Anna Maria, FL Homes

• 

  

  

  /36

  $1,775,000

  $25K PRICE DROP

  • 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
• Explore Anna Maria

• 

  

  

  /39

  $8,000 Per Month

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

  Unlisted Address

  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 white sandy beaches, excellent restaurants, and shops. Available August, September, November

  Rebecca O'Steen O'STEEN GROUP INC

  Unlisted Address
• 

  

  /2

  $9,000,000

  Sold Aug 15, 2025

  809 N Shore Dr, Anna Maria, FL 34217

  • 5 Beds
  • 5.5 Baths
  • 4,936 Sq Ft
  • Built 2024

  Last Sold Summary

  • 31% Below List Price
  • $1,823/SF
  • 449 Days On Market

  Current Estimated Value $9,106,865

  Last Listing Agent Charles Buky COLDWELL BANKER REALTY

  809 N Shore Dr, Anna Maria, FL 34217
• 

  

  /2

  Est $1,327,258

  Not Listed For Sale

  216 Pine Ave Unit R, Anna Maria, FL 34216

  • 3 Beds
  • 2 Baths
  • 1,692 Sq Ft
  • Built 2010

  216 Pine Ave Unit R, Anna Maria, FL 34216

  Last Sold Summary

  • 17 Days On Market
• 

  

  

  /60

  $1,499,000

  • 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

  $11,690

  Total Monthly Price

  • 3 Beds
  • 2 Baths
  • Condo for Rent

  613 Fern St Unit SI ID1366637P, Anna Maria, FL 34216

  The advertised rate of $11,690/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 12, 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

  613 Fern St Unit SI ID1366637P, 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 $1,785,625

  Last Listing Agent Erin Leathem ISLAND REAL ESTATE-ANNA MARIA

  785 Jacaranda Rd, Anna Maria, FL 34216
• 

  /2

  Est $1,394,152

  Not Listed For Sale

  210 Willow Ave, Anna Maria, FL 34216

  • 2 Beds
  • 2 Baths
  • 1,468 Sq Ft
  • Built 1978

  210 Willow Ave, Anna Maria, FL 34216

  Last Sold Summary

  • 109 Days On Market
• 

  

  /54

  $4,800,000

  $195K PRICE DROP

  • 4 Beds
  • 6 Baths
  • 3,265 Sq Ft

  222 Willow Ave, Anna Maria, FL 34216

  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 you can find locally owned shops and restaurants. This coastal retreat features 3,265 sqft of indoor living space, 4-bedrooms all with ensuite bathrooms,

  

  Joey Hutchinson

  DUNCAN REAL ESTATE, INC.

  222 Willow Ave, Anna Maria, FL 34216
• 

  

  /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
• 

  /2

  $975,000

  Sold Jan 06, 2026

  259 Gladiolus St, Anna Maria, FL 34216

  • 2 Beds
  • 2 Baths
  • 1,675 Sq Ft
  • Built 1974

  Last Sold Summary

  • 7% Below List Price
  • $582/SF
  • 7 Days On Market

  Current Estimated Value $1,340,094

  Last Listing Agent Shannon O'Brien Kerney SATO REAL ESTATE INC.

  259 Gladiolus St, Anna Maria, FL 34216
• 

  

  /33

  Est $1,943,154

  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
• 

  

  /54

  $2,395,000

  $300K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,800 Sq Ft

  103 Sunset Ln, Anna Maria, FL 34216

  A premier setting defines this offering. Tucked at the end of a quiet cul-de-sac in Sunset Cove—a rare enclave that prohibits weekly rentals—this elevated beach residence presents an exceptional retreat for tranquil island living. Become part of a true neighborhood community, whether in full-time residence or seasonal escape, with breathtaking Gulf vistas just a stone’s throw from the sugar-white

  

  Darcie Duncan

  DUNCAN REAL ESTATE, INC.

