Anna Maria Island Real Estate

A barrier island located at the southern entrance of Tampa Pay and on the Gulf of Mexico, Anna Maria Island offers a rare taste of Old Florida. The noticeable lack of highrise buildings in this community gives way to the low-key feel and relaxed attitude of the residents. It is truly one of Florida's best kept secrets and as the locals say... “The only lines are those you'll draw in the sand.”

Anna Maria Island is divided into three cities which all include easy access to unrivaled beaches, water sports, spectacular fishing, and world class restaurants and shopping.

Whether you are looking for a vacation condo, a restored historic home, or a million dollar villa, Anna Maria Island real estate includes options available for you to own a piece of the dream. Read more below

Anna Maria Island Real Estate for Sale

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Image 0: U7806336

822 S Bay Blvd, Anna Maria, FL - $4,250,000

Residential, Single Family Home
  • 5 Beds
  • 5 Baths
  • 4,219 SQFT
  • 82 DOM
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Casa Del Mar. This Picturesque, Mediterranean-style Beachfront Villa Features 5 Bedrooms,5 Bathrooms, And Over 5000 Square Feet. Located In A Quiet Anna Maria Neighborhood, This Terracotta Tile-roofed Residence Overlooks A Secluded Stretch ...

Image 1: A4178060

108 Elm Ave, Anna Maria, FL - $3,995,000

Residential, Single Family Home
  • 4 Beds
  • 3 Baths
  • 1,460 SQFT
  • 68 DOM
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Incredible Opportunity To Own A Double Platted Lot Directly On The Gulf Of Mexico In The City Of Anna Maria!! 110' Of Direct Breathtaking Beach Frontage With This Property. Included 108 And 110 Elm Ave. 2 Quaint Cottages Collectively On This Prope...

Image 2: A4155422

519 Blue Heron Dr, Anna Maria, FL - $3,700,000

Residential, Single Family Home
  • 4 Beds
  • 5 Baths
  • 5,890 SQFT
  • 319 DOM
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Anna Maria Island’s Most Exceptional Home, Nestled On The Banks Of Bimini Bay Amongst A Forest Of Perfectly Trimmed Mangroves, Soaring Palms, Flowering Frangipani, And Australian Pines. With Its Cul-de- Sac Location You’ll Enjoy More Privacy Than...

Image 3: A4166014

801 N Shore Dr, Anna Maria, FL - $3,675,000

Residential, Single Family Home
  • 4 Beds
  • 4 Baths
  • 4,728 SQFT
  • 202 DOM
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Custom Gulf Front Home Located At Bean Point On The North End Of Anna Maria Island. This Impeccable Home Was Built By One Of The Most Well Known Builders On The West Coast Of Florida. The Interior Is Finished With The Highest Quality Materials. Th...

Image 4: A4178184

811 N Shore Dr, Anna Maria, FL - $3,490,000

Residential, Single Family Home
  • 4 Beds
  • 4 Baths
  • 4,037 SQFT
  • 66 DOM
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Looking For Your Direct Gulf Front Florida Dream Home On Bean Point? Rare Opportunity To Own A Gated Home On Anna Maria Island – This Is One Of Only 2 Homes On Bean Point That Are Set This Far Back From The Road. As The Entry Gate Opens For Your A...

Image 5: A4177531

306 Gulf Blvd, Anna Maria, FL - $2,950,000

Residential, Single Family Home
  • 3 Beds
  • 2 Baths
  • 2,136 SQFT
  • 73 DOM
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Emma's Cottage - One Of The 4 Original Cottages On Anna Maria Island, Nicknamed The “painted Ladies” Due To The Original, Vibrant Paint Color, Emma Palmer Built This Cottage In 1912 To Enjoy The Pleasures & Prosperity Of Family Success. Although ...

Image 6: A4157421

206 Spring Ln, Anna Maria, FL - $2,849,000

Residential, Single Family Home
  • 5 Beds
  • 5 Baths
  • 3,200 SQFT
  • 523 DOM
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Breathtaking Beach, Gulf And Sunset Views From This Tropical Paradise. Lifestyle Here Provides The Extraordinary Setting In Which Residents Enjoy Waterfront Living With Small Town Ambiance With In Easy Walking Distance. Custom Built In A Fun Whims...

