Anna Maria, FL Homes

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  /69

  $8,000,000

  • 9 Beds
  • 8.5 Baths
  • 3,983 Sq Ft

  9403 Gulf Dr, Anna Maria, FL 34216

  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 chef’s kitchen, and multiple decks for enjoying ocean views. This home completed in 2020, has a custom private pool with a lazy river-inspired style, a

  Greg Bayer BEACH HOUSE REAL ESTATE LLC

  9403 Gulf Dr, Anna Maria, FL 34216
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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
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  /2

  $3,300,000

  Sold Dec 17, 2025

  108 Tern Dr, Anna Maria, FL 34216

  • 5 Beds
  • 6 Baths
  • 3,874 Sq Ft
  • Built 2018

  Last Sold Summary

  • 22% Below List Price
  • $852/SF
  • 520 Days On Market

  Current Estimated Value $3,367,421

  Last Listing Agent Charles Buky COLDWELL BANKER REALTY

  108 Tern Dr, Anna Maria, FL 34216
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  /57

  Not Listed For Sale

  118 Palmetto Ave, Anna Maria, FL 34217

  • 2 Beds
  • 2 Baths
  • 707 Sq Ft
  • Built 1925

  118 Palmetto Ave, Anna Maria, FL 34217

  Last Sold Summary

  • 74 Days On Market

  Last Listing Agent Cheryl Roberts MICHAEL SAUNDERS & COMPANY
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  /32

  $3,660,000

  $325K PRICE DROP

  • 5 Beds
  • 5.5 Baths
  • 2,704 Sq Ft

  212 Spring Ave, Anna Maria, FL 34216

  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 FLOORS, SOLID WOOD CABINETS, QUARTZ COUNTERTOPS, CUSTOM TRIM PACKAGE, VAULTED CEILINGS, AND COMES TURNKEY FURNISHED WITH A COASTAL DECOR. OUTSIDE THERE

  Greg Bayer BEACH HOUSE REAL ESTATE LLC

  212 Spring Ave, Anna Maria, FL 34216
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  /11

  $3,000 Per Month

  • 2 Beds
  • 2 Baths
  • 1,760 Sq Ft
  • Townhouse for Rent

  208 Magnolia Ave Unit B, Anna Maria, FL 34216

  Experience island living with this charming 2-bedroom, 2-bath duplex, available for September move-in. Located just one block from the beautiful Gulf of Mexico beaches, this rental offers the convenience of walking to nearby shops and restaurants. The spacious layout is perfect for comfortable living, and the property is ready for you with a 12-month lease. Please note that utilities are the

  Joshua Sato SATO REAL ESTATE INC.

  208 Magnolia Ave Unit B, Anna Maria, FL 34216
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  /2

  $1,750,000

  Sold Jan 12, 2026

  511 Spring Ave, Anna Maria, FL 34216

  • 4 Beds
  • 2 Baths
  • 1,248 Sq Ft
  • Built 1984

  Last Sold Summary

  • 4% Below List Price
  • $1,402/SF
  • 7 Days On Market

  Current Estimated Value $1,760,964

  Last Listing Agent Shauna Ruby BLUESRQ REAL ESTATE INC

  511 Spring Ave, Anna Maria, FL 34216
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  /2

  Not Listed For Sale

  709 N Bay Blvd, Anna Maria, FL 34217

  • 3 Beds
  • 2 Baths
  • 1,069 Sq Ft
  • Built 1958

  709 N Bay Blvd, Anna Maria, FL 34217

  Last Sold Summary

  • 23 Days On Market

  Last Listing Agent Hannah Hillyard MICHAEL SAUNDERS & COMPANY
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  /42

