Homes in ZIP Code 34786

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  /3

  $1,172,945

  New Construction

  • 5 Beds
  • 3.5 Baths
  • 3,764 Sq Ft

  Deerfield Plan at Palms at Windermere, Windermere, FL 34786

  The Deerfield floorplan is a spacious two-story home designed for growing families, featuring 5 bedrooms and 3.5 bathrooms. This layout offers an ideal combination of private retreats and open gathering spaces. The first floor includes the primary bedroom suite, complete with a luxurious bathroom and walk-in closet, a separate study perfect for working from home, and an expansive great room

  Dream Finders Homes Builder

  14207 Crest Palm Ave Unit 36467792, Windermere, FL 34786
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  /12

  $2,300 Per Month

  • 2 Beds
  • 2.5 Baths
  • 1,311 Sq Ft
  • Townhouse for Rent

  12543 Cruxbury Dr, Windermere, FL 34786

  A truly magnificent townhome in Windermere, just minutes from Walt Disney World. The solid home design includes concrete block construction on all four walls on the first floor to help insure the minimal energy transfer and the maximum soundproofing. Inside this bright and open layout allows for easy gathering as all common areas join together, living room, kitchen, and breakfast nook, with built

  Caroline Perotti BELLA VIEW REALTY LLC

  12543 Cruxbury Dr, Windermere, FL 34786
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  /2

  $2,583,750

  Sold Aug 27, 2026

  10870 Bayshore Dr, Windermere, FL 34786

  • 4 Beds
  • 5 Baths
  • 4,693 Sq Ft
  • Built 1999

  Last Sold Summary

  • 22% Below List Price
  • $551/SF
  • 153 Days On Market

  Current Estimated Value $2,799,022

  Last Listing Agent Christopher Christensen ONE LUXURY INTERNATIONAL LLC

  10870 Bayshore Dr, Windermere, FL 34786
• 

  

  /2

  Est $443,248

  Not Listed For Sale

  11420 Center Lake Dr, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 1,881 Sq Ft
  • Built 2014

  11420 Center Lake Dr, Windermere, FL 34786

  Last Sold Summary

  • 9 Days On Market

  Last Listing Agent Millie Brockmeyer RE/MAX INNOVATION
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  /11

  $825,000

  $173K PRICE DROP

  • Land
  • 1.07 Acres
  • $771,028 per Acre

  13125 Filly Ct, Lake Butler, FL 34786

  A Once In A Lifetime Opportunity to build your dream home in the heart of Windermere within a Private, Equestrian-Friendly Community * The Farms in Windermere consists of 14 larger than 1 Acre Homesites * Flanked by nearly 11 acres of Fully Fenced and Manicured Pasture and Riding Field, Stables, 2 Spring Fed Ponds and Towering Oaks providing shade for the Lucky Horses that make The Farms their

  Darrell Nunnelley VINTAGE REALTY GROUP LLC

  13125 Filly Ct, Lake Butler, FL 34786
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  /66

  $3,500 Per Month

  • 4 Beds
  • 3 Baths
  • 2,812 Sq Ft
  • House for Rent

  9072 Overlook Pass Dr, Windermere, FL 34786

  Welcome to this freshly updated, move-in-ready 4-bedroom, 3-bathroom home in the highly desired Windermere Trails community! The entire interior freshly painted, featuring rich wood flooring on the main level, a spacious downstairs bedroom, and a full bath with a walk-in shower perfect for guests or multi-generational living. Upstairs, you'll find a massive loft with ample lighting alongside a

  Ravichandra Sathari Mallikarjuna FLORIDA REALTY INVESTMENTS

  9072 Overlook Pass Dr, Windermere, FL 34786
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  /2

  $960,000

  Sold Feb 23, 2026

  11550 Delwick Dr, Windermere, FL 34786

  • 5 Beds
  • 3 Baths
  • 2,843 Sq Ft
  • Built 2004

  Last Sold Summary

  • 4% Below List Price
  • $338/SF
  • 6 Days On Market

  Current Estimated Value $959,351

  Last Listing Agent Constantino Trimarcchi TRIMARCHI REALTY CORP

  11550 Delwick Dr, Windermere, FL 34786
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  /2

  Est $418,685

  Not Listed For Sale

  11213 Grander Dr, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 1,884 Sq Ft
  • Built 2013

  11213 Grander Dr, Windermere, FL 34786

  Last Sold Summary

  • 55 Days On Market

  Last Listing Agent Farzana Zalil CHARLES RUTENBERG REALTY ORLANDO
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  /20

