Homes in ZIP Code 33036

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  /69

  $1,499,999

  • 3 Beds
  • 3 Baths
  • 1,786 Sq Ft

  126 Columbus Dr, Islamorada, FL 33036

  Florida Keys waterfront home, offered fully furnished, 1,786 SqFt living area (larger than tax roll) fully renovated 3 bedroom, 3 bath waterfront property situated in Lower Matecumbe Key with 7,500 SQ FT lot. New seawall was completed & elevated in 2021. Boaters paradise w/75FT of dockage, under 5 minute ride to open ocean + easy access to bay as well, plenty of space to install a boat lift.

  

  Jessica Wolf

  Luxe Properties, LLC.

  (786) 981-3256

  126 Columbus Dr, Islamorada, FL 33036
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  /79

  $11,500 per month

  • 4 Beds
  • 3 Baths
  • 1,800 Sq Ft
  • House for Rent

  129 Nautilus Dr, Islamorada, FL 33036

  Your White Marlin Beach seasonal rental awaits! Sleeps up to 12 guests. This charming two-story home offers a rare layout perfect for multigenerational living. Upstairs you’ll find the main living quarters, while the ground level features a private 2BD/1BA suite with its own kitchenette and entrance. Ideal for hosting guests, creating a private office, or enjoying family retreats. By mid-October,

  

  Victor Ruiz

  Move Miami, LLC.

  (305) 788-7183

  129 Nautilus Dr, Islamorada, FL 33036
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  /55

  $1,375,000 Sold May 30, 2025

  158 Iroquois Dr, Islamorada, FL 33036

  • 3 Beds
  • 3 Baths
  • 1,920 Sq Ft
  • Built 1977

  Last Sold Summary

  • 19% Below List Price
  • $716/SF
  • 210 Days On Market

  Current Estimated Value $1,388,483

  Last Listing Agent Jessica Wolf Luxe Properties, LLC.

  158 Iroquois Dr, Islamorada, FL 33036
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  /26

  Est $363,367 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 400 Sq Ft

  84961 Old Hwy Unit 9, Islamorada, FL 33036

  84961 Old Hwy Unit 9, Islamorada, FL 33036
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  /33

  $399,900 Under Contract

  • 1 Bed
  • 1.5 Baths
  • 827 Sq Ft

  79901 Overseas Hwy Unit 218, Islamorada, FL 33036

  LET'S MAKE A DEAL! Seller has just reduced this condo by $50,000. At this price, this updated 1BR/1.5BA condo is the largest one bedroom condo available for sale in the Upper Keys. Located at The Palms of Islamorada, Mile Marker 79.9, this is one of the area's premier ocean front complexes. Jump on this opportunity now. Grab this unit before someone else does. The Palms of Islamorada oceanfront

  

  Andrea (Andi) Saylor

  Paradise Florida Keys Real Estate, a Luxury Brand

  (786) 938-6229

  79901 Overseas Hwy Unit 218, Islamorada, FL 33036
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  /39

  $2,850 per month

  • 2 Beds
  • 1.5 Baths
  • 981 Sq Ft
  • Townhouse for Rent

  87465 Old Hwy Unit 224, Islamorada, FL 33036

  LONG TERM RENTAL in desirable Islamorada at Plantation By The Sea Condominiums. 6 Mos and 1 day ; 1 year; or 2 years. See below for details. Ocean front complex. During your free time lounge by the pool and gaze at the Atlantic Ocean or walk out on the long pier and catch your dinner! Wonderful two-story townhouse style condo completely furnished. Linens, dishes, pots and pans - everything,

  

