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402 S Bay Boulevard, Anna Maria
$3,200,000
3 Beds ⋅ 2 Baths ⋅ Wells Bay Harbor SubDv. ⋅ 34216 Zip Code
This bayfront beauty offers timeless coastal elegance and laid-back living that Anna Maria is known for. Nestled on the sparkling waters of Tampa Bay and positioned perfectly near the heart of the city of Anna Maria. Enjoy breathtaking sunrises, gently sea breezes, and island living at its finest. Designed to capture the beauty of its surroundings, the thoughtfully crafted open floorplan showcases expansive views of Tampa Bay from the moment you step through the door. The great room flows effortlessly for entertaining and everyday living, while the split-bedroom layout provides privacy with three generous bedrooms, two beautiful bathrooms, a versatile loft space with pool table and panoramic water views. The home features impact-rated windows and doors, porcelain tile flooring throughout the lower level, brand new appliances, motorized blinds, and professionally designed landscaping with irrigation. There is plenty of parking and storage for kayaks, paddleboards, golfcarts, and more with a large, circular, brick-paver driveway and two-car garage. Just a short stroll from Pine Avenue's charming boutiques, acclaimed restaurants, and Gulf beaches. Wake to spectacular sunrises, spend your days on the water, and embrace the effortlessness that has made Anna Maria Island famous!

402 S Bay Boulevard, Anna Maria

306 S Bay Boulevard, Anna Maria
$3,050,000
3 Beds ⋅ 2 Baths ⋅ Wells Bay Harbor SubDv. ⋅ 34216 Zip Code
Welcome to AMI Swedish Beach House, a beautiful 3-bedroom, 2-bath Bayfront home perfectly positioned on the tranquil shores of Tampa Bay on the renowned Island of Anna Maria. This charming single-story home offers breathtaking water views and the relaxed island lifestyle that makes this area so special. Step outside onto the spacious back patio overlooking some of the most beautiful waters in the world. The perfect spot to enjoy your morning coffee, watch boats glide by, watch the aqua life play or unwind in the evening with the coastal breeze and amazing view of the Sunshine Skyway all lit up. Outdoor living is effortless here with an outdoor shower, gas grill, and dining space for six, ideal for entertaining family and friends. Inside, the home comfortably accommodates guests with two bedrooms featuring king beds—one with sliding door access to the deck and a view to die for as you wake up—and a third bedroom with two full beds. The home is designed for comfort and convenience. With an amazing kitchen with no detail left untouched. A 10 foot island that seats 6+ so everyone can get involved with the chef cooking up the catch of the day. Located just a few blocks from the sugar-white sands and turquoise waters of Tampa Bay, this property offers the best of both worlds—peaceful Bayfront views and easy beach access. You’ll also love being within easy walking distance of Pine Avenue’s shops and restaurants, as well as the free island trolley that travels the entire 7-mile length of Anna Maria Island, making it simple to explore beaches, dining, and local attractions. This home has an unbeatable island location. Discover the charm, beauty, and laid-back luxury of Anna Maria Island living in this exceptional Bayfront getaway.

306 S Bay Boulevard, Anna Maria

519 South Drive, Anna Maria
$1,555,000
3 Beds ⋅ 2 Baths ⋅ Wells Bay Harbor SubDv. ⋅ 34216 Zip Code
“Anna Maria Oasis” is a Bimini Bay Coastal Classic, perfectly positioned on the coveted north end in the City of Anna Maria. With deep-water access directly from your backyard, no bridges to the bay or the Gulf of Mexico, and a 50’ dock with pilings already in place for lift installation, this property is truly a boater’s and fisherman’s paradise. Originally built in 1972, the home was completely transformed in a top-to-bottom remodel in 2025, blending modern luxury with timeless island charm. No detail was overlooked. Highlights include imported Filipino shell stone flooring throughout, all-new drywall, insulation, plumbing, electrical, paint, fixtures, kitchen, and fresh landscaping. The living space was thoughtfully expanded with energy-efficient mini-split systems, increasing the under-air square footage from 1,582 sq ft to approximately 2,131 sq ft, offering enhanced comfort and flexibility. Additional upgrades include a new pool (2019), new AC unit 2025 and new roof (2020). Designed for effortless indoor-outdoor living, this home is ideal for entertaining, launching a sunset cruise, or unwinding while taking in tranquil water views. This one-of-a-kind island property delivers the ultimate coastal lifestyle. Don’t miss this rare opportunity to own waterfront luxury in the heart of Anna Maria—where elegant design meets laid-back island living. Currently an active vacation rental please see remarks for link to the site.

519 South Drive, Anna Maria

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