227

Homes for Sale in 34786

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  • /60

    $3,300,000

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

    10870 Bayshore Dr, Windermere, FL 34786

    Set against the shimmering waters of Little Lake Down, this extraordinary lakefronthome offers an elevated expression of luxury living. Thoughtfully designed to maximizesweeping water views, the residence delivers a refined yet inviting atmosphere ideal forboth intimate living and grand entertaining. As you step inside you are greetedby a spacious open floor plan, highlighted by a

    Julie Christensen ONE LUXURY INTERNATIONAL LLC

    10870 Bayshore Dr, Windermere, FL 34786
  • /57

    $3,400,000

    • 4 Beds
    • 4 Baths
    • 4,877 Sq Ft

    9731 Chestnut Ridge Dr, Windermere, FL 34786

    Nestled within the gates of the renowned Isleworth Golf & Country Club, this beautiful four-bedroom estate offers nearly 5,000 square feet and showcases an elegant transitional style. The main level welcomes you with gracious formal living and dining rooms, each crowned with sparkling chandeliers and framed by oversized windows that capture elevated views of the resort-style pool and spa below.

    Monica Lochmandy ISLEWORTH REALTY LLC

    9731 Chestnut Ridge Dr, Windermere, FL 34786
  • /65

    $3,200,000

    • 6 Beds
    • 6.5 Baths
    • 6,308 Sq Ft

    13448 Bellaria Cir, Windermere, FL 34786

    Buyer walked days before closing due to personal reasons! All inspections and milestones clean/clear!! - This exceptional Florida residence is perfectly sited on an acre within the exclusive guard-gated community of Bellaria. Thoughtfully designed to balance sophistication with comfort, the home welcomes you with an abundance of natural light streaming through broad front windows, highlighting

    Shawn Kennedy KENNEDY REALTY GROUP LLC

    13448 Bellaria Cir, Windermere, FL 34786
  • /84

    $1,770,000

    • 4 Beds
    • 3.5 Baths
    • 4,437 Sq Ft

    13734 Lake Cawood Dr, Windermere, FL 34786

    New Price Welcome to this stunning single-story luxury estate located in the highly sought-after gated community of Lake Cawood Estates in Windermere, Florida. Situated on nearly a full acre at the end of a cul-de-sac, this beautifully maintained four-bedroom, three-and-a-half-bathroom home offers over 4,400 square feet of spacious, thoughtfully designed living with a three-car garage and

    Angela Schifano CHARLES RUTENBERG REALTY ORLANDO

    13734 Lake Cawood Dr, Windermere, FL 34786
  • /38

    $440,000

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

    12804 Salomon Cove Dr, Windermere, FL 34786

    Experience elevated living in this beautifully updated Windermere townhome, where timeless design meets modern convenience. Fresh interior paint, plush new carpeting, new water heater, and a full suite of new appliances—including refrigerator, dishwasher, stove, washer, and dryer—offer effortless, move-in-ready comfort.An elegant arched entry adds architectural charm, while the eat-in kitchen

    Johane Jennings Bluewater Realty Services LLC

    12804 Salomon Cove Dr, Windermere, FL 34786
  • /47

    $1,525,000

    • 5 Beds
    • 3 Baths
    • 3,013 Sq Ft

    6023 Blakeford Dr, Windermere, FL 34786

    Keene's Pointe is a "Lifestyle!" Start living it now in this 5BR/3FULL Bath + office + all in a single story home located on the 13th fairway of the renown Jack Nicklaus Signature Golf Course in Keene's Pointe. Sited on a golf course frontage lot nearly half acre in size, this home has remodeled interiors, beautiful plank flooring and a fabulous covered screened back porch with built in fireplace

    Angela Durruthy KEENE'S POINTE REALTY

    6023 Blakeford Dr, Windermere, FL 34786
  • /35

    $444,000

    • 3 Beds
    • 2.5 Baths
    • 1,589 Sq Ft

    13366 Abuela Aly, Windermere, FL 34786

    Welcome to this pristine, like-new residence at 13366 Abuela Aly, Windermere. This home is impeccably maintained and features no carpeting: ceramic tile spans the entire first floor, while the staircase and second floor are finished with elegant laminate or hardwood flooring. The property boasts quartz countertops, numerous premium upgrades by the owner, and stainless steel appliances, including