  Andrea (Andi) Saylor

  Paradise Florida Keys Real Estate, a Luxury Brand

  (888) 430-3847

  87465 Old Hwy Unit 224, Islamorada, FL 33036
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  /55

  $3,210,000 Sold Jun 18, 2025

  128 W Plaza Del Sol, Islamorada, FL 33036

  • 6 Beds
  • 3.5 Baths
  • 2,843 Sq Ft
  • Built 1986

  Last Sold Summary

  • 7% Below List Price
  • $1,129/SF
  • 61 Days On Market

  Current Estimated Value $3,320,187

  Last Listing Agent Jessica Pinder

  128 W Plaza Del Sol, Islamorada, FL 33036
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  /12

  Est $269,307 Not Listed For Sale

  • 1 Bed
  • 45 Sq Ft

  96 Madeira Rd Unit 26, Islamorada, FL 33036

  96 Madeira Rd Unit 26, Islamorada, FL 33036
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  /49

  $1,790,000

  • 3 Beds
  • 3 Baths
  • 2,034 Sq Ft

  159 Iroquois Dr, Islamorada, FL 33036

  Discover island living at its finest in this beautifully remodeled 3-bedroom, 3-bath ''Florida Modern'' CBS home, ideally located in the desirable Lower Matecumbe Beach neighborhood of Islamorada.A light-filled open-concept layout seamlessly connects the living, dining, and kitchen areas--perfect for entertaining or relaxed island living. The home features three spacious bedrooms and three full

  

  Pierre Bellion

  Ocean Sotheby's International Realty

  (645) 600-8447

  159 Iroquois Dr, Islamorada, FL 33036
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  /27

  $8,759 per month

  • 6 Beds
  • 2 Baths
  • 1,400 Sq Ft
  • Condo for Rent

  87200 Overseas Hwy Unit E4, Islamorada, FL 33036

  Enjoy your 2026 winter, come immerse your body, mind, and soul in soothing waters that surround our Florida Keys paradise. Amazing sandy beaches, sunset fishing pier, new heated pool, and moderized clubhouse.Best community for fun activities! We offer as is bikes, kayaks, and many more amenities. Semi-private backyard. Sleep in 2.5 separate bedrooms, and loft. Nice bedding & towels. 2

  87200 Overseas Hwy Unit E4, Islamorada, FL 33036
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  /3

  $910,000 Sold Dec 31, 2025

  81200 Overseas Hwy Unit 7, 8, 9, Islamorada, FL 33036

  • 3 Beds
  • 3 Baths
  • 1,012 Sq Ft
  • Built 1962

  Last Sold Summary

  • $899/SF
  • 0 Days On Market

  Last Listing Agent Leslie Leopold Ocean Sotheby's International Realty

  81200 Overseas Hwy Unit 7, 8, 9, Islamorada, FL 33036
• 

  

  /23

  Est $440,444 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 978 Sq Ft

  87465 Old Hwy Unit 112, Islamorada, FL 33036

  87465 Old Hwy Unit 112, Islamorada, FL 33036
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  /30

  $350,000

  • 1 Bed
  • 1 Bath
  • 518 Sq Ft

  119 Cortez Dr Unit G5, Islamorada, FL 33036

  Islamorada South....One of the BEST kept secrets in Islamorada! This is a one bedroom, fully updated unit with a screened porch includes a GARAGE! The Spacious garage perfect for storing your weekend toys. Bring your boat! There is always space on the dock for your 25' boat. Clean your catch dockside on the cleaning table. Secured boat and trailer storage is available. It is just a short jaunt to

  

  Lorie LaLonde

  American Caribbean Real Estate, Christie's International Real Estate

  (786) 204-1822

  119 Cortez Dr Unit G5, Islamorada, FL 33036
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  /35

  $5,900 per month

  • 2 Beds
  • 2 Baths
  • Townhouse for Rent

  169 Paradise Way, Islamorada, FL 33036

  Live your vacation year-round in this ocean-front townhome offering resort-style living. This recently constructed and furnished home features two-bedrooms and two-bathrooms. The first living level includes a guest bedroom and bathroom and an open-concept kitchen and living area, while the second level is dedicated to a private primary suite with a coffee and wet bar, ideal for a morning cup of

  Jocelyn Marzella Ocean Sotheby's International Realty

  169 Paradise Way, Islamorada, FL 33036
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  /55

  $3,900,000 Sold Sep 16, 2025

  442 Palm Dr, Islamorada, FL 33036

  • 4 Beds
  • 3 Baths
  • 2,058 Sq Ft
  • Built 1977

  Last Sold Summary

  • 11% Below List Price
  • $1,895/SF
  • 179 Days On Market

  Current Estimated Value $3,912,881

  Last Listing Agent AJ Vetter Palm House Real Estate

  442 Palm Dr, Islamorada, FL 33036
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  /54

  Est $6,349,846 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 3,907 Sq Ft

  257 Tollgate Blvd, Islamorada, FL 33036

  257 Tollgate Blvd, Islamorada, FL 33036
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  /44

  $1,190,000

  • 2 Beds
  • 2 Baths
  • 1,736 Sq Ft

  87851 Old Hwy Unit M32, Islamorada, FL 33036

  Welcome to Ocean Harbour Condominiums, one of Islamorada's most sought-after addresses where tropical luxury meets Keys serenity. Built in 1989 and meticulously maintained, this gated oceanfront community is a true hidden gem boasting lush, resort-style grounds with hundreds of swaying palms and panoramic views that stretch endlessly across the caribbean blue Atlantic ocean.This 2-bedroom, 2-bath

