Longboat Key, FL Homes

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  /19

  $995,000

  • Land
  • 13,068 Sq Ft
  • $3,316,667 per Acre

  591 Russell St, Longboat Key, FL 34228

  Village of Longbeach — A Rare Canvas on Longboat Key's North EndTucked into the historic Village of Longbeach, this oversized 13,242 sq ft corner lot is a quiet invitation to build something lasting. Cleared and ready, it offers the rare chance to shape a custom coastal estate, a modern island retreat, or a thoughtful investment in one of Longboat Key's most storied neighborhoods.This is

  

  Darcie Duncan

  DUNCAN REAL ESTATE, INC.

  591 Russell St, Longboat Key, FL 34228
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  /79

  $13,000 Per Month

  • 2 Beds
  • 2 Baths
  • 1,260 Sq Ft
  • Condo for Rent

  609 Bayport Way Unit 609, Longboat Key, FL 34228

  ELEGANTLY PRESENTED! This bright and spacious property located just steps away from a private deeded beach is perfect for those who appreciate easy access to sun and sand. This residence boasts modern features and well-thought-out design, making it an ideal retreat for relaxation and comfort.The living area is characterized by an open layout that seamlessly connects to the kitchen,

  

  Antonietta Car

  KELLER WILLIAMS SUBURBAN TAMPA

  609 Bayport Way Unit 609, Longboat Key, FL 34228
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  /2

  $625,000

  Sold Jun 03, 2026

  5757 Gulf of Mexico Dr Unit 115, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,561 Sq Ft
  • Built 1975

  Last Sold Summary

  • 12% Below List Price
  • $400/SF
  • 56 Days On Market

  Current Estimated Value $708,504

  Last Listing Agent Ian Addy, PA MICHAEL SAUNDERS & COMPANY

  5757 Gulf of Mexico Dr Unit 115, Longboat Key, FL 34228
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  /2

  Est $2,535,277

  Not Listed For Sale

  3365 Bayou Gate, Longboat Key, FL 34228

  • 4 Beds
  • 4.5 Baths
  • 3,528 Sq Ft
  • Built 2013

  3365 Bayou Gate, Longboat Key, FL 34228

  Last Sold Summary

  • 0 Days On Market
• 

  

  

  /50

  $530,000

  • 2 Beds
  • 1.5 Baths
  • 1,008 Sq Ft

  597 Sutton Place, Longboat Key, FL 34228

  Experience the best of Longboat Key living at Sutton Place, ideally positioned mid-island with convenient access to both Sarasota Bay and the Gulf of Mexico. Enjoy deeded beach access just moments away—perfect for daily beach outings, sunset walks, and the pristine Gulf shoreline.Active living comes naturally here. Bike to Bayfront Park for pickleball or tennis, or visit the nearby dog parks

  

  Simone Schaerf

  MICHAEL SAUNDERS & COMPANY

  597 Sutton Place, Longboat Key, FL 34228
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  /39

  $14,000 Per Month

  • 3 Beds
  • 2 Baths
  • 1,675 Sq Ft
  • Condo for Rent

  5611 Gulf of Mexico Dr Unit 1, Longboat Key, FL 34228

  DIRECTLY on the GULF. WITH PRIVATE BEACH .Be Prepared for style, relaxation and Longboat luxury. This stunning boutique condominium renovated in 2024 and located on Longboat Key's Gulf of Mexico Beach. Its newly designed layout emphasizes the magnificent ocean view throughout its open floor plan that is visible from the time you walk in the door, through the beautiful dining area, upscale

  

  William Glade

  WILLIAM GLADE LIC. REAL ESTATE BROKER

  5611 Gulf of Mexico Dr Unit 1, Longboat Key, FL 34228
• 

  /2

  $385,000

  Sold Nov 20, 2025

  556 Spanish Dr N Unit 154, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,393 Sq Ft
  • Built 1969

  Last Sold Summary

  • $276/SF

  Current Estimated Value $403,475

  Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

  556 Spanish Dr N Unit 154, Longboat Key, FL 34228
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  /20

  Not Listed For Sale

  2600 Harbourside Dr Unit C-2324, Longboat Key, FL 34228

  • Studio

  2600 Harbourside Dr Unit C-2324, Longboat Key, FL 34228

  Last Sold Summary

  • 8 Days On Market
• 

  

