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Anna Maria Island Homes for Sale

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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Photo of Listing #A4496695

516 Blue Heron Drive, ANNA MARIA, FL
$2,990,000

Residential, Single Family Residence
  • 5 Beds
  • 5 Baths
  • 6,177 SQFT
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Very Private And So Spacious Custom Built Home Located On An Oversized Lot On Bimini Bay! It Is On The Coveted North End Of Anna Maria Island On Such A Quiet Circular Street. With Almost 7,000 Sq Ft Under Air, The Options Of Use Of Space Are End...

Photo of Listing #A4497557

256 Gladiolus Street, ANNA MARIA, FL
$2,950,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 2,100 SQFT
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“the Perfect Beach House” On Beautiful Anna Maria Island. This Property Is Tucked Away On The North End Of Anna Maria And Is Close To Bean Point Beach Access And Is Only A Few Steps Away From The Bay Beach. This Completely Updated Coastal Contempo...

Photo of Listing #A4497674

742 Jacaranda Road, ANNA MARIA, FL
$1,425,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 1,792 SQFT
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North-end Gem.

Photo of Listing #A4496838

9306 Gulf Drive, ANNA MARIA, FL
$829,000

Residential, Single Family Residence
  • 2 Beds
  • 1 Baths
  • 669 SQFT
  • 4 DOM
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Welcome To Paradise On Ami! This Little Gem Of A Property Is The Lowest-priced Single-family Home On The North End Of The Island, As Well As The Only Buildable Homesite Currently For Sale In 34216 Zip Code West Of Gulf Dr. Located One Block From...

Photo of Listing #A4496554

9206 Gulf Drive, ANNA MARIA, FL
$1,395,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 1,492 SQFT
  • 6 DOM
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West Of Gulf Drive, This Is A Prime Anna Maria Location On The Corner Of Gulf Drive And Magnolia Avenue, Just Five Houses In From The Beach! Currently A 3 Bedroom/2 Bath Vacation Rental, The House Is Being Sold As Is To Either Remodel Or Tear Dow...

Photo of Listing #A4496938

517 Magnolia Avenue, ANNA MARIA, FL
$2,995,000

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 2,219 SQFT
  • 6 DOM
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This Stunning, Custom, Canal Home Is 4 Bedroom, 3 Bathroom Is On Desirable North End Of Anna Maria Island. Conveniently Located Only 2 Blocks Away From Pine Avenue Where There Are Many Boutiques And Restaurants And So Close To The Bay Beaches!! ...

Photo of Listing #A4492854

209 Willow Avenue, ANNA MARIA, FL
$4,595,000

Residential, Single Family Residence
  • 5 Beds
  • 6 Baths
  • 4,149 SQFT
  • 7 DOM
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Under Construction. Brand New Luxury Living On Anna Maria Island Can Be Found Here! From The Vaulted Ceilings And Second Story Catwalk, To The Balcony With A Spa And Rooftop Views, This Home Has Checked Every Box On The List. This Luxurious Canal ...

Photo of Listing #A4496340

117 Park Avenue, ANNA MARIA, FL
$2,790,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 2,352 SQFT
  • 11 DOM
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Great Opportunity To Own This Gorgeous Beach House On One Of The Prettiest And Most Sought After Streets In Anna Maria City. This Newer 4-bedroom, 3.5 Bath Custom Home, West Of Gulf Drive (no Busy Roads To Cross For Beach Access) Offers 2 Master B...

Photo of Listing #A4495278

113 Pelican Drive, ANNA MARIA, FL
$1,249,000

Residential, Single Family Residence
  • 2 Beds
  • 2 Baths
  • 1,008 SQFT
  • 12 DOM
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Pelican Cove Is Easy Florida Living At It’s Best! This Amazing Ground Level Canal Front Home Has Everything You Need To Make This Your Full-time Residence Or Amazing Vacation Rental. This 2 Bedroom, And 2 Bathroom Newly Renovated Home Offers A La...

807 North Shore Drive, ANNA MARIA, FL
$6,750,000

Residential, Single Family Residence
  • 5 Beds
  • 5 Baths
  • 4,135 SQFT
  • 12 DOM
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Island Perfection Comes With A Highly Sought-after North Shore Drive Address On Breathtaking Anna Maria Island. This Newly Remodeled Direct Gulf Front Dream Home Seamlessly Blends Indoor And Outdoor Living With Walls Of Glass On All Levels Invitin...

525 Seagull Way, ANNA MARIA, FL
$2,495,000

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 2,716 SQFT
  • 16 DOM
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Live The Island Life In This Large Key West Style 4 Bedroom 3 Bath Pool Home On Seagull Way In The City Of Anna Maria. This Colorful Piece Of Paradise Sits On A Huge Lot With Waterfront Access And South Bay Beach Access Across The Street. 360* Tur...

Anna Maria Island Real Estate

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 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.

Discover Anna Maria Island

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.

Anna Maria Island Attractions

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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All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified.

Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

Listing data comes from My Florida Regional MLS DBA Stellar MLS.

Listing information last updated on April 14th, 2021 at 6:50pm EDT.