Anna Maria, FL Homes

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  Est $2,422,995 Not Listed For Sale

  508 Spring Ave, Anna Maria, FL 34217

  • 5 Beds
  • 4 Baths
  • 2,532 Sq Ft
  • Built 1995

  508 Spring Ave, Anna Maria, FL 34217

  Last Sold Summary

  • 3% Below List Price
  • $987/SF
  • 258 Days On Market

  Last Sold Price $2,500,000

  Last Listing Agent Shauna Ruby BLUESRQ REAL ESTATE INC
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  $2,955,000

  • 4 Beds
  • 3.5 Baths
  • 2,421 Sq Ft

  705 N Shore Dr, Anna Maria, FL 34217

  Stunning Family Vacation Home in Anna Maria, FL! Yellowbird, 705 North Shore Dr., Anna Maria. Nestled on the beautiful North End of Anna Maria Island, Yellowbird is a luxurious family vacation home that embodies old Florida charm and offers an ideal location just a quick stroll from the stunning white sandy beaches of the Gulf. This spacious retreat features 4 bedrooms and 3.5 bathrooms,

  Billi Gartman ANNA MARIA LIFE REAL ESTATE

  705 N Shore Dr, Anna Maria, FL 34217
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  $1,100,000 Sold Oct 20, 2025

  764 N Shore Dr, Anna Maria, FL 34216

  • 3 Beds
  • 2 Baths
  • 1,768 Sq Ft
  • Built 1981

  Last Sold Summary

  • 15% Below List Price
  • $622/SF
  • 35 Days On Market

  Current Estimated Value $1,157,750

  Last Listing Agent Dan Henzler KELLER WILLIAMS SUBURBAN TAMPA

  764 N Shore Dr, Anna Maria, FL 34216
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  /40

  Est $3,021,616 Not Listed For Sale

  109 Park Ave, Anna Maria, FL 34216

  • 4 Beds
  • 4.5 Baths
  • 2,164 Sq Ft
  • Built 2017

  109 Park Ave, Anna Maria, FL 34216

  Last Sold Summary

  • 3% Below List Price
  • $1,433/SF
  • 246 Days On Market

  Last Sold Price $3,100,000

  Last Listing Agent Greg Bayer ANNA MARIA ISLAND BEACHES RE
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  $3,500,000 Pending

  • 5 Beds
  • 4.5 Baths
  • 3,270 Sq Ft

  803 Gladiolus St, Anna Maria, FL 34216

  Under contract-accepting backup offers. Welcome to 803 Gladiolus St, a serene retreat located in the highly desirable Bean Point area of Anna Maria Island. Often referred to as A Bean Point Paradise, this exceptional property features one of the largest private pools on the island, surrounded by lush tropical landscaping and a relaxing spa. This versatile home is ideal as a primary residence,

  Adrian Johnson SEA BREEZE REAL ESTATE LLC

  803 Gladiolus St, Anna Maria, FL 34216
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  $1,775,000 Sold Jun 18, 2025

  104 Magnolia Ave, Anna Maria, FL 34217

  • 3 Beds
  • 3.5 Baths
  • 2,012 Sq Ft
  • Built 1926

  Last Sold Summary

  • 6% Below List Price
  • $882/SF
  • 0 Days On Market

  Last Listing Agent Ryan Sheck ISLAND REAL ESTATE-ANNA MARIA

  104 Magnolia Ave, Anna Maria, FL 34217
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  Est $1,192,028 Not Listed For Sale

  204 Tarpon St Unit A, Anna Maria, FL 34216

  • 4 Beds
  • 2 Baths
  • 1,344 Sq Ft
  • Built 1964

  204 Tarpon St Unit A, Anna Maria, FL 34216

  Last Sold Summary

  • 31% Above List Price
  • $677/SF
  • 17 Days On Market

  Last Sold Price $910,000

  Last Listing Agent Shannon O'Brien Kerney SATO REAL ESTATE INC.
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  $3,150,000 Open Sat 1PM - 3PM

