Orange, FL Homes

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  /55

  $415,000

  • 3 Beds
  • 2.5 Baths
  • 1,629 Sq Ft

  14155 Ancilla Blvd, Windermere, FL 34786

  Welcome to 14155 Ancilla Blvd, a charming three-bedroom, two-and-a-half-bathroom townhouse in the desirable Windermere community. This 1,629 square foot home offers a comfortable layout with a convenient ground-floor primary bedroom suite, perfect for easy living or hosting guests.The property features a bright colonial design with well-maintained landscaping that creates great curb

  Maritza Saint Hilaire COMPASS FLORIDA LLC

  14155 Ancilla Blvd, Windermere, FL 34786
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  /35

  $3,300 per month

  • 4 Beds
  • 3.5 Baths
  • 2,464 Sq Ft
  • Townhouse for Rent

  8623 Via Trieste Dr, Windermere, FL 34786

  Available now for quick move-in. Charming corner townhome with 4 bedrooms, 3.5 bath and a loft area. Rent INCLUDES utilities, internet, lawncare, washer, dryer, and community amenities. Upon entering you are greeted with an open living and stunning kitchen. Kitchen features granite countertops, stainless steel appliances and walk-in pantry. Downstairs master with ensuite bath, dual vanities,

  Morgan Horsley THE REAL ESTATE COLLECTION LLC

  8623 Via Trieste Dr, Windermere, FL 34786
• 

  

  /2

  $2,350,000 Sold Jul 07, 2025

  • 6,000 Sq Ft
  • $392/SF
  • 36 Days On Market

  • 5 Beds
  • 6.5 Baths
  • Built 2007

  11055 Ullswater Ln, Windermere, FL 34786

  Luxury Meets Comfort in This Stunning Custom Windermere Estate! Experience the pinnacle of Florida living in this immaculate home, designed with elegance and functionality in mind. Spanning an impressive 6,000 square feet, this single-story masterpiece boasts exceptional architectural details, intricate ceiling designs, and luxurious finishes throughout. Step through the grand wrought iron and

  John Crescenti LOKATION

  11055 Ullswater Ln, Windermere, FL 34786
• 

  

  

  /16

  Est $352,686 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,455 Sq Ft

  11564 Mizzon Dr Unit 904, Windermere, FL 34786

  11564 Mizzon Dr Unit 904, Windermere, FL 34786
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  /54

  $1,200,000 Open Sun 11AM - 3PM

  • 7 Beds
  • 4 Baths
  • 3,928 Sq Ft

  12023 Gold Creek Trail, Windermere, FL 34786

  Welcome to this beautiful single-family residence, located on a premium corner lot spanning over 9,000 square feet in the prestigious and highly sought-after community in Windermere. This exceptional home combines comfort, and functionality, offering an unmatched lifestyle in one of Central Florida’s most desirable neighborhoods, the Windermere Trails.As you arrive, you’ll be captivated by

  Sabrina Guedes Williams KAZA REAL ESTATE LLC

  12023 Gold Creek Trail, Windermere, FL 34786
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  /50

  $13,000 per month

  • 5 Beds
  • 6.5 Baths
  • 6,248 Sq Ft
  • House for Rent

  8402 Lake Burden Cir Unit 2, Windermere, FL 34786

  Experience luxury waterfront living in the prestigious gated community of Keene's Pointe. This custom estate offers over 6,000 sq ft of elegant living space with 5 bedroom ensuites and a full pool bath with shower and powder room off of the Theater. A chef's kitchen with stainless-steel appliances, gas range open to the breakfast nook and family room. Perfect for entertaining, the formal dining

  Toni Marie Cafferty COMPASS FLORIDA LLC

  8402 Lake Burden Cir Unit 2, Windermere, FL 34786
• 

  /2

  $1,460,000 Sold Jul 07, 2025

  • 3,483 Sq Ft
  • $419/SF
  • 54 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 2005

  11521 Camden Park Dr, Windermere, FL 34786

  Nestled within the highly sought after guard-gated community of Keene’s Pointe, this meticulously maintained 5-bedroom, 4.5-bath home seamlessly blends luxury with comfort and style. Over the years, this home has been enhanced with high-end updates, ensuring it is both stylish and move-in ready. As you arrive, you’ll immediately notice the freshly painted exterior (2024) and brand-new roof (Nov

