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 $800,000 - $900,000 Over $1,000,000
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Image 0: A4684895

811 N Shore Drive, ANNA MARIA, FL - $10,950,000

Residential, Single Family Residence
  • 5 Beds
  • 8 Baths
  • 5,079 SQFT
  • 122 DOM
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Experience One Of The Most Extraordinary Waterfront Settings On The Coveted North End Of Anna Maria Island, Just Moments From The World-renowned Shores Of Bean Point. Set On Over An Acre Of Gulf-front Beachfront Land, This Rare Estate Provides Exc...

Image 1: A4697213

703 S Bay Boulevard, ANNA MARIA, FL - $8,995,000

Residential, Single Family Residence
  • 5 Beds
  • 5 Baths
  • 3,700 SQFT
  • 27 DOM
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Experience Elevated Island Living At 703 S Bay Blvd. Nestled Along The Tranquil Bimini Bay Canal With Sweeping Views Of Tampa Bay, This Brand-new Modern Masterpiece By Tulia Homes Offers The Pinnacle Of Waterfront Luxury On Anna Maria Island. Com...

Image 2: A4676858

801 N Shore Drive, ANNA MARIA, FL - $8,250,000

Residential, Single Family Residence
  • 3 Beds
  • 4 Baths
  • 4,728 SQFT
  • 189 DOM
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Rising Gracefully On The Sugar-white Sands Of Bean Point, The Golden Dolphin Is A Timeless Gulf-front Residence That Blends Enduring Craftsmanship With Inspired Artistry. The Main Living Level Unfolds Into A Grand Living And Dining Area, Where A F...

Image 3: A4633389

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

Residential, Single Family Residence
  • 9 Beds
  • 9 Baths
  • 3,983 SQFT
  • 528 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 Tuna Street, ANNA MARIA, FL - $7,750,000

Residential, Single Family Residence
  • 6 Beds
  • 6 Baths
  • 4,345 SQFT
  • 121 DOM
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Under Construction. Under Construction On An Oversized Corner Lot Along Anna Maria Island’s North End, Just 50 Feet From Sugar-white Sand Beaches And The Turquoise Waters Of The Gulf Of Mexico, This Three-level Luxury Coastal Home Combines Scale, ...

107 Maple Avenue, ANNA MARIA, FL - $7,500,000

Residential, Single Family Residence
  • 6 Beds
  • 7 Baths
  • 2,984 SQFT
  • 311 DOM
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This Turn-key Custom Built Six Bedroom Six And A Half Bathroom Luxury Home On Anna Maria Island Is An Exceptional Beach Investment Property Offering The Perfect Balance Of Passive Rental Income And Personal Coastal Living. Located On One Of The Mo...

Image 6: A4680603

513 Villa Rosa Way, ANNA MARIA, FL - $7,500,000

Residential, Single Family Residence
  • 4 Beds
  • 6 Baths
  • 3,778 SQFT
  • 142 DOM
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Homes Of This Architectural Caliber Are Rarely Offered For Sale - And Even More Rarely As A Fully Curated Estate. Every Furnishing, Antique, Original Artwork, Lighting Fixture, Textile, And Accessory Has Been Thoughtfully Selected Specifically Fo...

Image 7: A4684329

319 Tarpon Street, ANNA MARIA, FL - $6,995,000

Residential, Single Family Residence
  • 5 Beds
  • 6 Baths
  • 3,484 SQFT
  • 118 DOM
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New Construction Waterfront Estate Offering Over 7,000 Square Feet Of Stunning Indoor-outdoor Living, Delivered Fully Turnkey Furnished. Positioned On A Quiet Dead-end Street, This 5-bedroom, 5.5-bath Residence Captures Sweeping Long Canal Views F...

9407 Gulf Dr, ANNA MARIA, FL - $6,950,000

Residential, Single Family Residence
  • 9 Beds
  • 9 Baths
  • 4,244 SQFT
  • 80 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 9: A4688392

209 Willow Avenue, ANNA MARIA, FL - $6,795,000

Residential, Single Family Residence
  • 6 Beds
  • 8 Baths
  • 4,154 SQFT
  • 108 DOM
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Discover Coastal Luxury At 209 Willow In The Heart Of Anna Maria Island On A Very Sought Out Quiet Street. This Stunning Canal-front Home Offers The Perfect Blend Of Relaxed Island Living And High-end Amenities, Just 10 Houses From The Pristine Su...

