Anna Maria, FL Homes

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  $1,499,000

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

  109 Tern Dr, Anna Maria, FL 34216

  Delightful waterfront home 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 of this location is the proximity to Pine Ave, full of fun shopping and

  

  Justin Powell

  SATO REAL ESTATE INC.

  (941) 265-8519

  109 Tern Dr, Anna Maria, FL 34216
• Explore Anna Maria

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  /20

  $11,945 per month

  • 3 Beds
  • 2 Baths
  • Condo for Rent

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

  The advertised rate of $11,945/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 8, 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

  613 Fern St Unit SI ID1366637P, Anna Maria, FL 34216
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  $2,150,000 Sold May 05, 2025

  428 Spring Ave, Anna Maria, FL 34216

  • 3 Beds
  • 2.5 Baths
  • 1,809 Sq Ft
  • Built 2025

  Last Sold Summary

  • 14% Below List Price
  • $1,189/SF
  • 24 Days On Market

  Current Estimated Value $2,065,326

  Last Listing Agent Darcie Duncan DUNCAN REAL ESTATE, INC.

  428 Spring Ave, Anna Maria, FL 34216
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  Est $1,239,911 Not Listed For Sale

  730 Holly Rd, Anna Maria, FL 34216

  • 2 Beds
  • 2 Baths
  • 1,130 Sq Ft
  • Built 1984

  730 Holly Rd, Anna Maria, FL 34216

  Last Sold Summary

  • 3% Below List Price
  • $1,128/SF
  • 5 Days On Market

  Last Sold Price $1,275,000

  Last Listing Agent Darcie Duncan DUNCAN REAL ESTATE, INC.
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  /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.

  (941) 336-7072

  209 Willow Ave, Anna Maria, FL 34216
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  $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 $8,936,958

  Last Listing Agent Charles & Gabe Buky COLDWELL BANKER REALTY

  809 N Shore Dr, Anna Maria, FL 34217
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  Not Listed For Sale

  316 Spring Ave, Anna Maria, FL 34217

  • 4 Beds
  • 3.5 Baths
  • 2,495 Sq Ft
  • Built 2020

  316 Spring Ave, Anna Maria, FL 34217

  Last Sold Summary

  • $1,377/SF
  • 166 Days On Market

  Last Sold Price $3,435,000

  Last Listing Agent Charles & Gabe Buky COLDWELL BANKER REALTY
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  /43

  $1,650,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,168 Sq Ft

  412 Alamanda Rd, Anna Maria, FL 34216

  This stunning and private retreat is perfect for those who enjoy indoor/outdoor living, floating in a pool or lounging at your very own tiki bar. Light and bright open concept floor plan and impact sliders that open up to the pool and backyard oasis. This home is offered turnkey furnished and ready to move in or ready to be a great vacation rental. Zoned for 1-7 days. The primary bedroom is

  

  Jason Sato

  SATO REAL ESTATE INC.

  (941) 297-3974

  412 Alamanda Rd, Anna Maria, FL 34216
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  $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 $1,111,977

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

  259 Gladiolus St, Anna Maria, FL 34216
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  Est $1,384,481 Not Listed For Sale

  706 N Bay Blvd, Anna Maria, FL 34216

  • 3 Beds
  • 2 Baths
  • 1,096 Sq Ft
  • Built 1957

  706 N Bay Blvd, Anna Maria, FL 34216

  Last Sold Summary

  • 67% Above List Price
  • $755/SF
  • 14 Days On Market

  Last Sold Price $827,000

  Last Listing Agent Erin Leathem ISLAND REAL ESTATE-ANNA MARIA
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  /52

  $5,595,000

  • 4 Beds
  • 4.5 Baths
  • 2,915 Sq Ft

  903 N Shore Dr Unit B, Anna Maria, FL 34216

  Welcome to this stunning show stopping property on the North End of Anna Maria Island very well known as Beachfront Bliss. Enjoying panoramic views of the bay will captivate you while also having your own private beach! This 4 bedroom, 4.5 bathroom home is one of the highest producing rental properties on the north end of the island. The rental income on this property is outstanding with 2026

  

  Jason Sato

  SATO REAL ESTATE INC.

