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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 #A4515869

246 Gladiolus Street, ANNA MARIA, FL

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 1,979 SQFT
  • 1 DOM
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You Must See This Remarkable Elevated Island Home That Lives Like A Mini Estate! The Spacious Main House Has 2 Bedrooms And 2 Bathrooms And A Catwalk Deck Leads To A 1bed 1 Bath Guest Cottage. Newly Freshened For A Tranquil, Coastal Feeling Wit...

Photo of Listing #A4515595 OPEN HOUSE

520 Spring Avenue 1, ANNA MARIA, FL

Residential, Single Family Residence
  • 2 Beds
  • 1 Baths
  • 539 SQFT
  • 2 DOM
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This Is It!!! You've Been Looking For A Home Under A Million In Anna Maria, Here It Is. From The Second You Step Foot On The Cozy Front Porch, You Will Be In Love With This Amazing Florida Cottage. This 2 Bedroom, 1 Bathroom Cottage Has The Char...

Photo of Listing #A4512649

426 Magnolia Avenue, ANNA MARIA, FL

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 2,368 SQFT
  • 3 DOM
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In The Heart Of Anna Maria You Will Find This Picture Perfect Island Style Home. A Short Walk Away Is Pine Avenue, Great Shopping, Fabulous Restaurants, The Pier, And Beach. Relax And Spend Your Days At The Beach Or Splashing In Your Own Lagoon St...

Photo of Listing #A4515740

103 Park Avenue, ANNA MARIA, FL

Residential, Single Family Residence
  • 5 Beds
  • 5 Baths
  • 4,540 SQFT
  • 4 DOM
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This Home Is Absolutely Spectacular! Unwind Right By The Gulf In A Paradise Setting. This Home Was Designed With Meticulous Detail And Built With Great Craftsmanship Throughout And Designed By Emily Anne Smith. There Are Some Views Of The Gulf ...

Photo of Listing #A4513270

406 North Shore Drive A & B, ANNA MARIA, FL

Residential Income, Duplex
  • 2,056 SQFT
  • 5 DOM
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Nothing Better Than North Shore Drive On Anna Maria Island. This Duplex That Lives Like A Home Is The Perfect Island Location. A Rare Property That Truly Checks All The Boxes. Perfectly Situated One Short Block To The Quietest Part Of The Beach...

Photo of Listing #A4515005

154 Crescent Drive, ANNA MARIA, FL

Residential, Single Family Residence
  • 2 Beds
  • 2 Baths
  • 1,166 SQFT
  • 6 DOM
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Foreign Owner Loves This House But Hasn't Been Able To Use Due To Covid. This Home Has A Wonderful North End Location, 8550 Sf Lot And Is Only Two Blocks From Tampa Bay And Pine Avenue, With Shops And Restaurants. Beautiful, Polished Terrazzo F...

Photo of Listing #A4514794

507 Spring Avenue, ANNA MARIA, FL

Residential, Single Family Residence
  • 2 Beds
  • 2 Baths
  • 1,064 SQFT
  • 13 DOM
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Elevated Beach Home Located In The Highly Sought After City Of Anna Maria. This Home Is Situated In A Great Location That Is Just Steps From Pine Ave And The Newly Constructed City Pier. This 2bd/2ba Home Has Recently Been Updated And Comes Turnke...

Photo of Listing #A4509256

839 North Shore Drive, ANNA MARIA, FL

Residential, Single Family Residence
  • 4 Beds
  • 2 Baths
  • 1,296 SQFT
  • 15 DOM
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I Want To Live Here!!! Ever Been On Vacation To Anna Maria Island And Said This? This Is The Property You've Been Looking For, This Is Florida Ami At Its Prime! 2 Lots Located Directly On The Bay On The North End Of The Island With Direct Views O...

305 Pine Avenue, ANNA MARIA, FL

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 2,580 SQFT
  • 15 DOM
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Commercial And Residential Combined! This One-of-a-kind 4/3 Home Is Multi-use, The Ground Level Offers 2,100+ Sf Of Commercial Opportunities, With Plenty Of Storage, A Full Garage, And A Showroom. The Upstairs Has Been Remodeled With New Windows, ...

Photo of Listing #A4514533

763 Jacaranda Road, ANNA MARIA, FL

Residential Income, Duplex
  • 2,125 SQFT
  • 19 DOM
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This Adorable, Remodeled Duplex Sits Quietly In The Highly Desirable North End Of The Island In The City Of Anna Maria. 765 Jacaranda, Known As Turtle Crawl Is A 2 Bedroom And 2 Bathroom And 763 Jacaranda, Known As Turtle Trax Is A 2 Bedroom And ...

Photo of Listing #A4514150

405 Pine Avenue, ANNA MARIA, FL

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 1,930 SQFT
  • 21 DOM
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Fantastic Opportunity To Own This Pine Avenue Beauty! Great Income Property Potential!

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

Listing information last updated on October 26th, 2021 at 8:09pm EDT.