  Kathryn Stelljes KELLER WILLIAMS REALTY AT THE PARKS

  11521 Camden Park Dr, Windermere, FL 34786
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  /46

  Est $1,222,323 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 3,818 Sq Ft

  7219 Sangalla Dr, Windermere, FL 34786

  7219 Sangalla Dr, Windermere, FL 34786
• 

  

  /35

  $1,399,900

  • 4 Beds
  • 3 Baths
  • 3,888 Sq Ft

  10506 Down Lakeview Cir, Windermere, FL 34786

  Welcome Home to “The Lakes” — Windermere’s Hidden GemTucked away in the ultra-private The Lakes community of Windermere, this beautiful residence sits on a rare 1-acre lot with breathtaking views of Lake Down, part of the renowned Butler Chain of Lakes.With just 60 homes in the entire neighborhood, exclusivity and serenity come standard. Picture morning strolls through quiet, oak-lined

  Obdulia Dobbins LA ROSA REALTY LLC

  10506 Down Lakeview Cir, Windermere, FL 34786
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  /32

  $2,850 per month

  • 3 Beds
  • 2.5 Baths
  • 1,881 Sq Ft
  • Townhouse for Rent

  7401 Leighside Dr, Windermere, FL 34786

  Spacious 3-Bedroom Townhome with Private Courtyard & Resort-Style Amenities!!!Don’t miss this beautifully maintained 3-bedroom, 2.5-bath townhome with a 2-car detached garage in a highly desirable community! Brand new carpet and new HVAC system. Enjoy an open-concept layout featuring a large seating island, walk-in pantry, and dedicated office space—perfect for working from home. The

  Norshawndra Smith MCO REALTY

  7401 Leighside Dr, Windermere, FL 34786
• 

  /2

  $835,000 Sold Jul 03, 2025

  • 2,523 Sq Ft
  • $331/SF
  • 8 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1996

  2538 Carter Grove Cir, Windermere, FL 34786

  **WINDERMERE DREAM HOME ALERT -- MANORS AT BUTLER BAY** **OVER 1/2 ACRE LOT** **DEEDED BUTLER CHAIN OF LAKES RAMP & ACCESS** **PRIVATE POOL & SPA** **FOUR BEDROOMS + THREE FULL BATHS + OFFICE SPACE -- ALL ON ONE LEVEL** **WOOD FLOORING** **LOW HOA** Welcome to your Windermere Dream Home...located in the highly desired (and rarely available!) quaint community of THE MANORS at Butler Bay.

  Tara Moore TARA MOORE REAL ESTATE

  2538 Carter Grove Cir, Windermere, FL 34786
• 

  

  /81

  Est $678,876 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 2,789 Sq Ft

  6733 Merrick Landing Blvd, Windermere, FL 34786

  6733 Merrick Landing Blvd, Windermere, FL 34786
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  /54

  $1,199,000 Open Sun 12AM - 3PM

  • 4 Beds
  • 4 Baths
  • 3,042 Sq Ft

  9353 Gotha Rd, Windermere, FL 34786

  Rare Opportunity...1+ Acre...Courtyard Design... Fully Updated Pool Home. This distinctive U-shaped pool home features a 2000 sq/ft enclosed Atrium for exceptional outdoor living. Inside, every space is very large with Sliding Glass Doors creating a wall of glass for you to overlook the star of the show which is your sparkling 18x36 inground pool, private courtyard and a new outdoor kitchen.

  Tony Marino REAL LIVING R E SOLUTIONS

  9353 Gotha Rd, Windermere, FL 34786
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  /29

  $2,600 per month

  • 3 Beds
  • 2.5 Baths
  • 1,445 Sq Ft
  • Townhouse for Rent

  8878 Herencia Alley, Windermere, FL 34786

  Welcome to your next home in the sought-after Legado community, where modern design meets magical surroundings!This stunning two-story townhome offers a perfect blend of elegance, comfort, and functionality. A spacious 3-bedroom, 2.5-bath layout with over 1,500 SqFt of well-planned living space. Corner unit with extra privacy and peaceful conservation views. Watch the Disney fireworks from

  Gladys Bezerra FLORIDA CONNEXION PROPERTIES

  8878 Herencia Alley, Windermere, FL 34786
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  /2

  $3,000,000 Sold Jul 03, 2025

  • 4,421 Sq Ft
  • $679/SF
  • 33 Days On Market

  • 5 Beds
  • 5.5 Baths
  • Built 2020

  5023 Sawyer Cove Way, Windermere, FL 34786

  Experience refined modern living at 5023 Sawyer Sound Way, a luxurious home in the exclusive gated community of Sawyer Sound in Windermere. This 5-bedroom, 5.5-bathroom residence features expansive living spaces, an open-concept floor plan, and abundant natural light. Clean lines and warm, textured finishes create a soft, welcoming atmosphere rarely found in modern design. Enjoy a chef’s kitchen,

