Sportsmans Harbor Homes with Sailboat Water Water Frontage

Welcome to Sportsmans Harbor, a hidden gem nestled in the picturesque city of Holmes Beach, Florida, within the charming Manatee County. This enchanting subdivision is a boater's paradise, offering breathtaking homes with sailboat water frontage that beckon you to embrace the coastal lifestyle.

Imagine waking up to the gentle sound of waves lapping against your dock, with the sun casting a golden glow over the tranquil waters of the bay. Sportsmans Harbor features a collection of exquisite residences, each designed to maximize waterfront views and provide access to some of the best sailing and fishing spots in the area. Whether you’re an avid sailor or simply enjoy the serene beauty of waterfront living, this community offers an unparalleled experience.

The homes in Sportsmans Harbor are thoughtfully crafted with modern amenities, spacious layouts, and outdoor living spaces that invite you to relax and entertain. Picture yourself hosting friends for sunset cocktails on your private patio, or enjoying a peaceful morning coffee as dolphins frolic in the water.

Beyond the stunning homes and idyllic waterfront, Sportsmans Harbor is conveniently located near the beautiful beaches of Anna Maria Island, where you can soak up the sun, indulge in fresh seafood, and explore charming local shops. With its close-knit community feel and vibrant lifestyle, Sportsmans Harbor is more than just a place to live; it’s a sanctuary where you can create lasting memories. Discover the allure of this waterfront paradise and make Sportsmans Harbor your new home today!

Newest Sportsmans Harbor Homes with Sailboat Water Water Frontage

$4,000,000

4 Beds ⋅ 5 Baths ⋅ Sportsmans Harbor SubDv. ⋅ 34217 Zip Code

Welcome to one of Anna Maria Island's most extraordinary waterfront estates, where timeless coastal elegance meets world-class boating and resort-style living. Perfectly positioned on a nearly ¼-acre corner lot with breathtaking open water frontage, this custom-built residence offers an exceptional combination of privacy, luxury, and direct access to Tampa Bay. Designed for both full-time living and luxury vacation rental potential, the home features 4 spacious en suite bedrooms, each with its own private bath. Expansive open-concept living space feature soaring ceilings, designer finishes and walls of glass capturing panoramic water views. The open kitchen has a separate butler's pantry, Thermador Appliance package and seamlessly connects indoor and outdoor living areas. Step outside to your private tropical retreat featuring a heated saltwater pool and spa, covered outdoor living spaces, a storage garage with ample space for recreational toys, and a fully equipped outdoor kitchen designed for effortless entertaining. Lush landscaping creates a tranquil island setting, while the waterfront becomes the centerpiece of the property. For boating enthusiasts, the property offers a private dock with a 20,000-pound boat lift and direct boating access to Tampa Bay and the Gulf of Mexico with no fixed bridges, making it ideal for everything from offshore fishing to sunset cruises. Take your golf cart to the white sand beaches, dining and shopping. Have peace of mind with 4 newer HVACs. This exceptional residence offers the rare opportunity to own a premier waterfront property that serves equally well as an exclusive private retreat or a high-performing luxury vacation rental.

220 N Harbor Drive, Holmes Beach

$2,995,000

5 Beds ⋅ 4 Baths ⋅ Sportsmans Harbor SubDv. ⋅ 34217 Zip Code

A rare waterfront opportunity just became irresistible!!! Luxury 5 Bedroom Waterfront + Dock | 3-Min Walk to Beach -Exceptional waterfront retreat perfectly positioned in the heart of Anna Maria Island. Just a three-minute stroll to the soft sugar sands of Manatee Beach, this stunning five-bedroom, three-and-a-half-bath residence delivers coastal luxury at every turn—complete with a private dock with ladder where manatees often glide by, a heated pool and spa, and a show-stopping rooftop deck with Gulf and Bay views. Designed for unforgettable gatherings, Coral Castle seamlessly blends upscale comfort with relaxed island charm! Outdoor Living at Its Finest, the rooftop deck is the crown jewel of Coral Castle—offering breathtaking sunrise and sunset views over both the Gulf and Bay. Start your mornings with coffee and ocean breezes or unwind in the evening with a cocktail as the sky glows in brilliant island hues. The tropical backyard is a private sanctuary featuring a heated pool, spa, lounge seating, and outdoor grill, perfect for post-beach relaxation or entertaining under the stars. From the private dock, enjoy peaceful water views—and keep watch for friendly manatees passing by, an unforgettable hallmark of island living. Stylish Interiors Made for Comfort-Step inside to a bright, open-concept living space filled with natural light and coastal elegance. The living room offers plush seating, a flat-screen TV, and sliding glass doors that open directly to the outdoor patio—blurring the line between indoor and outdoor living. The chef-inspired kitchen is fully equipped with stainless steel appliances, generous counter space, and a wine fridge, making meal prep effortless. Gather inside at the dining table or dine alfresco beneath the covered patio for a true island experience. Sleep in Luxury- Primary Suite: King bed, private balcony, vaulted shiplap ceiling, walk-in closet, spa-style ensuite with soaking tub and walk-in shower; Second Bedroom: King bed, Jack-and-Jill bathroom with walk-in shower; Third Bedroom: King bed, Jack-and-Jill bathroom with walk-in shower; Fourth Bedroom: Full bed, Jack-and-Jill bathroom with shower/tub combo; and Fifth Bedroom: Full bed, Jack-and-Jill bathroom with shower/tub combo. Prime Island Location- Enjoy peaceful mornings fishing from the dock or take a short drive to Pine Avenue and Bridge Street, where you’ll discover charming boutiques, local dining, and island favorites. Whether your days are spent boating, lounging by the pool, or soaking in rooftop views, Coral Castle delivers the perfect balance of relaxation and adventure. Every detail is designed to create lasting memories—from manatee sightings to sunset cocktails on the rooftop. This is more than a stay—it’s a true Anna Maria Island experience. Currently operating as a vacation rental with solid history and a strong start to 2026—ideal personal-use + income opportunity.

203 N Harbor Drive, Holmes Beach

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