Anna Maria Island Real Estate for Sale, 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
  • 340 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 - $9,500,000

Residential, Single Family Residence
  • 5 Beds
  • 6 Baths
  • 4,936 SQFT
  • 445 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: A4643195

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

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 3,722 SQFT
  • 129 DOM
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Probably The Most Beautiful Home On Anna Maria Island. 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 O...

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

Residential, Single Family Residence
  • 9 Beds
  • 9 Baths
  • 4,244 SQFT
  • 158 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 4: A4633389

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

Residential, Single Family Residence
  • 9 Beds
  • 9 Baths
  • 3,983 SQFT
  • 158 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...

Image 5: A4649069

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

Residential, Single Family Residence
  • 6 Beds
  • 7 Baths
  • 4,525 SQFT
  • 88 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 6: A4631218

741 Jacaranda Road, ANNA MARIA, FL - $6,700,000

Residential, Single Family Residence
  • 8 Beds
  • 9 Baths
  • 4,790 SQFT
  • 214 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 7: A4632102

329 Tarpon Street, ANNA MARIA, FL - $5,995,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 3,751 SQFT
  • 213 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 ...

Image 8: A4612343

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

Residential, Single Family Residence
  • 5 Beds
  • 6 Baths
  • 3,159 SQFT
  • 394 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 9: A4636814

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

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 2,870 SQFT
  • 157 DOM
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Direct Beachfront On Anna Maria Island! Experience The Pinnacle Of Coastal Living With This Direct Beachfront Home. Perfectly Blending Luxury And A Proven Track Record As A Short-term Vacation Rental Investment Home, This 4-bedroom, 4-bathroom Pro...

Image 10: O6278790

415 N Bay Boulevard, ANNA MARIA, FL - $5,500,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 2,613 SQFT
  • 144 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 11: A4603938

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

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 3,287 SQFT
  • 474 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 12: A4615677

107 Elm Avenue, ANNA MARIA, FL - $5,245,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 2,432 SQFT
  • 368 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...

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

Residential, Single Family Residence
  • 4 Beds
  • 6 Baths
  • 3,265 SQFT
  • 75 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...

Image 14: A4658163

50 North Shore Drive, ANNA MARIA, FL - $4,995,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 3,055 SQFT
  • 4 DOM
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Welcome To Your Dream Coastal Retreat On Beautiful Anna Maria Island! This Stunning 4-bedroom, 4.5-bathroom Turnkey Furnished Home Offers The Ultimate In Island Living, With Every Detail Designed For Comfort, Style, And Fun. Ideally Situated On A ...

Image 15: A4606213

111 Gull Drive, ANNA MARIA, FL - $4,899,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 2,905 SQFT
  • 459 DOM
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Significant Price Drop Makes This An Incredible Opportunity!!!! Stunning, Brand New Construction Home With 4 Bedrooms, 4.5 Bathrooms Located On The Exclusive North End Of Anna Maria Island. This Unique, Oversized Lot Sits At The End Of A Quiet Cul...

311 Spring Avenue, ANNA MARIA, FL - $4,875,000

Residential, Single Family Residence
  • 5 Beds
  • 6 Baths
  • 3,255 SQFT
  • 104 DOM
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Welcome To Go With The Flow, A Brand-new, Luxurious Five-bedroom, Five-and-a-half-bath Retreat That Blends Modern Opulence With A Vibrant Beachside Charm. Designed For Ultimate Relaxation And Entertainment, This Stunning Property Features An Un...

Image 17: A4634793

112 Mangrove Avenue, ANNA MARIA, FL - $4,499,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 2,803 SQFT
  • 187 DOM
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Just 4 Houses From The Beach! Embrace The Florida Lifestyle In This Stunning 4-bedroom, 4.5-bath Home By The Poseidon Adventures Development Group. This Custom, High-performance, Low-maintenance Residence Is Designed As A Retreat For Family And Gu...

Image 18: A4641987

108 Magnolia Avenue, ANNA MARIA, FL - $4,395,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 3,052 SQFT
  • 136 DOM
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Welcome To Your Dream Coastal Retreat At 108 Magnolia Ave On The North End Of Anna Maria! This Stunning 4 Bedroom, 4 Bathroom Home Is Just Three Houses Away From The Pristine Gulf Of Mexico Beach, Offering The Perfect Blend Of Luxury And Island Li...

Image 19: A4649747

113 Maple Avenue, ANNA MARIA, FL - $4,150,000

Residential, Single Family Residence
  • 5 Beds
  • 5 Baths
  • 2,680 SQFT
  • 82 DOM
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This Incredible Custom Built Estate Is Just Five Houses From The Gulf And Nestled On One Of The Most Coveted Streets On Anna Maria Island!!! Located West Of Gulf Drive You Are Just Steps From The Sugar-white Sands And Turquoise Waters! This Beauti...

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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 13th, 2025 at 11:04am EDT.