  $5,450,000

  $600K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 2,252 Sq Ft

  103 Palm Ave, Anna Maria, FL 34216

  Welcome to 103 Palm Avenue on Anna Maria Island, home to some of the best beaches in Florida. This exceptional beachfront property features not one, but two direct Gulf-front residences, offering a rare opportunity for multi-generational living, rental income, or a private coastal compound. The property includes 4 bedrooms and 4 bathrooms and was completely remodeled in 2020, with a brand-new

  Charles Buky COLDWELL BANKER REALTY

  103 Palm Ave, Anna Maria, FL 34216
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  /24

  $6,558

  Total Monthly Price

  • 3 Beds
  • 3 Baths
  • 2,012 Sq Ft
  • Condo for Rent

  231 Willow Ave Unit SI ID1591440P, Anna Maria, FL 34216

  The advertised rate of $6,558/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 30, 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

  231 Willow Ave Unit SI ID1591440P, Anna Maria, FL 34216
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  /2

  $1,295,000

  Sold Mar 27, 2026

  203 N Bay Blvd, Anna Maria, FL 34216

  • Land
  • 10,454 Sq Ft
  • $5,395,833 per Acre

  Last Sold Summary

  • 24% Below List Price
  • 305 Days On Market

  Current Estimated Value $1,313,500

  Last Listing Agent Steven Bark BARK & COMPANY REALTY, INC.

  203 N Bay Blvd, Anna Maria, FL 34216
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  /48

  Est $2,037,036

  Not Listed For Sale

  305 Pine Ave, Anna Maria, FL 34217

  • 4 Beds
  • 3 Baths
  • 2,580 Sq Ft
  • Built 1982

  305 Pine Ave, Anna Maria, FL 34217

  Last Sold Summary

  • 54 Days On Market

  Last Listing Agent Nicole Rhodes EXP REALTY LLC
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  /32

  $5,487,000

  $1M PRICE DROP

  • 5 Beds
  • 5.5 Baths
  • 3,159 Sq Ft

  404 N Shore Dr, Anna Maria, FL 34216

  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 offers a spectacular backyard with a private pool and swim up bar, in-ground spa, a covered shellcrete patio with seating, a ping pong table, and a BBQ

  Greg Bayer BEACH HOUSE REAL ESTATE LLC

  404 N Shore Dr, Anna Maria, FL 34216
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  /39

  $8,000 Per Month

  • 2 Beds
  • 1.5 Baths
  • 1,000 Sq Ft
  • Condo for Rent

  101 Palm Ave Unit 3, Anna Maria, FL 34216

  Stunning two-bedroom, two-bath Gulf-front condo with breathtaking views of the Gulf of Mexico. Enjoy private laundry room, private parking and outstanding views from your balcony. This property offers the perfect blend of beachfront living and island charm on beautiful Anna Maria Island. Steps from the pristine sandy beaches, excellent restaurants, and shops. Available August, September, November

  Rebecca O'Steen O'STEEN GROUP INC

  101 Palm Ave Unit 3, Anna Maria, FL 34216
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  /2

  $900,000

  Sold Nov 13, 2025

  210 Palm Ave, Anna Maria, FL 34216

  • 2 Beds
  • 2 Baths
  • 951 Sq Ft
  • Built 1976

  Last Sold Summary

  • $946/SF
  • 6 Days On Market

  Current Estimated Value $994,377

  Last Listing Agent Christine Kourik RE/MAX ALLIANCE GROUP

  210 Palm Ave, Anna Maria, FL 34216
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  /2

  Not Listed For Sale

  126 Hammock Rd, Anna Maria, FL 34217

  • 3 Beds
  • 3 Baths
  • 3,000 Sq Ft
  • Built 1991

  126 Hammock Rd, Anna Maria, FL 34217

  Last Sold Summary

  • 80 Days On Market

  Last Listing Agent Shayla Twit CORCORAN DWELLINGS REALTY
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  /6

