196

Homes for Sale near Windermere High School

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  • /38

    $429,500

    • 3 Beds
    • 2.5 Baths
    • 1,671 Sq Ft

    10376 Fallsgrove St, Orlando, FL 32836

    This spacious, private, end-unit townhome features recent upgrades including new carpet and fresh paint and new AC in 2024. The downstairs boasts an open floor plan, an upgraded kitchen with granite countertops and stainless steel appliances, a convenient half bath, and an oversized garage. Enjoy serene moments on the private patio with a picturesque lake view.Upstairs, you'll find a built-in

    Barry Stephens MAINFRAME REAL ESTATE

    10376 Fallsgrove St, Orlando, FL 32836
  • /18

    $428,000

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

    11636 Water Run Aly, Windermere, FL 34786

    This property is a beautifully maintained 3-bedroom, 2.5-bath townhouse located in the desirable Ashlin Park community of Windermere. Built in 2017, this home features an open-concept layout filled with natural light, a modern kitchen with quartz countertops, stainless steel appliances, and espresso cabinetry. The spacious primary suite offers a walk-in closet and an elegant ensuite bath. Enjoy a

    Jose Jimenez EXP REALTY LLC

    11636 Water Run Aly, 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
  • /22

    $2,195,000 New Construction

    • 5 Beds
    • 4.5 Baths
    • 4,429 Sq Ft

    9150 Sheen Sound St, Orlando, FL 32836

    Pre-Construction. To be built. TO BE BUILT- Last lot available in the community- Nestled on the tranquil shores of Lake Sheen, part of the prestigious Butler Chain of Lakes, this stunning residence is located within the exclusive Lake Sheen Sound community—an intimate, private enclave offering a rare blend of seclusion and luxury. This BRAND NEW custom-designed home offers 4,463 square feet of

    Carolina Dumit CORCORAN PREMIER REALTY

    9150 Sheen Sound St, Orlando, FL 32836
  • /36

    $8,069,000 New Construction

    • 4 Beds
    • 4.5 Baths
    • 4,836 Sq Ft

    10300 Winter Sparkle Cir, Golden Oak, FL 32836

    Under Construction. A new luxury Four Seasons Private Residences opportunity is now available in Golden Oak at Walt Disney World® Resort. The proposed Florian Park project by HHR FSO LAND LLC will feature a collection of nine attached boutique homes and 31 luxe residences, including five stunning multi-level penthouses, all within a single, elevated residential address. Designed for

    Greg Foxx GOLDEN OAK REALTY

    10300 Winter Sparkle Cir, Golden Oak, FL 32836
  • /67

    $4,650,000

    • 5 Beds
    • 5.5 Baths
    • 7,183 Sq Ft

    12540 Park Ave, Windermere, FL 34786

    Offering a prime lakefront location along the shores of Lake Butler in the esteemed gated community of Chaine du Lac, this distinguished estate features timeless architecture paired with transitional interiors and gorgeous views to showcase Windermere lakefront living at its finest. The estate has been elevated with significant recent improvements, including a brand-new roof, an all-new primary

    Carey Sheffield ISLEWORTH REALTY LLC

    12540 Park Ave, Windermere, FL 34786
  • /63

    $1,100,000

    • 4 Beds
    • 5 Baths
    • 3,425 Sq Ft

    7545 Lake Albert Dr, Windermere, FL 34786

    Welcome to 7545 Lake Albert Drive. Where timeless architecture meets modern luxury. Nestled on an expansive lot in one of Windermere's most sought after communities, this stunning estate offers the perfect balance of privacy, comfort, and resort-style living just minutes from Walt Disney World and the best of Central Florida. Arrive via a long, elegant driveway, framed by lush landscaping,

    Nicole Mickle OLYMPUS EXECUTIVE REALTY INC

    7545 Lake Albert Dr, Windermere, FL 34786
  • /18

    $1,299,000

    • 5 Beds
    • 4 Baths
    • 3,557 Sq Ft

    11021 Hawkshead Ct Unit 2, Windermere, FL 34786

    Welcome to this exquisite 5-bedroom, 4-bathroom residence nestled on a premium corner lot in one of Windermere’s most beautiful, gated communities. Boasting 3,557 square feet of thoughtfully designed living space, this Spanish Colonial-style home blends timeless elegance with modern comfort. Step inside to discover spacious living areas, rich architectural details, and a seamless flow ideal for

