Anna Maria, FL Homes

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  /61

  $5,350,000

  Open Tue 11AM - 2PM $300K PRICE DROP

  • 5 Beds
  • 4.5 Baths
  • 4,540 Sq Ft

  103 Park Ave, Anna Maria, FL 34216

  LUXURY COASTAL LIVING AT IT’S FINEST! This one-of-a-kind residence, designed by Emily Anne Smith, stands on one of the most sought-after streets in Anna Maria, just one home from the Gulf and a short walk to the charm of Pine Avenue. The location offers an exceptional combination of beach proximity, walkability, and privacy.Thoughtfully designed for both entertaining and multi-generational

  

  Dee Munn

  MICHAEL SAUNDERS & COMPANY

  103 Park Ave, Anna Maria, FL 34216
• Explore Anna Maria

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  /20

  $13,009

  Total Monthly Price

  • 3 Beds
  • 2 Baths
  • 1,991 Sq Ft
  • Condo for Rent

  721 Holly Rd Unit SI ID1591347P, Anna Maria, FL 34216

  The advertised rate of $13,010/month is the lowest available price, based on a 1 month(s) stay with a move-in date of April 24, 2027. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

  721 Holly Rd Unit SI ID1591347P, Anna Maria, FL 34216
• 

  

  /2

  $2,700,000

  Sold Jun 29, 2026

  110 Spring Ave, Anna Maria, FL 34216

  • 5 Beds
  • 4.5 Baths
  • 2,925 Sq Ft
  • Built 1996

  Last Sold Summary

  • 10% Below List Price
  • $923/SF
  • 172 Days On Market

  Current Estimated Value $2,939,115

  Last Listing Agent Rebecca Adams KW COASTAL LIVING III

  110 Spring Ave, Anna Maria, FL 34216
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  /2

  Not Listed For Sale

  799 Jacaranda Rd, Anna Maria, FL 34217

  • 2 Beds
  • 2 Baths
  • 1,100 Sq Ft
  • Built 1981

  799 Jacaranda Rd, Anna Maria, FL 34217

  Last Sold Summary

  • 66 Days On Market

  Last Listing Agent Martha Jones DUNCAN REAL ESTATE, INC.
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  /60

  $1,399,000

  $100K PRICE DROP Pending

  • 2 Beds
  • 2 Baths
  • 1,223 Sq Ft

  109 Tern Dr, Anna Maria, FL 34216

  Love the beach and love to boat? Delightful waterfront home with direct access to open water. Located on the famed North end of Anna Maria Island. This 2 bedroom 2 bathroom home offers incredible opportunities for adventure. Whether it is the sand of the Gulf beaches you seek or if enjoying the water from a boat, kayak, or paddle board is your thing the choice is yours. Another incredible benefit

  

  Justin Powell

  SATO REAL ESTATE INC.

  109 Tern Dr, Anna Maria, FL 34216
• 

  

  /20

  $15,192

  Total Monthly Price

  • 3 Beds
  • 2 Baths
  • 1,453 Sq Ft
  • Condo for Rent

  316 Hardin Ave Unit SI ID1591539P, Anna Maria, FL 34216

  The advertised rate of $15,193/month is the lowest available price, based on a 30 day(s) stay with a move-in date of March 27, 2027. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

  316 Hardin Ave Unit SI ID1591539P, Anna Maria, FL 34216
• 

  /2

  $1,850,000

  Sold Apr 14, 2026

  785 Jacaranda Rd, Anna Maria, FL 34216

  • 3 Beds
  • 2.5 Baths
  • 1,500 Sq Ft
  • Built 1980

  Last Sold Summary

  • 14% Below List Price
  • $1,233/SF
  • 345 Days On Market

  Current Estimated Value $1,839,450

  Last Listing Agent Erin Leathem ISLAND REAL ESTATE-ANNA MARIA

  785 Jacaranda Rd, Anna Maria, FL 34216
• 

  /2

  Est $1,166,420

  Not Listed For Sale

  214 Palm Ave, Anna Maria, FL 34216

  • 3 Beds
  • 2 Baths
  • 1,349 Sq Ft
  • Built 1973

  214 Palm Ave, Anna Maria, FL 34216

  Last Sold Summary

  • 120 Days On Market

  Last Listing Agent Barbara Sato SATO REAL ESTATE INC.
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  /36

  $1,775,000

  $25K PRICE DROP Pre-Foreclosure

  • 3 Beds
  • 2 Baths
  • 1,296 Sq Ft

  311 Poinsettia Rd, Anna Maria, FL 34216

  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 private boat dock with a lift, inviting endless adventures on the water. Enjoy the convenience of RV/boat parking and a generous driveway that sets the

  

  TJ Zopf

  WEICHERT REALTORS EXCLUSIVE PROPERTIES

  311 Poinsettia Rd, Anna Maria, FL 34216
• 

  