  Gordy Singh FLORIDA HOME FINDERS

  5023 Sawyer Cove Way, Windermere, FL 34786
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  /43

  Est $2,932,788 Not Listed For Sale

  • 6 Beds
  • 6.5 Baths
  • 6,011 Sq Ft

  13100 Bellaria Cir, Windermere, FL 34786

  13100 Bellaria Cir, Windermere, FL 34786
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  /57

  $1,475,000

  • 5 Beds
  • 4.5 Baths
  • 3,449 Sq Ft

  11333 Camden Park Dr Unit 7, Windermere, FL 34786

  One or more photo(s) has been virtually staged. Nestled within highly sought after guard gated community, this exceptionally maintained two-story residence combines timeless elegance offering the ideal blend of style, comfort, and functionality. The home features 5 spacious bedrooms, 4.5 bathrooms, dinning room, separate living room from family room and a generously sized loft—ideal for a

  Cynthia Noto KARDOSH REALTY

  11333 Camden Park Dr Unit 7, Windermere, FL 34786
• 

  

  /24

  $2,850 per month

  • 3 Beds
  • 2.5 Baths
  • 1,680 Sq Ft
  • House for Rent

  10714 Reams Rd, Windermere, FL 34786

  Please send text message to schedule showing.

  Alexandre Dian EPIC REALTY

  10714 Reams Rd, Windermere, FL 34786
• 

  /2

  $528,000 Sold Jul 03, 2025

  • 2,151 Sq Ft
  • $245/SF
  • 38 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2004

  12936 Freeman St, Windermere, FL 34786

  **This property qualifies for a closing cost credit up to $8,200 through the Seller’s preferred lender.**Welcome home to this beautifully maintained 3-bedroom, 2-bathroom home nestled in the desirable community of Windermere with a brand new Roof with a transferable warranty. This inviting residence features a charming front porch surrounded by mature landscaping, creating the perfect spot for

  Thomas Nickley KELLER WILLIAMS REALTY AT THE PARKS

  12936 Freeman St, Windermere, FL 34786
• 

  

  /37

  Est $365,600 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,601 Sq Ft

  8259 Maritime Flag St Unit 1, Windermere, FL 34786

  8259 Maritime Flag St Unit 1, Windermere, FL 34786
• 

  

  /24

  $345,000

  • 3 Beds
  • 2 Baths
  • 1,455 Sq Ft

  8192 Boat Hook Loop Unit 205, Windermere, FL 34786

  Stunning 3-Bedroom Condo in Lakeside at Lakes of Windermere, FLWelcome to your dream home in the highly sought-after Lakeside at Lakes of Windermere community! This exquisite 3-bedroom, 2-bathroom condo offers a perfect blend of luxury, comfort, and convenience.The spacious living area is perfect for entertaining, featuring large windows that flood the space with natural light.

  Paul Donovan RE/MAX PRIME PROPERTIES

  8192 Boat Hook Loop Unit 205, Windermere, FL 34786
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  /42

  $19,900 per month

  • 6 Beds
  • 8 Baths
  • 6,881 Sq Ft
  • House for Rent

  3999 Isabella Cir, Windermere, FL 34786

  AVAILABLE IN OCTOBER - Exquisite Luxury Retreat in Prime Windermere Location Welcome to 3999 Isabella Cir, an architectural masterpiece nestled within the prestigious community of Casabella at Windermere, FL. This opulent estate is a true embodiment of refined living, offering a harmonious blend of elegant design, impeccable craftsmanship, and unparalleled comfort. Situated on an expansive half

  Lucas DeSouza DELUCA REAL ESTATE SERVICES CORP

  3999 Isabella Cir, Windermere, FL 34786
• 

  /2

  $545,000 Sold Jul 03, 2025

  • 2,330 Sq Ft
  • $234/SF
  • 7 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2018

  6806 Trellis Vine Loop, Windermere, FL 34786

  this home at Windstone Windermere is an attractive two-story home with three bedrooms, two baths, and a two-car garage. It has been designed with a spacious, open area connecting the kitchen with the great room, creating an ideal place for entertaining. The kitchen features and oversized island and a large, walk-in pantry for added storage. All bedrooms and main living areas are on the first