  • 4 Beds
  • 4.5 Baths
  • 2,185 Sq Ft

  419 Alamanda Rd, Anna Maria, FL 34216

  Welcome to Paradise Blu, a newly built island retreat on Anna Maria Island’s highly coveted north end, just moments from the shoreline and designed for both exceptional living and strong rental performance. Featured in Travel & Leisure Magazine as a recommended vacation rental, this property offers a rare opportunity to own a home with proven appeal on a national level. This thoughtfully designed

  Kathy Harman MICHAEL SAUNDERS & COMPANY

  419 Alamanda Rd, Anna Maria, FL 34216
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  $1,840,000 Sold Jul 24, 2025

  159 Crescent Dr, Anna Maria, FL 34217

  • 4 Beds
  • 3 Baths
  • 2,567 Sq Ft
  • Built 2007

  Last Sold Summary

  • 8% Below List Price
  • $717/SF
  • 52 Days On Market

  Last Listing Agent George DeSear AMI REALTY GROUP

  159 Crescent Dr, Anna Maria, FL 34217
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  Est $1,328,479 Not Listed For Sale

  725 Holly Rd, Anna Maria, FL 34216

  • 2 Beds
  • 2 Baths
  • 1,360 Sq Ft
  • Built 1992

  725 Holly Rd, Anna Maria, FL 34216

  Last Sold Summary

  • 6% Above List Price
  • $919/SF
  • 23 Days On Market

  Last Sold Price $1,250,000

  Last Listing Agent Jason Sato SATO REAL ESTATE INC.
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  $3,495,500 Pending

  • 5 Beds
  • 4 Baths
  • 2,763 Sq Ft

  120 White Ave, Holmes Beach, FL 34217

  Under contract-accepting backup offers. Nestled on Anna Maria Island’s most famous street, this beautifully renovated coastal retreat boasts five spacious bedrooms and four luxurious bathrooms, offering the perfect blend of comfort and style. Designed for seamless indoor-outdoor living, it features multiple porches where you can bask in the island breeze. Expansive sliding doors open to a

  Charles & Gabe Buky COLDWELL BANKER REALTY

  120 White Ave, Holmes Beach, FL 34217
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  $883,000 Sold May 05, 2025

  890 N Shore Dr, Anna Maria, FL 34217

  • 2 Beds
  • 2 Baths
  • 1,258 Sq Ft
  • Built 1947

  Last Sold Summary

  • 11% Below List Price
  • $702/SF
  • 88 Days On Market

  Last Listing Agent Elizabeth Blandford SALTY MERMAID REAL ESTATE LLC

  890 N Shore Dr, Anna Maria, FL 34217
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  Est $1,636,114 Not Listed For Sale

  134 Hammock Rd, Anna Maria, FL 34216

  • 3 Beds
  • 2 Baths
  • 1,620 Sq Ft
  • Built 1986

  134 Hammock Rd, Anna Maria, FL 34216

  Last Sold Summary

  • 7% Below List Price
  • $1,080/SF
  • 9 Days On Market

  Last Sold Price $1,750,000

  Last Listing Agent David McCord, Sr IRONGATE REALTY INC
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  /83

  $3,400,000

  • 4 Beds
  • 4 Baths
  • 3,053 Sq Ft

  213 Oak Ave, Anna Maria, FL 34216

  Experience Florida coastal living at its finest in this exceptional custom-built home featured inSouthern Living Magazine. Uniquely located, this house is a short walk to white sand beachesand a short cruise to the Bay and Gulf. This classic Key West styled beauty was renovated andenlarged four years ago.The lush front yard features a circular paver driveway, a gorgeous Royal

  James Patterson SMITH & ASSOCIATES REAL ESTATE

  213 Oak Ave, Anna Maria, FL 34216
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  $5,350,000 Sold Jan 30, 2026

  403 N Shore Dr, Anna Maria, FL 34217

  • 5 Beds
  • 7 Baths
  • 3,400 Sq Ft
  • Built 2021

  Last Sold Summary

  • 11% Below List Price
  • $1,574/SF
  • 85 Days On Market

  Last Listing Agent Jason Sato SATO REAL ESTATE INC.