    Alexandra Mateu BAHIA INTERNATIONAL REALTY

    13366 Abuela Aly, Windermere, FL 34786
  • /32

    $1,549,000

    • 6 Beds
    • 4.5 Baths
    • 5,316 Sq Ft

    17521 Black Rail St, Windermere, FL 34786

    MOVE-IN READY Windermere pool home just 1.5 miles from Windermere Preparatory School, and conveniently located near other top-rated public and private schools. Offering over 5,300 sq ft of thoughtfully designed living space, this 6 bedroom/4.5 bath home combines privacy, flexibility, and modern comfort—ideal for today’s lifestyles, including multi-generational living.The main level features

    Rebecca Puig CHARLES RUTENBERG REALTY ORLANDO

    17521 Black Rail St, Windermere, FL 34786
  • /36

    $1,349,000

    • 4 Beds
    • 3 Baths
    • 2,937 Sq Ft

    5837 Caymus Loop, Windermere, FL 34786

    Completely renovated and thoughtfully reconfigured in 2023, this stunning 4-bedroom, 3-bath home is located in the highly sought-after, 24-hour gated and guarded community of Keene’s Pointe. Designed for modern living, the home features an open and refreshed layout with new flooring throughout and elegant paneling details that elevate the interior design. The expansive primary suite has been

    Jay Stewart SOUTHERN REALTY GROUP LLC

    5837 Caymus Loop, Windermere, FL 34786
  • /26

    $1,452,000

    • 6 Beds
    • 4.5 Baths
    • 3,794 Sq Ft

    13596 Gorgona Isle Dr, Windermere, FL 34786

    Stunning Two-Story Pool Home in Prime Windermere LocationWelcome to this exceptional two-story residence located in the highly desirable Windermere area, offering the perfect blend of luxury, space, and comfort. With 6 generously sized bedrooms and an open, airy design, this home is ideal for families seeking both elegance and functionality.The primary suite is a true retreat, featuring a

    Jennifer Olmeda WRA BUSINESS & REAL ESTATE

    13596 Gorgona Isle Dr, Windermere, FL 34786
  • /57

    $1,298,000

    • 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
  • /64

    $444,900

    • 3 Beds
    • 2.5 Baths
    • 1,997 Sq Ft

    13712 Summerport Village Pkwy, Windermere, FL 34786

    Location!!! Great price!!! Top-rated school district!!! and a Renovated!!! Property ready for you to move in or invest. High rental demand and low inventory, ideal for investors or families.Fresh paint inside and out, new carpets, new indoor A/C with warranty, rear entry 2-car garage with epoxy flooring, and a spacious driveway. Kitchen island, granite counters, breakfast bar, stainless

    Carines Hernandez Bustillo AGENT TRUST REALTY CORPORATION

    13712 Summerport Village Pkwy, Windermere, FL 34786
  • /67

    $1,320,000

    • 5 Beds
    • 3.5 Baths
    • 3,166 Sq Ft

    11472 Park Ave, Windermere, FL 34786

    Approximately 3,000 sq ft home in a desirable Windermere location within FEMA Flood Zone X. Seller is open to evaluate seller concession credit for upgrades with valid and reasonable offers. The residence offers a flexible layout with multiple living areas and is fully livable, presenting an excellent opportunity for buyers seeking long-term value and equity potential in one of Central Florida’s

    Ralph Vock WEICHERT, REALTORS-HALLMARK PR

    11472 Park Ave, Windermere, FL 34786
  • /31

    $1,475,000

    • 5 Beds
    • 4.5 Baths
    • 4,257 Sq Ft

    6443 Cartmel Ln, Windermere, FL 34786

    Exquisitely appointed home being sold fully furnished. Nestled within the highly coveted Reserve at Lake Butler Sound community, this meticulously crafted residence epitomizes luxury living. Boasting classical architecture and spanning 4,257 square feet, this property offers a sophisticated retreat with unparalleled amenities. Upon entry, a raised travertine and marble foyer sets the tone for the

