute peak. Panoramic views sweep across Siesta Key, the downtown Sarasota skyline, and the shimmering waterways below — this is where memories are made. At the water’s edge, a brand-new dock on order, a double jet ski lift, and a dedicated kayak and paddleboard launch await — with direct, bridge-free access to the Intracoastal and the open Gulf beyond. This is the rare address that refuses to make you choose: the serenity of bayfront living, the thrill of open-water boating, and the privilege of private deeded beach access to the shores of Siesta Key — all from a single extraordinary estate. Designed with both beauty and resilience in mind, the residence sits impressively high and dry above the Bayou. Even through recent storms, the property remained untouched by flooding — including the pool area — offering a rare sense of peace of mind along Sarasota’s waterfront. The primary suite is a private world of its own — featuring a dedicated office/loft or exercise room, two custom walk-in closets, and a private balcony suspended above the Bayou. At the center of it all, an indulgent Champagne Jacuzzi infinity bathtub transforms every evening into a spa retreat. Downstairs, entertaining flows as naturally as conversation — from a dedicated movie theater room to tiered outdoor patios crowned by a spectacular summer kitchen, an open saltwater pool, and glowing fire bowl accents that keep the night alive. In the kitchen, Italian custom cabinetry, top-tier appliances, a service pantry, and a private wine cellar come together in a space as pleasurable to cook in as it is to gather around. Garage parking for five vehicles and separate guest quarters complete an offering with virtually nothing left to wish for. Minutes from The Out-of-Door Academy, Siesta Key Village, and Siesta Beach — this is not just an address. It is a life you’ll never want to leave.

4317 Midnight Pass Road, Sarasota

$7,500,000
4 Beds 5 Baths Cocoanut Bayou SubDv. 34242 Zip Code
A timeless coastal estate with an air of refined European elegance, this gated waterfront residence on the protected deep waters of Cocoanut Bayou harmonizes classic architecture with thoughtful modern enhancements. Newly updated with wide-plank white oak engineered hardwood flooring and a gleaming white kitchen featuring new pearl quartz countertops and a Zellige tile backsplash, the home offers an elevated, move-in-ready experience for buyers seeking both luxury and serenity on Siesta Key. Step through custom arched double doors into a luminous grand foyer with 12-foot ceilings and beautifully crafted architectural details that introduce the home’s balance of scale, sophistication, and warmth. The soaring central living room, with its 24-foot ceilings, new hardwood floors, and expansive terrace, sets the tone for both intimate gatherings and grand entertaining. A sweeping 48-foot waterfront terrace extends the full width of the home, creating a captivating outdoor living space with room for dining, lounging, and enjoying breezy evenings by the stone fireplace. Inside, the newly refreshed gourmet kitchen shines with exceptional professional-grade appointments, including two Sub-Zero refrigerators, Wolf cooking equipment, two Miele dishwashers, Sub-Zero freezer drawers with ice maker, an oversized island, a casual dining area with French doors to the terrace, and an outdoor kitchen featuring a Wolf grill. The adjoining bar/butler’s pantry is well equipped with a 150-bottle, dual-temperature zoned Sub-Zero wine refrigerator and built-in Sub-Zero icemaker, along with additional glass-front cabinetry to display your treasured items. The kitchen flows effortlessly into a waterfront grand living room with five sets of French doors opening onto the terrace, for seamless indoor/outdoor living, and an elegant formal dining room for special occasions. On the opposite wing, you will find a handsome library/office, a home gym, and a large family room with serene water views and French doors to the terrace. A recently upgraded powder room and two large storage closets complete this level. The private second level, accessed by a sweeping staircase or the commercial-grade elevator, features four generous bedroom suites with walk-in closets, spa-inspired baths, and engineered hardwood flooring. The primary suite, a serene retreat, offers a gas fireplace, an expansive private terrace with bayou and bay views, the perfect spot to see incredible sunrises, and a luxurious marble bath with soaking tub, dual vanities, a large dual shower, and a built-in Sub-Zero mini-fridge. Spacious dual custom closets and a dressing area with a vanity complete the space. Boaters will appreciate the deep-water dock with direct access to Sarasota Bay and the Gulf of Mexico. Additional features include a second-floor laundry with a new Samsung washer and dryer, a 12-car garage, a whole-house sound system, impact-resistant windows and doors, concrete construction, state-of-the-art security, 4 HVAC units (one recently installed), and mature tropical landscaping that provides privacy and a true sense of retreat. A private community beach offers the rare opportunity to enjoy Siesta Key’s renowned white sands moments from home. Ideally located near Siesta Key Beach, Siesta Village, and vibrant downtown Sarasota, this exceptional estate combines architectural beauty, modern updates, and an enviable waterfront setting—offering a lifestyle entirely its own.

4205 Higel Avenue, Sarasota

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