Homes in ZIP Code 34228

• 

  

  

  /51

  $475,000

  • 2 Beds
  • 2 Baths
  • 1,132 Sq Ft

  600 Sutton Place Unit 302, Longboat Key, FL 34228

  Enjoy the best of the Longboat Key lifestyle in this beautifully updated 2-bedroom, 2-bath waterfront condo at Sutton Place, offering a rare Gulf-to-Bay experience with Sarasota Bay views and PRIVATE DEEDED BEACH ACCESS to a Gulf-front beach just across the street. This light and bright residence features a spacious, open floor plan with quality finishes throughout, including porcelain tile and

  Debbie McHardy COLDWELL BANKER REALTY

  600 Sutton Place Unit 302, Longboat Key, FL 34228
• 

  

  

  /12

  $30,000 Per Month

  • 1 Bed
  • 1.5 Baths
  • 1,684 Sq Ft
  • Condo for Rent

  1581 Gulf of Mexico Dr Unit 507, Longboat Key, FL 34228

  Enter the unit from a private elevator which features a spacious, open-plan living area with large windows allowing natural light and incredible views of the surrounding landscape and Sarasota Bay. The lavish living space opens up onto a stunning balcony that overlooks Sarasota Bay and the St. Regis grounds and includes a gas grill. The stylish living area includes high-end furniture with a

  Larry Starr SVN COMMERCIAL ADVISORY GROUP

  1581 Gulf of Mexico Dr Unit 507, Longboat Key, FL 34228
• 

  

  /2

  $5,300,000 Sold Feb 17, 2026

  4765 Gulf of Mexico Dr Unit B202, Longboat Key, FL 34228

  • 3 Beds
  • 3.5 Baths
  • 3,368 Sq Ft
  • Built 2016

  Last Sold Summary

  • 12% Below List Price
  • $1,574/SF
  • 233 Days On Market

  Current Estimated Value $4,670,371

  Last Listing Agent Steve and Janet Walter MICHAEL SAUNDERS & COMPANY

  4765 Gulf of Mexico Dr Unit B202, Longboat Key, FL 34228
• 

  

  

  /53

  Est $1,820,395 Not Listed For Sale

  1145 Gulf of Mexico Dr Unit 505, Longboat Key, FL 34228

  • 3 Beds
  • 2 Baths
  • 1,819 Sq Ft
  • Built 1980

  1145 Gulf of Mexico Dr Unit 505, Longboat Key, FL 34228

  Last Sold Summary

  • 4% Below List Price
  • $1,045/SF
  • 355 Days On Market

  • Last Sold Price $1,900,000
  • May 18, 2024

  Last Listing Agent Maggie Hicks COLDWELL BANKER REALTY
• 

  

  

  /10

  $1,000,000

  • Land
  • 19,602 Sq Ft
  • $2,222,222 per Acre

  6608 Gulf of Mexico Dr, Longboat Key, FL 34228

  Privacy is key for this sprawling, estate-size lot tucked down a quiet street on the north end of Longboat Key. While addressed on Gulf of Mexico Drive, the property is uniquely positioned off the main roadway, set back beyond two estate-sized parcels, offering a tranquil, quiet and peaceful canal-front setting. This rare location offers one of the largest single-family home lots available on

  Katy McBrayer PREMIER SOTHEBY'S INTERNATIONAL REALTY

  6608 Gulf of Mexico Dr, Longboat Key, FL 34228
• 

  

  /77

  $3,750 Per Month

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

  1945 Gulf of Mexico Dr Unit M2414, Longboat Key, FL 34228

  AVAILABLE IMMEDIATELY PENDING HOA APPROVAL! 2 MONTH MINIMUM! BOOKED FOR JAN-MARCH 2027 SEASON! LUXURIOUS, RESORT STYLE, 2BR/2B CONDO LOCATED IN THE HIGHLY SOUGHT AFTER SEAPLACE COMMUNITY ON LONGBOAT KEY. This gorgeous 4th floor condo comes turnkey furnished and located only three miles north of St. Armand's circle. When you walk in you will be blown away by the light, bright and open feeling the