  /20

  $6,836

  Total Monthly Price

  • 3 Beds
  • 3 Baths
  • 2,098 Sq Ft
  • Condo for Rent

  619 Rose St Unit SI ID1591437P, Anna Maria, FL 34216

  The advertised rate of $6,836/month is the lowest available price, based on a 1 month(s) stay with a move-in date of November 22, 2026. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

  619 Rose St Unit SI ID1591437P, Anna Maria, FL 34216
• 

  /2

  $1,750,000

  Sold May 12, 2026

  57 N Shore Dr, Anna Maria, FL 34216

  • 3 Beds
  • 3 Baths
  • 1,240 Sq Ft
  • Built 1980

  Last Sold Summary

  • 17% Below List Price
  • $1,411/SF
  • 102 Days On Market

  Current Estimated Value $1,744,566

  Last Listing Agent Elizabeth Blandford SALTY MERMAID REAL ESTATE LLC

  57 N Shore Dr, Anna Maria, FL 34216
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  /33

  Est $1,898,398

  Not Listed For Sale

  117 Peppertree Ln, Anna Maria, FL 34216

  • 4 Beds
  • 2 Baths
  • 1,624 Sq Ft
  • Built 1967

  117 Peppertree Ln, Anna Maria, FL 34216

  Last Sold Summary

  • 8 Days On Market

  Last Listing Agent Jason Sato SATO REAL ESTATE INC.
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  /74

  $1,799,900

  Open Sat 1PM - 3PM $195K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,421 Sq Ft

  154 Crescent Dr, Anna Maria, FL 34216

  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 island tropical landscaping. This exquisite cottage is nestled on a quiet palm tree lined street, just north of Pine Avenue, in the highly desirable city

  

  Rennie Evans

  WAGNER REALTY

  154 Crescent Dr, Anna Maria, FL 34216
• 

  

  /20

  $4,085

  Total Monthly Price

  • 2 Beds
  • 1 Bath
  • 893 Sq Ft
  • Condo for Rent

  211 S Bay Blvd Unit SI ID1591519P, Bradenton Beach, FL 34217

  The advertised rate of $4,086/month is the lowest available price, based on a 1 month(s) stay with a move-in date of November 11, 2026. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

  211 S Bay Blvd Unit SI ID1591519P, Bradenton Beach, FL 34217
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  /2

  $1,325,000

  Sold Oct 10, 2025

  108 Pelican Dr, Anna Maria, FL 34216

  • 4 Beds
  • 2 Baths
  • 1,472 Sq Ft
  • Built 1994

  Last Sold Summary

  • 9% Below List Price
  • $900/SF
  • 42 Days On Market

  Last Listing Agent Darcie Duncan DUNCAN REAL ESTATE, INC.

  108 Pelican Dr, Anna Maria, FL 34216
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  /44

  Est $2,404,084

  Not Listed For Sale

  316 Magnolia Ave, Anna Maria, FL 34216

  • 5 Beds
  • 3 Baths
  • 1,642 Sq Ft
  • Built 1981

  316 Magnolia Ave, Anna Maria, FL 34216

  Last Sold Summary

  • 98 Days On Market

  Last Listing Agent Jason Sato SATO REAL ESTATE INC.
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  /2

  $1,175,000

  • 2 Beds
  • 2 Baths
  • 1,635 Sq Ft

  109 Gull Dr, Anna Maria, FL 34216

  Rare opportunity to own a canal-front lot in the heart of Anna Maria Island. Take your clean slate to design and build the coastal dream home you've been waiting for. Located on a quiet cul-de-sac street with access to the Bay and the Gulf of Mexico, boats to be able to fit under the 2 bridges. Anna Maria offers a laid-back, old-Florida lifestyle — walkable access to the island's white-sand

  

  Jason Sato

  SATO REAL ESTATE INC.

  109 Gull Dr, Anna Maria, FL 34216
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  /20

  $5,336

  Total Monthly Price

  • 1 Bed
  • 1 Bath
  • 484 Sq Ft
  • Condo for Rent

  316 Hardin Ave Unit SI ID1591492P, Anna Maria, FL 34216

  The advertised rate of $5,336/month is the lowest available price, based on a 30 day(s) stay with a move-in date of March 27, 2027. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

