Anna Maria Island Real Estate for Sale

All Listings $800,000 - $900,000 Over $1,000,000
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Image 0: A4674863

915 N Shore Drive, ANNA MARIA, FL - $5,000,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 2,870 SQFT
  • 239 DOM
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Direct Beachfront - This Residence Generated Nearly $500,000 In Income For 2025!  Positioned On The Pristine Shores Of The North End Of Anna Maria Island, This Extraordinary Direct Beachfront Estate Offers A Rare Opportunity To Own A Luxury Coasta...

Image 1: A4615677

107 Elm Avenue, ANNA MARIA, FL - $4,995,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 2,432 SQFT
  • 763 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 - $4,925,000

Residential, Single Family Residence
  • 5 Beds
  • 5 Baths
  • 2,545 SQFT
  • 102 DOM
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Stunning 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 Absolute Treasure....

222 Willow Avenue, ANNA MARIA, FL - $4,800,000

Residential, Single Family Residence
  • 4 Beds
  • 6 Baths
  • 3,265 SQFT
  • 466 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...

513 N Bay Boulevard, ANNA MARIA, FL - $4,495,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 2,602 SQFT
  • 101 DOM
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Welcome To The Beachwood! Discover Coastal Elegance In This Brand-new Constructed Home With Elevator On The Coveted North End Of Anna Maria Island. This Exceptional 4-bedroom, 4-bathroom Home Offers The Ultimate Island Lifestyle With Contempor...

Image 5: A4677955

50 N Shore Drive, ANNA MARIA, FL - $4,490,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 3,055 SQFT
  • 212 DOM
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An Exceptional Opportunity To Experience True Island Living Where Waterfront Boating And Beach Access Come Together—just Minutes Apart—on Anna Maria Island. This Beautifully Designed 4-bedroom, 4.5-bath Turnkey Furnished Coastal Residence Offer...

Image 6: A4688600

889 N Shore Drive, ANNA MARIA, FL - $4,200,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 2,025 SQFT
  • 133 DOM
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This Bayfront Home Is Calling Your Name! Perfectly Positioned Directly On The Bay, This 3-bedroom, 2.5-bathroom Residence Offers Breathtaking Water Views From Almost Every Window, Inviting The Serene Beauty Of Tampa Bay Inside. Step Into An Open,...

416 Alamanda Road, ANNA MARIA, FL - $4,095,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 3,102 SQFT
  • 100 DOM
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Located Just Two Blocks From Bean Point On The Coveted North End Of Anna Maria Island, This Beautifully Designed 2023 Residence Offers A Rare Combination Of Privacy, Walkability, And Elevated Coastal Living. Never Used As A Rental, The Home Has Be...

Image 8: A4659522

212 Oak Avenue, ANNA MARIA, FL - $3,950,000

Residential, Single Family Residence
  • 5 Beds
  • 5 Baths
  • 3,844 SQFT
  • 385 DOM
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Stunning Renovated 5 Bedroom Pool Home On A Deep Water Canal Only Steps From The Beach!!! Nestled On The Highly Coveted North End Of Anna Maria Island, This Beautifully Renovated And Turnkey Furnished 5-bedroom, 5-bathroom Home Spans 3,844 Sq. Ft....

111 Cedar Avenue, ANNA MARIA, FL - $3,895,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 2,263 SQFT
  • 290 DOM
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Amazing Home "blue Crush" Only 4 Houses To The Beach!!! Locations Like This Are Rarely Available West Of Gulf Drive! It Does Not Get Better Than This! Steps To Beach And The Waterfront Lifestyle! This Exquisite Retreat Offers The Perfect Blend Of ...

870 N Shore Drive, ANNA MARIA, FL - $3,895,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 2,091 SQFT
  • 212 DOM
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Location!!!! North Shore Drive, One Of The Most Popular Streets In Anna Maria! This Is A Gorgeous Custom Built Home With Panoramic Views Of The Bay. 4 Bedroom, 4 And A Half Baths Enjoy The Spacious Layout With High Ceilings And Views Of The Bay Fr...