  Brigette Marcus NEXTHOME EXCELLENCE

  1945 Gulf of Mexico Dr Unit M2414, Longboat Key, FL 34228
• 

  /2

  $865,000 Sold Mar 10, 2026

  1211 Gulf of Mexico Dr Unit 206, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,598 Sq Ft
  • Built 1985

  Last Sold Summary

  • 6% Below List Price
  • $541/SF
  • 23 Days On Market

  Current Estimated Value $891,528

  Last Listing Agent Lenore Treiman MICHAEL SAUNDERS & COMPANY

  1211 Gulf of Mexico Dr Unit 206, Longboat Key, FL 34228
• 

  

  /27

  Est $926,402 Not Listed For Sale

  4401 Gulf of Mexico Dr Unit 404, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,314 Sq Ft
  • Built 1972

  4401 Gulf of Mexico Dr Unit 404, Longboat Key, FL 34228

  Last Sold Summary

  • 16% Below List Price
  • $837/SF
  • 50 Days On Market

  • Last Sold Price $1,100,000
  • Jul 14, 2023

  Last Listing Agent Ed Taaffe WAGNER REALTY
• 

  

  /19

  $5,299,000 New Construction

  • 5 Beds
  • 5.5 Baths
  • 4,826 Sq Ft

  2944 Gulf of Mexico Dr, Longboat Key, FL 34228

  Under Construction. Poised along one of Longboat Key’s most coveted stretches, this new semi-custom estate by Mason Martin Builders delivers sophisticated coastal living with rare peace of mind. Each level is designed to capture sweeping Gulf views without the exposure of direct beachfront placement, creating a residence that feels both refined and protected. It is your private sanctuary by the

  Kaisen Mitchell COLDWELL BANKER REALTY

  2944 Gulf of Mexico Dr, Longboat Key, FL 34228
• 

  

  /61

  $14,750 Per Month

  • 4 Beds
  • 3.5 Baths
  • 2,292 Sq Ft
  • House for Rent

  513 Gunwale Ln, Longboat Key, FL 34228

  Welcome to Beach & Boaters Paradise located on Longboat Key. Enjoy immediate access access to beautiful Sarasota Bay, the Gulf of Mexico and Longboat Key’s sugar white sand beaches and emerald green waters. Fish off the dock or walk to the beach! Or enjoy the large heated pool in this 4 bedroom, 3.5 bath luxury waterfront home designed to provide you and your family a lifetime of vacation

  Marcia Benson Berkshire Hathaway Florida Realty

  513 Gunwale Ln, Longboat Key, FL 34228
• 

  /2

  $1,200,000 Sold Apr 03, 2026

  2123 Harbourside Dr Unit 903, Longboat Key, FL 34228

  • 3 Beds
  • 3 Baths
  • 2,352 Sq Ft
  • Built 1984

  Last Sold Summary

  • 7% Below List Price
  • $510/SF
  • 45 Days On Market

  Current Estimated Value $1,269,988

  Last Listing Agent Kathleen Wingate PREMIER SOTHEBY'S INTERNATIONAL REALTY

  2123 Harbourside Dr Unit 903, Longboat Key, FL 34228
• 

  

  /69

  Est $557,108 Not Listed For Sale

  4760 Gulf of Mexico Dr Unit Villa 7, Longboat Key, FL 34228

  • 1 Bed
  • 1 Bath
  • 912 Sq Ft
  • Built 1974

  4760 Gulf of Mexico Dr Unit Villa 7, Longboat Key, FL 34228

  Last Sold Summary

  • 71% Above List Price
  • $356/SF
  • 249 Days On Market

  • Last Sold Price $325,000
  • Jan 18, 2024

  Last Listing Agent Debby McCaig COLDWELL BANKER REALTY
• 

  

  /64

  $13,000,000 New Construction

  • 3 Beds
  • 3.5 Baths
  • 4,187 Sq Ft

  1561 Gulf of Mexico Dr Unit 403, Longboat Key, FL 34228

  Experience unparalleled luxury with breathtaking views of the Gulf of Mexico in the Armand Building. This exceptional residence features an open-concept floorplan designed for entertaining, complete with floor-to-ceiling glass doors that lead to an expansive terrace outfitted with a built-in gas grill, perfect for seamless indoor-outdoor living. Ideal for multi-generational gatherings, the