  

  Krissy Carnahan

  Realty ONE Group Destination (ISL)

  (786) 551-1072

  87851 Old Hwy Unit M32, Islamorada, FL 33036
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  /16

  $5,500 per month

  • 2 Beds
  • 2 Baths
  • 1,016 Sq Ft
  • House for Rent

  87455 Old Hwy 229 Hwy Unit 87455, Plantation Key, FL 33036

  Beautifully maintained 2-bedroom, 2-bath townhouse-style condo located oceanside in the heart of Islamorada. This fully turn-key residence offers effortless island living—just arrive and enjoy. Featuring a newer A/C system (2022), updated appliances (2024), and fully replaced air ducts (2024) for optimal comfort and efficiency. Impact windows provide peace of mind, while electric blackout blinds

  Jose Medina Main Assets Corp

  87455 Old Hwy 229 Hwy Unit 87455, Plantation Key, FL 33036
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  /29

  $377,500 Sold Nov 20, 2025

  119 Cortez Dr Unit 1G, Islamorada, FL 33036

  • 1 Bed
  • 1 Bath
  • 518 Sq Ft
  • Built 1980

  Last Sold Summary

  • 2% Below List Price
  • $729/SF
  • 24 Days On Market

  Last Listing Agent Krissy Carnahan Realty ONE Group Destination (ISL)

  119 Cortez Dr Unit 1G, Islamorada, FL 33036
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  /2

  Est $3,151,610 Not Listed For Sale

  • 4 Beds
  • 5 Baths
  • 2,539 Sq Ft

  80639 Old Hwy Unit 203, Islamorada, FL 33036

  80639 Old Hwy Unit 203, Islamorada, FL 33036
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  /43

  $1,195,000

  • 2 Beds
  • 2 Baths
  • 1,736 Sq Ft

  87851 Old Hwy Unit M24, Islamorada, FL 33036

  Resort-style living at Ocean Harbour. 2BR/2BA oceanfront condo with sweeping Atlantic Ocean views, new kitchen appliances, impact windows/doors and a 6,000-lb boat lift. Boat slip #36 is currently leased from the Association for $100 per month. Boat ramp, trailer storage, and covered parking space included. Enjoy the luxury island lifestyle on 12 gated acres with an oceanfront pool, beach areas,

  

  Carolyn Ambler

  American Caribbean Real Estate, Christie's International Real Estate

  (786) 807-9114

  87851 Old Hwy Unit M24, Islamorada, FL 33036
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  /27

  $35,000 per month

  • 4 Beds
  • 4.5 Baths
  • 5,348 Sq Ft
  • House for Rent

  133 Severino Dr, Islamorada, FL 33036

  Experience luxury living at its finest in this completely renovated four-bedroom, four-bathroom home nestled in one of the most prestigious neighborhoods in the upper Keys. This stunning residence showcases exceptional craftsmanship by a renowned local builder, creating an extraordinary retreat where sophisticated design meets tropical paradise. The home features two separate living areas and

  Pete Riveiro The Firm Realty Group

  133 Severino Dr, Islamorada, FL 33036
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  /49

  $990,000 Sold Aug 18, 2025

  192 E Ridge Rd, Islamorada, FL 33036

  • 3 Beds
  • 2 Baths
  • 1,152 Sq Ft
  • Built 1965

  Last Sold Summary

  • 17% Below List Price
  • $859/SF
  • 251 Days On Market

  Current Estimated Value $986,429

  Last Listing Agent Pierre Bellion Ocean Sotheby's International Realty

  192 E Ridge Rd, Islamorada, FL 33036
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  /53

  Est $2,107,715 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 1,829 Sq Ft

  81906 Overseas Hwy, Islamorada, FL 33036

  81906 Overseas Hwy, Islamorada, FL 33036
• 

  