Image 11: A4685202

518 Spring Avenue, ANNA MARIA, FL - $3,895,000

Residential, Single Family Residence
  • 6 Beds
  • 7 Baths
  • 3,165 SQFT
  • 159 DOM
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Dreaming Of Island Living? This Custom-built Coastal Home Perfectly Captures The Essence Of Luxury Island Living On Beautiful Anna Maria Island. This Exceptional Six-bedrooms, Six-and-a-half-baths Residence Spans Over 3,100 Square Feet And Was Tho...

Image 12: A4650724

212 Spring Avenue, ANNA MARIA, FL - $3,660,000

Residential, Single Family Residence
  • 5 Beds
  • 6 Baths
  • 2,704 SQFT
  • 471 DOM
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Custom Built Home Is Centrally Located In Anna Maria 2 Blocks To The Beach And Only A Block Away From All The Shops And Restaurants On Pine Ave. This Home Was Built With All The Home Was Built With All High End Finishes Including Wood Grain Tile F...

Image 13: A4695745

526 Seagull Way, ANNA MARIA, FL - $3,445,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 2,707 SQFT
  • 67 DOM
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Don't Miss This Eason Builders Group Custom-built Pool Home Located On The Desirable North End Of Anna Maria Island, Just A Short Distance To The Beach, Bayfront Park, Pine Avenue, City Pier, Restaurants, And Shopping. Built With Quality And Du...

117 Willow Avenue, ANNA MARIA, FL - $3,250,000

Residential, Single Family Residence
  • 5 Beds
  • 4 Baths
  • 1,983 SQFT
  • 151 DOM
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Exceptional Island Retreat Located On Beautiful Anna Maria Island, Just One Block From The Beach And A Short Stroll To The Charming Shops And Restaurants Along Pine Avenue. This Custom-built 2,000 Sq. Ft. Home Offers The Perfect Blend Of Coastal L...

Image 15: A4697111

256 Gladiolus Street, ANNA MARIA, FL - $3,250,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 2,122 SQFT
  • 58 DOM
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Unparalleled Luxury, Unmatched Value: Recently Reduced By $400k! Discover The Essence Of Island Living At This Premier North-end Anna Maria Island Retreat, Ideally Positioned Just Moments From The Sugar-sand Shores Of Bean Point And The Tranquil W...

Image 16: A4700920

159 Crescent Drive, ANNA MARIA, FL - $2,985,000

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 2,567 SQFT
  • 7 DOM
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Back On The Market!!!!! Welcome To Tropical Paradise. Talk About Location, Location, Location. What More Can You Ask For In The City Of Anna Maria? Four Houses And 200 Steps To The Calm Beaches At Bayfront Park. It’s An Easy Walk To The City Pier,...

510 Magnolia Avenue, ANNA MARIA, FL - $2,985,000

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 2,225 SQFT
  • 213 DOM
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Back On The Market After A Very Busy Summer Season. Welcome To Aloha Beaches. This Home Is A Successful Active Rental In The City Of Anna Maria. It Started Out As A 2-bedroom, 2-bath Elevated Home With A Loft And No Pool. However, With The Seller’...

Image 18: A4653068

704 Gladiolus Street, ANNA MARIA, FL - $2,945,000

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 2,415 SQFT
  • 444 DOM
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Relish The Quiet Neighborhood Of This North End Beauty! Just A Hop, Skip And A Jump To Beach And Bay From This 4 Bed/3 Bath Pool Home With Private Elevator. This Ideally Appointed Home Has An Open Floor Plan With Two Living Rooms, A Large Third ...

Image 19: A4694474

242 Gladiolus Street, ANNA MARIA, FL - $2,900,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 2,020 SQFT
  • 82 DOM
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Named "a Wave From It All" By The Sellers, This Exceptional Coastal Property Offers High-end Finishes And A Layout Designed For Seamless Indoor/outdoor Living. The Outdoor Pool Area Serves As A Private Tropical Oasis, Perfect For Relaxation. Th...

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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 August 14th, 2026 at 10:22pm EDT.