  Michael Moulton MICHAEL SAUNDERS & COMPANY

  1561 Gulf of Mexico Dr Unit 403, Longboat Key, FL 34228
• 

  

  /30

  $11,769 Per Month

  • 2 Beds
  • 2 Baths
  • 1,470 Sq Ft
  • Condo for Rent

  2425 Gulf of Mexico Dr Unit 7B, Longboat Key, FL 34228

  ..."' short stories. ....on the island of longboat key You are on the beach included is swimming pool...and a world class tennis courtf...looking play with others and league Town of Longboat Key tennis three blocks away...fitness gym.. . This is direct Gulf front unit with interior hallways from the balcony ,the kitchen,the living room couch...Your on the water.. Breathtaking view of the

  Gerald Cunningham KELLER WILLIAMS ON THE WATER S

  2425 Gulf of Mexico Dr Unit 7B, Longboat Key, FL 34228
• 

  /2

  $925,000 Sold Dec 15, 2025

  1000 Longboat Club Rd Unit 1103, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,409 Sq Ft
  • Built 1972

  Last Sold Summary

  • 7% Below List Price
  • $656/SF
  • 17 Days On Market

  Current Estimated Value $940,625

  Last Listing Agent Roger Pettingell COLDWELL BANKER REALTY

  1000 Longboat Club Rd Unit 1103, Longboat Key, FL 34228
• 

  

  /49

  Est $870,842 Not Listed For Sale

  4325 Gulf of Mexico Dr Unit 305, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,336 Sq Ft
  • Built 1975

  4325 Gulf of Mexico Dr Unit 305, Longboat Key, FL 34228

  Last Sold Summary

  • 6% Below List Price
  • $694/SF
  • 76 Days On Market

  • Last Sold Price $927,000
  • Aug 18, 2023

  Last Listing Agent Greg Martin STERLING REALTY
• 

  

  /39

  $595,000

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

  528 Forest Way, Longboat Key, FL 34228

  New Price! Seize the opportunity to acquire a prime, elevated townhome in Cedars East on beautiful Longboat Key. This location is arguably the closest Cedars East property to the pristine, sugar-white sands of the Gulf. This Large Pet-friendly townhome is an Elevated structure, positioned well above the flood plain, ensuring peace of mind. Offer turn-Key Furnished excluded a few personal items.

  Jesse Griffin CENTURY 21 BEGGINS ENTERPRISES

  528 Forest Way, Longboat Key, FL 34228
• 

  

  /25

  $11,000 Per Month

  • 2 Beds
  • 2 Baths
  • 1,409 Sq Ft
  • Condo for Rent

  1000 Longboat Club Rd, Longboat Key, FL 34228

  Welcome to your elevated coastal retreat on Longboat Key, located behind the gate of the prestigious Longboat Key Club. Available annually at $9,000/month or seasonally from November through April at $11,500/month, this fully renovated upper-floor residence offers refined living with sweeping Gulf and Bay views from two private balconies. Set within one of the island’s most exclusive beachfront

  Jenna Genovese KELLER WILLIAMS ON THE WATER S

  1000 Longboat Club Rd, Longboat Key, FL 34228
• 

  /2

  $9,795,000 Sold Jun 27, 2025

  1561 Gulf of Mexico Dr Unit 302, Longboat Key, FL 34228

  • 3 Beds
  • 3.5 Baths
  • 4,992 Sq Ft
  • Built 2024

  Last Sold Summary

  • $1,962/SF
  • 0 Days On Market

  Last Listing Agent Georgia Kopelousos COLDWELL BANKER REALTY

  1561 Gulf of Mexico Dr Unit 302, Longboat Key, FL 34228
• 

  

