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: A4188582

102 Mangrove Ave, Anna Maria, FL - $4,995,000

Residential, Single Family Home
  • 4 Beds
  • 6 Baths
  • 6,483 SQFT
  • 46 DOM
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Magnificent Beach Front Home Built On Two Gulf Front Lots (114 Feet Of Beach Frontage) In Order To Offer Expansive And Dramatic Water Views From Almost Every Room. Constructed By Renown Builder Whitehead Construction, This Elevated Custom Home Boa...

Image 1: U7806336

822 S Bay Blvd, Anna Maria, FL - $3,800,000

Residential, Single Family Home
  • 5 Beds
  • 5 Baths
  • 4,219 SQFT
  • 172 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 2: A4190460

818 South Bay Blvd, Anna Maria, FL - $3,195,000

Residential, Single Family Home
  • 4 Beds
  • 3 Baths
  • 3,688 SQFT
  • 24 DOM
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Beach Front Luxury In Anna Maria. This Wonderful Home Sits Right On The Shores Of Tampa Bay Looking At The Sunshine Skyway Bridge. As You Enter The Home You Are Greeted With Water Views And Polished Terrazzo Floors. The Kitchen Has Custom Cabinets...

Image 3: A4177531

306 Gulf Blvd, Anna Maria, FL - $2,895,000

Residential, Single Family Home
  • 3 Beds
  • 2 Baths
  • 2,136 SQFT
  • 163 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 4: A4179327

812 N Shore Dr, Anna Maria, FL - $2,750,000

Residential, Single Family Home
  • 5 Beds
  • 4 Baths
  • 2,802 SQFT
  • 98 DOM
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Exquisite Vacation Rental Home For The Past Three Years With An Average Income Of $190,000. Prior To Its Vacation Status, This Home Was The Prestigious Residence Of The City’s Mayor. This Home Comes Turnkey With A Golf Cart, Kayaks, Paddle Boards,...

Image 5: A4160539

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

Residential, Single Family Home
  • 3 Beds
  • 4 Baths
  • 2,848 SQFT
  • 499 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
  • 5 Baths
  • 2,129 SQFT
  • 25 DOM
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Amazing New Construction West Of Gulf Drive On One Of The Prettiest Streets In Anna Maria City. This Custom 4 Bedroom 4-1/2 Bathroom Home Is Just 4 Houses From The Beach! Luxury High Quality Finishes, Tall Ceilings And An Open Plan Design, Along ...

Image 7: A4120912

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

Residential, Single Family Home
  • 5 Beds
  • 5 Baths
  • 3,202 SQFT
  • 810 DOM
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Refreshed & Renewed! Come See This Freshly Updated 3200sf North End Gem With Over $100k In Rental Income! Unbelievable Open, Bright Space And Gorgeous Bay Views! Brew Your Coffee In The Chef’s Kitchen Of This Spacious 5 Bedroom/5 Bath Waterfront ...

408 Pine Ave, Anna Maria, FL - $1,799,000

Residential, Single Family Home
  • 4 Beds
  • 4 Baths
  • 2,832 SQFT
  • 40 DOM
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Prime Pine Avenue Waterfront Location! Beautiful Expansive Views Of Lake Lavista, With Over 66' Of Frontage, Private Boat Dock And 10,000 Lb. Lift. Just A Few Minutes' Access Right Out To Tampa Bay And The Gulf Of Mexico. This Large Three Stor...

Image 9: A4187551

215 Chilson Ave, Anna Maria, FL - $1,695,000

Residential, Single Family Home
  • 4 Beds
  • 5 Baths
  • 3,217 SQFT
  • 57 DOM
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This Custom 4-bedroom Plus Office, 4.5-bath Home, Built In 2009 Is The Epitome Of Florida Living. Located On The North End Of Anna Maria Island, Just A Short Walk To The Beach, And The Restaurants And Shops On Pine Avenue, This Light And Bright Op...