  (941) 588-2539

  903 N Shore Dr Unit B, Anna Maria, FL 34216
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  $1,317,500 Sold Jun 19, 2025

  216 Pine Ave Unit R, Anna Maria, FL 34216

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

  Last Sold Summary

  • 7% Below List Price
  • $779/SF
  • 17 Days On Market

  Current Estimated Value $1,311,631

  Last Listing Agent John Kenyon PINEYWOODS REALTY LLC

  216 Pine Ave Unit R, Anna Maria, FL 34216
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  /2

  Est $2,487,734 Not Listed For Sale

  710 S Bay Blvd, Anna Maria, FL 34216

  • 3 Beds
  • Built 1990

  710 S Bay Blvd, Anna Maria, FL 34216

  Last Sold Summary

  • 1% Below List Price
  • $1,014/SF
  • 33 Days On Market

  Last Sold Price $2,525,000

  Last Listing Agent Billi Gartman ANNA MARIA LIFE REAL ESTATE
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  /52

  $1,999,000

  • 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.

  (941) 352-4874

  246 Gladiolus St, Anna Maria, FL 34216
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  $3,900,000 Sold Apr 09, 2025

  512 Bayview Place, Holmes Beach, FL 34217

  • 4 Beds
  • 4 Baths
  • 2,954 Sq Ft
  • Built 1967

  Last Sold Summary

  • 8% Below List Price
  • $1,320/SF
  • 41 Days On Market

  Current Estimated Value $3,516,987

  Last Listing Agent Jason Sato SATO REAL ESTATE INC.

  512 Bayview Place, Holmes Beach, FL 34217
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  Est $3,566,226 Not Listed For Sale

  517 Blue Heron Dr, Anna Maria, FL 34216

  • 4 Beds
  • 3.5 Baths
  • 3,263 Sq Ft
  • Built 2009

  517 Blue Heron Dr, Anna Maria, FL 34216

  Last Sold Summary

  • $1,088/SF
  • 31 Days On Market

  Last Sold Price $3,550,000

  Last Listing Agent Brian Loebker Michael Saunders
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  $2,499,000

  • 5 Beds
  • 4 Baths
  • 2,838 Sq Ft

  733 Holly Rd, Anna Maria, FL 34216

  ***Welcome to Summer Breeze — a rare island gem on Anna Maria Island’s coveted North End.***This elevated 5-bedroom, 4-bath "Old Florida Coastal Retreat" sits on an oversized corner 1⁄4-acre lot surrounded by lush tropical landscaping, just steps from the world-famous Bean Point beaches. Whether you’re seeking a family getaway or a compelling short-term rental opportunity, this home delivers.

  

  Stacy Cunneen

  RE/MAX ALLIANCE GROUP

  (941) 283-8225

  733 Holly Rd, Anna Maria, FL 34216
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  $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 $1,161,434

  Last Listing Agent Barbara Sato SATO REAL ESTATE INC.

  214 Palm Ave, Anna Maria, FL 34216
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  /33

  Est $1,774,863 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

  • 11% Below List Price
  • $1,232/SF
  • 8 Days On Market

  Last Sold Price $2,000,000

  Last Listing Agent Jason Sato SATO REAL ESTATE INC.
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  $1,650,000

  • Land
  • 0.23 Acre
  • $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.

  (941) 299-6678

  812 N Bay Blvd, Anna Maria, FL 34216
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  $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 $830,623

  Last Listing Agent Lashunia Frazier C/POWER REALTY LLC

  314 Hardin Ave, Anna Maria, FL 34216
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  Est $2,294,078 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

  • 20% Below List Price
  • $1,736/SF
  • 98 Days On Market

  Last Sold Price $2,850,000

  Last Listing Agent Jason Sato SATO REAL ESTATE INC.
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  $4,199,000

  • 4 Beds
  • 4 Baths
  • 3,052 Sq Ft

  108 Magnolia Ave, Anna Maria, FL 34216

  Welcome to your dream coastal retreat at 108 Magnolia Ave on the north end of Anna Maria! This stunning 4 bedroom, 4 bathroom home is just three houses away from the pristine Gulf of Mexico beach, offering the perfect blend of luxury and island living. Located on a sought after street, west of gulf drive and being one of the unique VERY deep lots is one of the many reasons why you don’t want to

  

  Jason Sato

  SATO REAL ESTATE INC.

  (941) 369-8051

  108 Magnolia Ave, Anna Maria, FL 34216
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  $1,975,000 Sold May 28, 2025

  127 Crescent Dr, Anna Maria, FL 34216

  • 4 Beds
  • 2 Baths
  • 1,922 Sq Ft
  • Built 1994

  Last Sold Summary

  • 14% Below List Price
  • $1,028/SF
  • 103 Days On Market

  Current Estimated Value $1,879,365

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

  127 Crescent Dr, Anna Maria, FL 34216
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  /50

  Est $1,508,570 Not Listed For Sale

  524 South Dr, Anna Maria, FL 34216

  • 3 Beds
  • 2.5 Baths
  • 1,212 Sq Ft
  • Built 1967

  524 South Dr, Anna Maria, FL 34216

  Last Sold Summary

  • 22% Below List Price
  • $1,588/SF
  • 15 Days On Market

  Last Sold Price $1,925,000

  Last Listing Agent Darcie Duncan DUNCAN REAL ESTATE, INC.
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  /73

  $6,800,000

  • 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.