  103 Sunset Ln, Anna Maria, FL 34216
• 

  

  /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
• 

  /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 $1,809,416

  Last Listing Agent Elizabeth Blandford SALTY MERMAID REAL ESTATE LLC

  57 N Shore Dr, Anna Maria, FL 34216
• 

  

  /44

  Est $2,265,870

  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
• 

  

  /85

  $6,795,000

  • 6 Beds
  • 8 Baths
  • 4,154 Sq Ft

  209 Willow Ave, Anna Maria, FL 34216

  Discover coastal luxury at 209 Willow in the heart of Anna Maria Island on a very sought out quiet street. This stunning canal-front home offers the perfect blend of relaxed island living and high-end amenities, just 10 houses from the pristine sugar-sand beaches of the Gulf while situated on a canal, you get the best of both worlds! Step inside to this 6 bedroom, 6 bathroom, 2 half bath,

  

  Jason Sato

  SATO REAL ESTATE INC.

  209 Willow Ave, Anna Maria, FL 34216
• 

  

  /39

  $8,000 Per Month

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

  101 Palm Ave Unit 4, 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 white sandy beaches, excellent restaurants, and shops. Available August 2026, September 2026,

  Rebecca O'Steen O'STEEN GROUP INC

  101 Palm Ave Unit 4, 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 $1,229,916

  Last Listing Agent Stephanie Bell FRAN MAXON REAL ESTATE

  856 N Shore Dr, Anna Maria, FL 34216
• 

  /2

  Est $3,692,984

  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
• 

  

  /74

  $1,799,900

  Open Sun 12PM - 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
• 

  /2

  $1,150,000

  Sold Aug 27, 2025

  214 Palm Ave, Anna Maria, FL 34216

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

  Last Sold Summary

  • 23% Below List Price
  • $852/SF
  • 120 Days On Market

  Current Estimated Value $1,086,460

  Last Listing Agent Barbara Sato SATO REAL ESTATE INC.

  214 Palm Ave, Anna Maria, FL 34216
• 

  

  /71

  Est $2,479,541

  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
• 

  

  /44

  $2,150,000

  Pending

  • 3 Beds
  • 2.5 Baths
  • 2,055 Sq Ft

  727 Jacaranda Rd, Anna Maria, FL 34216

  Incredible, spacious home with a private heated pool - close to the beach!! This 3 bedroom, 2.5 bathroom elevated home is located in a desirable area of Anna Maria Island, you're only a one-and-a-half-block walk from Bean Point Beach to the north and a short distance to Pine Avenue's shops and restaurants to the south. Colorful, fun lighting and art throughout gives it that beachy feel. Enjoy so

  

  Jason Sato

  SATO REAL ESTATE INC.

  727 Jacaranda Rd, Anna Maria, FL 34216
• 

  /2

  $830,000

  Sold Aug 18, 2025

  314 Hardin Ave, Anna Maria, FL 34216

  • 3 Beds
  • 2 Baths
  • 1,504 Sq Ft
  • Built 1957

  Last Sold Summary

  • 6% Below List Price
  • $552/SF
  • 4 Days On Market

  Current Estimated Value $805,161

  Last Listing Agent Lashunia Frazier C/POWER REALTY LLC

  314 Hardin Ave, Anna Maria, FL 34216
• 

  

  /77

  Est $2,947,174

  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
• 

  

  /52

  $1,999,000

  Pending

  • 3 Beds
  • 3 Baths
  • 1,979 Sq Ft

  246 Gladiolus St, Anna Maria, FL 34216

  Kick off your shoes and come enjoy this Island home with a truly Anna Maria feel. This is a relaxing and spacious mini-estate comprising a 2 bedroom, 2 bath main house and a 1 bedroom/1 bath guest cottage. Decorated in tranquil coastal chic of pastels and with gorgeous polished pine floors. The kitchen is perfect for entertaining and cooking fabulous meals in your granite and stainless gourmet

  

  Jason Sato

  SATO REAL ESTATE INC.

