Anna Maria Island Real Estate for Sale

All Listings $800,000 - $900,000 Over $1,000,000
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418 Magnolia Avenue, ANNA MARIA, FL - $2,849,500

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 2,186 SQFT
  • 36 DOM
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Welcome To The Island Lifestyle You've Been Dreaming Of In The Heart Of Beautiful Anna Maria Island! Perfectly Positioned On The Coveted North End Of The Island, This Exceptional Location Places You Just Moments From The Sugar-white Sandy Beaches ...

112 Cedar Avenue, ANNA MARIA, FL - $2,795,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 1,800 SQFT
  • 162 DOM
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Completely Remodeled 4-bedroom, 4-bathroom Coastal Retreat Blending The Charm Of An Original Beach Home With Modern Luxury. The Upstairs Features Two Spacious King-sized Suites, Each With Beautifully Appointed En-suite Bathrooms. The Rear Primary ...

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796 Jacaranda Road, ANNA MARIA, FL - $2,785,000

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 2,412 SQFT
  • 617 DOM
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Beautiful Coastal Home Only Steps Away From The Pristine Beaches On Bean Point. This 4 Bedroom 2.5 Bath Has Quality Finishes Throughout Including Solid Granite Surfaces, Solid Wood Cabinets, Hardwood Floors, Volume Ceilings, New S/s Appliances, El...

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505 S Bay Boulevard, ANNA MARIA, FL - $2,750,000

Residential, Single Family Residence
  • 5 Beds
  • 5 Baths
  • 3,202 SQFT
  • 237 DOM
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Grandfathered To Accommodate Up To 12 Guests—a Rare And Increasingly Valuable Advantage On Anna Maria Island—505 S Bay Boulevard Offers An Exceptional Opportunity For Investors Seeking One Of The Island's Highest-performing Vacation Rental Propert...

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418 Pine Avenue, ANNA MARIA, FL - $2,599,000

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 2,804 SQFT
  • 116 DOM
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Positioned Along The Most Sought-after Stretch Of Pine Avenue—known For Its Vibrant Coastal Charm, Boutique Shopping, Dining, And Steady Pedestrian Traffic, 418 Pine Avenue Offers A Truly Rare Opportunity To Own A Waterfront Property With Coveted ...

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517 Kumquat Drive, ANNA MARIA, FL - $2,499,900

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 2,826 SQFT
  • 81 DOM
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This 4 Bed/4 Bath Waterfront Pool Home Is On A Quiet Cul De Sac, In The City Of Anna Maria, With Views Of Bimini Bay! Roomy And Inviting, With No Bridges To The Bay, This Boater’s Paradise Also Allows Short Term Rentals! The Spacious Floor Plan ...

110 Palm Avenue, ANNA MARIA, FL - $2,495,000

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 1,640 SQFT
  • 54 DOM
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Discover The Ultimate Island Retreat Just Three Homes From The Sugar-white Sands And Turquoise Waters Of The Gulf Of Mexico. Situated On An Oversized 8,250-square-foot Lot, This Beautifully Appointed 4-bedroom, 3-bath Home Offers Nearly 1,700 Squa...

315 Spring Avenue, ANNA MARIA, FL - $2,175,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 1,428 SQFT
  • 77 DOM
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Spring Avenue. One Of Anna Maria Island's Most Coveted Addresses And This Elevated Pool Home Does It Justice. Located On An Island Named One Of America's Prettiest Cities By Forbes, This Is The Kind Of Home That Turns Heads Before You Even Walk Th...

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307 Spring Avenue, ANNA MARIA, FL - $1,995,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 1,968 SQFT
  • 200 DOM
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~~~~~ Price Drop ~~~~~ Come Take A Look At This Amazing Anna Maria Home Ready For You And Your Family To Come Live In Paradise. Villa Maria Is Ready For You! An Amazing 3 Bedroom, 2 Bathroom And A Half Bath Just 2.5 Blocks Away From Some Of The M...

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312 Hardin Avenue, ANNA MARIA, FL - $1,949,500

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 1,843 SQFT
  • 263 DOM
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Welcome To Bimini Bay – Your Oasis Awaits! Step Into Your Dream Getaway At Bimini Bay, Where This Stunning Home Offers Everything You Need For The Perfect Beach House In Paradise. Ideal For Both Vacationers And Renters Alike, This Four-bedroom, T...