  /100

  $29,500,000

  • 6 Beds
  • 6 Baths
  • 3,104 Sq Ft

  79775 Overseas Hwy, Islamorada, FL 33036

  A once-in-a-lifetime opportunity to own one of South Florida's most iconic properties.Welcome to Tea Table Key, a breathtaking 15-acre private island estate, accessible by car or by boat, located just minutes from downtown Islamorada and directly across from the iconic Alligator Reef Lighthouse.Surrounded by vivid turquoise waters, this extraordinary sanctuary offers complete privacy and a

  

  Pierre Bellion

  Ocean Sotheby's International Realty

  (855) 951-5685

  79775 Overseas Hwy, Islamorada, FL 33036
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  /21

  $3,000 per month

  • 2 Beds
  • 3 Baths
  • Townhouse for Rent

  87200 Overseas Hwy Unit 5, Islamorada, FL 33036

  Available for annual rental only starting November 1st. Beautifully renovated and fully furnished, this 2 bedroom, 3 bath townhouse is ready to move right in. The loft has been thoughtfully set up with two twin beds, making it a great spot for extra guests. More interior photos to come!Executive Bay Club offers everything you could want - tennis courts, a pool, and a private beach with incredible

  Courtney Jeffers Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  87200 Overseas Hwy Unit 5, Islamorada, FL 33036
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  /57

  $796,200 Sold Mar 11, 2025

  88500 Overseas Hwy Unit 502, Tavernier, FL 33070

  • 3 Beds
  • 2 Baths
  • 1,567 Sq Ft
  • Built 1976

  Last Sold Summary

  • 16% Below List Price
  • $508/SF
  • 208 Days On Market

  Current Estimated Value $837,634

  Last Listing Agent Terry Canto American Caribbean Real Estate, Christie's International Real Estate

  88500 Overseas Hwy Unit 502, Tavernier, FL 33070
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  /42

  Est $2,844,828 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 3,139 Sq Ft

  80639 Old Hwy Unit 403, Islamorada, FL 33036

  80639 Old Hwy Unit 403, Islamorada, FL 33036
• 

  

  /55

  $5,999,995

  • 4 Beds
  • 4 Baths
  • 3,228 Sq Ft

  75560 Overseas Hwy, Islamorada, FL 33036

  Discover Serenity Cove: Where Privacy Meets the Ease of Keys LivingSerenity Cove is a distinctive waterfront estate that offers an exceptional blend of privacy, space, and comfort along the calm waters of Florida Bay. Set on nearly 1.75 acres stretching from the main highway to the bay, this custom designed property invites you to enjoy the easy, relaxed lifestyle that has made the Florida Keys

  

  Krissy Carnahan

  Realty ONE Group Destination (ISL)

  (786) 933-9406

  75560 Overseas Hwy, Islamorada, FL 33036
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  /32

  $5,100 per month

  • 3 Beds
  • 2 Baths
  • House for Rent

  102 Venetian Dr, Islamorada, FL 33036

  BEAUTIFUL WATER FRONT WHITE MARLIN BEACH HOME. THIS NEWLY UPDATED CBS CONSTRUCTION HOUSE HAS A PRIVATE BAY FRONT WHITE MARLIN BEACH HOME OWNER PARK DOWN THE STREET. HIGH END APPLIANCES WITH VAULTED CEILINGS, IMPACT DOORS/WINDOWS AND METAL ROOF. THE HOME FEATURES A BEAUTIFUL DOCK THROUGH THE MANGROVES WHICH CAN ACCOMMODATE A 22 FT BOAT WITH DIRECT ACESS TO THE BAY. PLEASE CONTACT LISTING AGENT FOR

  Hanler Portal Florida Realty of Miami

  102 Venetian Dr, Islamorada, FL 33036
• 

  