  /47

  Est $1,323,353 Not Listed For Sale

  1135 Gulf of Mexico Dr Unit 303, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,392 Sq Ft
  • Built 1980

  1135 Gulf of Mexico Dr Unit 303, Longboat Key, FL 34228

  Last Sold Summary

  • 5% Below List Price
  • $1,005/SF
  • 51 Days On Market

  • Last Sold Price $1,399,000
  • Feb 28, 2024

  Last Listing Agent Maggie Hicks COLDWELL BANKER REALTY
• 

  

  /61

  $2,995,000

  • 3 Beds
  • 3.5 Baths
  • 2,880 Sq Ft

  340 Gulf of Mexico Dr Unit 136, Longboat Key, FL 34228

  Two-level penthouse residences at Tangerine Bay Club are rarely available, and this south-facing corner offering sets a new benchmark for waterfront living. Recently reimagined, this nearly 3,000-square-foot residence captures expansive views of Sarasota Bay, the downtown skyline, and protected mangrove preserves, all while offering exceptional privacy. With two generous terraces, a private

  Roger Pettingell COLDWELL BANKER REALTY

  340 Gulf of Mexico Dr Unit 136, Longboat Key, FL 34228
• 

  

  /48

  $4,000 Per Month

  • 1 Bed
  • 1.5 Baths
  • 1,080 Sq Ft
  • Condo for Rent

  1000 Longboat Club Rd Unit 406, Longboat Key, FL 34228

  Seasonal Rental – Beachfront Living at The Privateer on Longboat Key / Escape the cold and enjoy a relaxing winter retreat in this beautifully maintained 1-bedroom, 1-bathroom condo located on the 4th floor of the highly sought-after The Privateer on Longboat Key. This inviting residence offers a bright and open layout, a well-equipped kitchen, and a comfortable, spacious bedroom designed for

  Cody Smith RENT SARASOTA

  1000 Longboat Club Rd Unit 406, Longboat Key, FL 34228
• 

  /2

  $2,150,000 Sold Mar 05, 2026

  520 Golf Links Ln, Longboat Key, FL 34228

  • 3 Beds
  • 3 Baths
  • 2,016 Sq Ft
  • Built 1969

  Last Sold Summary

  • 6% Below List Price
  • $1,066/SF
  • 7 Days On Market

  Current Estimated Value $2,288,320

  Last Listing Agent Lori Carey PREMIER SOTHEBY'S INTERNATIONAL REALTY

  520 Golf Links Ln, Longboat Key, FL 34228
• 

  

  /18

  Est $232,296 Not Listed For Sale

  2600 Harbourside Dr Unit K-01, Longboat Key, FL 34228

  • Studio
  • Built 1983

  2600 Harbourside Dr Unit K-01, Longboat Key, FL 34228

  Last Sold Summary

  • 14% Below List Price
  • 150 Days On Market

  • Last Sold Price $270,000
  • May 12, 2023

  Last Listing Agent Jennifer Wilson LBRE LLC
• 

  

  /49

  $5,799,000 New Construction

  • 5 Beds
  • 7 Baths
  • 4,216 Sq Ft

  530 Chipping Ln, Longboat Key, FL 34228

  Introducing the newest custom residence by Brista Homes, where exceptional craftsmanship and thoughtful design come together in a limited and highly refined offering. Nestled along a quiet canal in the sought-after waterfront community of Country Club Shores, this 4216 square-foot residence captures the essence of the Longboat Key boating lifestyle. With desirable south-facing rear exposure,

  Gina Ursini BRISTA REALTY LLC

  530 Chipping Ln, Longboat Key, FL 34228
• 

  

  /33

  $18,000 Per Month

  • 2 Beds
  • 2.5 Baths
  • 2,143 Sq Ft
  • Condo for Rent

  1591 Gulf of Mexico Dr Unit 313, Longboat Key, FL 34228

  2027 Season Rental Rate will be $24,000. The Residences at The St. Regis Longboat Key offer an exceptional blend of ultra-luxury living and world-class resort amenities on the pristine shores of the Gulf of Mexico. This exclusive beachfront community features exquisitely designed residences with soaring ceilings, floor-to-ceiling glass doors, and panoramic sunrise-to-sunset views. The gourmet

