Skip to Content Skip to Navigation Skip to Dashboard Skip to Search

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.

Read More About Anna Maria Island

Search Anna Maria Island Real Estate Listings

Map View New Construction Save this Search
Sort listings by:New Listings First
Photo of Listing #A4572525

301 North Bay Boulevard, ANNA MARIA, FL
$1,795,000

Cleared Lot With Amazing Bay Views. Plans Completed. Conveyable City Permit In-hand. Ready For You To Build!!! Price Includes Vacant Lot, Completed Plans, And Transferrable City Permit. Short Stroll To The Pier, Dining And Shopping On Pine Avenue ...

Photo of Listing #A4572382

522 Pine Avenue 2d, ANNA MARIA, FL
$659,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 822 SQFT
  • 2 DOM
View Details & More Photos Save

This Updated 2 Bedroom, 1.5 Bathroom Waterfront Condo Is On The Second Floor And Is Located In The Bayou, Anna Maria City's Only Condo Complex. Tucked Back Off Of Bustling Pine Avenue, Enjoy Peace And Quiet While Still Being Steps Away From Many S...

Photo of Listing #A4572367

903 North Shore Drive A, ANNA MARIA, FL
$7,900,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 2,971 SQFT
  • 2 DOM
View Details & More Photos Save

The Ultimate Beach Front Paradise On Anna Maria Island Where The Stunning Panoramic Views Of The Bay Will Captivate You While You Enjoy Your Own Private Beach! The Rental Income On This Property Is Outstanding With Over $545k In ’22 And Forecaste...

Photo of Listing #A4570743

810 South Bay Boulevard A, ANNA MARIA, FL
$7,495,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 4,360 SQFT
  • 3 DOM
View Details & More Photos Save

Welcome To “skyway View”. First, The Name Says It All. Looking Out From The Rear Of The Home You Have A Fabulous View Of The Sunshine Skyway Bridge, Tampa Bay, And The Gulf Of Mexico. When You First Pull Up In Front Of The Home, You Are Greeted By...

Photo of Listing #A4572085

113 Cedar Avenue, ANNA MARIA, FL
$1,900,000

Residential, Single Family Residence
  • 2 Beds
  • 2 Baths
  • 964 SQFT
  • 4 DOM
View Details & More Photos Save

Charming Ground Level Cottage Built In 1930, Located West Of Gulf Drive In The City Of Anna Maria. This Cottage Features Two Bedrooms, One And One Half Bath, Living Room, Combined Family/dining Room. Centrally Located To Shops And Restaurant's An...

Photo of Listing #A4571856

706 South Bay Boulevard, ANNA MARIA, FL
$4,950,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 2,551 SQFT
  • 7 DOM
View Details & More Photos Save

Looking For That Perfect Hideaway Artist Retreat Featuring One Of The Best Views On The West Coast Of Florida? Look No Further. This 3 Bedroom, 2.5 Bathroom + Den Has The Very Utmost Privacy While Still Being Direct Bayfront With Unobstructed Vi...

Photo of Listing #A4570675

112 Pine Avenue, ANNA MARIA, FL
$1,995,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 1,298 SQFT
  • 8 DOM
View Details & More Photos Save

Location Alert!!!! 3 Houses From The Gulf Of Mexico Beaches!! This Old Florida Cottage Has Such Charm, Put Some Tlc In Remodeling Or Rebuild A New Construction Home. The Opportunities Are Endless! Right On Pine Avenue And Close To All The Res...

Photo of Listing #A4571604

243 Willow Avenue, ANNA MARIA, FL
$2,950,000

Residential, Single Family Residence
  • 3 Beds
  • 4 Baths
  • 2,554 SQFT
  • 9 DOM
View Details & More Photos Save

Let Me Invite You To Enjoy An Elegant Yet Laid Back Island Lifestyle In This Unique Home Designed By An Iconic Anna Maria Architect, Hidden Away On Desirable Willow Ave On The North End Of Anna Maria Island And Located On Sailboat Water With Direc...

316 Iris Street, ANNA MARIA, FL
$2,495,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 1,910 SQFT
  • 10 DOM
View Details & More Photos Save

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 ...

700 North Shore Drive, ANNA MARIA, FL
$2,495,000

Residential, Single Family Residence
  • 2 Beds
  • 2 Baths
  • 1,008 SQFT
  • 10 DOM
View Details & More Photos Save

Tarpon Pointe Is The Perfect Spot In A Great Location On The North End Of Anna Maria. You Enter This Freshly Updated Turnkey Furnished 2 Bedroom, 2 Bath Home From A Large Front Deck With Sliding Glass Doors Into The Living Area. The Kitchen Is Ou...

228 Gladiolus Street, ANNA MARIA, FL
$2,495,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 1,458 SQFT
  • 10 DOM
View Details & More Photos Save

Location, Location, Location! This Sublime, Newly Renovated And Turnkey 3bed/2bath Is Perfectly Located On The North Side Of The Island! This Amazing Home Is Elevated With Covered Parking And A Large Storage Closet. As You Walk Inside The Home...

505 Spring Avenue, ANNA MARIA, FL
$2,150,000

Residential, Single Family Residence
  • 4 Beds
  • 2 Baths
  • 1,488 SQFT
  • 13 DOM
View Details & More Photos Save

Whispering Whale Retreat Is A Lovely Elevated Home With 4 Bedrooms And 2 Bathrooms. Located On The Prestigious Northern End Of Anna Maria Island This Versatile Home Incorporates The Best Of All That Anna Maria Island Has To Offer! With A Spacious ...

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.

Call us today at 941-488-6644

^ Back to: Anna Maria Island Homes

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 June 4th, 2023 at 9:49am EDT.