Anna Maria Homes with Sidewalks Community Features

Welcome to the enchanting island of Anna Maria, Florida, a hidden gem nestled in Manatee County known for its stunning natural beauty, charming atmosphere, and vibrant community spirit. This picturesque barrier island boasts pristine beaches, lush greenery, and an array of outdoor activities, making it the perfect destination for those seeking a serene coastal lifestyle.

Anna Maria is renowned for its laid-back vibe, where the pace of life slows down, and the beauty of nature takes center stage. Residents and visitors alike can enjoy leisurely strolls along the sandy shores, breathtaking sunsets, and the soothing sound of waves lapping against the shore. With a variety of shops, restaurants, and local attractions, the island offers a delightful blend of relaxation and entertainment.

One of the standout features of the homes in Anna Maria is the community's commitment to walkability. Many residences are nestled within neighborhoods designed with sidewalks, encouraging a friendly and connected atmosphere. Picture yourself taking evening walks with neighbors, enjoying morning jogs, or simply strolling to your favorite café—all within a short distance from your front door. The sidewalks not only enhance the aesthetic appeal of the community but also foster a sense of belonging and camaraderie among residents.

Whether you’re looking for a vacation home, a permanent residence, or an investment opportunity, Anna Maria offers a unique lifestyle enriched by its natural beauty and community-focused living. Discover the charm of Anna Maria, where every day feels like a vacation, and the warmth of the community welcomes you home.

Newest Anna Maria Homes with Sidewalks Community Features

$2,175,000

3 Beds ⋅ 2 Baths ⋅ Anna Maria Beach SubDv. ⋅ 34216 Zip Code

Spring Avenue. One of Anna Maria Island's most coveted addresses and this elevated pool home does it justice. Located on an island named one of America's prettiest cities by Forbes, this is the kind of home that turns heads before you even walk through the door. Four-car garage plus additional off-street parking front and back means no compromises, whether you're hosting a full house or storing all the toys that come with island life. The open, airy layout with vaulted ceilings and warm wood accents gives you that treehouse-in-the-palms feeling the moment you arrive. Two bedrooms open directly to a private back deck. The pool is your backyard centerpiece. Stroll to Pine Avenue for coffee, dinner, and boutique shopping. Catch the free island trolley at the corner. The Gulf and the Bay are both within easy reach and you are centered between them. No HOA. Weekly rentals permitted. Turnkey furnished. Whether this becomes your primary island escape or a high-performing vacation rental, the bones, the location, and the lifestyle are already here waiting.

315 Spring Avenue, Anna Maria

$2,999,000

3 Beds ⋅ 2 Baths ⋅ Shore Acres SubDv. ⋅ 34216 Zip Code

Brand new metal roof! Fully updated, beach front stunner! Situated on the highly coveted north end of Anna Maria Island, this location is unbeatable—just steps from the stunning sunsets and sugary sands of Bean Point, and a short walk to shopping and dining hotspots on Pine Ave. Whether you’re looking for a permanent residence, vacation getaway, or short term rental, this home is move-in ready, can come furnished, and is ready to welcome you to beautiful Anna Maria Island. The open floorplan offers panoramic views of Tampa Bay from the kitchen, dining and living rooms ideal for watching wildlife, sailboats, and the twinkling lights of the Skyway Bridge. The kitchen is newly renovated with brand new appliances, cabinetry and counter tops. Additional updates include roof (2026), AC (2025), water heater (2025), new interior paint (2025), updated lighting and hardware, newly reinforced seawall. The sandy backyard with a new patio, is the perfect beach hangout spot to grill, relax, and even cast a line and fish from your own backyard. Designed for beach living, this island home includes ample storage for all your gear, including a large laundry room, multiple storage closets, and a detached 1-car garage—perfect for your beach essentials, island golf cart, and bikes. This beachfront gem offers everything you need to embrace the ultimate Anna Maria Island lifestyle.

865 N Shore Drive, Anna Maria

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