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155 Crescent Drive, ANNA MARIA, FL - $1,900,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 1,512 SQFT
  • 156 DOM
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Your Private Island Retreat Awaits In This Exquisitely Renovated Coastal Cottage, Situated On An Oversized Lot North Of Pine Avenue In The City Of Anna Maria. This Solid Concrete Block, Ground Level Residence Offers 3 Bedrooms And 2 Bathrooms With...

120 Hammock Road, ANNA MARIA, FL - $1,895,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 1,912 SQFT
  • 316 DOM
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Virtually Staged. Some Photos Have Been Virtually Staged. Waterfront Living, Situated In A Peaceful, Natural, ”old Florida” Setting , Surrounded By Tropical Seagrapes, Palm Trees And Mangoves This Ground-level, Canal-lined 3 Bedroom, 3 Bath Prop...

504 Spring Avenue, ANNA MARIA, FL - $1,850,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 1,398 SQFT
  • 35 DOM
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This Amazing Old Florida 1922 Cottage Is So Quaint And Cozy, You’ll Never Want To Leave! This 3 Bedroom, 3 Bath Island Oasis Is On A Huge Lot. With A Heated Pool And Spa, Surrounded In Landscaping With A Pool Cabana Including A Tv, Dining Table An...

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228 Gladiolus Street, ANNA MARIA, FL - $1,845,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 1,458 SQFT
  • 114 DOM
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Anna Maria Island Income-producing Beach Retreat | 3br/2ba | Oversized Pool + Spa Exceptional Opportunity To Own An Elevated 3-bedroom, 2-bath Home On Anna Maria Island, Just A Short Walk To The Beach. Whether You’re Looking For A Personal Island...

154 Crescent Drive, ANNA MARIA, FL - $1,799,900

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 1,421 SQFT
  • 197 DOM
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Location! Location! Location! Try Before You Buy!!** Come Visit…fall In Love With Luxury Beach Living At It’s Finest In This Amazing, Turnkey Furnished, Completely And Beautifully Remodeled 3 Bedroom, 3 Bathroom Resort Like Pool Home With Lush Is...

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311 Poinsettia Road, ANNA MARIA, FL - $1,775,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 1,296 SQFT
  • 482 DOM
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Experience The Ultimate Coastal Retreat At 311 Poinsettia Rd In Anna Maria, Fl—a Home Where Luxury Meets Laid-back Island Living. This Beautifully Renovated, Elevated Sanctuary Boasts Stunning Waterfront Views, A Sparkling Pool, And Your Very Own ...

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270 Gladiolus Street, ANNA MARIA, FL - $1,750,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 1,326 SQFT
  • 181 DOM
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Located Just Blocks From The Beach, White Palms Is A 3-bedroom, 2-bathroom Island Home Situated On A Large Corner Lot With A Spacious Backyard, Offering Excellent Outdoor Living Close To The Gulf. The Corner Location Provides Added Openness, While...

709 Fern Street, ANNA MARIA, FL - $1,750,000

Residential, Single Family Residence
  • 2 Beds
  • 2 Baths
  • 1,109 SQFT
  • 245 DOM
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Welcome To "birdsong"! Discover The Perfect Blend Of Island Charm And Modern Comfort In This Beautifully Updated 2-bedroom, 2-bath Home Located In One Of Anna Maria Island’s Most Desirable Neighborhoods. Just A 3-minute Walk To The Pristine Gulf B...

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872 North Shore Drive, ANNA MARIA, FL - $1,749,999

Residential, Single Family Residence
  • 4 Beds
  • 2 Baths
  • 1,560 SQFT
  • 180 DOM
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Beautiful Water Views. This Four-bedroom, Two-bath Stilt Home With A Two-car Garage Offers Magnificent, Expansive Views Of Tampa Bay From Every Level. Designed To Capture The Beauty Of Its Surroundings, The Home Features Impact-rated Windows And S...

317 N Bay Boulevard, ANNA MARIA, FL - $1,595,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 2,019 SQFT
  • 68 DOM
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Financing Fell Through Back On The Market!!! Welcome To Your Dream Getaway, An Adorable Bungalow Located On The North End Of Anna Maria Island, Directly Across From The Beach And A Lovely Park. This Charming 3-bedroom, 3-bathroom Home Is Perfect ...

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Listing data comes from My Florida Regional MLS DBA Stellar MLS.

Listing information last updated on August 14th, 2026 at 9:37pm EDT.