  316 Hardin Ave Unit SI ID1591492P, Anna Maria, FL 34216
• 

  /2

  $1,200,000

  Sold Apr 23, 2026

  856 N Shore Dr, Anna Maria, FL 34216

  • 2 Beds
  • 1 Bath
  • 837 Sq Ft
  • Built 1949

  Last Sold Summary

  • 8% Below List Price
  • $1,434/SF
  • 74 Days On Market

  Current Estimated Value $1,176,786

  Last Listing Agent Stephanie Bell FRAN MAXON REAL ESTATE

  856 N Shore Dr, Anna Maria, FL 34216
• 

  /2

  Est $3,597,325

  Not Listed For Sale

  112 Elm Ave, Anna Maria, FL 34216

  • 4 Beds
  • 4.5 Baths
  • 2,200 Sq Ft
  • Built 2025

  112 Elm Ave, Anna Maria, FL 34216

  Last Sold Summary

  • 47 Days On Market

  Last Listing Agent Jason Sato SATO REAL ESTATE INC.
• 

  

  /37

  $4,200,000

  $300K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,025 Sq Ft

  889 N Shore Dr, Anna Maria, FL 34216

  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, light-filled layout designed for relaxation and entertaining. The spacious interiors flow effortlessly, with generous living areas that frame

  

  Jason Sato

  SATO REAL ESTATE INC.

  889 N Shore Dr, Anna Maria, FL 34216
• 

  

  /20

  $9,381

  Total Monthly Price

  • 3 Beds
  • 2 Baths
  • 2,142 Sq Ft
  • Condo for Rent

  727 Jacaranda Rd Unit SI ID1591516P, Anna Maria, FL 34216

  The advertised rate of $9,382/month is the lowest available price, based on a 30 day(s) stay with a move-in date of January 7, 2028. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

  727 Jacaranda Rd Unit SI ID1591516P, Anna Maria, FL 34216
• 

  /2

  $5,350,000

  Sold Jul 30, 2026

  12106 Gulf Dr, Anna Maria, FL 34217

  • 4 Beds
  • 5.5 Baths
  • 3,469 Sq Ft
  • Built 2005

  Last Sold Summary

  • 24% Below List Price
  • $1,542/SF
  • 167 Days On Market

  Last Listing Agent William Worth REEL COASTAL PROPERTIES, LLC

  12106 Gulf Dr, Anna Maria, FL 34217
• 

  

  /71

  Est $2,501,574

  Not Listed For Sale

  511 South Dr Unit A, Anna Maria, FL 34216

  • 3 Beds
  • 2.5 Baths
  • 4,074 Sq Ft
  • Built 1972

  511 South Dr Unit A, Anna Maria, FL 34216

  Last Sold Summary

  • 25 Days On Market

  Last Listing Agent Billi Gartman ANNA MARIA LIFE REAL ESTATE
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  /48

  $1,650,000

  Pending

  • 2 Beds
  • 2 Baths
  • 1,470 Sq Ft

  521 South Dr, Anna Maria, FL 34216

  Enjoy living in a beautiful canal front home on Anna Maria Island offers a multitude of benefits for those who appreciate waterfront living and outdoor activities. With convenient access to both the Gulf of Mexico and Tampa Bay, the Galati Marina you'll have endless opportunities to explore the waterways and enjoy various recreational activities. The primary advantage of living on a canal

  

  Sharon Hightower

  RE/MAX ALLIANCE GROUP

  521 South Dr, Anna Maria, FL 34216
• 

  

  /20

  $6,024

  Total Monthly Price

  • 3 Beds
  • 2 Baths
  • 1,431 Sq Ft
  • Condo for Rent

  779 Jacaranda Rd Unit SI ID1591503P, Anna Maria, FL 34216

  The advertised rate of $6,025/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 10, 2026. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

  779 Jacaranda Rd Unit SI ID1591503P, Anna Maria, FL 34216
• 

  /2

  $1,267,500

  Sold Jul 24, 2026

  810 N Bay Blvd, Anna Maria, FL 34216

  • Land
  • 6,098 Sq Ft
  • $9,053,571 per Acre

  Last Sold Summary

  • 15% Above List Price
  • 208 Days On Market

  Last Listing Agent Darcie Duncan DUNCAN REAL ESTATE, INC.

  810 N Bay Blvd, Anna Maria, FL 34216
• 

  /2

  Est $2,135,896

  Not Listed For Sale

  114 Gull Dr, Anna Maria, FL 34216

  • 4 Beds
  • 4 Baths
  • 2,564 Sq Ft
  • Built 2000

  114 Gull Dr, Anna Maria, FL 34216

  Last Sold Summary

  • 169 Days On Market

  Last Listing Agent Hannah Hillyard MICHAEL SAUNDERS & COMPANY
• 

  

  /58

  $3,895,000

  • 4 Beds
  • 4.5 Baths
  • 2,091 Sq Ft

  870 N Shore Dr, Anna Maria, FL 34216

  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 from almost ever window! Enjoy the expansive balconies on each floor, looking out onto the beautiful water where you’ll see dolphins playing and jumping.

  

  Jason Sato

  SATO REAL ESTATE INC.