  /23

  $650,000 Sold Dec 30, 2025

  129 S Rd, Upper Matecumbe Key Islamorada, FL 33036

  • 2 Beds
  • 1 Bath
  • 882 Sq Ft
  • Built 1958

  Last Sold Summary

  • 27% Below List Price
  • $737/SF
  • 118 Days On Market

  Last Listing Agent Wiebke Westedt LoKation Real Estate

  129 S Rd, Upper Matecumbe Key Islamorada, FL 33036
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  /32

  Est $1,918,226 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,668 Sq Ft

  87851 Old Hwy Unit P43, Islamorada, FL 33036

  87851 Old Hwy Unit P43, Islamorada, FL 33036
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  /66

  $4,695,000

  • 8 Beds
  • 4 Baths
  • 4,681 Sq Ft

  136 San Remo Dr, Islamorada, FL 33036

  Venetian Shores, the premier waterfront community in Islamorada!!! Looking for that larger than life home, well this is it! We have an 8 bedroom, 4 baths a pool, with nearly 5,000 sq. ft. of living area. Quick access to the Atlantic Ocean and Florida Bay with in minutes via Snake Creek. What makes this location unique is the 100 foot wide, deep water canals and what make this property more unique

  

  Shane Wilson

  Cypress Realty, Inc.

  (786) 756-7611

  136 San Remo Dr, Islamorada, FL 33036
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  /41

  $5,865 per month

  • 3 Beds
  • 2 Baths
  • 1,593 Sq Ft
  • Condo for Rent

  88181 Old Hwy Unit A41, Islamorada, FL 33036

  Welcome to Sea Breeze 41, a refined island residence in the gated Coral Harbour Club. This spacious 3-bedroom, 2-bath condo offers elegant coastal living with a private 30' boat slip included (fits up to 33') Professionally decorated in a Tropical Modern style, The open-concept layout seamlessly connects the gourmet kitchen with stainless steel appliances and corian counter tops to the living,

  Steven Koleno Beycome of Florida, LLC

  88181 Old Hwy Unit A41, Islamorada, FL 33036
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  /47

  $1,400,000 Sold Feb 20, 2025

  87851 Old Hwy Unit K36, Islamorada, FL 33036

  • 3 Beds
  • 2 Baths
  • 1,813 Sq Ft
  • Built 1989

  Last Sold Summary

  • 6% Below List Price
  • $772/SF
  • 66 Days On Market

  Current Estimated Value $1,440,940

  Last Listing Agent Cynthia Hughes Ocean Sotheby's International Realty

  87851 Old Hwy Unit K36, Islamorada, FL 33036
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  /32

  Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,680 Sq Ft

  84745 Old Hwy Unit 11, Islamorada, FL 33036

  84745 Old Hwy Unit 11, Islamorada, FL 33036
• 

  

  /63

  $2,750,000

  • 4 Beds
  • 4 Baths
  • 2,478 Sq Ft

  112 Leoni Dr, Islamorada, FL 33036

  PRICE IMPROVEMENT!!! LOOKING FOR THE PREMIER DEEP WATER OCEAN/BAY ACCESS COMMUNITY? Discover the epitome of waterfront living in the exclusive community of Venetian Shores in Islamorada. Renowned for its expansive 100-foot-wide canals, this neighborhood provides unparalleled access to both the Atlantic Ocean and Florida Bay via Snake Creek--ideal for boating enthusiasts. This meticulously updated

  

  Shane Wilson

  Cypress Realty, Inc.

  (786) 882-9199

  112 Leoni Dr, Islamorada, FL 33036
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  /20

  $5,500 per month

  • 2 Beds
  • 2 Baths
  • Townhouse for Rent

  87200 Overseas Hwy Unit 1, Islamorada, FL 33036

  Prestigious Executive Bay Club corner townhouse in Islamorada. Offering 2BD/2Bth and loft. Spacious, updated & completely furnished. Beach front private community with 24 manned gate entrance, private beach to enjoy beautiful sunsets, pool, tennis courts, club house, first come first serve dock. Next door to Founder's Park offering many activities including the famous Nautical flee market. Assoc

  Isabel Ruiz Coldwell Banker Realty

  87200 Overseas Hwy Unit 1, Islamorada, FL 33036
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  /80

  $2,150,000 Sold May 20, 2025

  105 Buena Vista Ct, Islamorada, FL 33036

  • 4 Beds
  • 3 Baths
  • 2,095 Sq Ft
  • Built 1989

  Last Sold Summary

  • 25% Below List Price
  • $1,026/SF
  • 265 Days On Market

  Current Estimated Value $2,238,859

  Last Listing Agent Brett Newman Coldwell Banker Schmitt Islamorada

  105 Buena Vista Ct, Islamorada, FL 33036
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  /28

  Not Listed For Sale

  130 Overseas Hwy, Islamorada, FL 33036

  130 Overseas Hwy, Islamorada, FL 33036

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