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

All Listings $500,000 - $600,000 $800,000 - $900,000
Over $1,000,000
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Image 0: A4619132

769 North Shore Drive, ANNA MARIA, FL - $20,000,000

Residential, Single Family Residence
  • 6 Beds
  • 9 Baths
  • 7,652 SQFT
  • 283 DOM
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Pre-construction. To Be Built. Luxurious Beachfront Oasis In Anna Maria, Florida. Experience Coastal Living At Its Finest In This Brand-new, 7,652 Sq Ft Beachfront Estate Located In The Heart Of Anna Maria. This Stunning Home Features 6 Spaciou...

Image 1: A4608114

809 North Shore Drive, ANNA MARIA, FL - $9,800,000

Residential, Single Family Residence
  • 5 Beds
  • 6 Baths
  • 4,936 SQFT
  • 388 DOM
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Just Completed! Brand New Construction!!! Gulf Front Luxury Living Is At Its Absolute Best In This Exquisite Estate In The Heart Of Anna Maria! It Will Be Love At First Sight When You Enter This Stunning Fully Furnished 5 Bedroom, 5.5 Bathroom Gul...

Image 2: A4644013

821 South Bay Boulevard, ANNA MARIA, FL - $9,450,000

Residential, Single Family Residence
  • 5 Beds
  • 6 Baths
  • 4,700 SQFT
  • 66 DOM
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Under Construction. Immerse Yourself In Unparalleled Modern Elegance With This Exquisite 4,700 Sq Ft New Bay Front Home, Built In A Sophisticated Bali-polynesian Contemporary Style. Designed As A Peaceful Retreat, This Luxurious Property Boasts Fi...

Image 3: A4643195

242 Oak Avenue, ANNA MARIA, FL - $8,995,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 3,722 SQFT
  • 72 DOM
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Welcome To Ami Dream Home, A Breathtaking, One-of-a-kind Luxury Estate On Florida’s Gulf Coast. Nestled In The Heart Of Anna Maria, This Spectacular Residence Offers The Ultimate Combination Of Privacy, Elegance, And Waterfront Living. Set On A Ra...

9407 Gulf Dr, ANNA MARIA, FL - $8,000,000

Residential, Single Family Residence
  • 9 Beds
  • 9 Baths
  • 4,244 SQFT
  • 101 DOM
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Located On Picturesque Anna Maria Island, This Exceptional 9-bedroom, 8.5-bathroom Coastal Retreat Offers 4,244 Sq Ft Of Heated Living Space With Luxurious Amenities Throughout. The Open-concept Interior Features An Oversized Kitchen With A Spacio...

Image 5: A4633389

9403 Gulf Dr, ANNA MARIA, FL - $8,000,000

Residential, Single Family Residence
  • 9 Beds
  • 9 Baths
  • 3,983 SQFT
  • 101 DOM
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This Stunning 9-bedroom, 8.5-bathroom Beachfront Property Offers 3,983 Sq Ft Of Heated Interior Space And Comes Fully Furnished With Luxurious Details Throughout. The Home Boasts An Open-concept Layout With Vibrant Living Areas, A Well-appointed C...

107 Maple Avenue, ANNA MARIA, FL - $7,285,000

Residential, Single Family Residence
  • 6 Beds
  • 7 Baths
  • 3,675 SQFT
  • 108 DOM
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Gorgeous Luxury Home Steps From The Beach! Outstanding Income Potential! Located On One Of The Most Private, Sugary Beach Access Streets On Anna Maria Island. This Custom-built Masterpiece Is A 6-bedrooom, 61/2-bath Home Designed To Provide The U...

Image 7: A4622316

241 Willow Avenue, ANNA MARIA, FL - $6,995,000

Residential, Single Family Residence
  • 6 Beds
  • 7 Baths
  • 4,439 SQFT
  • 255 DOM
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Welcome To Sail Away, The Pinnacle Of Florida Coastal Living On Anna Maria Island. This Southern Facing 6 Bedroom, 6.5 Bathroom Home Is Minutes From The Whitest And Most Pristine Sugar Sand Beaches And Offers An Unmatched Blend Of Luxury And Relax...

Image 8: A4631218

741 Jacaranda Road, ANNA MARIA, FL - $6,900,000

Residential, Single Family Residence
  • 8 Beds
  • 9 Baths
  • 4,790 SQFT
  • 157 DOM
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Stunning New Construction Home On Anna Maria Island With Over $500,000 Of Rental Income On The Books As Of May 2025! Welcome To Your Dream Oasis On The Beautiful North End Of Anna Maria Island! This Breathtaking New Construction Home Boasts An I...

Image 9: A4649069

224 Chilson Avenue, ANNA MARIA, FL - $6,895,000

Residential, Single Family Residence
  • 6 Beds
  • 7 Baths
  • 4,525 SQFT
  • 31 DOM
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Introducing A Brand-new Architectural Marvel—a Fully Furnished, 6-bedroom, 7-bathroom Deep-water Canal-front Estate Nestled Just Two Blocks From The Beautiful Sands Of Anna Maria Island. This Stunning Residence Is More Than Just A Home—it’s A Life...

