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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 #A4548522

216 Periwinkle Plaza, ANNA MARIA, FL
$4,442,000

Residential, Single Family Residence
  • 4 Beds
  • 2 Baths
  • 2,105 SQFT
  • 7 DOM
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One Of A Kind Home On Anna Maria Island! This Beautifully Designed Waterfront Home Is Professionally Designed And Fully Furnished With Luxury Fixtures And Furnishings. The Jaw-dropping Home Sleeps 8. The Exterior Of The Home Is Oyster Shell Tabby...

301 North Bay Boulevard, ANNA MARIA, FL
$2,395,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 2,449 SQFT
  • 10 DOM
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Pre-construction. To Be Built. Amazing Bay Views. Lot Cleared. Plans Completed. Conveyable City Permit In-hand. Ready To Build!!!!! Unlike Anything On The North End Of Anna Maria Island This Ultra-modern Luxury Design Sets The Stage For You T...

Photo of Listing #A4546985

329 Tarpon Street, ANNA MARIA, FL
$1,599,000

Residential, Single Family Residence
  • 2 Beds
  • 2 Baths
  • 1,008 SQFT
  • 13 DOM
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Direct Canal Front! A Very Special Waterfront Location On Anna Maria Island. This 2 Bedroom, 1.5 Bath Home Is Located On A Quiet Street On An 8,250 Square Foot Lot And Includes A Dock And Boat Lift. Whether You Are Looking For A Full-time Residenc...

260 Gladiolus Street, ANNA MARIA, FL
$2,999,000

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 1,853 SQFT
  • 15 DOM
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Located On The North End, This Chic Island Cottage Provides The Perfect Getaway To Enjoy The White Sands And Crystal-clear Waters Distinctive To Anna Maria Island. This Turn-key Furnished, Ground Level, 4-bedroom, 3-bathroom Home Was Completely Re...

796 Jacaranda Road, ANNA MARIA, FL
$3,300,000

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 2,412 SQFT
  • 21 DOM
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Beautiful Coastal Home Only Steps Away From The Pristine Beaches On Bean Point. This 4 Bedroom 2.5 Bath Has Quality Finishes Throughout Including Solid Granite Surfaces, Solid Wood Cabinets, Hardwood Floors, Volume Ceilings, New S/s Appliances, E...

Photo of Listing #A4544790

217 Willow Avenue, ANNA MARIA, FL
$5,995,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 2,801 SQFT
  • 22 DOM
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Custom Waterfront Residence Just A Short Walk To The Gulf Of Mexico Beaches. This Home Features 4 Bedrooms All With Spacious En Suite Baths, Half Bath Off The Living Area, Custom Cabinetry, Quartz Counters, Gas Fireplace, Wood Beam Detail In The G...

Photo of Listing #A4547104

620 North Bay Boulevard, ANNA MARIA, FL
$1,949,999

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 1,435 SQFT
  • 23 DOM
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*** Price Reduction *** Welcome To Sandy Cheeks, A Quaint Cottage On The North End Of The City Of Anna Maria. The Property Is Steps From Bean Point And Even Closer To The Rod And Reel Pier And The Bay Beaches. The Home Boasts 3 Bedrooms, Two Bathr...

Photo of Listing #A4546914

522 Pine Avenue 4d, ANNA MARIA, FL
$675,000

Residential, Condominium
  • 2 Beds
  • 1 Baths
  • 822 SQFT
  • 24 DOM
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Direct Waterfront Condo! Relish An Awe-inspiring Waterfront Lifestyle, Including Captivating Sunsets, Tropical Natural Scenery And Your Own Private Dock, In This Charming Turnkey Furnished 2-bedroom, 1-bath Condominium On The North End Of Anna Mar...

Photo of Listing #A4546835

315 Hammock Circle, ANNA MARIA, FL
$2,750,000

Residential, Single Family Residence
  • 3 Beds
  • 4 Baths
  • 1,652 SQFT
  • 29 DOM
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Located On The North End Of Anna Maria Is This 3 Bedroom, 3.5 Bathroom Spacious, Contemporary Home. Completely Remodeled By Gagne Construction In 2017 And Sits On A Large Corner Lot (2/10 Of An Acre) And Quiet Cul-de-sac. Mature Landscaping Allows...

Photo of Listing #A4545206

409 North Bay Boulevard, ANNA MARIA, FL
$2,290,000

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 2,340 SQFT
  • 35 DOM
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Take A Look Inside This Elevated Large 4 Bed 3 Bath Home With Views Overlooking Tampa Bay From Two Large Decks. Home Has Been Updated With A/c In 2014, Water Heater In 2018 And Fresh Paint In 2021. Large Open Kitchen With Breakfast Bar. The Gre...

Photo of Listing #A4545903

101 Mangrove Avenue, ANNA MARIA, FL
$5,250,000

Residential, Single Family Residence
  • 5 Beds
  • 2 Baths
  • 2,522 SQFT
  • 35 DOM
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Direct Beachfront!!! Relax And Relish The Ultimate Anna Maria Island Lifestyle On This Direct Beachfront Property With Panoramic Vistas In All Directions. This Home Is At The End Of A Quiet Street In The Heart Of Anna Maria. World-class Sandy Beac...

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 September 30th, 2022 at 8:33am EDT.