  $519,000

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,085 Sq Ft

  4844 Flint Rd, Windermere, FL 34786

  Don’t miss the opportunity to make this beautiful home in the highly sought-after Summerport community your own! Known for its A-rated schools, picturesque surroundings, and outstanding amenities. This well-maintained 3-bedroom, 2-bath home features a versatile office/den, offering flexible space to accommodate a home office, or guest room. The home features vinyl flooring throughout with no

  Kim Lam CORCORAN PREMIER REALTY

  4844 Flint Rd, Windermere, FL 34786
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  /18

  $3,195 Per Month

  • 4 Beds
  • 3 Baths
  • 2,686 Sq Ft
  • House for Rent

  8631 Greenbank Blvd, Windermere, FL 34786

  Very nice 2 story home in gated community near Disney employee parking in Windermere, Fl. Spacious formal family and formal dining area on first floor. Carpeting on stairway and throughout second floor. Large master bedroom and luxury primary bath with separate shower and garden tub.

  Joe Thomas CLASSIC 1 REALTY INC

  8631 Greenbank Blvd, Windermere, FL 34786
• 

  /2

  $460,000

  Sold Dec 01, 2025

  7673 Ripplepointe Way, Windermere, FL 34786

  • 4 Beds
  • 3 Baths
  • 2,212 Sq Ft
  • Built 2015

  Last Sold Summary

  • 2% Below List Price
  • $208/SF
  • 19 Days On Market

  Current Estimated Value $513,080

  Last Listing Agent Mahmoud Mango DALTON WADE INC

  7673 Ripplepointe Way, Windermere, FL 34786
• 

  /2

  Est $1,145,667

  Not Listed For Sale

  14378 Crest Palm Ave, Windermere, FL 34786

  • 6 Beds
  • 4 Baths
  • 4,222 Sq Ft
  • Built 2025

  14378 Crest Palm Ave, Windermere, FL 34786

  Last Sold Summary

  • 0 Days On Market

  Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC
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  /41

  $554,555

  $20K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,798 Sq Ft

  9319 Woodbreeze Blvd, Windermere, FL 34786

  WONDERFUL WINDERMERE 4 BED/ 2 BATH HOME LOCATED IN THE CHARMING COMMUNITY OF SILVER WOODS. The moment you drive up to this home you are greeted by low maintence landscaping, paver driveway and a unique courtyard entry which makes this home standout. The courtyard is a perfect space to spend the evenings or start your mornings. Sliders from the kitchen lead onto the courtyard. Upon entering you

  Steven Looper CHARLES RUTENBERG REALTY ORLANDO

  9319 Woodbreeze Blvd, Windermere, FL 34786
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  /26

  $2,750 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,644 Sq Ft
  • Townhouse for Rent

  8470 Iron Mountain Trail, Windermere, FL 34786

  AVAILABLE NOW! Welcome to this spacious and beautifully maintained 3-bedroom, 2.5-bath townhome in the highly desirable Windermere Trails community. Offering 1,644 sq. ft. of living space, this two-story home features NO CARPET THROUGHOUT, a modern kitchen with 42" cabinets, granite countertops, stainless steel appliances, and a large island overlooking the open-concept living and dining areas.

  Francis Acosta LPT REALTY, LLC

  8470 Iron Mountain Trail, Windermere, FL 34786
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  /2

  $6,000,000

  Sold May 06, 2026

  1002 Down Reserve Ct, Windermere, FL 34786

  • 6 Beds
  • 5.5 Baths
  • 6,706 Sq Ft
  • Built 2021

  Last Sold Summary

  • 13% Below List Price
  • $895/SF
  • 42 Days On Market

  Current Estimated Value $5,954,226

  Last Listing Agent Jennifer Paiano Olmeda WRA BUSINESS & REAL ESTATE

  1002 Down Reserve Ct, Windermere, FL 34786
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  /2

  Not Listed For Sale

  0 Westover Roberts Rd Unit MFRO6286777, Windermere, FL 34786

  0 Westover Roberts Rd Unit MFRO6286777, Windermere, FL 34786

  Last Sold Summary

  • 6 Days On Market

  Last Listing Agent Christopher Lyons AGILE GROUP REALTY
• 

  