    Julie Bettosini STOCKWORTH REALTY GROUP

    6443 Cartmel Ln, Windermere, FL 34786
  • /58

    $1,699,000

    • 5 Beds
    • 4.5 Baths
    • 3,765 Sq Ft

    13123 Luntz Point Ln, Windermere, FL 34786

    Experience elevated lakefront living on a private one-plus-acre estate on Lake Luntz, this remarkable five-bedroom, four-and-a-half-bath residence welcomes you with a grand foyer, soaring ceilings throughout, and elegant formal living and dining spaces, all thoughtfully designed to capture sweeping lake views. At the heart of the home, the chef’s kitchen blends luxury and performance, featuring

    Thomas Weclew THE REALTY MEDICS

    13123 Luntz Point Ln, Windermere, FL 34786
  • /59

    $1,660,000

    • 5 Beds
    • 4 Baths
    • 3,805 Sq Ft

    311 E 8th Ave, Windermere, FL 34786

    Searching for a luxury lakefront home in Windermere, Florida with no HOA and private shoreline access. Welcome to 311 E 8th Avenue a waterfront property on Lake Bessie located in the heart of Windermere.This Downtown Windermere lakefront residence offers panoramic water views, modern system upgrades, and a highly desirable golf-cart-friendly lifestyle just steps from the town center. Positioned

    Karen O'Neil COLDWELL BANKER RESIDENTIAL RE

    311 E 8th Ave, Windermere, FL 34786
  • /45

    $1,650,000

    • 5 Beds
    • 5.5 Baths
    • 3,837 Sq Ft

    1087 Jack Nicklaus Ct, Kissimmee, FL 34747

    tunning, custom Bears Den property on an exceptional corner walled lot, backing onto a park for extra privacy, WITH ACTIVE REUNION MEMBERSHIP, & has 5 beds & 5.1 baths. This Bears Den property is absolutely breathtaking, offering an array of luxurious amenities and a meticulously designed living space. The impressive upgrades, including the high ceilings and engineered wood floors, create a sense

    Penny Stokes Hilton TOP VILLAS REALTY LLC

    1087 Jack Nicklaus Ct, Kissimmee, FL 34747
  • /51

    $1,575,000

    • 5 Beds
    • 3 Baths
    • 3,300 Sq Ft

    13124 Filly Ct, Windermere, FL 34786

    Welcome to a rare opportunity in one of Windermere’s most exquisite communities where luxury living meets farmland feel. The Farms community consists of 12 properties of one or more acres each. The community also has a horse stable that homeowners can keep horses. Nestled at the end of a cul-de-sac, this gorgeous estate offers sophistication, premium finishes and a quaint feeling throughout.As

    Marcelo Brandao HOME N OFFICES INTERNATIONAL

    13124 Filly Ct, Windermere, FL 34786
  • /31

    $1,630,000

    • 3 Beds
    • 2 Baths
    • 2,238 Sq Ft

    11923 Lake Butler Blvd, Windermere, FL 34786

    Nestled on one of Windermere’s most desirable streets, this charming home offers a rare opportunity to enjoy small-town living on a beautifully wooded one-acre lot. The property features a welcoming covered entry with double doors that open into a light-filled foyer and spacious family room with soaring vaulted ceilings and a cozy wood-burning fireplace. The open-concept kitchen includes a large

    Michael Julian JULIAN PROPERTIES, INC.

    11923 Lake Butler Blvd, Windermere, FL 34786
  • /18

    $1,700,000

    • 5 Beds
    • 6 Baths
    • 6,375 Sq Ft

    11056 Clipper Ct, Windermere, FL 34786

    Short Sale. Huge 5 Bedroom 6 Bath Multi-Generational Pool Home Has 1 Full Suite on 1st Floor & 2 Spacious Suites on the 2nd Floor * Open Floorplan * The Marina Bay Community Includes a Waterfront Marina for your boat that is directly connected to Lake Down and the Butler Chain of Lakes * Oversized 4 Car Garage with Drive Through Doors on Front & Rear of the 3rd Bay * Over 1 Acre * Fenced Back

