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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 #A4559354

727 North Shore Drive, ANNA MARIA, FL
$6,450,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 1,564 SQFT
  • 4 DOM
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Gulf Front Alert!!! Can You Imagine Your Backyard Being Gorgeous White Sandy Beaches? Here You Have Just That And More! The Perfect “old Florida” Style Home With Panoramic Views Of The Gulf Of Mexico! Enjoy Sunsets Every Night On Your Oversize...

Photo of Listing #A4559375 OPEN HOUSE
Feb9th
Thursday10-2PM

421 Pine Avenue, ANNA MARIA, FL
$4,995,000

Residential, Single Family Residence
  • 6 Beds
  • 7 Baths
  • 3,545 SQFT
  • 4 DOM
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Luxury Living At Its Finest In The Heart Of Anna Maria On Historic Pine Avenue! This Stunning Six Bedroom, Six-and-a-half-bathroom Custom Home Is A Showstopper With Over 3000 Feet Of Living Space Featuring An Open Floor Plan With Large Eat In Kitc...

Photo of Listing #A4558984

760 North Shore Drive, ANNA MARIA, FL
$1,950,000

Residential, Single Family Residence
  • 2 Beds
  • 2 Baths
  • 1,577 SQFT
  • 6 DOM
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Surrounded By Cozy Outdoor Spaces This Adorable Beach Cottage Is Calling Your Name. Directly Across From The Beach On The North End Of Anna Maria This 2bd/2ba Home Is Perfect For Year Round Living Or Make It Your Beach Retreat And Then Rent It As ...

519 South Drive, ANNA MARIA, FL
$1,995,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 1,582 SQFT
  • 11 DOM
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Ground Level 3 Bedroom, 2 Bathroom Canal Front Home On The North End Of Anna Maria Island. Located On A Quiet Cul-de-sac, Overlooking Mangroves With Gorgeous Views Of Bimini Bay. The Open Floor Plan Features Imported Pilipino Shell Stone Flooring...

Photo of Listing #A4557326

305 Palm Avenue, ANNA MARIA, FL
$899,000

Residential, Half Duplex
  • 2 Beds
  • 1 Baths
  • 910 SQFT
  • 11 DOM
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Welcome To 305 Palm Ave In The City Of Anna Maria. This Home Is One Of The Few Existing ½ Duplex Properties Located In The City. The Home Is A Concrete Block Construction And Shares The Common Center Wall With The Full-time Neighbors Next Door At ...

805 South Bay Boulevard, ANNA MARIA, FL
$2,950,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 2,236 SQFT
  • 14 DOM
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This Charming, Elevated Florida Home Is Perfect For A Quiet Getaway Vacation. Located On A Quiet Dead-end Street And A Canal On The North End Of Anna Maria Island. This 4 Bedroom, 3.5 Bathrooms Home Is Newly Updated And Remodeled With A Colorful ...

707 South Bay Boulevard, ANNA MARIA, FL
$3,195,000

Residential Income, Duplex
  • 5 Beds
  • 4 Baths
  • 2,929 SQFT
  • 15 DOM
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You Won’t Want To Miss This Very Unique Canal Front Duplex On The North End Of Anna Maria Island! With Bay Beach Access Right Across The Street And Being Right On The Canal, You Truly Have The Best Of Both Worlds! The Ground Level Has 2 Bedrooms...

111 Gull Drive, ANNA MARIA, FL
$6,195,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 2,905 SQFT
  • 15 DOM
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Pre-construction. To Be Built. Stunning, New Construction Home With 4 Bedrooms, 4.5 Bathrooms Located On The Exclusive Bean Point Area Of Anna Maria Island. This 9,100 Sq Foot Lot Sits At The End Of A Quiet Cul De Sac And Opens Onto A Wide Waterwa...

707 South Bay Boulevard, ANNA MARIA, FL
$3,195,000

Residential, Single Family Residence
  • 5 Beds
  • 4 Baths
  • 2,929 SQFT
  • 15 DOM
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You Won’t Want To Miss This Very Unique Canal Front Duplex On The North End Of Anna Maria Island! With Bay Beach Access Right Across The Street And Being Right On The Canal, You Truly Have The Best Of Both Worlds! The Ground Level Has 2 Bedrooms A...

226 Willow Avenue, ANNA MARIA, FL
$5,795,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 3,624 SQFT
  • 17 DOM
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Modern Island Oasis - A Luxurious One Level Raised Living Canal Front Home With Elevator On The North End Of Anna Maria Island. This 4 Bedroom, 4 Bathroom Home With Den Has Just The Perfect Pop Of Color Throughout. It Is Completely Custom Designed...

706 North Shore Drive, ANNA MARIA, FL
$2,295,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 1,412 SQFT
  • 18 DOM
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Look No Further As This Perfect Slice Of Island Life Awaits. Located On The North End Of Anna Maria With Easy Access To Pine Ave, This Completely Renovated 3bd/2ba Furnished Beach Home Is Perfect For Year Round Living Or A Vacation Rental Home. No...

868 North Shore Drive, ANNA MARIA, FL
$2,749,000

Residential, Single Family Residence
  • 4 Beds
  • 2 Baths
  • 1,490 SQFT
  • 18 DOM
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Welcome To “a Time Out”, A Unique Historic Home Situated On The North End Of Anna Maria Island Just Steps From Bean Point. The Original 2-bedroom Home Was Built In 1948 By The Friends And Family Of Clarence Foley, A Paralyzed Navy War Veteran. Sin...

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 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.

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 February 7th, 2023 at 10:49pm EST.