  $2,690,000

  New Construction

  • 4 Beds
  • 3 Baths
  • 2,073 Sq Ft

  259 Gladiolus St, Anna Maria, FL 34216

  Under Construction. Welcome to this completely updated charming coastal home located at 259 Gladiolus St in the desirable City of Anna Maria. If you’re looking for a ground level waterfront, 4-bedrooms, 3-bathrooms, pool home on the north-end, that is close to the beach, Pine Ave shops and the bayside park, this is one to come see! The interior and exterior design offers endless charming coastal

  Kimberly Roehl ISLAND DESTINATIONS

  259 Gladiolus St, Anna Maria, FL 34216
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  /26

  $3,348

  Total Monthly Price

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

  316 Hardin Ave Unit SI ID1591397P, Anna Maria, FL 34216

  The advertised rate of $3,348/month is the lowest available price, based on a 1 month(s) stay with a move-in date of November 18, 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

  316 Hardin Ave Unit SI ID1591397P, Anna Maria, FL 34216
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  /2

  $4,950,000

  Sold Sep 19, 2025

  739 N Shore Dr, Anna Maria, FL 34216

  • Land
  • 23,522 Sq Ft
  • $9,166,667 per Acre

  Last Sold Summary

  • 18% Below List Price
  • 551 Days On Market

  Current Estimated Value $5,389,284

  Last Listing Agent Charles Buky COLDWELL BANKER REALTY

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

  Not Listed For Sale

  113 Gull Dr, Anna Maria, FL 34217

  • 3 Beds
  • 2 Baths
  • 2,447 Sq Ft
  • Built 1969

  113 Gull Dr, Anna Maria, FL 34217

  Last Sold Summary

  • 123 Days On Market

  Last Listing Agent Dee Munn MICHAEL SAUNDERS & COMPANY
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  /38

  $1,550,000

  Under Contract

  • 4 Beds
  • 2 Baths
  • 1,440 Sq Ft

  125 Crescent Dr, Anna Maria, FL 34216

  Under contract-accepting backup offers. Welcome to Hawaiian Punch located at 125 Crescent, a charming canal-front retreat in the heart of Anna Maria, Florida. This 4 bedroom, 2 bath home offers a comfortable living space and an enviable location just moments from the island’s beautiful beaches of the beautiful Gulf of Mexico. Enjoy the local shops, restaurants, and waterfront attractions off Pine

  Billi Gartman ANNA MARIA LIFE REAL ESTATE

  125 Crescent Dr, Anna Maria, FL 34216
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  /37

  $6,000 Per Month

  • 1 Bed
  • 1.5 Baths
  • 800 Sq Ft
  • Condo for Rent

  101 Palm Ave Unit 1, Anna Maria, FL 34216

  Available starting 8.1.26. Stunning Beachfront Retreat on Anna Maria Island! Beachfront 1 Bedroom 1.5 Bath condo with easy Gulf access. Classic coastal appeal offering the ultimate island lifestyle with the sugar sand beach just steps from your door. This beautifully furnished home features coastal inspired decor, an open and inviting layout perfect for relaxing after a day in the sun. Highlights

  Rebecca O'Steen O'STEEN GROUP INC

  101 Palm Ave Unit 1, Anna Maria, FL 34216
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  /2

  $4,995,000

  Sold Oct 30, 2025

  826 South Dr, Anna Maria, FL 34216

  • 3 Beds
  • 3.5 Baths
  • 3,302 Sq Ft
  • Built 1999

  Last Sold Summary

  • $1,513/SF
  • 5 Days On Market

  Last Listing Agent Darcie Duncan DUNCAN REAL ESTATE, INC.

