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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 #A4534826

307 Spring Avenue, ANNA MARIA, FL
$2,699,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 1,968 SQFT
  • 5 DOM
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Villa Maria Is A Gorgeous Newly Renovated 3 Bedroom, 2.5 Bathroom Beach Cottage Located In Anna Maria. Only 2 Blocks Away From The Gulf Of Mexico Beaches! There Is So Much Natural Light And Large Living Space For Entertaining. This Home Is Perfe...

Photo of Listing #A4534727

228 Gladiolus Street, ANNA MARIA, FL
$1,920,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 1,458 SQFT
  • 7 DOM
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Lovingly Maintained 3bd/2ba Home In The City Of Anna Maria! Tons Of Potential And Plenty Of Room For A Pool. This Wonderful Home Is Elevated With Covered Parking And A Large Storage Closet. Enjoy The Grand Great Room With Open Kitchen/living/di...

Photo of Listing #A4534796

401 Pine Avenue R, ANNA MARIA, FL
$1,875,000

Residential, Townhouse
  • 3 Beds
  • 2 Baths
  • 2,000 SQFT
  • 7 DOM
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In The Heart Of The City Of Anna Maria Directly On Historic Pine Ave Just 2 Blocks To The Beach! This 3 Bedroom 2 Bath Property Is A Wonderful Island Getaway And Rental Investment. This Premiere Location Is Everything That Makes Anna Maria Living ...

Photo of Listing #A4534408

421 Alamanda Road, ANNA MARIA, FL
$3,495,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 2,116 SQFT
  • 9 DOM
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Extremely Rare...new Construction...on Anna Maria Island. Just Completed By Eason Builders With Luxury Finishes Throughout The Coastal Designed House. Ready For You To Arrive, Drop Your Bags And Enjoy All Island Living Has To Offer. Short Steps To...

159 Crescent Drive, ANNA MARIA, FL
$3,285,000

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 2,567 SQFT
  • 10 DOM
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More Photos Coming Soon! This Gorgeous 4 Bedroom, 3 Bath Home Is Located In One Of The Prime Neighborhoods Near The North End Of Anna Maria Island. Newly Refreshed With Coastal Hues, Private Pool, And Lounging Areas To Soak Up The Florida Sunshin...

Photo of Listing #A4534004

203 South Bay Boulevard, ANNA MARIA, FL
$4,495,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 2,113 SQFT
  • 12 DOM
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Unbelievable Views!! This Newly Renovated Home In Anna Maria Island Does Not Disappoint. With Unobstructed Views Of The Skyway Bridge Into Tampa Bay And A Beautifully Landscaped Resort Style Backyard, You'll Never What To Leave Home. This Is The...

9801 Gulf Drive, ANNA MARIA, FL
$7,294

Commercial Lease, Retail
  • 5,754 SQFT
  • 12 DOM
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An Exciting Opportunity To Lease Prime Retail Space Directly On Gulf Drive On One Of The Most Desired Islands On The Gulf Coast, Anna Maria. This Beautiful Property Is Located 1 Block From The Beach, On A High Traffic Road. Exceptional Exposure Fo...

405 Pine Avenue, ANNA MARIA, FL
$3,385,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 1,930 SQFT
  • 13 DOM
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Full Of Florida Charm And Recently Restored. Welcome To Buttonwood Cottage Situated In The Heart Of Anna Maria Island On The Famous Pine Avenue. Every Corner Of This Gorgeous Home Is Full Of Designer Details That Exude Old Florida But With All The...

Photo of Listing #U8160409

233 Willow Avenue, ANNA MARIA, FL
$4,743,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 3,337 SQFT
  • 18 DOM
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If You’ve Been Looking For Your Florida Forever Home Or A Lucrative Income Opportunity By The Beach, You Are Going To Love This New Construction, Fully Furnished, Turnkey, Waterfront Home In Anna Maria Island. Built By The Best On The Island, Maso...

Photo of Listing #A4533203

110 Oak Avenue B, ANNA MARIA, FL
$665,000

Residential, Condominium
  • 1 Bed
  • 1 Bath
  • 287 SQFT
  • 21 DOM
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Classic Cozy Cottage On The Northern End Of The Anna Maria. Here You Get That Small Town Feel Only 2 Houses From The White Powder Beaches Of Ami. Welcome To The Ami Cottages- This Unit Is A Condo Tel And Has 2022- Rentals Booked With Some Dates ...

Photo of Listing #A4532273

305 Magnolia Avenue A & B, ANNA MARIA, FL
$2,195,000

Residential, Single Family Residence
  • 5 Beds
  • 2 Baths
  • 1,686 SQFT
  • 23 DOM
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This Duplex Is At A Great Investment Opportunity In A Prime Location Only A Short Walk To The Beach, Trolley Stop, Anna Maria City Pier And To Pine Avenue Where More Shops And Restaurants Can Be Found. Both Units Are Being Sold Together. Unit A Is...

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 May 18th, 2022 at 8:49am EDT.