  403 N Shore Dr, Anna Maria, FL 34217
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  Est $1,201,550 Not Listed For Sale

  109 Los Cedros Dr, Anna Maria, FL 34216

  • 2 Beds
  • 2 Baths
  • 1,524 Sq Ft
  • Built 1973

  109 Los Cedros Dr, Anna Maria, FL 34216

  Last Sold Summary

  • 30% Above List Price
  • $607/SF
  • 9 Days On Market

  Last Sold Price $925,000

  Last Listing Agent Kirk Gilchrist HOMAN REALTY GROUP INC
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  $2,995,000 Pending

  • 4 Beds
  • 4 Baths
  • 2,507 Sq Ft

  101 Sunset Ln, Anna Maria, FL 34216

  Under contract-accepting backup offers. Built in 2002 by respected Whitehead Construction, this elevated coastal residence is ideally positioned just a short walk from the Gulf of Mexico, offering a relaxed island lifestyle paired with thoughtful updates and versatile living spaces. Set on a lush, quarter-acre lot in the desirable Sunset Cove area of Anna Maria Island, the home is surrounded by

  Roger Pettingell COLDWELL BANKER REALTY

  101 Sunset Ln, Anna Maria, FL 34216
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  $1,750,000 Sold Oct 23, 2025

  808 N Bay Blvd, Anna Maria, FL 34216

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

  Last Sold Summary

  • 5% Below List Price
  • 39 Days On Market

  Current Estimated Value $2,927,302

  Last Listing Agent Darcie Duncan DUNCAN REAL ESTATE, INC.

  808 N Bay Blvd, Anna Maria, FL 34216
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  Est $897,593 Not Listed For Sale

  201 Tarpon St, Anna Maria, FL 34216

  • 2 Beds
  • 1 Bath
  • 998 Sq Ft
  • Built 1969

  201 Tarpon St, Anna Maria, FL 34216

  Last Sold Summary

  • 1% Below List Price
  • $912/SF
  • 14 Days On Market

  Last Sold Price $910,000

  Last Listing Agent Butch Hunt ALLISON JAMES ESTATES & HOMES
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  /54

  $1,790,000

  • 3 Beds
  • 2 Baths
  • 1,765 Sq Ft

  150 Crescent Dr, Anna Maria, FL 34216

  Ease into Island Life at Crescent Palms.If you’ve been dreaming of that perfect, easy-going island life, Crescent Palms is ready for you. Tucked away on the quiet north end of Anna Maria Island—just a short stroll from the shops on Pine Avenue and the soft sands of Bayfront Park—this 2025-renovated home is being sold fully furnished and move-in ready. Bright, Airy, and All on One Level Forget

  Elizabeth Blandford SALTY MERMAID REAL ESTATE LLC

  150 Crescent Dr, Anna Maria, FL 34216
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  $2,300,000 Sold Dec 11, 2025

  616 Fern St, Anna Maria, FL 34216

  • 3 Beds
  • 3 Baths
  • 2,156 Sq Ft
  • Built 1990

  Last Sold Summary

  • 12% Below List Price
  • $1,067/SF
  • 142 Days On Market

  Current Estimated Value $2,268,722

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

  616 Fern St, Anna Maria, FL 34216
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  Est $1,254,379 Not Listed For Sale

  101 Gull Dr, Anna Maria, FL 34216

  • 2 Beds
  • 2 Baths
  • 1,390 Sq Ft
  • Built 1972

  101 Gull Dr, Anna Maria, FL 34216

  Last Sold Summary

  • 21% Above List Price
  • $748/SF
  • 4 Days On Market

  Last Sold Price $1,040,000

  Last Listing Agent Billi Gartman ANNA MARIA LIFE REAL ESTATE
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  $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 ANNA MARIA ISLAND BEACHES RE

  9403 Gulf Dr, Anna Maria, FL 34216
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  $7,750,000 Sold Mar 06, 2026

  832 S Bay Blvd Unit A & B, Anna Maria, FL 34216

  • 11 Beds
  • 11.5 Baths
  • 5,591 Sq Ft
  • Built 2016

  Last Sold Summary

  • 14% Below List Price
  • $1,386/SF
  • 78 Days On Market

  Last Listing Agent Jason Sato SATO REAL ESTATE INC.