  Melissa Gissinger MICHAEL SAUNDERS & COMPANY

  1591 Gulf of Mexico Dr Unit 313, Longboat Key, FL 34228
• 

  /2

  $505,000 Sold Dec 15, 2025

  1945 Gulf of Mexico Dr Unit M2207, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,076 Sq Ft
  • Built 1978

  Last Sold Summary

  • 20% Below List Price
  • $469/SF
  • 139 Days On Market

  Current Estimated Value $521,604

  Last Listing Agent Harold Kaufman PREFERRED SHORE LLC

  1945 Gulf of Mexico Dr Unit M2207, Longboat Key, FL 34228
• 

  

  /91

  Est $1,979,975 Not Listed For Sale

  2165 Gulf of Mexico Dr Unit 125, Longboat Key, FL 34228

  • 3 Beds
  • 3 Baths
  • 2,485 Sq Ft
  • Built 1996

  2165 Gulf of Mexico Dr Unit 125, Longboat Key, FL 34228

  Last Sold Summary

  • 6% Below List Price
  • $845/SF
  • 127 Days On Market

  • Last Sold Price $2,100,000
  • Oct 12, 2023

  Last Listing Agent Candy Swick CANDY SWICK & COMPANY
• 

  

  /48

  $1,200,000

  • 2 Beds
  • 2 Baths
  • 1,170 Sq Ft

  7125 Gulf of Mexico Dr Unit 22, Longboat Key, FL 34228

  Experience coastal living at its finest in this beautifully remodeled beachfront condo! This stunning residence features brand new, tastefully selected furniture and a modern, elegant design throughout. Enjoy breathtaking ocean views and unforgettable sunsets from your private west-facing balcony. Perfectly positioned on the beach, this home offers the ideal blend of luxury, comfort, and seaside

  Luziele Dearaujo Realty 100

  7125 Gulf of Mexico Dr Unit 22, Longboat Key, FL 34228
• 

  

  /35

  $6,300 Per Month

  • 2 Beds
  • 2 Baths
  • 1,393 Sq Ft
  • Condo for Rent

  4825 Gulf of Mexico Dr Unit 203, Longboat Key, FL 34228

  AVAILABLE Feb - Apr 2026!!! 1 month minimum. Stunning Gulf views and incredible sunsets await you from this JUST completely renovated 2 bedroom, 2 bath condo on Longboat Key. You’ll fall in love with the contemporary soft-palette, coastal style! The open layout offers a seamless blend of kitchen, dining and living space, perfect for entertaining and relaxing. The gourmet kitchen features

  Diann Thelen GULF COAST RENTAL HOMES&CONDOS

  4825 Gulf of Mexico Dr Unit 203, Longboat Key, FL 34228
• 

  /2

  $575,000 Sold Feb 17, 2026

  755 Saint Judes Dr N, Longboat Key, FL 34228

  • 2 Beds
  • 1.5 Baths
  • 1,294 Sq Ft
  • Built 1963

  Last Sold Summary

  • 18% Below List Price
  • $444/SF
  • 141 Days On Market

  Current Estimated Value $584,346

  Last Listing Agent Ian Schmitzerle MICHAEL SAUNDERS & COMPANY

  755 Saint Judes Dr N, Longboat Key, FL 34228
• 

  

  /53

  Est $901,986 Not Listed For Sale

  Unlisted Address

  • 4 Beds
  • 2 Baths
  • 1,780 Sq Ft
  • Built 1963

  Unlisted Address

  Last Sold Summary

  • 2% Above List Price
  • $495/SF
  • 136 Days On Market

  • Last Sold Price $881,000
  • Sep 15, 2023

  Last Listing Agent Bill Anderson Michael Saunders
• 

  

  /57

  $1,495,000 Pending

  • 2 Beds
  • 3 Baths
  • 1,971 Sq Ft

  1485 Gulf of Mexico Dr Unit 110, Longboat Key, FL 34228

  Under contract-accepting backup offers. With the Gulf just beyond the terrace, this first-floor two-bedroom, three-bath residence at The Players Club offers direct beachfront living, where uninterrupted water views and the steady rhythm of the shoreline shape daily life. Updated in 2021–2022 and move-in ready, the residence spans approximately 1,971 square feet and has been redesigned to