    Darrell Nunnelley VINTAGE REALTY GROUP LLC

    11056 Clipper Ct, Windermere, FL 34786
  • /38

    $1,775,000

    • 3 Beds
    • 3 Baths
    • 3,135 Sq Ft

    12001 Lake Butler Blvd, Windermere, FL 34786

    Exceptional Contemporary Estate in the Heart of Windermere! Discover the perfect blend of modern design, timeless comfort, and unmatched location with this beautifully updated estate home, ideally situated on a 1-acre lot in the desirable Town of Windermere. Surrounded by multi-million-dollar residences, and just moments from the famed Butler Chain of Lakes, this property offers a rare

    Michael Julian JULIAN PROPERTIES, INC.

    12001 Lake Butler Blvd, Windermere, FL 34786
  • /26

    $1,000,000

    • Land
    • 0.5 Acre
    • $2,000,000 per Acre

    2504 Windermere Reserve Ct, Windermere, FL 34786

    Final Opportunity – Last Lot Available in The Reserve at Windermere! Build your dream home in the exclusive community of The Reserve at Windermere with acclaimed custom builder Element Home Builders. This final remaining homesite of 8 offers a rare opportunity to craft a one-of-a-kind luxury residence in one of Central Florida’s most prestigious neighborhoods. Surrounded by the natural beauty of

    Carolina Dumit CORCORAN PREMIER REALTY

    2504 Windermere Reserve Ct, Windermere, FL 34786
  • /46

    $580,000

    • 3 Beds
    • 2 Baths
    • 2,092 Sq Ft

    7451 Fairgrove Ave, Windermere, FL 34786

    Welcome to Windermere Sound! Located in one of Orlando’s most peaceful and desirable communities, this well-maintained home offers comfort, functionality, and an excellent location. Featuring 3 bedrooms, 2 bathrooms, a spacious office, and a very large backyard, the layout is ideal for remote work, entertaining, or future outdoor enhancements. The inviting front porch and two-car garage create a

    Lorraine da Silva Andrade TALENT REALTY SOLUTIONS

    7451 Fairgrove Ave, Windermere, FL 34786
  • /49

    $1,200,000

    • 4 Beds
    • 4 Baths
    • 2,787 Sq Ft

    1361 Whitney Isles Dr, Windermere, FL 34786

    Stunning residence with a private fenced backyard, located in the highly sought-after gated community of Belmere in Windermere, just minutes from the town center. Featuring 4 bedrooms, 4 bathrooms, and approximately 2,800 sq. ft. of air-conditioned living space, this home immediately captivates with its elegant Mediterranean architecture and lush tropical landscaping. Fully renovated this year,

    Gabriel Mantovani ALVES AND HOWELL REALTY

    1361 Whitney Isles Dr, Windermere, FL 34786
  • /2

    $575,000

    • Land
    • 0.47 Acre
    • $1,223,404 per Acre

    9802 6th St, Windermere, FL 34786

    Corner residential lot in Gotha. Small town charm near Windermere. No HOA. Shaded with Oaks. Easy access to 408 and Florida Turnpike. Great location, desirable schools and convenient to shopping, hospital, restaurants and more.

    Judy Plett UPSIDE REAL ESTATE INC

    9802 6th St, Windermere, FL 34786
  • /35

    $814,000

    • 4 Beds
    • 3.5 Baths
    • 3,044 Sq Ft

    7123 Calm Cove Ct, Windermere, FL 34786

    Beautifully updated 4-bedroom, 3.5-bath two-story home located on a quiet cul-de-sac in the highly sought-after Ashlin Park community of Windermere. This spacious residence offers a functional layout with generous living and dining areas, perfect for both everyday living and entertaining. The kitchen and main living spaces flow seamlessly toward the backyard, where you’ll enjoy the privacy of no