  870 N Shore Dr, Anna Maria, FL 34216
• 

  

  /20

  $9,013

  Total Monthly Price

  • 2 Beds
  • 2 Baths
  • 1,399 Sq Ft
  • Condo for Rent

  105 Mangrove Ave Unit SI ID1591543P, Anna Maria, FL 34216

  The advertised rate of $9,014/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 17, 2026. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

  105 Mangrove Ave Unit SI ID1591543P, Anna Maria, FL 34216
• 

  /2

  $875,000

  Sold Mar 31, 2026

  611 N Bay Blvd, Anna Maria, FL 34216

  • Land
  • 4,791 Sq Ft
  • $7,954,545 per Acre

  Last Sold Summary

  • 0 Days On Market

  Current Estimated Value $859,005

  Last Listing Agent Ryan Sheck ISLAND REAL ESTATE-ANNA MARIA

  611 N Bay Blvd, Anna Maria, FL 34216
• 

  

  /77

  Est $2,966,451

  Not Listed For Sale

  117 Maple Ave, Anna Maria, FL 34216

  • 3 Beds
  • 3.5 Baths
  • 2,323 Sq Ft
  • Built 2019

  117 Maple Ave, Anna Maria, FL 34216

  Last Sold Summary

  • 232 Days On Market

  Last Listing Agent Kristen Redding MICHAEL SAUNDERS & COMPANY
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  /45

  $1,795,000

  $55K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,398 Sq Ft

  504 Spring Ave, Anna Maria, FL 34217

  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 and grill for family gatherings. Once you step through the door you will never want to leave this historic home with high end finishes and beautiful

  

  Jason Sato

  SATO REAL ESTATE INC.

  504 Spring Ave, Anna Maria, FL 34217
• 

  

  /20

  $3,026

  Total Monthly Price

  • 2 Beds
  • 1 Bath
  • 516 Sq Ft
  • Condo for Rent

  211 S Bay Blvd Unit SI FL2-ID1591340P, Bradenton Beach, FL 34217

  The advertised rate of $3,027/month is the lowest available price, based on a 1 month(s) stay with a move-in date of April 25, 2027. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

  211 S Bay Blvd Unit SI FL2-ID1591340P, Bradenton Beach, FL 34217
• 

  /2

  $5,550,000

  Sold Mar 13, 2026

  244 Willow Ave, Anna Maria, FL 34216

  • 6 Beds
  • 6.5 Baths
  • 3,695 Sq Ft
  • Built 2025

  Last Sold Summary

  • 7% Below List Price
  • $1,502/SF
  • 172 Days On Market

  Current Estimated Value $3,407,960

  Last Listing Agent George DeSear AMI REALTY GROUP

  244 Willow Ave, Anna Maria, FL 34216
• 

  /2

  Est $5,058,563

  Not Listed For Sale

  217 Willow Ave, Anna Maria, FL 34216

  • 4 Beds
  • 4.5 Baths
  • 2,801 Sq Ft
  • Built 2020

  217 Willow Ave, Anna Maria, FL 34216

  Last Sold Summary

  • 0 Days On Market

  Last Listing Agent Jason Sato SATO REAL ESTATE INC.
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  /66

  $1,700,000

  $70K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,326 Sq Ft

  270 Gladiolus St, Anna Maria, FL 34216

  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 mature palms and established landscaping create a private coastal setting. The home features a bright, open layout designed for comfortable island

  

  Dee Munn

  MICHAEL SAUNDERS & COMPANY

  270 Gladiolus St, Anna Maria, FL 34216
• 

  

  /20

  $3,893

  Total Monthly Price

  • 3 Beds
  • 2 Baths
  • 1,194 Sq Ft
  • Condo for Rent

  122 Peppertree Ln Unit SI ID1591474P, Anna Maria, FL 34216

  The advertised rate of $3,893/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 25, 2026. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can

  122 Peppertree Ln Unit SI ID1591474P, Anna Maria, FL 34216
• 

  /2

  $1,200,000

  Sold Nov 20, 2025

  706 Jacaranda Rd, Anna Maria, FL 34216

  • 2 Beds
  • 2 Baths
  • 932 Sq Ft
  • Built 1968

  Last Sold Summary

  • 20% Below List Price
  • $1,288/SF
  • 92 Days On Market

  Current Estimated Value $1,269,595

  Last Listing Agent Stephanie Bell FRAN MAXON REAL ESTATE

  706 Jacaranda Rd, Anna Maria, FL 34216
• 

  /2

  Est $3,236,483

  Not Listed For Sale

  806 S Bay Blvd, Anna Maria, FL 34216

  • 4 Beds
  • 4 Baths
  • 2,753 Sq Ft
  • Built 1964

  806 S Bay Blvd, Anna Maria, FL 34216

  Last Sold Summary

  • 49 Days On Market

  Last Listing Agent Stephanie Bell FRAN MAXON REAL ESTATE

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