  Eric Jia NUMBER 1 BROKER, LLC

  6806 Trellis Vine Loop, Windermere, FL 34786
• 

  

  /43

  Est $709,092 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 2,924 Sq Ft

  Unlisted Address

  Unlisted Address
• 

  

  /54

  $1,400,000

  • 4 Beds
  • 3 Baths
  • 3,049 Sq Ft

  11754 Waterstone Loop Dr, Windermere, FL 34786

  Exceptional single-story Silliman-built home in the 24-hour guard-gated community of Waterstone, adjacent to Windermere Prep. Boasting 4 bedrooms, 3 bathrooms, and an open-concept floorplan with luxury details throughout, this residence is truly designed to impress. Glass sliders in the Great Room reveal a spectacular resort-style oasis beyond with infinity saltwater pool and spa with lighting,

  Rob Rahter STOCKWORTH REALTY GROUP

  11754 Waterstone Loop Dr, Windermere, FL 34786
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  /26

  $3,900 per month

  • 4 Beds
  • 3 Baths
  • 3,057 Sq Ft
  • House for Rent

  9014 Outlook Rock Trail, Windermere, FL 34786

  Windermere 4/Bed × 3/Bath – FurnishedDiscover your next home in a premier Windermere neighborhood—just minutes from top-rated schools and Disney!Furnished: $3,900/month; - Included in Rent:Free high-speed internet, Access to security system, Lawn care included.Zoned to stellar public and private schools, including Bay Lake Elementary, Horizon West Middle, Windermere High, and

  Maria Serrano Whitehead EPIQUE REALTY, INC.

  9014 Outlook Rock Trail, Windermere, FL 34786
• 

  /2

  $1,140,000 Sold Jul 03, 2025

  • 3,342 Sq Ft
  • $341/SF
  • 69 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 2005

  11345 Preserve View Dr, Windermere, FL 34786

  PRICE IMPROVEMENT -- Charming Florida Ranch on a Spacious Private Lot in Keene’s Pointe!This beautifully maintained 4-bedroom, 4-bath home—with an additional office—features an inviting heated pool and a screen-enclosed lanai, perfect for relaxing and enjoying the expansive backyard. All bedrooms are conveniently located on the main floor, except for one oversized upstairs suite that offers

  Angela Durruthy KEENE'S POINTE REALTY

  11345 Preserve View Dr, Windermere, FL 34786
• 

  

  /33

  Est $1,076,534 Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 3,393 Sq Ft

  9127 Tintori Ln, Windermere, FL 34786

  9127 Tintori Ln, Windermere, FL 34786
• 

  

  /24

  $409,000

  • 3 Beds
  • 2.5 Baths
  • 1,584 Sq Ft

  11686 Water Run Alley, Windermere, FL 34786

  Located in the heart of Windermere, this 3-bedroom, 2.5-bath townhome blends modern comfort with everyday convenience, offering 1,584 square feet of thoughtfully designed living space, a private 2-car garage, and a small fenced yard perfect for pets. Built in 2017, the home features granite countertops, stainless steel appliances, and a bright, open layout with a desirable southwest exposure.

  Chase Morton Tate COMPASS FLORIDA LLC

  11686 Water Run Alley, Windermere, FL 34786
• 

  

  /17

  $4,300 per month

  • 3 Beds
  • 2.5 Baths
  • 2,301 Sq Ft
  • House for Rent

  13318 Longacre Dr, Windermere, FL 34786

  Located in the heart of Central Florida, this executive home offers the ideal combination of modern elegance, functionality, and a prime Windermere location. This spacious 2-story home features 3 bedrooms, 2.5 bathrooms, and 2,301 square feet of living space—plus a flexible bonus room perfect for a home office, den, or playroom. Nestled on a 6,098 sq ft lot with a private fenced-in backyard and

  Leo Pacheco ODYSSEY REAL ESTATE SERVICES LLC

  13318 Longacre Dr, Windermere, FL 34786
• 

  /2

  $1,133,431 Sold Jul 02, 2025

  • 3,764 Sq Ft
  • $301/SF
  • 0 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 2025