115 Elm Ave, Anna Maria, FL - $1,649,000

Residential, Single Family Home
  • 3 Beds
  • 2 Baths
  • 1,454 SQFT
  • 83 DOM
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Gulf Views And Only 100 Feet From The Beach With No Busy Street To Cross! This Charming Elevated Three Bedroom Two Bath Beach House Is Turn-key Furnished. Would Make A Great Second Home Or Vacation Rental Property! A Bright, Open Plan With Vaulted...

Image 11: A4162149

211 Willow Ave, Anna Maria, FL - $1,625,000

Residential, Single Family Home
  • 5 Beds
  • 4 Baths
  • 2,955 SQFT
  • 464 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...

Image 12: A4171804

523 Seagull Way, Anna Maria, FL - $1,600,000

Residential, Single Family Home
  • 3 Beds
  • 3 Baths
  • 2,746 SQFT
  • 224 DOM
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Your Private Oasis Awaits You Nestled Among The Mangrove Lined Waterfront Of Bimini. Situated On Over A 1/4 Acre Offering 156 Ft Of Deep Water Access This 3bd+/3ba Home Was Custom Designed By The Current Owner. Natural Light Abounds As The Living ...

Image 13: A4186663

214 Chilson Ave, Anna Maria, FL - $1,599,000

Residential, Single Family Home
  • 4 Beds
  • 3 Baths
  • 2,108 SQFT
  • 69 DOM
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This Waterfront Pool-home Is The Definition Of “island Living.” Offered Turnkey Furnished In Tommy Bahama-style, This Home Offers 4-bedrooms And 3-bathrooms, Chef’s Kitchen With All New Stainless Steel Appliances And Farmhouse Sink, An Open Floor...

Image 14: A4173317

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

Residential, Villa
  • 6 Beds
  • 5 Baths
  • 2,208 SQFT
  • 201 DOM
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Over 1/4 Acre On The Water In The City Of Anna Maria, Located At North End Of Anna Maria Island Just 250 Steps To The Beach. This Unique Property Offers 4 Units--2 Vintage Cottages With A Total Of 4 Rental Apartments. The Waterfront Cottage Offers...

Image 15: U7815897

238 Lakeview Dr, Anna Maria, FL - $1,595,000

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

Image 16: A4186007

733 Holly Rd, Anna Maria, FL - $1,539,000

Residential, Single Family Home
  • 5 Beds
  • 4 Baths
  • 2,678 SQFT
  • 73 DOM
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Welcome To "summer Breeze" A Bert Harris Approved Property By The City Of Anna Maria For A Rental Occupancy Of 14. Newly Renovated 5 Bedrooms And 4 Bathrooms In 2017, This Home Is One Of The Premier Family Rental Vacation Properties On The Island...

Image 17: A4178703

105 Oak Ave, Anna Maria, FL - $1,499,000

Residential, Single Family Home
  • 3 Beds
  • 3 Baths
  • 2,070 SQFT
  • 151 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 18: A4141254

217 Magnolia Ave, Anna Maria, FL - $1,495,000

Residential, Single Family Home
  • 5 Beds
  • 4 Baths
  • 2,576 SQFT
  • 570 DOM
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Bert Harris Approved Property, This Home Has Been Approved By The City Of Anna Maria For Rental Occupancy Of 14 People. This Occupancy Follows The Home On All Future Property Sales. This Newly Constructed Single Family Home In The City Of Anna Mar...

216 Elm Ave, Anna Maria, FL - $1,469,000

Residential, Single Family Home
  • 4 Beds
  • 2 Baths
  • 2,363 SQFT
  • 51 DOM
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Enjoy All That Anna Maria Has To Offer With This Quality 4bd/3ba Island Home That Is Just Steps To The Sugar White Sand And Sparkling Gulf Waters. Features Include Elevator, Open Floor Plan, Bamboo Flooring, Tropical Outdoor Oasis With Heated Pool...

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 July 24th, 2017 at 12:33am EDT.