  /22

  $641,681

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,714 Sq Ft

  13325 Lush Lime Aly, Windermere, FL 34786

  Enjoy convenient, low-maintenance living in this two-story townhome featuring a private paver courtyard and two-car garage, perfectly located in the heart of Windermere. Designed for both comfort and functionality, this home offers a smart layout ideal for everyday living and entertaining. Interior finishes reflect the AW Collection Serene with upgrades including 42 kitchen cabinets, quartz

  Ashton Woods Builder

  13325 Lush Lime Aly, Windermere, FL 34786
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  /37

  $2,000 Per Month

  • 2 Beds
  • 2 Baths
  • 1,161 Sq Ft
  • Condo for Rent

  8156 Boat Hook Loop Unit 602, Windermere, FL 34786

  Welcome to this spacious 2-bedroom, 2-bathroom first-floor condo in the highly desirable Lakeside at Lakes of Windermere community! Designed with comfort and privacy in mind, this split floor plan offers two oversized primary suites, each with its own full bathroom—perfect for roommates, guests, or a home office setup.Inside, you'll find a well-appointed kitchen featuring stainless steel

  Hector Leon LPT REALTY, LLC

  8156 Boat Hook Loop Unit 602, Windermere, FL 34786
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  /2

  $1,300,000

  Sold Aug 18, 2026

  11537 Claymont Cir, Windermere, FL 34786

  • 5 Beds
  • 4 Baths
  • 3,164 Sq Ft
  • Built 2002

  Last Sold Summary

  • 7% Below List Price
  • $411/SF
  • 95 Days On Market

  Current Estimated Value $1,334,879

  Last Listing Agent Julie Bettosini STOCKWORTH REALTY GROUP

  11537 Claymont Cir, Windermere, FL 34786
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  /2

  Est $446,276

  Not Listed For Sale

  13727 Bressler Aly, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 2,001 Sq Ft
  • Built 2019

  13727 Bressler Aly, Windermere, FL 34786

  Last Sold Summary

  • 86 Days On Market

  Last Listing Agent Nicholas Vaseloff PRIMEFIT PROPERTIES LLC
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  /33

  $2,299,000

  $96K PRICE DROP

  • 5 Beds
  • 5.5 Baths
  • 4,094 Sq Ft

  11113 Lake Butler Blvd, Windermere, FL 34786

  Welcome to this beautiful, unique, and modern luxury home, built in 2023 and nestled on a generously sized, secluded lot in the highly sought-after and exclusive City of Windermere.Known for its lush natural landscapes, scenic trails, recreation parks, charming local shops, restaurants, beautiful lakes, top-rated schools, and exceptional quality of life, Windermere offers a truly

  Stella Freeman QUATTRO R E SOLUTIONS LLC

  11113 Lake Butler Blvd, Windermere, FL 34786
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  /27

  $3,000 Per Month

  • 1 Bed
  • 2 Baths
  • 1,000 Sq Ft
  • House for Rent

  5028 Autumn Ridge Ln, Windermere, FL 34786

  Fully Furnished Windermere Casita | 1BR/2BA + Den | 3–6 Month RentalBeautifully furnished and private casita nestled in a peaceful, secluded neighborhood surrounded by a forest of 33 mature pine trees and serene nature views. Maximum occupancy is 2 people. The light-filled interior features 3 skylights, leather couches with electric recliners, electric fireplace, 2 new smart TVs, a peaceful

  Joyce Teixeira THE OUTLIER GROUP

  5028 Autumn Ridge Ln, Windermere, FL 34786
• 

  /2

  $840,000

  Sold Oct 17, 2025

  4509 Indian Deer Rd, Windermere, FL 34786

  • 4 Beds
  • 3 Baths
  • 2,412 Sq Ft
  • Built 2006

  Last Sold Summary

  • 1% Below List Price
  • $348/SF
  • 10 Days On Market

  Current Estimated Value $821,439

  Last Listing Agent Clementine Costantini KELLER WILLIAMS REALTY AT THE LAKES

  4509 Indian Deer Rd, Windermere, FL 34786
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  /2

  Est $1,801,063

  Not Listed For Sale

  11856 Vinci Dr, Windermere, FL 34786

  • 5 Beds
  • 4.5 Baths
  • 3,680 Sq Ft
  • Built 2011

  11856 Vinci Dr, Windermere, FL 34786

  Last Sold Summary

  • 108 Days On Market

  Last Listing Agent Oscar Rodriguez B LIVE COMMERCIAL AND RESIDENT
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  /81