    Kara Manuchia ALL REAL ESTATE & INVESTMENTS

    11021 Hawkshead Ct Unit 2, Windermere, FL 34786
  • /40

    $625,000 Open Sun 2PM - 4PM

    • 5 Beds
    • 3 Baths
    • 2,555 Sq Ft

    6846 Helmsley Cir, Windermere, FL 34786

    NEW ROOF! Welcome to 6846 Helmsley Circle in beautiful Windermere, FL! This stunning 5-bedroom, 3-bathroom home is situated on the largest lot in the neighborhood, offering over a quarter-acre of space with two expansive backyards. Imagine the possibilities—perhaps a pool or even a pickleball court! The home boasts two primary suites, one conveniently located on the main floor and another

    Nickolas Amburgey COMPASS FLORIDA LLC

    6846 Helmsley Cir, Windermere, FL 34786
  • /4

    $400,000

    • Land
    • 4.27 Acres
    • $93,677 per Acre

    0 W Orange Country Club Dr, Winter Garden, FL 34787

    This is a wetland property. W Orange Country Club Drive in Winter Garden, Florida 34787. Nestled in a desirable and well-established area. This county currently is not allowing anything to be built on it.

    Samih Sadiq KELLY RIGHT REAL ESTATE

    0 W Orange Country Club Dr, Winter Garden, FL 34787
  • /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
  • /62

    $1,875,000

    • 5 Beds
    • 4 Baths
    • 4,489 Sq Ft

    13420 Bonica Way, Windermere, FL 34786

    Experience the Florida lifestyle in this stunning FULLY FURNISHED 5-Bed/4-Bath pool home on over 1/2-acre, with a welcoming open floor plan spanning 4,500 square feet, spectacular Theater Room, custom upgrades and designer accents throughout, and new AC system in August 2025. Situated across from the community park and tennis on one of the best waterfront lots in sought-after gated Tildens Grove,

    Frank Ferrell FERRELL REALTY, INC.

    13420 Bonica Way, Windermere, FL 34786
  • /16

    $759,500

    • 4 Beds
    • 3.5 Baths
    • 2,820 Sq Ft

    6832 Thornhill Cir, Windermere, FL 34786

    4 bed, 3.5 bath, 2,827 SF home in desirable Windermere Florida, minutes from Disney - see the fireworks from home !!! Oversized corner lot (8,850 sq ft) in cul-de-sac, 22’ ceiling in family room with high tinted windows giving lots of natural light, Kitchen with plenty of counter space as well as a walk in pantry and 41” cabinets, 39x39 center island with cabinets, 100” bar/counter, Butler’s

    Jonathan Minerick HOMECOIN.COM

    6832 Thornhill Cir, Windermere, FL 34786
  • /34

    $860,000

    • 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
  • /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
  • /41

    $1,549,900

    • 4 Beds
    • 3 Baths
    • 3,145 Sq Ft

    10370 Trout Rd, Orlando, FL 32836

    Welcome to 10370 Trout Road, a fully renovated modern oasis nestled on a private half-acre in the sought-after Cypress Isle community near Windermere. This 4-bedroom, 3-bath home blends timeless elegance with contemporary design, featuring an open-concept layout, a chef’s kitchen with quartz countertops and stainless-steel appliances, and a spacious living area overlooking the serene pool and

    Micaela Almeda DJ & LINDSEY REAL ESTATE

    10370 Trout Rd, Orlando, FL 32836
  • /35

    $5,860,000

    • 4 Beds
    • 7 Baths
    • 7,872 Sq Ft

    12264 Montalcino Cir, Windermere, FL 34786

    Lakefront, Luxurious, Fully Furnished Home with Private Pool in Windermere.A True Paradise!Discover this rare gem in the heart of Windermere, located in the gated community of Casa Del Lago — a spectacular residence that combines sophistication, comfort, and stunning lake views. Fully furnished, with over eight expertly designed rooms, this home was carefully customized by the builder

    Jennifer Olmeda WRA BUSINESS & REAL ESTATE

    12264 Montalcino Cir, Windermere, FL 34786
  • /65

    $13,500,000

    • 5 Beds
    • 8 Baths
    • 6,872 Sq Ft

    10065 Autumn Mist Ln, Orlando, FL 32836

    Presenting a stunning showplace of elegance and style nestled inside the coveted Four Seasons Private Residences Orlando within Golden Oak at Walt Disney World® Resort. This exquisitely crafted estate home embodies all the magic of Disney with the unparalleled luxury and exclusiveness of The Four Seasons. A dramatic winding staircase with glass railings sets the stage for a grand experience