  826 South Dr, Anna Maria, FL 34216
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  /48

  Est $1,942,091

  Not Listed For Sale

  155 Crescent Dr, Anna Maria, FL 34217

  • 3 Beds
  • 2 Baths
  • 1,512 Sq Ft
  • Built 1963

  155 Crescent Dr, Anna Maria, FL 34217

  Last Sold Summary

  • 144 Days On Market

  Last Listing Agent Charles Buky COLDWELL BANKER REALTY
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  /56

  $4,995,000

  $705K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,432 Sq Ft

  107 Elm Ave, Anna Maria, FL 34216

  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 of the homes upscale design allow you to just sit back, relax and enjoy the stunning open beach view on any of the four beachfront decks. Indulge in the

  Greg Bayer BEACH HOUSE REAL ESTATE LLC

  107 Elm Ave, Anna Maria, FL 34216
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  /14

  $5,346

  Total Monthly Price

  • 2 Beds
  • 2 Baths
  • 796 Sq Ft
  • Condo for Rent

  207 Coconut Ave Unit SI ID1591383P, Bradenton, FL 34207

  The advertised rate of $5,347/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 26, 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

  207 Coconut Ave Unit SI ID1591383P, Bradenton, FL 34207
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  /2

  $1,400,000

  Sold Jul 20, 2026

  120 Maple Ave, Anna Maria, FL 34216

  • 3 Beds
  • 2 Baths
  • 1,506 Sq Ft
  • Built 1973

  Last Sold Summary

  • 15% Below List Price
  • $930/SF
  • 149 Days On Market

  Current Estimated Value $1,455,930

  Last Listing Agent James Wilson SATO REAL ESTATE INC.

  120 Maple Ave, Anna Maria, FL 34216
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  /2

  Est $1,863,771

  Not Listed For Sale

  217 Spring Ave, Anna Maria, FL 34217

  • 2 Beds
  • 2.5 Baths
  • 1,485 Sq Ft
  • Built 1974

  217 Spring Ave, Anna Maria, FL 34217

  Last Sold Summary

  • 8 Days On Market

  Last Listing Agent Cindy Jones DUNCAN REAL ESTATE, INC.
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  /56

  $1,700,000

  $300K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,560 Sq Ft

  872 N Shore Dr, Anna Maria, FL 34216

  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 sliding glass doors throughout, complemented by stylish plantation shutters. Tile floors flow throughout both living levels and bedrooms. The first level

  Ryan Nowlin RE/MAX ACTION FIRST OF FLORIDA

  872 N Shore Dr, Anna Maria, FL 34216
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  /31

  $6,000 Per Month

  • 1 Bed
  • 1.5 Baths
  • 800 Sq Ft
  • Condo for Rent

  101 Palm Ave Unit 2, Anna Maria, FL 34216

  Stunning Beachfront Retreat on Anna Maria Island! Classic coastal appeal offering the ultimate island lifestyle with sugar sand beach just steps from your door. This beautifully furnished home includes private parking and in-unit laundry. Nestled in the heart of Anna Maria, you're surrounded by world class beaches, world renowned dining, shopping, and the laid back vibe that makes Anna Maria

  Rebecca O'Steen O'STEEN GROUP INC

  101 Palm Ave Unit 2, Anna Maria, FL 34216
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  /2

  $2,825,000

  Sold Jun 15, 2026

  519 Loquat Dr, Anna Maria, FL 34216

  • 4 Beds
  • 4 Baths
  • 2,606 Sq Ft
  • Built 1980

  Last Sold Summary

  • 6% Below List Price
  • $1,084/SF
  • 48 Days On Market

  Current Estimated Value $2,807,473

  Last Listing Agent Laura Rode KW COASTAL LIVING III

  519 Loquat Dr, Anna Maria, FL 34216
• 

  /2

  Est $2,177,617

  Not Listed For Sale

  113 Los Cedros Dr, Anna Maria, FL 34216

  • 4 Beds
  • 3 Baths
  • 2,350 Sq Ft
  • Built 1989

  113 Los Cedros Dr, Anna Maria, FL 34216

  Last Sold Summary

  • 0 Days On Market

  Last Listing Agent Jason Sato SATO REAL ESTATE INC.
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  /75

  $1,525,000

  $170K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,902 Sq Ft

  306 Palm Ave, Anna Maria, FL 34216

  LOCATION! NEW STEEL ROOF! .19 ACRE LOT! RARE ARTISAN WELL! MOTHER-IN-LAW SUITE! Opportunity is knocking on one of the most desirable streets on Anna Maria! This rare opportunity offers incredible potential in an unbeatable location. Just moments from the beach, the bay, the community center, and the shops and restaurants of Pine Avenue. This 3 bedroom, 3 bathroom home sits on an oversized

  Kasay Gunter DUNCAN REAL ESTATE, INC.