  $4,778,000

  $711K PRICE DROP

  • 6 Beds
  • 9 Baths
  • 8,305 Sq Ft

  9721 Carillon Park Dr, Windermere, FL 34786

  Welcome to 9721 Carillon Park Dr, Windermere, FL 34786, a stunning estate inside the guard-gated community of Keene’s Pointe.This extraordinary residence offers 8,305 square feet of luxury living space with refined architectural details, elegant wood beams, and designer finishes throughout.MAIN FEATURES:• Five bedrooms plus DETACHED GUEST HOUSE and OFFICE— providing exceptional

  Dianna Desboyaux DOUGLAS ELLIMAN

  9721 Carillon Park Dr, Windermere, FL 34786
• 

  

  /91

  $9,990 Per Month

  • 4 Beds
  • 3 Baths
  • 2,737 Sq Ft
  • House for Rent

  10355 Trout Rd, Orlando, FL 32836

  Exceptional single-story lakefront residence on 1.57 acres of beautifully landscaped, mature grounds offering privacy, exclusivity, and breathtaking water views. This home features custom finishes throughout, including wood beam ceilings, personalized flooring, and seamless indoor-outdoor living with expansive glass doors connecting the living, dining, and kitchen areas. The chef’s kitchen

  Any Alves WRA BUSINESS & REAL ESTATE

  10355 Trout Rd, Orlando, FL 32836
• 

  /2

  $315,000

  Sold Nov 14, 2025

  8271 Maritime Flag St Unit 109, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 1,363 Sq Ft
  • Built 2011

  Last Sold Summary

  • 12% Below List Price
  • $231/SF
  • 155 Days On Market

  Last Listing Agent Daniela de Rodriguez B LIVE COMMERCIAL AND RESIDENT

  8271 Maritime Flag St Unit 109, Windermere, FL 34786
• 

  /2

  Est $957,444

  Not Listed For Sale

  14366 Crest Palm Ave, Windermere, FL 34786

  • 4 Beds
  • 3 Baths
  • 2,687 Sq Ft
  • Built 2025

  14366 Crest Palm Ave, Windermere, FL 34786

  Last Sold Summary

  • 25 Days On Market

  Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC
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  /76

  $1,130,000

  • 8 Beds
  • 5 Baths
  • 4,830 Sq Ft

  6152 Golden Dewdrop Trail, Windermere, FL 34786

  Spacious corner-lot residence offering 4,830 sq ft of living space with 8 bedrooms and 5 bathrooms across two levels. Two-story foyer with open staircase and abundant natural light. The kitchen features a large center island with granite countertops, breakfast bar seating, stainless steel appliances and pendant lighting, opening directly to the main living area. Fenced backyard. Corner lot

  Vitor Silva VESTI LLC

  6152 Golden Dewdrop Trail, Windermere, FL 34786
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  /100

  $5,500 Per Month

  • 4 Beds
  • 2.5 Baths
  • 2,549 Sq Ft
  • House for Rent

  9247 Legado Dr, Windermere, FL 34786

  FULLY FURNISHED HOME FOR RENT IN WINDERMERE!Experience comfort, convenience, and the best of the Florida lifestyle in this beautiful 4-bedroom home, offered for rent 100% fully furnished and move-in ready.Ideally located in one of Windermere’s most desirable areas, just minutes from Walt Disney World, this home combines an exceptional location with privacy, space, and beautiful

  Silvia Cervi ONLI REALTY GROUP LLC

  9247 Legado Dr, Windermere, FL 34786
• 

  /2

  $2,075,000

  Sold Feb 09, 2026

  647 Ridgewood Dr, Windermere, FL 34786

  • 3 Beds
  • 3 Baths
  • 2,681 Sq Ft
  • Built 1974

  Last Sold Summary

  • 12% Below List Price
  • $774/SF
  • 373 Days On Market

  Current Estimated Value $2,098,326

  Last Listing Agent Linda O'Grady PREMIER SOTHEBYS INT'L REALTY

  647 Ridgewood Dr, Windermere, FL 34786
• 

  /2

  Est $1,103,303

  Not Listed For Sale

  3302 Just-A-mere Ct, Windermere, FL 34786

  • 4 Beds
  • 3 Baths
  • 2,450 Sq Ft
  • Built 1986

  3302 Just-A-mere Ct, Windermere, FL 34786

  Last Sold Summary

  • 18 Days On Market

  Last Listing Agent Sue Webb WATSON REALTY CORP.
• 

  

