238 S Harbor Drive, HOLMES BEACH, FL

About 238 S Harbor Drive

Nestled on the coveted shores of Anna Maria Island, this exceptional 5-bedroom, 4.5-bathroom bayfront home offers the ultimate in coastal living, combining laid-back island charm with upscale comfort. With 3,500 square feet of beautifully designed living space and sweeping, unobstructed views of Tampa Bay, this residence delivers a truly unique lifestyle experience. Whether you’re searching for a full-time island retreat or a high-performing investment property, this home is both a luxurious getaway and a proven, successful rental. From the moment you arrive, the home’s architecture and tropical landscaping set the tone for relaxed sophistication. Inside, expansive windows showcase the mesmerizing views, flooding the open living areas with natural light. The layout is designed to maximize connection to the water, with the living room, dining space, and kitchen all oriented to take full advantage of the bayfront setting. Coastal-inspired décor, clean lines, and carefully selected finishes create an elegant, breezy atmosphere throughout. The chef’s kitchen is a true centerpiece, featuring a large granite island, custom cabinetry, and high-end appliances, making it perfect for entertaining. Just beyond, the dining area feels like a private waterfront restaurant, offering stunning sunrise views over the bay. The main living space opens directly to outdoor balconies where you can relax, dine, or simply take in the calming sounds of the water. The primary suite is a peaceful sanctuary with a wall of windows that frame the bay like a work of art. Its ensuite bathroom offers a spa-like experience with a soaking tub, double vanity, and walk-in shower. The additional bedrooms are spacious and comfortable, including a charming bunk room ideal for families. Each space is thoughtfully designed with both relaxation and functionality in mind. Outside, the private pool overlooks the water, creating a resort-style escape just steps from your back door. A private dock with seating extends into the bay, offering the perfect perch to watch dolphins play or launch a kayak into the calm waters. There’s even a game room with a pool table and more bay views to enjoy. Located in one of Florida’s most beloved beach communities, this home offers easy access to white-sand beaches, local dining, boutique shopping, and all the charm Anna Maria Island is known for. RARE BAYFRONT LOT THAT IS ZONED R2 AND ALLOWS WEEKLY RENTALS!!! This property is not just a home—it’s a lifestyle. Whether you’re enjoying it yourself or sharing it with guests, the memories made here will last a lifetime!!!

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