  306 Palm Ave, Anna Maria, FL 34216
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  /32

  $4,428

  Total Monthly Price

  • 3 Beds
  • 2 Baths
  • 1,313 Sq Ft
  • Condo for Rent

  415 Spring Ave Unit SI ID1591410P, Anna Maria, FL 34216

  The advertised rate of $4,428/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 18, 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

  415 Spring Ave Unit SI ID1591410P, Anna Maria, FL 34216
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  /2

  $1,300,000

  Sold Feb 26, 2026

  709 Gladiolus St, Anna Maria, FL 34216

  • 4 Beds
  • 3 Baths
  • 1,933 Sq Ft
  • Built 1953

  Last Sold Summary

  • 18% Below List Price
  • $673/SF
  • 193 Days On Market

  Current Estimated Value $1,355,303

  Last Listing Agent Jason Sato SATO REAL ESTATE INC.

  709 Gladiolus St, Anna Maria, FL 34216
• 

  /2

  Est $1,237,612

  Not Listed For Sale

  886 N Shore Dr, Anna Maria, FL 34217

  • 4 Beds
  • 2 Baths
  • 1,732 Sq Ft
  • Built 1951

  886 N Shore Dr, Anna Maria, FL 34217

  Last Sold Summary

  • 0 Days On Market

  Last Listing Agent Becky Sirigotis COMPASS FLORIDA LLC
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  /100

  $4,095,000

  Under Contract

  • 4 Beds
  • 4.5 Baths
  • 3,102 Sq Ft

  416 Alamanda Rd, Anna Maria, FL 34216

  Under contract-accepting backup offers. 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 been carefully maintained as a private retreat and is offered fully furnished. Professionally designed by Emily

  Kim Bowersox KELLER WILLIAMS ON THE WATER

  416 Alamanda Rd, Anna Maria, FL 34216
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  /59

  $12,000 Per Month

  • 4 Beds
  • 3 Baths
  • 3,005 Sq Ft
  • House for Rent

  102 Palmetto Ave, Anna Maria, FL 34216

  Capture the essence of Old Florida in this charming beachfront home on Anna Maria Island. This four-bedroom, three bath residence offers breathtaking Gulf views, generous living space and classic coastal character. Just steps from the sugar-sand beach, this timeless property blends historic island charm with the ultimate beach lifestyle.

  Rebecca O'Steen O'STEEN GROUP INC

  102 Palmetto Ave, Anna Maria, FL 34216
• 

  /2

  $1,675,000

  Sold Jun 05, 2026

  771 Jacaranda Rd, Anna Maria, FL 34217

  • 3 Beds
  • 2 Baths
  • 1,447 Sq Ft
  • Built 1979

  Last Sold Summary

  • 11% Below List Price
  • $1,158/SF
  • 265 Days On Market

  Last Listing Agent Mary Anne Muniz DUNCAN REAL ESTATE, INC.

  771 Jacaranda Rd, Anna Maria, FL 34217
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  /2

  Not Listed For Sale

  804 N Shore Dr, Anna Maria, FL 34217

  • 7 Beds
  • 4 Baths
  • 5,462 Sq Ft
  • Built 1994

  804 N Shore Dr, Anna Maria, FL 34217

  Last Sold Summary

  • 19 Days On Market

  Last Listing Agent Sean Sabbia RE/MAX ALLIANCE GROUP

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