  /54

  $845,000

  $105K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,242 Sq Ft

  651 Jungle Queen Way, Longboat Key, FL 34228

  PRICE IMPROVEMENT!! Canal-front 3-bedroom, 2-bath home with an attached 1-bedroom, 1-bath apartment above the garage with private entrance, offering 2,242 square feet of total living space. The property has completed remediation and is ready to be rebuilt to suit your needs. Features include high ceilings, a 2-car garage, and a generous 1⁄4-acre lot. Canal offers direct access to Sarasota Bay

  

  Lori Campbell

  ALLEGIANT REAL ESTATE GROUP

  651 Jungle Queen Way, Longboat Key, FL 34228
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  /60

  $6,000 Per Month

  • 2 Beds
  • 2 Baths
  • 1,456 Sq Ft
  • Condo for Rent

  805 Bayport Way Unit 805, Longboat Key, FL 34228

  Pleasantly perfect! This spacious well appointed 2 bedroom, 2 bathroom condo is fully furnished, so just bring your beach gear and move right in. Bayport Beach and Tennis Club offers a wonderful pristine private beach exclusive for your enjoyment, with Intracoastal Bay Access. Tim Seibert, designer of Bayport, sought to create private villas surrounded by lush landscaped tropical gardens, and he

  

  Antonietta Car

  KELLER WILLIAMS SUBURBAN TAMPA

  805 Bayport Way Unit 805, Longboat Key, FL 34228
• 

  /2

  $917,000

  Sold May 21, 2026

  5125 Gulf of Mexico Dr Unit 7, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 961 Sq Ft
  • Built 1983

  Last Sold Summary

  • 91% Below List Price
  • $954/SF
  • 164 Days On Market

  Current Estimated Value $942,777

  Last Listing Agent Patrick Brogley KELLER WILLIAMS ON THE WATER S

  5125 Gulf of Mexico Dr Unit 7, Longboat Key, FL 34228
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  /2

  Not Listed For Sale

  230 Sands Point Rd Unit 3505, Longboat Key, FL 34228

  • 1 Bed
  • 1 Bath
  • 634 Sq Ft
  • Built 1982

  230 Sands Point Rd Unit 3505, Longboat Key, FL 34228

  Last Sold Summary

  • 41 Days On Market
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  /37

  $799,000

  • Land
  • 6,534 Sq Ft
  • $5,326,667 per Acre

  766 Saint Judes Dr N, Longboat Key, FL 34228

  The Ultimate Boater's Foundation! Rare Canal-Front Lot with Twin Lifts & New Seawall! This prime, cleared canal-front lot offers the most turn-key building opportunity on Longboat Key. While other buyers are stuck in the permitting phase for marine infrastructure, this one already has it complete and you can dock your fleet on day one. Unmatched Infrastructure Value:• Brand New Seawall: 100

  

  Nikki Spirakis

  BRG REAL ESTATE INC

  766 Saint Judes Dr N, Longboat Key, FL 34228
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  /68

  $6,000 Per Month

  • 2 Beds
  • 2 Baths
  • 1,260 Sq Ft
  • Condo for Rent

  720 Bayport Way Unit 720, Longboat Key, FL 34228

  Bright and Spacious! This lovely 2 bedroom, 2 bathroom furnished condominium is nestled comfortably in a lush tropical setting with a spacious eat-in kitchen that is open to the living area. Elegantly furnished in a natural color pallet. The master suite is tastefully decorated, with a built in vanity, double sinks and his and her closets. It also features a small alcove with a desk with access

  

  Antonietta Car

  KELLER WILLIAMS SUBURBAN TAMPA

  720 Bayport Way Unit 720, Longboat Key, FL 34228
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  /2

  $3,075,000

  Sold Mar 02, 2026

  5382 Sandhamn Place, Longboat Key, FL 34228

  • 4 Beds
  • 3.5 Baths
  • 3,330 Sq Ft
  • Built 1996

  Last Sold Summary

  • 5% Below List Price
  • $923/SF
  • 15 Days On Market

  Current Estimated Value $3,108,347

  Last Listing Agent Nora Johnson MICHAEL SAUNDERS & COMPANY

  5382 Sandhamn Place, Longboat Key, FL 34228
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  /30

  Est $1,104,382

  Not Listed For Sale

  1125 Gulf of Mexico Dr Unit 401, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,172 Sq Ft
  • Built 1979

  1125 Gulf of Mexico Dr Unit 401, Longboat Key, FL 34228

  Last Sold Summary

  • 0 Days On Market
• 

  