    Rob Rahter STOCKWORTH REALTY GROUP

    10065 Autumn Mist Ln, Orlando, FL 32836
  • /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
  • /37

    $415,000

    • 3 Beds
    • 2.5 Baths
    • 1,741 Sq Ft

    14801 Evergreen Oak Loop, Winter Garden, FL 34787

    Welcome to Your Dream Townhome!Perfectly situated on a desirable corner lot, this charming home offers both comfort and convenience in a prime location. Featuring 2 full bathrooms and 1 half bath, it boasts a spacious open floor plan with modern countertops in the kitchen and bathrooms. The living room is filled with natural light, creating a warm and inviting space for relaxing or

    Manuel Duran Jr VYLLA HOME

    14801 Evergreen Oak Loop, Winter Garden, FL 34787
  • /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
  • /81

    $5,489,000

    • 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 FULLY FURNISHED (furniture included-with exception of a few items) , professionally designed 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

    Dianna Desboyaux DOUGLAS ELLIMAN

    9721 Carillon Park 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

    $1,820,000

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

    13734 Lake Cawood Dr, Windermere, FL 34786

    Welcome to Lake Cawood Estate, a beautifully maintained residence built in 2004 and thoughtfully enhanced with extensive recent upgrades and major system improvements. Offering both comfort and peace of mind, this home features a brand-new roof (2024), new A/C system (2024), new well system (2025), and a new water filtration system—delivering efficiency, reliability, and long-term value. Fresh

    Angela Schifano CHARLES RUTENBERG REALTY ORLANDO

    13734 Lake Cawood Dr, Windermere, FL 34786
  • /91

    $3,725,000

    • 4 Beds
    • 4.5 Baths
    • 6,054 Sq Ft

    12812 Jacob Grace Ct, Windermere, FL 34786

    Experience Unmatched Lakeside Luxury in a Custom-Built MasterpieceDiscover the pinnacle of elegance and tranquility in this exquisite custom-built estate, ideally positioned on an expansive lot within an exclusive guard-gated community. With direct access to a crystal-clear spring-fed lake that permits private boat docks, this home offers a rare blend of relaxation, recreation, and refined

    Alireza Partovi EXP REALTY LLC

    12812 Jacob Grace Ct, Windermere, FL 34786
  • /31

    $910,000

    • 4 Beds
    • 3.5 Baths
    • 3,080 Sq Ft

    11314 Ledgement Ln Unit 1, Windermere, FL 34786

    Located in the exclusive Glenmuir community, this beautifully appointed residence delivers refined living with timeless elegance. A grand entrance through glass French doors welcomes you into an OPEN FLOOR PLAN enhanced by elegant ceramic tile throughout. The GOURMET KITCHEN is a chef’s dream, featuring 42" cabinetry, stainless steel appliances, an oversized island, custom tile backsplash, and a

    Mark Vescio MARK SPAIN REAL ESTATE

    11314 Ledgement Ln Unit 1, Windermere, FL 34786
  • /18

    $788,000

    • 4 Beds
    • 3.5 Baths
    • 3,091 Sq Ft

    7211 Still Pond Ln, Windermere, FL 34786

    Welcome to this former model home in one of Windermere's coveted communities. This custom-designed model is situated on a premium corner lot and offers a combination of luxury, convenience and comfort. As you drive down beautifully manicured streets and past serene lakes, you will arrive at this charming home with its quaint covered porch. Upon entry, the foyer leads you to an inviting living

    Victor Barroeta MBT REALTY LLC

    7211 Still Pond Ln, Windermere, FL 34786
  • /91

    $3,950,000

    • 6 Beds
    • 7 Baths
    • 5,709 Sq Ft

    12132 Montalcino Cir, Windermere, FL 34786

    Experience the essence of luxury lakefront living in this stunning contemporary Mediterranean estate, ideally positioned on Lake Burden within the exclusive gated community of Casa Del Lago in Windermere. This elegant two-story residence combines refined design, functionality, and breathtaking panoramic lake views throughout.The gourmet kitchen features custom dark cabinetry, quartz

    Caroline Perotti BELLA VIEW REALTY LLC

    12132 Montalcino Cir, Windermere, FL 34786
  • /40

    $625,000

    • 4 Beds
    • 3 Baths
    • 2,406 Sq Ft

    4533 River Gem Ave, Windermere, FL 34786

    BACK ON THE MARKET! NEW Roof being installed, expected by end of January 2026! Charming SUMMERPORT home in desirable Windermere! You'll love this lovely 1-story on an oversized corner lot, with 4 bedrooms, 3 full baths, 3-way open & split plan, with high ceilings throughout. Many upgrades include wood floors in all bedrooms, tile floors in all traffic areas, huge open Kitchen with breakfast bar,