  832 S Bay Blvd Unit A & B, Anna Maria, FL 34216
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  Est $1,054,962 Not Listed For Sale

  719 N Bay Blvd, Anna Maria, FL 34216

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

  719 N Bay Blvd, Anna Maria, FL 34216

  Last Sold Summary

  • 6% Below List Price
  • $1,619/SF
  • 107 Days On Market

  Last Sold Price $1,125,000

  Last Listing Agent Cole Rogers PREFERRED SHORE LLC
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  $1,249,900

  • 2 Beds
  • 1 Bath
  • 806 Sq Ft

  306 Magnolia Ave, Anna Maria, FL 34216

  Great Beach Cottage completely renovated after last year's storms by Kerns & Gilner.Everything is new & the Terrazzo floors have been beautifully restored.Large lot (50X139) with plenty of room for additions or building a new large home down the road.Great Location in Anna Maria City!Only 2 blocks to the Gulf & 2 blocks to Pine Ave.

  Ken Jackson GREEN R E OF ANNA MARIA

  306 Magnolia Ave, Anna Maria, FL 34216
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  $3,350,000 Sold Aug 27, 2025

  516 Kumquat Dr, Anna Maria, FL 34216

  • 4 Beds
  • 3 Baths
  • 2,802 Sq Ft
  • Built 2018

  Last Sold Summary

  • 22% Below List Price
  • $1,196/SF
  • 140 Days On Market

  Current Estimated Value $3,421,428

  Last Listing Agent Shellie Young PREMIER SOTHEBY'S INTERNATIONAL REALTY

  516 Kumquat Dr, Anna Maria, FL 34216
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  Est $1,520,933 Not Listed For Sale

  111 Los Codros Dr, Anna Maria, FL 34216

  • 4 Beds
  • 3 Baths
  • 2,137 Sq Ft
  • Built 1973

  111 Los Codros Dr, Anna Maria, FL 34216

  Last Sold Summary

  • 17% Above List Price
  • $608/SF
  • 114 Days On Market

  Last Sold Price $1,300,000

  Last Listing Agent Laurie Mock PREMIER SOTHEBY'S INTERNATIONAL REALTY
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  $1,999,900 Pending

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

  785 Jacaranda Rd, Anna Maria, FL 34216

  Under contract-accepting backup offers. OHHHH THE UPDATES!! BRAND NEW KITCHEN and flooring...and updates galore! There is so to enjoy about this great investment home! This is the perfect beach haven, just a hop, skip & a jump to the Gulf beach! Just steps to Bean Point, this elevated 3 bed/2.5 bath pool home is a great income property! Updated with beautiful coastal style, this home is designed

  Erin Leathem ISLAND REAL ESTATE-ANNA MARIA

  785 Jacaranda Rd, Anna Maria, FL 34216
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  $1,900,000 Sold Apr 28, 2025

  217 Spring Ave, Anna Maria, FL 34217

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

  Last Sold Summary

  • 3% Above List Price
  • $1,279/SF
  • 8 Days On Market

  Current Estimated Value $1,882,071

  Last Listing Agent Cindy Jones DUNCAN REAL ESTATE, INC.

  217 Spring Ave, Anna Maria, FL 34217
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  Est $1,700,241 Not Listed For Sale

  409 Pine Ave, Anna Maria, FL 34216

  • 4 Beds
  • 3 Baths
  • 1,400 Sq Ft
  • Built 1935

  409 Pine Ave, Anna Maria, FL 34216

  Last Sold Summary

  • 8% Below List Price
  • $1,321/SF
  • 7 Days On Market

  Last Sold Price $1,850,000

  Last Listing Agent Brenda Boyd May BOYD REALTY
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  $1,890,000

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

  57 N Shore Dr, Anna Maria, FL 34216

  57 North Shore Drive: The Art of Island LivingDiscover the perfect balance of classic Anna Maria charm and contemporary coastal elegance. Tucked away at the corner of North Shore Drive and Palmetto Avenue, this serene retreat sits just two short blocks from the Gulf’s velvet sands. Here, the best of the island is at your doorstep—from the quiet beauty of the shore to the morning coffee spots

  Elizabeth Blandford SALTY MERMAID REAL ESTATE LLC

  57 N Shore Dr, Anna Maria, FL 34216
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  $750,000 Sold Jul 16, 2025

  701 N Bay Blvd, Anna Maria, FL 34216

  • 2 Beds
  • 1 Bath
  • 847 Sq Ft
  • Built 1947

  Last Sold Summary

  • 21% Below List Price
  • $885/SF
  • 114 Days On Market

  Current Estimated Value $808,047

  Last Listing Agent April Green DUNCAN REAL ESTATE, INC.