  /51

  $1,025,000

  $70K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,175 Sq Ft

  4485 Gulf of Mexico Dr Unit 804, Longboat Key, FL 34228

  Renovated direct Gulf-front 2BR/2BA on Longboat Key. End-unit 8th-floor condo at The Arbomar, panoramic sunset views, pets allowed, hurricane-protected. For buyers seeking a move-in-ready beachfront residence on Longboat Key, this renovated direct Gulf-front end unit at The Arbomar delivers updated condition and views that don't quit. The 8th-floor 2-bedroom, 2-bath floor plan offers 1,175 square

  

  Julie Larson

  WHITE SANDS REALTY GROUP FL

  4485 Gulf of Mexico Dr Unit 804, Longboat Key, FL 34228
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  /57

  $10,000 Per Month

  • 2 Beds
  • 2 Baths
  • 1,456 Sq Ft
  • Condo for Rent

  519 Bayport Way Unit 519, Longboat Key, FL 34228

  Seasonal rental in Bayport Beach and Tennis Club which is a beautiful, established, award-winning, amenity-rich community with immediate access to a peaceful private beach that continues in both directions for miles along the Gulf of Mexico shore. The complex includes a large pool surrounded by flowering trees, four immaculately maintained clay tennis courts, fitness center, a large clubhouse,

  

  Antonietta Car

  KELLER WILLIAMS SUBURBAN TAMPA

  519 Bayport Way Unit 519, Longboat Key, FL 34228
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  /2

  $1,550,000

  Sold Mar 09, 2026

  3060 Grand Bay Blvd Unit 182, Longboat Key, FL 34228

  • 2 Beds
  • 3.5 Baths
  • 2,143 Sq Ft
  • Built 1994

  Last Sold Summary

  • 14% Below List Price
  • $723/SF
  • 106 Days On Market

  Current Estimated Value $1,559,986

  Last Listing Agent Ryan Ackerman COLDWELL BANKER REALTY

  3060 Grand Bay Blvd Unit 182, Longboat Key, FL 34228
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  /69

  Not Listed For Sale

  3750 Gulf of Mexico Dr, Longboat Key, FL 34228

  • 6 Beds
  • 4.5 Baths
  • 3,470 Sq Ft
  • Built 1950

  3750 Gulf of Mexico Dr, Longboat Key, FL 34228

  Last Sold Summary

  • 123 Days On Market
• 

  

  /53

  $289,900

  $8K PRICE DROP Pending

  • 2 Beds
  • 2 Baths
  • 800 Sq Ft

  3740 Gulf of Mexico Dr Unit 5-A, Longboat Key, FL 34228

  Longboat Key Living! Enjoy the private beach directly across the street! 2 bedroom 2 bath home located in Twin Shores Beach & Marina Community. Island life is waiting for you. This home offers updated granite counters in the kitchen, 2 updated bathrooms and ample living space. The living/ Dining room combo is large enough to entertain your friends, family and neighbors. Enjoy some of the best

  

  Jill Young

  CENTURY 21 INTEGRA

  3740 Gulf of Mexico Dr Unit 5-A, Longboat Key, FL 34228
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  /54

  $6,000 Per Month

  • 2 Beds
  • 2 Baths
  • 1,260 Sq Ft
  • Condo for Rent

  517 Bayport Way Unit 517, Longboat Key, FL 34228

  Gorgeous Inside! Furnished Rental at the exceptional Bayport Beach and Tennis Club. Single story end unit with private entrance. Very Private screened lanai and patio area. Amenities abound at this beautifully landscaped Beach and Tennis Club. Four professional quality Hart-Tru Clay Courts with ball machine, Junior Olympic (heated) swimming pool, ping pong table, bocce ball court, fitness center

  

  Antonietta Car

  KELLER WILLIAMS SUBURBAN TAMPA

  517 Bayport Way Unit 517, Longboat Key, FL 34228
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  /2

  $357,000

  Sold Jul 09, 2025

  4420 Exeter Dr Unit 104, Longboat Key, FL 34228

  • 1 Bed
  • 1 Bath
  • 837 Sq Ft
  • Built 1970

  Last Sold Summary

  • 7% Below List Price
  • $427/SF
  • 26 Days On Market

  Current Estimated Value $384,567

  Last Listing Agent Malihe Karimi MICHAEL SAUNDERS & COMPANY

  4420 Exeter Dr Unit 104, Longboat Key, FL 34228
• 

  

  /57

  Est $4,009,518

  Not Listed For Sale

  4995 Gulf of Mexico Dr Unit 502, Longboat Key, FL 34228

  • 3 Beds
  • 3.5 Baths
  • 3,319 Sq Ft
  • Built 2007

  4995 Gulf of Mexico Dr Unit 502, Longboat Key, FL 34228

  Last Sold Summary

  • 0 Days On Market
• 

  

  /51

  $1,050,000

  • 2 Beds
  • 2 Baths
  • 1,346 Sq Ft

  834 Jungle Queen Way, Longboat Key, FL 34228

  One or more photo(s) has been virtually staged. Situated on an expansive 11,250-square-foot lot, this property offers the perfect canvas to either remodel the existing home into a modern retreat or design a custom coastal estate from the ground up. The oversized lot provides ample room to create a private outdoor oasis, complete with a large pool, while enjoying a deep-water dock that is just

  

  Joey Hutchinson

  DUNCAN REAL ESTATE, INC.