Image 10: A4681558

102 Tuna Street, ANNA MARIA, FL - $6,750,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 1,926 SQFT
  • 158 DOM
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Finding A Lot Of This Scale On One Of Anna Maria’s Most Quiet And Secluded Streets Is An Opportunity That Simply Doesn't Come Around Often. Spanning Over 23,000 Square Feet, This Property Offers Something Truly Rare: Private Ownership That Extends...

Image 11: A4659214

229 Willow Avenue, ANNA MARIA, FL - $6,375,000

Residential, Single Family Residence
  • 5 Beds
  • 5 Baths
  • 3,250 SQFT
  • 365 DOM
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Here Is Your Chance To Own A 5 Bed/4.5 Bath Custom Waterfront Residence On One Of The Most Coveted Streets In The City Of Anna Maria. Enjoy The Rare Luxury Of Having Direct Boat Access In Your Backyard While Just A Short Walk To The Pristine Shore...

Image 12: A4686584

224 Chilson Avenue, ANNA MARIA, FL - $6,100,000

Residential, Single Family Residence
  • 6 Beds
  • 7 Baths
  • 4,525 SQFT
  • 124 DOM
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Step Into Unparalleled Luxury With This Fully Furnished, 6-bedroom, 7-bathroom Deep-water Canal-front Estate, Perfectly Situated Just Two Blocks From The Pristine Sands Of Anna Maria Island. This Isn’t Just A Home, It’s A Statement, And A Legacy I...

215 Sycamore Avenue, ANNA MARIA, FL - $5,895,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 3,250 SQFT
  • 90 DOM
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Welcome To A Rare Offering On The Coveted North End Of Anna Maria Island — A Brand-new Coastal Sanctuary Where Architectural Sophistication Meets The Timeless Charm Of Old Florida. Ideally Positioned Just Steps From The Sugar-white Sands Of The Gu...

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

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 3,287 SQFT
  • 244 DOM
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Welcome To 118 Mangrove Ave, A Slice Of Tropical Paradise In The Heart Of Anna Maria. This 4-bedroom, 4.5-bath Residence Offers An Exceptional Blend Of Luxury, Comfort, And Coastal Convenience. Turnkey Furnished And Thoughtfully Appointed, It Is D...

Image 15: A4698723

411 Palm Avenue, ANNA MARIA, FL - $5,495,000

Residential, Single Family Residence
  • 5 Beds
  • 6 Baths
  • 3,260 SQFT
  • 18 DOM
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Introducing The Palm—an Iconic Waterfront Estate Where Exceptional Architecture, Resort-inspired Living, And The Unmistakable Charm Of Anna Maria Island Come Together To Create A Remarkable Home. More Than A Home, The Palm Captures The Very Best O...

Image 16: A4612343

404 North Shore Dr, ANNA MARIA, FL - $5,487,000

Residential, Single Family Residence
  • 5 Beds
  • 6 Baths
  • 3,159 SQFT
  • 765 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 17: A4683902

103 Palm Avenue, ANNA MARIA, FL - $5,450,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 2,252 SQFT
  • 143 DOM
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Welcome To 103 Palm Avenue On Anna Maria Island, Home To Some Of The Best Beaches In Florida. This Exceptional Beachfront Property Features Not One, But Two Direct Gulf-front Residences, Offering A Rare Opportunity For Multi-generational Living, R...

Image 18: A4688020

406 N Shore Drive, ANNA MARIA, FL - $5,450,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 2,999 SQFT
  • 110 DOM
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Under Construction. Luxury Residence Coming Soon In The Heart Of Anna Maria! This 4 Bedroom, 4.5 Bathroom + Den Home Is Just A Short Stroll To The Sparkling Gulf Waters And Situated On A Lagoon. The Main Floor Has High Ceilings And Natural Light W...

Image 19: A4689581

103 Park Avenue, ANNA MARIA, FL - $5,450,000

Residential, Single Family Residence
  • 5 Beds
  • 5 Baths
  • 4,540 SQFT
  • 97 DOM
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Luxury Coastal Living At It’s Finest! This One-of-a-kind Residence, Designed By Emily Anne Smith, Stands On One Of The Most Sought-after Streets In Anna Maria, Just One Home From The Gulf And A Short Walk To The Charm Of Pine Avenue. The Location ...

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 July 21st, 2026 at 3:52am EDT.