Image 10: A4644741

244 Willow Avenue, ANNA MARIA, FL - $6,495,000

Residential, Single Family Residence
  • 6 Beds
  • 7 Baths
  • 3,695 SQFT
  • 58 DOM
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Welcome To Dancing With The Stars—a Breathtaking 6-bedroom, 6-bathroom Canal-front Estate On The Picturesque Anna Maria Island. This Newly Constructed Coastal Retreat Is The Epitome Of Modern Luxury, Seamlessly Blending Sophisticated Design, Resor...

Image 11: A4632102

329 Tarpon Street, ANNA MARIA, FL - $6,400,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 3,751 SQFT
  • 156 DOM
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Experience The Charm Of Anna Maria Island With This Newly Completed Construction. This Luxurious Home Boasts Four Bedrooms And Four And A Half Baths, Offering Stunning Views. Features Include An Elevator, A Three-car Garage, And 3,751 Square Feet ...

103 Park Avenue, ANNA MARIA, FL - $5,995,000

Residential, Single Family Residence
  • 5 Beds
  • 5 Baths
  • 4,540 SQFT
  • 30 DOM
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Exceptional Coastal Living At It's Finest!!! One House To The Beach On One Of The Most Coveted Streets On Anna Maria Island!!! Welcome To 103 Park Avenue, A Timeless Retreat Designed By The Renowned Emily Anne Smith. Just Steps Away From The Breat...

Image 13: A4612343

404 North Shore Dr, ANNA MARIA, FL - $5,790,000

Residential, Single Family Residence
  • 5 Beds
  • 6 Baths
  • 3,159 SQFT
  • 338 DOM
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This Recently Constructed Home On Anna Maria Island Overlooking A Stunning Canal Is Just One Block From The Pristine Gulf Of Mexico Beaches And A Short Walk To The Restaurants And Boutiques On Pine Ave. This Luxurious 5-bedroom, 5.5 Bath Retreat O...

Image 14: O6278790

415 N Bay Boulevard, ANNA MARIA, FL - $5,600,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 2,613 SQFT
  • 87 DOM
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Owner Financing Available With Rate Options As Low As 3%! Welcome To Just Breathe, An Opulent Oasis Nestled Directly Across From Serene Bayfront Park And A Short Stroll From The Sparkling Gulf Beaches. One Of Only 20 Vetted Homes Invited To The Co...

Image 15: A4636814

915 North Shore Drive, ANNA MARIA, FL - $5,500,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 2,870 SQFT
  • 100 DOM
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Beachfront On Anna Maria Island! Experience The Pinnacle Of Coastal Living With This Direct Beachfront Home On Anna Maria Island. Perfectly Blending Luxury And Proven Investment Potential, This 4-bedroom, 4-bathroom Property Generated An Impressiv...

Image 16: A4603938

118 Mangrove Avenue, ANNA MARIA, FL - $5,495,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 3,287 SQFT
  • 417 DOM
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Welcome To 118 Mangrove Ave, A Slice Of Tropical Paradise Nestled In The Heart Of Anna Maria, Florida. Scheduled To Be Completed In June, This 4 Bedroom, 4.5 Bath Home Will Offer An Unparalleled Combination Of Luxury, Comfort, And Convenience. ...

Image 17: A4615677

107 Elm Avenue, ANNA MARIA, FL - $5,295,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 2,432 SQFT
  • 311 DOM
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Beachfront Oasis Is Elegant European Design Luxury Home That Has Been Professionally Decorated And Has Spectacular Beach Views From Every Room. Floor To Ceiling Glass Allows Full Views Of The Beach And Aqua Tropical Gulf Waters. The Clean Lines O...

112 Maple Avenue, ANNA MARIA, FL - $5,249,500

Residential, Single Family Residence
  • 5 Beds
  • 5 Baths
  • 2,545 SQFT
  • 131 DOM
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Stunning New Construction Home West Of Gulf Drive! Welcome To This Amazing Fully Furnished 5 Bedroom, 4.5 Bathroom Home Located On One Of The Premier Streets Of Anna Maria Island!! With Only 5 Houses To The Beach, This New Construction Gem Is An A...

222 Willow Avenue, ANNA MARIA, FL - $4,995,000

Residential, Single Family Residence
  • 4 Beds
  • 6 Baths
  • 3,265 SQFT
  • 18 DOM
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Welcome To Sealuxe, Where Luxury Meets The Beach! Located On One Of The Most Desirable Streets On Anna Maria Island. Sealuxe Is A Home Thats Perfectly Positioned To Put You Just A Short Walk Away From A World-renowned Beach Or To Pine Ave Where Yo...

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 DBA Stellar MLS.

Listing information last updated on May 17th, 2025 at 4:34am EDT.