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: A4199474

101 Palmetto Ave, Anna Maria, FL - $4,595,000

Residential, Single Family Home
  • 5 Beds
  • 5 Baths
  • 3,139 SQFT
  • 78 DOM
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Coastal Elegant Beach Home In The Heart Of Anna Maria. Newer Construction Designed And Built By Whitehead Construction. Open The Sliding Doors, Sit On Your Balcony, Listen To The Waves Crashing And Smell The Salt Air. Inside The Home You Will B...

Image 1: A4206504

108 Elm Ave, Anna Maria, FL - $3,895,000

Residential, Single Family Home
  • 3 Beds
  • 2 Baths
  • 1,460 SQFT
  • 6 DOM
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Compellingly Priced Lot With Direct Gulf Access Along With The Adjacent Vacant Lot Located On Anna Maria Island. This Sale Includes 108 Elm Ave, Lot 4 Block 36 Along With The Unoccupied Lot At 112 Elm Ave, Lot 3 Block 36 Subject To Rezoning. There...

Image 2: A4205965

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

Residential, Single Family Home
  • 5 Beds
  • 5 Baths
  • 4,219 SQFT
  • 342 DOM
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Casa Del Mar. This Picturesque, Mediterranean-style, Beachfront Villa, Situated On A Large Lot Which Is Subdividable, Features 5 Bedrooms, 5 Bathrooms, And Over 5000 Square Feet Of Interior And Exterior Space. Located In A Quiet Anna Maria Neigh...

Image 3: A4204872

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

Residential, Single Family Home
  • 4 Beds
  • 3 Baths
  • 3,688 SQFT
  • 28 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 4: A4206962

306 Gulf Blvd, Anna Maria, FL - $2,497,000

Residential, Single Family Home
  • 3 Beds
  • 2 Baths
  • 2,136 SQFT
  • 324 DOM
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Affectionately Called The Painted Ladies, Emma's House By The Sea Is One Of Four Homes Built In 1912 By Emma Palmer And So Named Because Of Their Vibrant Color. Fully And Lovingly Expanded And Renovated, This Charm Filled Beach House Transports Y...

804 North Shore Dr, Anna Maria, FL - $2,490,000

Residential, Single Family Home
  • 6 Beds
  • 3 Baths
  • 5,462 SQFT
  • 148 DOM
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Location! Vacation! Location! If You Want To Feel Like You're Always On Vacation, Then You've Come To The Right Location!!! This Beautiful Gem Located At The Coveted North Shore Of Anna Maria Island, Is Not Only On Two Prime Lots, But The Home W...

Image 6: A4203737

523 Kumquat Dr, Anna Maria, FL - $2,249,000

Residential, Single Family Home
  • 4 Beds
  • 5 Baths
  • 2,825 SQFT
  • 41 DOM
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Brand New Luxury Canal Home In Anna Maria. Built By Custom Builders Mason Martin And Professionally Decorated By Adrian Griffiths Design, This 4 Bedroom 4.5 Bathroom Home Sits On A Deep Water Canal Perfect For Boating, Paddle Boarding, And Kayakin...

Image 7: A4204199

104 Oak Ave, Anna Maria, FL - $2,200,000

Residential, Single Family Home
  • 4 Beds
  • 4 Baths
  • 2,016 SQFT
  • 36 DOM
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This Traditional Beach Front Bungalow Has Wonderful Gulf Views From The Upstairs Covered, Open Porch! This Old Florida Charmer Has A Total Of Four Bedrooms Two Full And Two Half Baths Total, But Is Currently A Duplex With Two Bedroom One And A Ha...

Image 8: A4206291

204 Elm Ave, Anna Maria, FL - $2,199,000

Residential, Single Family Home
  • 3 Beds
  • 4 Baths
  • 3,000 SQFT
  • 7 DOM
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The Secret Garden: Air And Light Make This Former 1925 Cottage The Perfect Island Home. Entirely Rebuilt And Expanded In 2008 To Highest Standards. Set In A Lush Butterfly Garden On Spacious Double Lot. Large Casement Windows, 10 To 20 Ft. Ceiling...

