On the west coast of Florida, Anna Maria Island is a thriving Gulf Coast community that has managed to maintain the ambiance of a small beach town. Without the large resorts, high-rises, or luxury estates, this island boasts a laid-back vibe and fantastic wildlife. The homes for sale in Anna Maria also reflect this atmosphere, displaying an excellent mix of classic Floridian styles, from vintage beach cottages to modern bungalows. Anna Maria Island real estate is your opportunity to live in a scenic, convenient, and mindful beach-side community.
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Charming Multi-family Gem In The Sought-after Bimini Bay Estates! This 3-bedroom, 2-bath, 1,504?sq?ft Masonry Home Sits On A Generous 7,022?sq?ft Lot And Offers Excellent Investment Potential—ideal As A Beach Rental Or Income Property . Built In ...
Rare Mixed-use Opportunity On Pine Ave! Welcome To 309. Pine Avenue—one Of The Few Properties On Anna?maria Island With Coveted Ror Zoning (retail/office/residential), Giving You The Freedom To Live, Lease, Or Launch A Business All On One Site. ...
OPEN HOUSEWelcome To Your Dream Coastal Retreat On Beautiful Anna Maria Island! This Stunning 4-bedroom, 4.5-bathroom Turnkey Furnished Home Offers The Ultimate In Island Living, With Every Detail Designed For Comfort, Style, And Fun. Ideally Situated On A ...
Located On The Coveted North End Of Anna Maria Island, This Elevated Canal-front Retreat Offers A Perfect Blend Of Comfort, Space, And Versatility For Full-time Living Or Vacation Escapes. This 4bd/2ba Home Includes A Flexible Study Or Den That Ea...
“sittin’ On The Dock Of The Bay…” Welcome To Your Peaceful Island Retreat—a Charming Elevated 2-bedroom, 1-bath Condo With Its Own Deeded Boat Slip And Incredible Access To Tampa Bay—just Minutes To Open Water. Nestled Along A Tranquil Canal, Th...
Incredible Opportunity On The North End Of Anna Maria Island. Located In The Heart Of The City Of Anna Maria. Short Walks To The Gulf Or Bay Beaches And All Of The Lovely Attractions On Pine Avenue. Currently On The Massive, Lots 3&4, 11,500 Sq...
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Perfectly Positioned Just Steps From The Sparkling Turquoise Waters Of Tampa Bay, This Elevated Island Home Offers Breathtaking Views Of The Iconic Skyway Bridge And A Front-row Seat To The Beauty Of Anna Maria's Coastal Charm. Inside, The Home Sh...
Escape To Paradise With This Vibrant 2 Bed, 1 Bath Coastal Charmer, Nestled Just West Of Gulf Dr In Anna Maria, Fl—only Three Houses From The Sugar Sandy Beaches Of Anna Maria Island! This Ground-level Gem Stood Strong Against Helene, Taking No Wa...
OPEN HOUSEWelcome To Your Slice Of Paradise On The North End Of Anna Maria Island! One Of The Most Desirable And Affordable Waterfront Condos Located On Beloved Pine Avenue. No Detail Was Missed, This Lovely Light Filled 2-bedroom, 1-bath Unit Has Been Beau...
Under Contract-accepting Backup Offers. Welcome To Your Dream Getaway On The Pristine Shores Of Anna Maria Island! This Property Is Priced To Sell As One Of The Lowest On Anna Maria's North End. It Is Bert Harris, So The Property Is Grandfathered ...
Welcome To Summer Breeze - A Rare Island Gem Tucked Away On Anna Maria’s Coveted North End! This Elevated 5-bedroom, 4-bath Coastal Retreat Sits On An Oversized Corner ¼-acre Lot Surrounded By Lush Tropical Landscaping, Just Steps From The World-f...
Income-producing Property Or Commercial Opportunity – Prime Pine Avenue Location! Attention Investors And Business-minded Buyers! 509 Pine Avenue Offers A Rare Chance To Own A Dual-zoned (residential/commercial) Property In The Heart Of Anna Mari...
Homes for Sale on Anna Maria Island preserve the best of Florida's unique charm. Thanks to the island's carefully managed development, you're unlikely to find your Anna Maria home overshadowed by high-rise condos or sprawling, Spanish-revival palaces.
Instead, Anna Maria Island real estate is a showcase of classic beach houses, bungalows, and quirky Florida-modern buildings.
The island is also home to many authentic vintage homes from the early 20th-century, as well as many homes from the past few decades which have lovingly recreated their style. Here you can expect to find exterior shutters, metal roofs, vertical siding, widow's walks, and long balconies, often on more than one floor. These homes also tend to exploit their narrow lots to the fullest, building up on stilts and pilings, cars and garages tucked underneath, with 2 or more stories above.
The long buildings open up onto screened or covered rear porches, pool areas, and in many cases, private waterfront access along one of Anna Maria's many canals.
The colonnades, cupulas, catwalks, and large double-hung windows that prevail across the Anna Maria Island market are perfect for enjoying the fantastic Gulf Coast views. In an Anna Maria home, you'll be taking in the sunsets over drinks almost any night you please.
Anna Maria Island homes are often finished in pastel tones on the outside, and cool beachy colors on the inside. Other interior details include white cabinets and trim, reclaimed or distressed wood furnishings, fresh and bright interiors, and large windows or screened-in areas.
Overall, homes in Anna Maria have managed to maintain a quaint, beach-town feeling, with very few homes extending over 4000 square feet in size. There are many between 1500 and 3000 square feet, and a good selection below 1000 as well. With this kind of choice, you're guaranteed to find your Gulf Coast home at a reasonable price.
Anna Maria Island is a key, or barrier island, located of the west coast of Florida, in Manatee County near the city of Bradenton. Bradenton is 20 minutes from Anna Maria Island and is the nearest major urban center on the mainland. Tampa is another hour's drive to the north around Tampa Bay.
Longboat Key lies to the south of Anna Maria Island, across Longboat Pass and the Gulf Drive drawbridge.
Anna Maria is connected to Bradenton via the Manatee Avenue Bridge, which leads directly to manatee Public Beach, as well as a strip of stores along East Bay Drive. The mainland community of Cortez is accessible via the Cortez Bridge, located on the island's southern portion.
The entire island itself is only 7 miles in length, and most of that length is run by Gulf Drive, which acts as the main thoroughfare between the north and south island. Residents and visitors can also use a free trolley service to get around, although many enjoy simply biking or walking.
Anna Maria Island is home to three main communities: Bradenton Beach, Anna Maria, and Holmes Beach.
While Anna Maria Island is relatively small compared to some other Gulf Coast keys, beautiful white-sand beaches still run along its entire 7 mile length. At Anna Maria's northernmost tip, Bean Point provides wide expanses of relatively quiet beachfront, secluded even from the nearby homes by a stretch of trees and other vegetation.
The serenity on Anna Maria Island is maintained by strict regulations against intensive development. As such, the island is a haven for local wildlife, most especially the sea turtles which nest along its shores every year.
Overall, the island is known for its fantastic public facilities which include beaches, tennis courts and pools, as well as the many unique eateries. The island also boasts its own compact golf course at Key Royale Club on the north shore.
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Listing data comes from My Florida Regional MLS DBA Stellar MLS.
Listing information last updated on July 14th, 2025 at 1:20am EDT.