    George Stringer COLDWELL BANKER RESIDENTIAL RE

    4533 River Gem Ave, Windermere, FL 34786
  • /53

    $749,000

    • 3 Beds
    • 3.5 Baths
    • 2,744 Sq Ft

    11949 Verrazano Dr, Orlando, FL 32836

    Experience magical evenings from your own backyard—where you can unwind in the private hot tub and enjoy nightly Disney fireworks lighting up the sky. Perfectly situated in one of Orlando’s most desired zip codes. Step inside this beautiful 3-bed, 3.5-bath home offering 2,744 sq.ft. of stylish living, and step outside to your own private resort. The expansive backyard is fully equipped with

    Camila Ricchetti FLORIDA CONNEXION PROPERTIES

    11949 Verrazano Dr, Orlando, FL 32836
  • /15

    $490,000

    • 3 Beds
    • 2.5 Baths
    • 1,977 Sq Ft

    6310 Golden Dewdrop Trail, Windermere, FL 34786

    Windermere Landings, Highly desirable community, only five minutes from downtown Windermere, and great school district. Beautiful two story home, Three bedroom Two and half bath with upstairs loft space for a home office. The Kitchen has overlooking the great family room and dining room.wood cabinets, granite countertops, an island, and counter height bar seating. A/C unit was replaced in 2019

    Mengshi Lu JOY ESTATE ENTERPRISE INC

    6310 Golden Dewdrop Trail, Windermere, FL 34786
  • /81

    $2,970,000

    • 5 Beds
    • 4 Baths
    • 3,737 Sq Ft

    10203 Trout Rd, Orlando, FL 32836

    Discover this exquisite lakefront property nestled on over 1.9 acres with more than 100 feet of water frontage on LAKE TIBET and part of the Butler Chain of Lakes. This home offers breathtaking views and absolutely stunning sunsets. As you drive onto the winding paver circular driveway with lovely fountain and beautiful landscaping, you will notice the terracotta tile roof and the undeniable

    Darlene O'Hara HOMEVEST REALTY

    10203 Trout Rd, Orlando, FL 32836
  • /44

    $1,599,000

    • 5 Beds
    • 5 Baths
    • 3,520 Sq Ft

    6001 Caymus Loop, Windermere, FL 34786

    Stunning Remodeled Golf Home in Keene’s Pointe – Windermere’s Premier Golf Community. Discover this unique, fully remodeled home in the highly sought-after Keene’s Pointe neighborhood, nestled in the picturesque lake community of Windermere. Offering privacy, breathtaking golf course views, and upgrades at every turn, this move-in-ready gem is the perfect blend of elegance and modern convenience.

    Stella Freeman QUATTRO R E SOLUTIONS LLC

    6001 Caymus Loop, Windermere, FL 34786
  • /43

    $327,000

    • 3 Beds
    • 2 Baths
    • 1,442 Sq Ft

    8179 Maritime Flag St Unit 202-108, Windermere, FL 34786

    Welcome to Lakeside at Lakes of Windermere! This beautifully updated first-floor condo combines comfort, style, and convenience?located just minutes from the Disney parks and directly across the street from Lakeside Village Center, offering shopping, dining, and everyday amenities. Step inside to find luxury vinyl flooring in all bedrooms with no carpet, fresh interior paint, and elegant crown

    Naf Zaman THE FIRM RE

    8179 Maritime Flag St Unit 202-108, Windermere, FL 34786
  • /45

    $912,000 Open Sun 11AM - 2PM

    • 4 Beds
    • 3.5 Baths
    • 3,315 Sq Ft

    8724 Peachtree Park Ct, Windermere, FL 34786

    Recent pricing adjustment creates an exceptional opportunity to own a thoughtfully designed home in one of Windermere’s most sought-after hidden gems. With bonus spaces including a loft, mudroom, screened outdoor patio that goes around the house and a well-appointed this residence offers both refined living and everyday practicality. Experience the magic of Windermere living at Peachtree Park, a

    Marcelo Machado LA ROSA REALTY LLC

    8724 Peachtree Park Ct, Windermere, FL 34786

Showing Results 41 - 80, Page 2 of 5

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