  14415 Crest Palm Ave, Windermere, FL 34786

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

  Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

  14415 Crest Palm Ave, Windermere, FL 34786
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  /38

  Est $811,292 Not Listed For Sale

  • 5 Beds
  • 5.5 Baths
  • 3,598 Sq Ft

  13327 Charfield St, Windermere, FL 34786

  13327 Charfield St, Windermere, FL 34786
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  /49

  $1,280,000

  • 4 Beds
  • 3.5 Baths
  • 3,633 Sq Ft

  5552 Remsen Cay Ln, Windermere, FL 34786

  LAKEFRONT!!! Gorgeous 4 BR, 3.5 BA TWO STORY, POOL HOME on a wide LAKEFRONT lot on LAKE Speer in WINDERMERE. The home has unobstructed views to a natural shoreline across the lake. The travertine patio is plumbed and ready for an outdoor kitchen. As you enter the home, you are greeted with exquisite views of Lake Speer. The open floorplan makes living and entertaining a breeze. The master suite

  Wenwen Wang JWJ REALTY LLC

  5552 Remsen Cay Ln, Windermere, FL 34786
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  /43

  $3,700 per month

  • 4 Beds
  • 4 Baths
  • 2,588 Sq Ft
  • House for Rent

  7282 Backwoods Trail, Windermere, FL 34786

  Welcome to the perfect home waiting for you in Windermere, FL! This FULLY furnished house features 4 bedrooms and 4 bathrooms, providing ample space for all your needs. Enjoy the convenience of an association pool, gym, and playground right at your fingertips. Whether you're looking to relax by the pool, stay active in the gym, or have fun at the playground, this home has everything you need for

  Julien Silva JOHN SILVA REALTY & ASSOCIATES

  7282 Backwoods Trail, Windermere, FL 34786
• 

  /2

  $3,975,000 Sold Jul 02, 2025

  • 4,665 Sq Ft
  • $852/SF
  • 5 Days On Market

  • 4 Beds
  • 5 Baths
  • Built 2013

  10845 Bayshore Dr, Windermere, FL 34786

  Over 150 feet on Lake Down provides panoramic views of what is arguably the cleanest of the Pristine Butler Chain of Lakes with a white sand beach and crystal clear water it will be like having your own resort in the backyard..Bayshore Drive is a rare and exclusive peninsula with grand oaks lining the paved road providing that “Old Florida” feel - plenty of shade for the perfect place to exercise

  Darrell Nunnelley VINTAGE REALTY GROUP LLC

  10845 Bayshore Dr, Windermere, FL 34786
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  /45

  Est $443,605 Not Listed For Sale

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

  7432 Ripplepointe Way, Windermere, FL 34786

  7432 Ripplepointe Way, Windermere, FL 34786
• 

  

  /28

  $340,000

  • 3 Beds
  • 2.5 Baths
  • 1,534 Sq Ft

  14242 Desert Haven St Unit GE, Windermere, FL 34786

  Located in the gated community of Oasis Cove, this 3-bedroom, 2.5-bathroom condo offers a comfortable, low-maintenance lifestyle just minutes from Disney—with clear views of the nightly fireworks from your own home.The interior features a functional two-story layout with all bedrooms located upstairs, providing separation between living and private spaces. The main floor includes an

  James Goodyear REAL BROKER, LLC

  14242 Desert Haven St Unit GE, Windermere, FL 34786
• 

  

  /11

  $2,300 per month

  • 3 Beds
  • 2 Baths
  • 1,442 Sq Ft
  • Condo for Rent

  8180 Boat Hook Loop Unit 310, Windermere, FL 34786

  Great apartment for rent in the beautiful City of Windermere Orlando FL, 3 bedrooms 2 full Baths, corner unit on the first floor of the building, screened private patio, new paint throughout, spacious dining and living room area, large kitchen, moder tile and laminate flooring, fans in all bedrooms and living room, 2 parking spaces, water included. Community offers clubhouse with pool, fitness

  Kristine Puente TOP TEAM REALTY, LLC.

  8180 Boat Hook Loop Unit 310, Windermere, FL 34786
• 

  /2

  $974,900 Sold Jul 02, 2025

  • 3,235 Sq Ft
  • $301/SF
  • 16 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2017

  8778 Peachtree Park Ct, Windermere, FL 34786

  *Pictures do not do this home justice! Must see in person* Prime location meets timeless elegance... Welcome to 8778 Peachtree Park Ct. This palatial estate is a marriage of contemporary style and modern convenience. Located just 2.1 miles from Walt Disney World Resort, and minutes from dining and entertainment, this home has it all! No detail was spared when it comes to the upgrades in this

  Ronald Haywood BHHS FLORIDA REALTY

  8778 Peachtree Park Ct, Windermere, FL 34786
• 

  

  /54

  Est $1,632,217 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,935 Sq Ft

  5848 Marleon Dr, Windermere, FL 34786

  5848 Marleon Dr, Windermere, FL 34786

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