Image 9: A4195295

520 Bayview Pl, Anna Maria, FL - $1,874,000

Residential, Single Family Home
  • 5 Beds
  • 4 Baths
  • 3,730 SQFT
  • 139 DOM
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$100k Price Reduction! This Anna Maria Island Canal Front Home Is Being Sold Turn Key With Beautiful High End Furnishings. Situated On Two Lots, This Custom Retreat Is Surrounded By Water With Both The Bay And Gulf Of Mexico Close For Quick Boati...

Image 10: A4199179

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

Residential, Single Family Home
  • 5 Beds
  • 5 Baths
  • 3,202 SQFT
  • 971 DOM
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Experience The Island Lifestyle! This Home Is A Great Opportunity For A Primary Residence, Second/vacation Home Or Rental Income Property. Located On The Northern Part Of Anna Maria Island, This 5 Bedroom / 5 Bath Pool Home Has Plenty Of Room To S...

Image 11: A4202387

307 Tarpon St, Anna Maria, FL - $1,830,000

Residential, Single Family Home
  • 3 Beds
  • 3 Baths
  • 2,930 SQFT
  • 57 DOM
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The Pleasures Of Anna Maria Living Starts Here. Brand New Construction 2017 To Take Full Advantage Of Its Settings. This Beautiful Home Has 3 Bedrooms And 3 Bathrooms On Two Living Levels. A Two Car Garage And A 2 Covered Parking Spaces Takes Up T...

Image 12: A4190356

109 Park Ave, Anna Maria, FL - $1,795,000

Residential, Single Family Home
  • 4 Beds
  • 5 Baths
  • 2,129 SQFT
  • 202 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 ...

404 Magnolia Ave, Anna Maria, FL - $1,795,000

Residential, Single Family Home
  • 4 Beds
  • 5 Baths
  • 3,523 SQFT
  • 50 DOM
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This Exquisite Luxury 4 Bedroom 4.5 Bath Home Is 2 Blocks From The Beach, And Two Streets To The Shops On Pine Ave, And Minutes To Restaurants, And The City Pier. The Home Is Offered Tastefully Turnkey Furnished By A Professional Decorator. The Re...

Image 14: A4187551

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

Residential, Single Family Home
  • 4 Beds
  • 5 Baths
  • 3,217 SQFT
  • 217 DOM
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This Custom 4-bedroom Plus Office, 4.5-bath Home, Built In 2009 Is Offered Turnkey Furnished By Locally Known Designer Adrian Griffith, And Is The Epitome Of Florida Living. Located On The North End Of Anna Maria Island, Just A Short Walk To The B...

Image 15: U7815897

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

Residential, Single Family Home
  • 3 Beds
  • 2 Baths
  • 2,281 SQFT
  • 273 DOM
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Location, Location, Location. Located On A Canal Inlet 3 Houses From The Ocean! Quick Access To The Beach.huge 4+ Car Garage/man Cave Surrounded By Hurricane Shutters To Protect Your Valuable Cars, Motorcycles/scooters, Kayaks, Jet Skis And Beach ...

107 Willow Ave, Anna Maria, FL - $1,595,000

Residential, Single Family Home
  • 5 Beds
  • 3 Baths
  • 2,880 SQFT
  • 152 DOM
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5 Bedroom Pool Home West Of Gulf Dr. In Anna Maria City. This Well Appointed Beach House Is A Half A Block To The Beaches Of The Gulf Of Mexico And Offers 2 Living Levels. It Could Be Used As A Duplex Or A Single Family Home. Downstairs Has 2 Bedr...

Image 17: A4171804

523 Seagull Way, Anna Maria, FL - $1,554,900

Residential, Single Family Home
  • 3 Beds
  • 3 Baths
  • 2,746 SQFT
  • 401 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 18: A4186007

733 Holly Rd, Anna Maria, FL - $1,495,000

Residential, Single Family Home
  • 5 Beds
  • 4 Baths
  • 2,678 SQFT
  • 250 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...

788 North Shore Dr, Anna Maria, FL - $1,495,000

Residential, Single Family Home
  • 5 Beds
  • 4 Baths
  • 2,808 SQFT
  • 57 DOM
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Picture Perfect Home At Anna Maria Island's North End...just Steps To The Bean Point Beach Access. Location, Views, And Classic Coastal Flair Compliment This Lovely 5 Bedroom/4 Bath Home. From The Paver Circular Driveway, To The Welcoming Front ...

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 January 16th, 2018 at 2:05pm EST.