  Bruce Myer COLDWELL BANKER REALTY

  1485 Gulf of Mexico Dr Unit 110, Longboat Key, FL 34228
• 

  

  /18

  $4,250 Per Month

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft
  • House for Rent

  6980 Poinsetta Ave, Longboat Key, FL 34228

  Tucked away in a quiet fisherman’s village on Longboat Key, this elegant one-bedroom cottage blends classic island charm with modern luxury.The bright, open living space features soaring vaulted ceilings and a sleek, contemporary kitchen. Premium comforts include high-speed internet, in-unit laundry, a reverse osmosis water filtration system, and UV air purification.Perfect for couples

  Christina Vescovo LPT REALTY, LLC

  6980 Poinsetta Ave, Longboat Key, FL 34228
• 

  /2

  $440,000 Sold Feb 02, 2026

  106 Twin Shores Blvd, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 763 Sq Ft
  • Built 1950

  Last Sold Summary

  • $577/SF
  • 0 Days On Market

  Current Estimated Value $428,870

  Last Listing Agent Kelly Fullick COLDWELL BANKER REALTY

  106 Twin Shores Blvd, Longboat Key, FL 34228
• 

  

  /63

  Est $1,393,583 Not Listed For Sale

  621 Buttonwood Dr, Longboat Key, FL 34228

  • 3 Beds
  • 3.5 Baths
  • 2,530 Sq Ft
  • Built 1967

  621 Buttonwood Dr, Longboat Key, FL 34228

  Last Sold Summary

  • 14% Below List Price
  • $642/SF
  • 27 Days On Market

  • Last Sold Price $1,625,000
  • Apr 28, 2023

  Last Listing Agent Andrew Reese COLDWELL BANKER SUNSTAR REALTY
• 

  

  /40

  $1,875,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,394 Sq Ft

  230 Sands Point Rd Unit 3703, Longboat Key, FL 34228

  Under contract-accepting backup offers. Rarely available renovated corner two bedroom at The Resort at Longboat Key Club. Full gulf views from this 7th floor vantage are enjoyed from every room and the corner position offers extra square footage with extra windows. Located behind the gates of the Longboat Key Club, owners will enjoy the coastal contemporary finishes and excellent income history.

  Ian Addy, PA MICHAEL SAUNDERS & COMPANY

  230 Sands Point Rd Unit 3703, Longboat Key, FL 34228
• 

  

  /20

  $7,000 Per Month

  • 2 Beds
  • 2 Baths
  • 1,896 Sq Ft
  • Condo for Rent

  2675 Gulf of Mexico Dr Unit 302, Longboat Key, FL 34228

  Absolutely stunning waterfront turnkey furnished rental property on Longboat Key. This unit features beautiful sunsets daily from your private balcony and there is a shared seating area facing east if you prefer sunrises. This spacious 2/2 split floor plan has been fully renovated and is tastefully furnished. The property boasts amenities such as a beachfront pool, workout room, tennis court, and

  Christian Higgins ANDRE LECLAIR PROPERTIES LLC

  2675 Gulf of Mexico Dr Unit 302, Longboat Key, FL 34228
• 

  /2

  $640,000 Sold Oct 07, 2025

  4825 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,393 Sq Ft
  • Built 1970

  Last Sold Summary

  • 8% Below List Price
  • $459/SF
  • 11 Days On Market

  Current Estimated Value $840,866

  Last Listing Agent Cindy Fischer PREMIER SOTHEBY'S INTERNATIONAL REALTY

  4825 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228
• 

  

  /61

  Est $1,221,426 Not Listed For Sale

  3115 Gulf of Mexico Dr Unit 201, Longboat Key, FL 34228

  • 3 Beds
  • 2 Baths
  • 1,465 Sq Ft
  • Built 1974

  3115 Gulf of Mexico Dr Unit 201, Longboat Key, FL 34228

  Last Sold Summary

  • 10% Below List Price
  • $922/SF
  • 1 Day On Market

  • Last Sold Price $1,350,000
  • May 02, 2023

  Last Listing Agent Sherri Mills Michael Saunders

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