  (941) 841-1228

  102 Tuna, Anna Maria, FL 34216
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  $875,000 Sold Mar 31, 2026

  611 N Bay Blvd, Anna Maria, FL 34216

  • Land
  • 0.11 Acre
  • $7,954,545 per Acre

  Last Sold Summary

  • 0 Days On Market

  Current Estimated Value $1,073,456

  Last Listing Agent Ryan Sheck ISLAND REAL ESTATE-ANNA MARIA

  611 N Bay Blvd, Anna Maria, FL 34216
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  /71

  Est $2,537,024 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

  • 20% Below List Price
  • $775/SF
  • 25 Days On Market

  Last Sold Price $3,157,895

  Last Listing Agent Billi Gartman ANNA MARIA LIFE REAL ESTATE
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  /50

  $2,195,000

  • 3 Beds
  • 2 Baths
  • 1,924 Sq Ft

  527 Magnolia Ave, Anna Maria, FL 34216

  Tucked away along a tranquil canal in the heart of Anna Maria, this exceptional 3-bedroom, 2-bathroom waterfront retreat offers the perfect blend of coastal elegance and island convenience. Being sold turnkey with a strong rental history and bookings in place, this property is an ideal investment opportunity or full-time residence. Designed for effortless indoor-outdoor living, the spacious

  

  Darcie Duncan

  DUNCAN REAL ESTATE, INC.

  (941) 841-3362

  527 Magnolia Ave, Anna Maria, FL 34216
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  $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 $5,774,000

  Last Listing Agent George DeSear AMI REALTY GROUP

  244 Willow Ave, Anna Maria, FL 34216
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  /49

  Est $1,629,061 Not Listed For Sale

  706 N Shore Dr, Anna Maria, FL 34216

  • 3 Beds
  • 2 Baths
  • 1,412 Sq Ft
  • Built 1967

  706 N Shore Dr, Anna Maria, FL 34216

  Last Sold Summary

  • 16% Below List Price
  • $1,381/SF
  • 60 Days On Market

  Last Sold Price $1,950,000

  Last Listing Agent Darcie Duncan DUNCAN REAL ESTATE, INC.
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  $4,495,000

  • 4 Beds
  • 3.5 Baths
  • 3,755 Sq Ft

  313 Hammock Cir, Anna Maria, FL 34216

  This waterfront coastal retreat embodies refined island luxury, offered completely turnkey and thoughtfully designed for both elevated living and exceptional entertaining. Positioned on a quiet cul-de-sac the home makes an immediate impression with its stately architecture, paver driveway, lush tropical landscaping, and landscape lighting that beautifully illuminates the property at dusk. Inside,

  

  Darcie Duncan

  DUNCAN REAL ESTATE, INC.

  (941) 344-2671

  313 Hammock Cir, Anna Maria, FL 34216
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  $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
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  Est $2,921,866 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

  • 3% Below List Price
  • $1,291/SF
  • 232 Days On Market

  Last Sold Price $3,000,000

  Last Listing Agent Kristen Redding Michael Saunders
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  $4,500,000

  • 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.

  (941) 401-4975

  889 N Shore Dr, Anna Maria, FL 34216
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  $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 $1,260,656

  Last Listing Agent Stephanie Bell FRAN MAXON REAL ESTATE

  706 Jacaranda Rd, Anna Maria, FL 34216
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  /41

  Est $2,379,725 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

  • 19% Below List Price
  • $1,277/SF
  • 1 Day On Market

  Last Sold Price $2,925,000

  Last Listing Agent Douglas Shaw AN ISLAND PLACE REALTY INC
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  $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

  (941) 369-8630

  521 South Dr, Anna Maria, FL 34216
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  $1,200,000 Sold Nov 18, 2025

  607 Jacaranda Rd, Anna Maria, FL 34216

  • Land
  • 0.17 Acre
  • $7,058,824 per Acre

  Last Sold Summary

  • 7% Below List Price
  • 75 Days On Market

  Current Estimated Value $1,183,455

  Last Listing Agent Jason Sato SATO REAL ESTATE INC.

  607 Jacaranda Rd, Anna Maria, FL 34216
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  Est $5,103,460 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

  • 8% Below List Price
  • $1,981/SF
  • 0 Days On Market

  Last Sold Price $5,550,000

  Last Listing Agent Jason Sato SATO REAL ESTATE INC.

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