    Brandon McCarter RE/MAX PRIME PROPERTIES

    7123 Calm Cove Ct, Windermere, FL 34786
  • /49

    $19,995,000

    • 6 Beds
    • 14 Baths
    • 20,865 Sq Ft

    9508 Windy Ridge Rd, Windermere, FL 34786

    Discover this Perfectly positioned Georgian Estate situated on 12 acres (additional 6 acres available) of lakefront property with meticulously manicured grounds. This walled and gated compound includes approx 614 feet of pristine lake frontage and panoramic views on Lake Down of the Butler Chain of Lakes. The magnificent sprawling primary residence pairs classic Georgian architecture with modern

    Johnny DelPrete Douglas Elliman (Jupiter)

    9508 Windy Ridge Rd, Windermere, FL 34786
  • /73

    $1,219,000

    • 4 Beds
    • 3.5 Baths
    • 2,791 Sq Ft

    109 E 12th Ave, Windermere, FL 34786

    Modern sophistication and timeless Windermere charm come together in this fully reimagined residence located just steps from Lake Bessie and the heart of Windermere Town. Set on a beautifully landscaped corner lot with no HOA, this home offers a rare blend of luxury comfort and walkable small town living in one of Central Florida’s most desirable communities. Every detail has been thoughtfully

    Robert Larkan THE AGENCY FL

    109 E 12th Ave, Windermere, FL 34786
  • /42

    $799,900

    • 5 Beds
    • 3.5 Baths
    • 3,390 Sq Ft

    6615 Helmsley Cir, Windermere, FL 34786

    Beautifully remodeled and impeccably maintained, this spacious 3,390 sq. ft. two-story home offers 5 bedrooms, 3.5 bathrooms, an office, and an attached 2-car garage in the highly desirable community of Preston Square in Windermere. Perfectly situated on a premium lot with no rear neighbors, the home features a charming front porch and covered balcony overlooking the serene, tree-lined

    Angela Gann KELLER WILLIAMS ELITE PARTNERS III REALTY

    6615 Helmsley Cir, Windermere, FL 34786
  • /34

    $800,000

    • 6 Beds
    • 4 Baths
    • 3,667 Sq Ft

    12676 Salomon Cove Dr, Windermere, FL 34786

    Discover luxury, space, and style in this beautiful 6-bedroom, 4-bath home nestled in the heart of Windermere’s highly desirable Westside Village! Built in 2018, this modern residence offers nearly 3,700 sq. ft. of elegant living space designed for both comfort and entertainment. Step inside to an open-concept floor plan with high ceilings, abundant natural light, and a seamless flow between the

    Anna Shi LPT REALTY, LLC

    12676 Salomon Cove Dr, Windermere, FL 34786
  • /47

    $950,000

    • 5 Beds
    • 3.5 Baths
    • 3,717 Sq Ft

    12941 Westside Village Loop, Windermere, FL 34786

    Experience the elegance of Westside Village in Windermere, where timeless design meets modern luxury. This five-bedroom, four-bath residence spans 3,717 square feet of thoughtfully designed living space, built in 2018. The foyer welcomes you with porcelain tile floors, vaulted ceilings, and chandelier lighting that set a tone of quiet sophistication. French doors open to a versatile home office,

    Keren Reyes CENTURY 21 CARIOTI

    12941 Westside Village Loop, Windermere, FL 34786
  • /82

    $675,000

    • 4 Beds
    • 3.5 Baths
    • 2,986 Sq Ft

    6990 Smithshire Ln, Windermere, FL 34786

    Beautiful Kensington model by Ashton Woods in desirable Lakes of Windermere with a view of scenic POND from your front porch ! This home features 4 bedrooms, 3.5 bathrooms plus an upstairs multi purpose bonus room with full bathroom (currently used as a 5th bedroom), screened back porch overlooking fenced in brick paver patio with grass area for dogs, aluminum fencing and privacy hedge. Rear

    Beverly Brown RE/MAX PRIME PROPERTIES

    6990 Smithshire Ln, Windermere, FL 34786
  • /4

    $395,000

    • 3 Beds
    • 2.5 Baths
    • 1,520 Sq Ft

    8638 Brookvale Dr, Windermere, FL 34786

    Great opportunity to own this wonderful townhouse in the beautiful Lake Reams community near Disney World! This townhouse features 3bedrooms, 2.5 bathrooms, a 2-car garage, and a spacious courtyard for outdoor gatherings, a fully equipped kitchen that opens up into a living room. All bedrooms are located upstairs for privacy. The primary bedroom offers high ceilings and a spacious walk-in

