Cocoanut Bayou Homes with Bay Front Water Frontage

Welcome to Cocoanut Bayou, a hidden gem nestled in the heart of Siesta Key, Florida. This enchanting subdivision offers an idyllic blend of coastal living and serene natural beauty, making it a coveted destination for those seeking a slice of paradise. Known for its lush landscapes and vibrant atmosphere, Cocoanut Bayou is perfect for families, retirees, and anyone looking to embrace the laid-back Florida lifestyle.

One of the standout features of this charming community is its stunning bay front waterfront properties. Imagine waking up to the gentle sound of waves lapping against your private dock, with breathtaking views of the shimmering waters of Sarasota Bay right outside your window. These homes are designed to maximize the beauty of their surroundings, featuring expansive outdoor spaces, private pools, and direct access to the water for boating, fishing, and kayaking enthusiasts.

The architecture in Cocoanut Bayou reflects the coastal charm of Siesta Key, with a variety of styles that blend seamlessly into the lush tropical landscape. Whether you prefer a modern beach house or a classic Florida bungalow, you’ll find a home that suits your taste and lifestyle.

Beyond the stunning homes, residents of Cocoanut Bayou enjoy a vibrant community spirit, with nearby parks, shopping, and dining options that cater to every palate. With world-renowned Siesta Key Beach just a short drive away, you’ll have endless opportunities to soak up the sun and enjoy the crystal-clear waters.

Discover the magic of Cocoanut Bayou, where waterfront living meets the best of Florida’s coastal charm. Your dream home awaits!

Newest Cocoanut Bayou Homes with Bay Front Water Frontage

$9,500,000

5 Beds ⋅ 6 Baths ⋅ Cocoanut Bayou SubDv. ⋅ 34242 Zip Code

One or more photo(s) has been virtually staged. Privately tucked behind gates on nearly one lush acre along tranquil Coconut Bayou, this extraordinary four-bedroom waterfront estate offers one of the most exclusive lifestyles on Siesta Key. Surrounded by mature tropical landscaping, the property delivers complete privacy, a fully detached guest house, and expansive grounds with ample space to add a pickleball court or create your own private resort. From the moment the gates open, the experience is unforgettable. Striking lines of glass and steel, soaring ceilings, and walls of windows flood the interiors with natural light, creating a seamless connection between indoor and outdoor living. A dramatic floating staircase and private elevator lead to one of the home's most spectacular features a 2,500-square-foot rooftop terrace with breathtaking panoramic views spanning Siesta Key, the Sarasota skyline, and the sparkling waterways below. Whether entertaining under the stars or enjoying a quiet sunset, this rooftop retreat delivers an unforgettable setting. For boating enthusiasts, the property offers the very best of Florida waterfront living. A new dock has been approved and is scheduled for installation, complementing the existing boat lift, double Jet Ski lift, and dedicated kayak and paddleboard launch, all providing direct, bridge-free access to the Intracoastal Waterway and the Gulf of Mexico. Adding yet another layer of exclusivity, the property also enjoys a private access to the Cocoanut Bayou beach, a hidden waterfront retreat reserved for the neighborhood's residents. Thoughtfully designed with both elegance and resilience in mind, the residence sits impressively high above the Bayou. Despite recent storms, the home and pool area remained untouched by flooding, providing exceptional peace of mind for waterfront ownership. The primary suite is a private sanctuary featuring a loft ideal as an office, fitness room, or reading retreat, two custom walk-in closets, and a private balcony overlooking the Bayou. At its heart, a luxurious Champagne Jacuzzi infinity tub transforms everyday living into a spa-like experience. Designed for entertaining on every level, the home features a dedicated theater room, expansive outdoor terraces, a fully equipped summer kitchen, a saltwater pool, and dramatic fire bowls that create an unforgettable evening ambiance. The chef's kitchen pairs custom Italian cabinetry with premium appliances, a generous service pantry, and a temperature-controlled wine cellar, an elegant space equally suited for intimate dinners or grand-scale entertaining. Garage parking for five vehicles and separate guest accommodations complete this remarkable offering. Perfectly positioned just minutes from The Out-of-Door Academy, Siesta Key Village, and the world-famous Siesta Beach, this exceptional residence is the visionary creation of acclaimed architect Mark Sultana, brought to life by Voigt Construction. Celebrated as one of SRQ Magazine's "Home of the Year" in 2008, it stands today as one of Siesta Key's most iconic private waterfront estates. A timeless expression of contemporary architecture, exceptional craftsmanship, and an extraordinary waterfront lifestyle.

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

Start Your Search