  701 N Bay Blvd, Anna Maria, FL 34216
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  Est $1,835,655 Not Listed For Sale

  207 Willow Ave, Anna Maria, FL 34216

  • 3 Beds
  • 2 Baths
  • 1,915 Sq Ft
  • Built 1987

  207 Willow Ave, Anna Maria, FL 34216

  Last Sold Summary

  • 8% Below List Price
  • $1,044/SF
  • 12 Days On Market

  Last Sold Price $2,000,000

  Last Listing Agent Darcie Duncan DUNCAN REAL ESTATE, INC.
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  $7,499,000

  • 4 Beds
  • 3.5 Baths
  • 3,722 Sq Ft

  242 Oak Ave, Anna Maria, FL 34216

  There is a quieter side of Anna Maria Island that not everyone experiences. At 242 Oak Avenue, life unfolds in a way that feels entirely your own. Tucked away from the crowds, this rare waterfront retreat is designed for stillness, privacy, and uninterrupted views across Bimini Bay. With no neighboring rooftops competing for your attention, the setting is defined by open water, coastal breezes,

  Kathy Harman MICHAEL SAUNDERS & COMPANY

  242 Oak Ave, Anna Maria, FL 34216
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  $2,250,000 Sold Aug 19, 2025

  114 Gull Dr, Anna Maria, FL 34216

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

  Last Sold Summary

  • 25% Below List Price
  • $878/SF
  • 169 Days On Market

  Current Estimated Value $2,289,785

  Last Listing Agent Hannah Hillyard MICHAEL SAUNDERS & COMPANY

  114 Gull Dr, Anna Maria, FL 34216
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  Est $1,171,897 Not Listed For Sale

  302 Palm Ave Unit A & B, Anna Maria, FL 34216

  • 4 Beds
  • 1,560 Sq Ft
  • Built 1973

  302 Palm Ave Unit A & B, Anna Maria, FL 34216

  Last Sold Summary

  • 2% Below List Price
  • $769/SF
  • 35 Days On Market

  Last Sold Price $1,200,000

  Last Listing Agent Billi Gartman ANNA MARIA LIFE REAL ESTATE
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  $1,300,000 Pending

  • 2 Beds
  • 1 Bath
  • 837 Sq Ft

  856 N Shore Dr, Anna Maria, FL 34216

  Under contract-accepting backup offers. This prime Anna Maria Island North end parcel is located in the highly desired Bean Point area, with Gulf and Bay access directly across the street. This 6,800+ square foot corner lot offers a unique opportunity to build your dream home and take full advantage of the surrounding views. Please note that the once-charming concrete block cottage on the

  Stephanie Bell FRAN MAXON REAL ESTATE

  856 N Shore Dr, Anna Maria, FL 34216
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  $1,000,000 Sold Feb 04, 2026

  501 Spring Ave, Anna Maria, FL 34216

  • 4 Beds
  • 2 Baths
  • 1,344 Sq Ft
  • Built 1964

  Last Sold Summary

  • 5% Below List Price
  • $744/SF
  • 30 Days On Market

  Current Estimated Value $996,154

  Last Listing Agent Stephanie Bell FRAN MAXON REAL ESTATE

  501 Spring Ave, Anna Maria, FL 34216
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  Est $2,810,527 Not Listed For Sale

  828 S Bay Blvd Unit B, Anna Maria, FL 34216

  828 S Bay Blvd Unit B, Anna Maria, FL 34216

  Last Sold Summary

  • 17% Below List Price
  • 191 Days On Market

  Last Sold Price $3,400,000

  Last Listing Agent Jason Sato SATO REAL ESTATE INC.

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