  834 Jungle Queen Way, Longboat Key, FL 34228
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  /40

  $10,500 Per Month

  • 2 Beds
  • 2 Baths
  • 1,514 Sq Ft
  • Condo for Rent

  615 Dream Island Place Unit 201, Longboat Key, FL 34228

  BRING YOUR BOAT, deeded private boat slip that accommodates up to a 60 ft boat INCLUDED! Picturesque Waterview of Sarasota Bay and easy access by boat to the Gulf. Recently renovated with high end appliances, finishes and designer furniture. The Harbor Villa Club Complex consists of 38 condos in a 3-story plus pool, spa, community boat ramp, kayak launch/storage, 3 tennis/pickle ball courts,

  

  William Glade

  WILLIAM GLADE LIC. REAL ESTATE BROKER

  615 Dream Island Place Unit 201, Longboat Key, FL 34228
• 

  /2

  $590,000

  Sold Mar 06, 2026

  2089 Gulf of Mexico Dr Unit G1104, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,257 Sq Ft
  • Built 1974

  Last Sold Summary

  • 9% Below List Price
  • $469/SF
  • 7 Days On Market

  Current Estimated Value $611,148

  Last Listing Agent Michael Renick MANGROVE REALTY ASSOCIATES

  2089 Gulf of Mexico Dr Unit G1104, Longboat Key, FL 34228
• 

  

  /88

  Est $675,221

  Not Listed For Sale

  5260 Gulf of Mexico Dr Unit 404, Longboat Key, FL 34228

  • 3 Beds
  • 3 Baths
  • 1,453 Sq Ft
  • Built 1974

  5260 Gulf of Mexico Dr Unit 404, Longboat Key, FL 34228

  Last Sold Summary

  • 49 Days On Market
• 

  

  /88

  $1,899,000

  • 4 Beds
  • 2.5 Baths
  • 3,009 Sq Ft

  3040 Gulf of Mexico Dr Unit 3, Longboat Key, FL 34228

  Welcome to island living on Longboat Key, one of Sarasota's premier barrier island destinations. In Triton Cove, this coastal residence offers direct Gulf Beach access across the street and a lifestyle designed for boating, seasonal use or year-round living along Florida's Gulf Coast. Enjoy nightly sunsets along Gulf of Mexico Drive or experience world-class dining and shopping on nearby St.

  

  The Frank Lambert Team

  PREMIER SOTHEBY'S INTERNATIONAL REALTY

  3040 Gulf of Mexico Dr Unit 3, Longboat Key, FL 34228
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  /61

  $9,000 Per Month

  • 2 Beds
  • 2 Baths
  • 1,458 Sq Ft
  • Condo for Rent

  601 Longboat Club Rd Unit 902S, Longboat Key, FL 34228

  Your winter on the Gulf begins here. This is a rare opportunity to enjoy direct Gulf front living in a fully furnished seasonal residence, available January through March 2027. Tucked behind the private gates of Longboat Key, this premium condo blends the ease of coastal condo living with the comfort of generous, well-designed interiors. Mornings begin with soft sunrise views over the golf course

  

  Irma Scherer

  COMPASS FLORIDA LLC

  601 Longboat Club Rd Unit 902S, Longboat Key, FL 34228
• 

  /2

  $537,500

  Sold Nov 05, 2025

  4800 Gulf of Mexico Dr Unit PH3, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,312 Sq Ft
  • Built 1975

  Last Sold Summary

  • $410/SF

  Current Estimated Value $565,457

  Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

  4800 Gulf of Mexico Dr Unit PH3, Longboat Key, FL 34228
• 

  

  /24

  Est $1,027,959

  Not Listed For Sale

  628 Lyons Ln, Longboat Key, FL 34228

  628 Lyons Ln, Longboat Key, FL 34228

  Last Sold Summary

  • 101 Days On Market
• 

  