    Karina Aumaitre AK GLOBAL REALTY LLC

    8638 Brookvale Dr, Windermere, FL 34786
  • /44

    $384,900

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

    7711 Fairgrove Ave, Windermere, FL 34786

    Walk On In and Call It Home! Welcome to this move in ready gem of a townhome in the sought-after Lake Sawyer South community in Windermere! This spacious home offers: 3 Bedrooms | 2.5 Bathrooms Over 1,600 Sq. Ft. of Living Space and a 2-Car Garage—big enough to store your boat! Fresh interior paint, Beautiful tile and wood flooring throughout. Located in the desirable Horizon West area of Orange

    Lindsay Kaye Voss VOSS REALTY INC

    7711 Fairgrove Ave, Windermere, FL 34786
  • /46

    $899,900

    • 4 Beds
    • 3.5 Baths
    • 3,424 Sq Ft

    13302 Roskin Ln, Windermere, FL 34786

    Welcome to this impeccably maintained former model home in Windermere, beautifully positioned on a premium corner lot in a quiet, highly desirable community and zoned for top-rated schools. Offering over 3,400 square feet with 4 bedrooms and 3.5 bathrooms, this home stands out for its smart use of space, generous room sizes, and the refined “model home” presentation that feels clean, polished,

    Xiaoyu Su RATIO REAL ESTATE, LLC

    13302 Roskin Ln, Windermere, FL 34786
  • /75

    $9,999,000

    • 6 Beds
    • 8 Baths
    • 6,783 Sq Ft

    6149 Grosvenor Shore Dr, Windermere, FL 34786

    Keene's Pointe - Stunning lakefront home on Lake Tibet of the famed Butler Chain of Lakes. No detail was spared in this completely renovated home boasting formal living and dining rooms, family and media room, 2 offices, 6 full/2 half baths and 6 bedrooms - one of which could serve as a in-law suite with separate entrance from the outside. From the moment you enter this impeccably designed home

    Teresa Stewart SOUTHERN REALTY GROUP LLC

    6149 Grosvenor Shore Dr, Windermere, FL 34786
  • /30

    $6,890,000

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

    1002 Down Reserve Ct, Windermere, FL 34786

    Luxury, architectural elegance, and an unparalleled lakefront lifestyle on the Butler Chain of Lakes in Windermere. Set on a sprawling lot of over one acre, this extraordinary waterfront estate offers direct access to the prestigious Butler Chain of Lakes — a rare interconnected system of 12 private lakes, providing one of the most exclusive boating lifestyles in Central Florida. From the moment

    Jennifer Olmeda WRA BUSINESS & REAL ESTATE

    1002 Down Reserve Ct, Windermere, FL 34786
  • /29

    $799,000

    • 4 Beds
    • 2 Baths
    • 2,373 Sq Ft

    17514 Black Rail St, Windermere, FL 34786

    New painting interior and doors and baseboards. This elegant single-level detached home features soaring 10-foot ceilings throughout, creating a bright and spacious atmosphere rarely found in one-story living. The home is thoughtfully positioned with a tranquil pond at the rear, offering both beautiful water views and exceptional privacy. A classic tiled roof adds timeless character and

    He Gao U S GLORY REALTY

    17514 Black Rail St, Windermere, FL 34786
  • /29

    $699,000

    • 5 Beds
    • 3.5 Baths
    • 2,960 Sq Ft

    12936 Droxford Rd, Windermere, FL 34786

    Lakes of Windermere STUNNER! This Ashton Woods Kensington model comes with an amazing bonus room and much more! The well-established neighborhood is out of a Norman Rockwell painting, lined with trees, 15 minutes from Disney, and loaded with charm. All you will need are a couple of Adirondack chairs for the front patio and a glass of sweet tea to become part of this amazing neighborhood. The

    Leo Rico UNITED REAL ESTATE PREFERRED

    12936 Droxford Rd, Windermere, FL 34786

Showing Results 41 - 80, Page 2 of 6

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