  /19

  $4,276,160

  New Construction $2M PRICE INCREASE Pending

  • 5 Beds
  • 6.5 Baths
  • 6,401 Sq Ft

  1821 Windermere Rd, Windermere, FL 34786

  Pre-Construction. To be built. Discover an unparalleled opportunity to acquire a sovereign 1.16-acre estate homesite in the heart of Windermere. This meticulously positioned property, oriented east-west for optimal light, is ensconced within a private setting and borders a permanent conservation area, ensuring absolute privacy and serene, unimpeded vistas. The absence of an HOA affords complete

  Matt Matthews ORLANDO TBI REALTY LLC

  1821 Windermere Rd, Windermere, FL 34786
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  /32

  $2,750 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,588 Sq Ft
  • Townhouse for Rent

  7243 Shadeview Aly, Windermere, FL 34786

  Beautiful Windermere Townhome Near Top-Rated Schools. Discover the perfect blend of comfort, convenience, and location in this charming Windermere townhome. Just a short walk from local groceries, shops and Horizon West Middle School, this home is also zoned for highly regarded Sunset Park Elementary and Windermere High School. The thoughtfully designed floor plan keeps all three bedrooms, two

  Claudia Panella COLDWELL BANKER REALTY

  7243 Shadeview Aly, Windermere, FL 34786
• 

  /2

  $610,000

  Sold Jul 02, 2026

  5224 Lemon Twist Ln, Windermere, FL 34786

  • 4 Beds
  • 3.5 Baths
  • 2,812 Sq Ft
  • Built 2006

  Last Sold Summary

  • 5% Below List Price
  • $217/SF
  • 24 Days On Market

  Current Estimated Value $613,712

  Last Listing Agent Carmen Aridas RE/MAX PRIME PROPERTIES

  5224 Lemon Twist Ln, Windermere, FL 34786
• 

  /2

  Est $460,385

  Not Listed For Sale

  13805 Bressler Aly, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 2,093 Sq Ft
  • Built 2019

  13805 Bressler Aly, Windermere, FL 34786

  Last Sold Summary

  • 34 Days On Market

  Last Listing Agent Kenneth Wilder CREEGAN GROUP
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  /34

  $1,159,000

  $28K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 2,665 Sq Ft

  12989 Westside Village Loop, Windermere, FL 34786

  Beautifully upgraded 4-bedroom residence featuring a thoughtfully designed floor plan, custom finishes, and exceptional indoor-outdoor living.The main level offers a private en-suite bedroom, ideal for guests or multigenerational living, along with a dedicated home office, spacious living areas, and a beautifully designed custom kitchen featuring tailored cabinetry, a large center island,

  Ramon Brandão WEBB FLORIDA REALTY LLC

  12989 Westside Village Loop, Windermere, FL 34786
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  /31

  $6,799 Per Month

  • 4 Beds
  • 3 Baths
  • 2,398 Sq Ft
  • House for Rent

  8507 Bowden Way, Windermere, FL 34786

  Virtually Staged. Beautiful single-story home in the highly desirable gated community of Keene’s Pointe! This 4-bedroom, 3-bath residence 2,398 square feet with a split floor plan, tile flooring throughout, full-home solar power, updated appliances, and a wine refrigerator.Enjoy your private pool with pool enclosure and fenced backyard overlooking the 440-acre Tibet-Butler Nature Preserve,

  Jessica Dessire Cueva PA CHARLES RUTENBERG REALTY ORLANDO

  8507 Bowden Way, Windermere, FL 34786
• 

  /2

  $370,000

  Sold Feb 03, 2026

  5235 Keenes Pheasant Dr, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 1,462 Sq Ft
  • Built 2004

  Last Sold Summary

  • 14% Below List Price
  • $253/SF
  • 186 Days On Market

  Current Estimated Value $373,911

  Last Listing Agent Ronda Shively COMPASS FLORIDA LLC

  5235 Keenes Pheasant Dr, Windermere, FL 34786
• 

  

  /15

  Est $1,073,667

  Not Listed For Sale

  14428 Crest Palm Ave, Windermere, FL 34786

  • 4 Beds
  • 3.5 Baths
  • 3,199 Sq Ft
  • Built 2025

  14428 Crest Palm Ave, Windermere, FL 34786

  Last Sold Summary

  • 0 Days On Market

  Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

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