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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 #A4631193

308 South Bay Boulevard, ANNA MARIA, FL
$4,500,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 2,231 SQFT
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Welcome To Your Own Slice Of Paradise On The North End Of Anna Maria! This Stunning 4-bedroom, 4-bathroom Bayfront Home Offers An Open Floor Plan Designed For Effortless Entertaining And Luxurious Living. With Sweeping Views Of Tampa Bay, The Skyw...

Photo of Listing #A4630972

520 Kumquat Drive, ANNA MARIA, FL
$5,350,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 3,928 SQFT
  • 1 DOM
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Island Living At Its Finest! No Detail Has Been Overlooked In This Impeccably Built 4-bedroom, 4.5-bath Waterfront Pool Home In The Heart Of Anna Maria. The Open Plan Main Level Has Abundance Of Natural Light – Perfect For Entertaining Or Family L...

Photo of Listing #A4629672

244 Gladiolus Street, ANNA MARIA, FL
$995,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 1,350 SQFT
  • 12 DOM
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This 3 Bedroom, 2 Bathroom Home Has Endless Possibilities To Create Your Own Little Slice Of Paradise On Anna Maria Island. Remodel Or Rebuild And Customize To Your Liking! Located On The North End Of The Island On A Quiet Street And So Close To ...

893 North Shore Drive, ANNA MARIA, FL
$3,250,000

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 2,933 SQFT
  • 12 DOM
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Dreaming Of The Coastal Lifestyle? Here Is Your Chance. Don’t Miss Out On This Great Opportunity Located On The North End Of Anna Maria Island. Make This Beach House Your Own! Possibilities Include Remodeling The Pre-existing Home, Or Building Yo...

251 Gladiolus Street, ANNA MARIA, FL
$1,150,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 1,419 SQFT
  • 14 DOM
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Beautiful Over-sized Lot On Anna Maria. This Home Sustained Flood Damage From Hurricane Helene. Remediation Process Has Begun; Continue The Remediation Or Build New, But Don't Miss Your Chance To Own In The Center Of The City Of Anna Maria. This ...

Photo of Listing #A4628652

808 North Bay Boulevard, ANNA MARIA, FL
$4,800,000

Commercial Sale, Hotel/Motel
  • 4,673 SQFT
  • 16 DOM
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Under Contract-accepting Backup Offers. Here Is Your Chance To Own A Piece Of History At This Prime Anna Maria Island Location. Since Suffering Damage, This Motel Has Undergone Remediation From The Flooding Of Hurrican Helen With A 5-foot Drywall ...

Photo of Listing #A4628820

808 North Bay Boulevard, ANNA MARIA, FL
$4,800,000

Under Contract-accepting Backup Offers. Here Is Your Chance To Own A Piece Of History At This Prime Anna Maria Island Location. Currently Consisting Of 5 Congruent Lots This Plot Of Land Has Many Possibilities With Over .5 Acre Available For Sale ...

725 Holly Road, ANNA MARIA, FL
$1,450,000

Residential, Single Family Residence
  • 2 Beds
  • 2 Baths
  • 1,360 SQFT
  • 18 DOM
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This Spacious 2 Bedroom, 2 Bathroom Elevated Home Is Located In The City Of Anna Maria Has So Many Great Possibilities. It Is On The Highly Sought After North End, Just A Short Walk From Bean Point. Open Concept Perfect For Entertaining. The Kitc...

11101 Gulf Drive, ANNA MARIA, FL
$2,250,000

This Is A Rare And Fantastic Find On Anna Maria Island. What Makes This Corner Lot So Special? First, The Location And The Size Of The Lot. Located On The North End And One Block From The Restaurants And Shops On Pine Avenue While Nestled In A Qu...

Photo of Listing #A4628610

886 North Shore Drive, ANNA MARIA, FL
$1,100,000

Residential, Single Family Residence
  • 4 Beds
  • 2 Baths
  • 1,732 SQFT
  • 21 DOM
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Under Contract-accepting Backup Offers. A Fabulous Opportunity In Anna Maria Island's Much Desired North End. Lovely Home 3 Bed 2 Bath Home With Office, Dual Patios And A Spacious Garage. The Home Was Damaged In Hurricane Helene And Is In The Pro...

Photo of Listing #A4628037

316 Iris Street, ANNA MARIA, FL
$1,450,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 1,910 SQFT
  • 25 DOM
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Don't Miss Out On This Great Opportunity To Remodel Or Rebuild And Make This Home Your Own! This 3 Bedroom, 3 Bathroom Home Plus An Office Is Located On A Wide Canal And A Quiet Street On The North End Of Anna Maria Island. The Home Also Has An Ad...

Photo of Listing #A4627231

204 Tarpon Street A, ANNA MARIA, FL
$925,000

Residential Income, Duplex
  • 4 Beds
  • 2 Baths
  • 1,344 SQFT
  • 27 DOM
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2-unit Duplex In The City Of Anna Maria Under $1m! This Duplex Property Has A 2 Bedroom, 1 Bathroom Unit On Each Side. Only 1 Unit Has Been Rented On An Annual Basis By A Long Term Tenant For Approximately $2k/month Which Is Under Market Pricing...

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 December 3rd, 2024 at 9:34pm EST.