Image 7: A4160539

747 North Shore Dr, Anna Maria, FL - $2,200,000

Residential, Single Family Home
  • 3 Beds
  • 4 Baths
  • 2,848 SQFT
  • 476 DOM
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The Pleasures Of Beach Front Living Start With The Many Relaxing Gulf Views From This Key West Styled Residence And Continue Down The Private, Tropical Sea Grape Lined Boardwalk, Across The Dunes, To The Magnificent Sugar Sand Beach Of Anna Maria ...

109 Park Ave, Anna Maria, FL - $1,995,000

Residential, Single Family Home
  • 4 Beds
  • 4 Baths
  • 2,129 SQFT
  • 42 DOM
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Under Construction Spectacular New Island Home Just 4 Houses To Gulf Of Mexico Beaches. This Beach House Will Feature High End Finishes Including Custom Cabinetry, Gourmet Kitchen, Heated Pool/spa, Lush Landscaping And Quartz Countertops. Located...

Image 9: A4154540

752 N Shore Dr, Anna Maria, FL - $1,975,000

Residential, Single Family Home
  • 5 Beds
  • 5 Baths
  • 2,589 SQFT
  • 333 DOM
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Welcome To "direct Beach View" A Custom Built Home By Awarding Winning Mason And Martin Homes Located On "north Shore Drive" On Anna Maria Island Where Only A Few Select Can Call This Exclusive Part Of The Island Their Home. This Unique Coastal Ho...

Image 10: A4120912

505 S Bay Blvd, Anna Maria, FL - $1,850,000

Residential, Single Family Home
  • 5 Beds
  • 5 Baths
  • 3,202 SQFT
  • 720 DOM
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Refreshed & Renewed! Come See This Freshly Updated 3200sf North End Gem! Unbelievable Open, Bright Space And Gorgeous Bay Views! Brew Your Coffee In The Chef’s Kitchen Of This Spacious 5 Bedroom/5 Bath Waterfront Home With New Seawall And Dock. ...

Image 11: A4171804

523 Seagull Way, Anna Maria, FL - $1,750,000

Residential, Single Family Home
  • 3 Beds
  • 3 Baths
  • 2,746 SQFT
  • 134 DOM
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Your Private Oasis Awaits You Nestled Among The Mangrove Lined Waterfront Of Bimini Bay With A $100,000 Buyer Credit For Pool Or Interior Design Upgrades. Situated On Over A 1/4 Acre Offering 156 Ft Of Deep Water Access This 3bd+/3ba Home Was Cust...

516 N Bay Blvd, Anna Maria, FL - $1,725,000

Residential, Single Family Home
  • 4 Beds
  • 5 Baths
  • 2,500 SQFT
  • 135 DOM
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Brand New Construction Just Completed And Ready For Immediate Occupancy On The North End Of Anna Maria. Open Floor Plan With 4 En Suite Bedrooms, Game Room With Wet Bar, Family Room, Multiple Decks And Full Bay/gulf Views From All Rooms. Gourmet...

105 Oak Ave, Anna Maria, FL - $1,699,000

Residential, Single Family Home
  • 3 Beds
  • 3 Baths
  • 2,070 SQFT
  • 61 DOM
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One-of-a-kind, Custom Built 3 Bedroom, 2 And Half Bath, Elevated Pristine Home Has Unobstructed Gulf Views. Seeing The Sunset From The Ipe Brazilian Wood Porches Is Certain To Make You Fall In Love With This Home. This Unique Floor Plan And FaÇa...

Image 14: A4162149

211 Willow Ave, Anna Maria, FL - $1,695,000

Residential, Single Family Home
  • 5 Beds
  • 4 Baths
  • 2,955 SQFT
  • 374 DOM
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Ample Room For Family And Friends In This Stunning, Spacious Five-bedroom, Three-and-a-half-bath Canal Home With Dock Just One Block From The Powder Sand Beaches Of Anna Maria Island. Beautifully Renovated In 2012, This Elevated Home Offers A Brig...