  /35

  $938,500

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

  350 Gulf of Mexico Dr Unit 211, Longboat Key, FL 34228

  Experience resort-style living at Tangerine Bay Club, a gated sanctuary on the desirable south end of Longboat Key. This impeccably maintained end-unit residence offers 2,400 square feet of refined living space with lush Sarasota Bay views and unmatched proximity to the area’s top attractions. Minutes to St. Armands Circle, downtown Sarasota, and steps to Dry Dock Marina and Restaurant. No

  

  Judy Kepecz-Hays

  COLDWELL BANKER REALTY

  350 Gulf of Mexico Dr Unit 211, Longboat Key, FL 34228
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  /64

  $11,500 Per Month

  • 2 Beds
  • 2 Baths
  • 1,531 Sq Ft
  • Condo for Rent

  724 Bayport Way Unit 724, Longboat Key, FL 34228

  STUNNING GULF VIEWS! Enjoy the sparkling glimmer of the morning waters and picturesque sunsets from almost every room. This meticulously maintained 2 bedroom, 2 bathroom furnished condominium features an open concept floor plan with expansive Living/Dining/Kitchen area. The generous size primary bedroom with adjoining bathroom includes a double vanity, separate shower, a walk-in closet and a

  

  Antonietta Car

  KELLER WILLIAMS SUBURBAN TAMPA

  724 Bayport Way Unit 724, Longboat Key, FL 34228
• 

  /2

  $3,950,000

  Sold Apr 27, 2026

  610 Yardarm Ln, Longboat Key, FL 34228

  • 4 Beds
  • 4.5 Baths
  • 4,138 Sq Ft
  • Built 2003

  Last Sold Summary

  • 16% Below List Price
  • $955/SF
  • 107 Days On Market

  Current Estimated Value $3,956,303

  Last Listing Agent Nicholle McKiernan COLDWELL BANKER REALTY

  610 Yardarm Ln, Longboat Key, FL 34228
• 

  

  /17

  Est $193,895

  Not Listed For Sale

  2600 Harbourside Dr Unit G-2, Longboat Key, FL 34228

  • Studio
  • 800 Sq Ft
  • Built 1983

  2600 Harbourside Dr Unit G-2, Longboat Key, FL 34228

  Last Sold Summary

  • 391 Days On Market
• 

  

  /36

  $3,699,999

  $1M PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,173 Sq Ft

  2819 Gulf of Mexico Dr, Longboat Key, FL 34228

  BEACH FRONT OPPORTUNITY on Longboat Key! Rare chance to own DIRECT GULF FRONT property on the coveted south end of Longboat Key in Sarasota county. This charming, 1955 beach cottage sustained significant hurricane damage and is now being sold AS-IS for land value only. No HOA fees! Build your dream coastal retreat on this prime GULF-front lot and enjoy breathtaking sunsets, white-sand beaches-

  

  Jenn Flanders

  SERHANT

  2819 Gulf of Mexico Dr, Longboat Key, FL 34228
• 

  

  /57

  $25,500 Per Month

  • 3 Beds
  • 3.5 Baths
  • 2,940 Sq Ft
  • Condo for Rent

  1511 Gulf of Mexico Dr Unit 201, Longboat Key, FL 34228

  Offered at $25,500 per month for 3 months in 2027! - Come be on the beach! Rarely available on the south end of Longboat Key, a 3 bedroom + den, 3 1/2 bath DIRECT Beachfront 3-month (90 days total) rental is now available for this coming 2027 winter and spring season. This large 2940 +/- sq ft beachfront retreat is situated on the south side of this building which offers stunning 180-degree beach

  Carol Aviles MICHAEL SAUNDERS & COMPANY

  1511 Gulf of Mexico Dr Unit 201, Longboat Key, FL 34228
• 

  /2

  $2,175,000

  Sold May 07, 2026

  513 Outrigger Ln, Longboat Key, FL 34228

  • 4 Beds
  • 3 Baths
  • 2,162 Sq Ft
  • Built 1963

  Last Sold Summary

  • 1% Below List Price
  • $1,006/SF
  • 5 Days On Market

  Current Estimated Value $2,149,416

  Last Listing Agent Bruce Myer COLDWELL BANKER REALTY

  513 Outrigger Ln, Longboat Key, FL 34228
• 

  /2

  Est $1,074,863

  Not Listed For Sale

  1125 Gulf of Mexico Dr Unit 402, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,392 Sq Ft
  • Built 1979

  1125 Gulf of Mexico Dr Unit 402, Longboat Key, FL 34228

  Last Sold Summary

  • 94 Days On Market

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