  246 Gladiolus St, 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 $865,754

  Last Listing Agent Ryan Sheck ISLAND REAL ESTATE-ANNA MARIA

  611 N Bay Blvd, Anna Maria, FL 34216
• 

  

  /41

  Est $2,273,031

  Not Listed For Sale

  108 Los Cedros Dr, Anna Maria, FL 34216

  • 4 Beds
  • 4 Baths
  • 2,291 Sq Ft
  • Built 1967

  108 Los Cedros Dr, Anna Maria, FL 34216

  Last Sold Summary

  • 1 Day On Market
• 

  

  /61

  $5,450,000

  $200K 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
• 

  /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 $5,566,105

  Last Listing Agent George DeSear AMI REALTY GROUP

  244 Willow Ave, Anna Maria, FL 34216
• 

  /2

  Est $5,033,618

  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
• 

  

  /51

  $2,250,000

  Pending

  • 3 Beds
  • 2 Baths
  • 1,834 Sq Ft

  517 Loquat Dr, Anna Maria, FL 34216

  Welcome to Bamboo Bungalow, a rare canal-front island retreat showcasing timeless Old Florida charm on desirable Anna Maria Island. Perfectly positioned along a deep-water canal with quick access to Tampa Bay and the Gulf, this elevated 3-bedroom, 2-bath home offers the ultimate island lifestyle for boaters, kayakers, and beach lovers alike. Natural light fills the bright, open-concept living

  

  Jason Sato

  SATO REAL ESTATE INC.

  517 Loquat Dr, Anna Maria, FL 34216
• 

  /2

  $2,200,000

  Sold Jul 30, 2025

  727 Holly Rd, Anna Maria, FL 34216

  • 3 Beds
  • 2.5 Baths
  • 2,321 Sq Ft
  • Built 2003

  Last Sold Summary

  • 15% Below List Price
  • $948/SF
  • 156 Days On Market

  Last Listing Agent Kathy Harman MICHAEL SAUNDERS & COMPANY

  727 Holly Rd, Anna Maria, FL 34216
• 

  

  /55

  Est $3,343,450

  Not Listed For Sale

  753 Jacaranda Rd, Anna Maria, FL 34216

  • 5 Beds
  • 3.5 Baths
  • 3,117 Sq Ft
  • Built 2014

  753 Jacaranda Rd, Anna Maria, FL 34216

  Last Sold Summary

  • 106 Days On Market
• 

  

  /12

  $1,650,000

  $100K PRICE DROP

  • Land
  • 10,018 Sq Ft
  • $7,173,913 per Acre

  812 N Bay Blvd, Anna Maria, FL 34216

  Located just steps from the beach, this cleared lot spans approximately 9,500 square feet with an impressive 140 feet of road frontage offering the ideal canvas for a custom coastal retreat with potential for stunning Gulf views from upper levels. Ideally situated in a highly desirable area with easy beach access, this property provides both space and setting. An additional neighboring parcel is

  

  Darcie Duncan

  DUNCAN REAL ESTATE, INC.

  812 N Bay Blvd, 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 $1,255,730

  Last Listing Agent Stephanie Bell FRAN MAXON REAL ESTATE

  706 Jacaranda Rd, Anna Maria, FL 34216
• 

  /2

  Est $2,768,154

  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
• 

  

  /73

  $6,750,000

  $50K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,926 Sq Ft

  102 Tuna, Anna Maria, FL 34216

  Finding a lot of this scale on one of Anna Maria’s most quiet and secluded streets is an opportunity that simply doesn't come around often. Spanning over 23,000 square feet, this property offers something truly rare: private ownership that extends all the way to the mean high-water line. You aren't just near the beach, you own it. Completely remodeled with a clean, coastal-modern aesthetic. It’s

  

  Joey Hutchinson

  DUNCAN REAL ESTATE, INC.

  102 Tuna, Anna Maria, FL 34216
• 

  /2

  $1,200,000

  Sold Nov 18, 2025

  607 Jacaranda Rd, Anna Maria, FL 34216

  • Land
  • 7,405 Sq Ft
  • $7,058,824 per Acre

  Last Sold Summary

  • 7% Below List Price
  • 75 Days On Market

  Current Estimated Value $1,221,805

  Last Listing Agent Jason Sato SATO REAL ESTATE INC.

  607 Jacaranda Rd, Anna Maria, FL 34216

Showing Results 1 - 40, Page 1 of 18