109 Oak Ave, Anna Maria, FL - $1,695,000

Residential, Single Family Home
  • 5 Beds
  • 3 Baths
  • 2,760 SQFT
  • 20 DOM
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Located Just 5 Houses From The Beach Sits This Beautifully Appointed 5bd/3ba Residence Offering Gulf Views. Features Include Master Suite With Separate Sitting Area, New Flooring, Fireplace, New Heated Pool And More. Don't Miss This Amazing Locati...

Image 16: U7815897

238 Lakeview Dr, Anna Maria, FL - $1,645,000

Residential, Single Family Home
  • 3 Beds
  • 2 Baths
  • 2,281 SQFT
  • 6 DOM
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Remodeled In 2006 And 2016.

749 Jacaranda Rd, Anna Maria, FL - $1,599,000

Residential, Single Family Home
  • 5 Beds
  • 4 Baths
  • 2,832 SQFT
  • 67 DOM
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Custom Home By Brent Whitehead Builders. Quality From The Foyer Up This Home Has An Open Floor Plan With Gourmet Kitchen, Large Elevator, Great Room With Wood Burning Fireplace, Wet Bar, Plantation Shutters, Decks And 5 Large Bedrooms. This Wond...

604 N Shore Dr #1, Anna Maria, FL - $1,595,000

Residential, Villa
  • 6 Beds
  • 5 Baths
  • 2,208 SQFT
  • 111 DOM
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4 Unit Complex In Anna Maria! Located At North End Of Anna Maria Just 250 Steps From The Beach. This Unique Property Offers 2 Vintage Cottages With A Total Of 4 Rental Apartments. The Waterfront Cottage Offers Two - 2 Bedroom Apartments With 60 Fe...

Image 19: A4160843

203 S Bay Blvd, Anna Maria, FL - $1,574,500

Residential, Single Family Home
  • 3 Beds
  • 4 Baths
  • 2,113 SQFT
  • 263 DOM
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Bert Harris Approved Property, This Home Has Been Approved By The City Of Anna Maria For Rental Occupancy Of 10 People. This Occupancy Follows The Home On All Future Property Sales. This Newly Updated Elevated Home In Anna Maria Is The Perfect Com...

Bradenton Beach Real Estate

Located on the Southern end of the island, Bradenton Beach can be accessed from the mainland via bridges on Cortex Road or Manatee Avenue. Access can also be achieved from the south via Longboat Key. Bradenton Beach contains miles of uninterrupted beaches on the Gulf side and calm waters on the bay side for boat docking.

The city also boasts Leffis Key, an island nature preserve. Enjoy a hike through mangrove forests and trek up the “hill” to get a panoramic view of unrivaled beauty.

Holmes Beach Real Estate

Nestled between Bradenton Beach and the city of Anna Maria, Holmes Beach is the largest of the islands three cities with a population just over 5,000 (2004 census). Holmes Beach real estate includes a mixture of homes, condos and townhouses. With miles of gorgeous sugar white beaches and easy access to the Intracoastal Waterway, water and boating enthusiasts will find no lack of activities to keep busy, even when being busy is doing nothing at all...

The City of Anna Maria

This residential community lies on the north end of the island and is known for it's laid-back lifestyle. Many of the public beaches here are so secluded, you'll feel like you are on your own private beach. The city has done a remarkable job conserving it's natural beach habitats, the entire city is a bird sanctuary. You can find a wide array of shore and water birds here and the beaches are also prime nesting ground for endangered loggerhead turtles. Its quaint business district offers a hand full of boutiques and antique shops along with restaurants ranging from sandwich shops to fine dining.

With it's array of beaches, outdoor activities, and dining possibilities ; Anna Maria Island is an ideal place to relax and leave your cares behind.

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.

Listing information last updated on April 24th, 2017 at 7:05am EDT.