213

Homes for Sale near Windermere High School

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  • /43

    $325,000

    • 2 Beds
    • 2 Baths
    • 1,068 Sq Ft

    6343 Merrick Landing Blvd, Windermere, FL 34786

    Welcome to Merrick Landing, a highly desirable Windermere community offering comfort, convenience, and a touch of magic. This rare ONE STORY, well appointed townhome features a primary bedroom with a Private Ensuite. The Open concept kitchen boasts stainless steel appliances and overlooks the spacious living area, making it perfect for both everyday living and entertaining. Enjoy slate flooring

    Wende Landt BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY

    6343 Merrick Landing Blvd, Windermere, FL 34786
  • /18

    $425,000

    • 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
  • /38

    $419,500

    • 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
  • /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
  • /39

    $750,000

    • 4 Beds
    • 3.5 Baths
    • 3,413 Sq Ft

    11903 Cave Run Ave, Windermere, FL 34786

    Stunning move-in ready home in the highly sought-after Windermere Trails community, located in a top-rated school district and just 2 miles from Walt Disney World! This beautifully upgraded 4-bedroom, 3.5-bath home features a gourmet kitchen with an oversized center island, custom solid wood cabinetry, granite countertops, built-in ovens, and a spacious walk-in pantry — perfect for entertaining

    Yan Zheng LOKATION

    11903 Cave Run Ave, Windermere, FL 34786
  • /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 (only one still available) and 31 luxe residences, including five stunning multi-level penthouses, all within a single, elevated residential address.

    Greg Foxx GOLDEN OAK REALTY

    10300 Winter Sparkle Cir, Golden Oak, FL 32836
  • /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
  • /71

    $1,548,900

    • 4 Beds
    • 4.5 Baths
    • 3,447 Sq Ft

    11821 Waterstone Loop Dr, Windermere, FL 34786

    WWaterstone is guard-gated, well-established, and home to something most neighborhoods can't match: a private pedestrian gate with direct access to Windermere Preparatory School, ranked the #1 private K–12 in Orange County. For families, that detail alone tends to end the search.The home itself is a custom Silliman Homes courtyard design, single-story, built with the kind of attention to

    Mauricio Penha VOLKE REAL ESTATE LLC

    11821 Waterstone Loop Dr, 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. "Zoning: C-2" Nestled in a desirable and well-established area. This county currently is not allowing anything to be built on it. Pin Location: Latitude 28.49896925, Longitude -81.58828662. Note: buyers I emphasize the importance of conducting thorough due diligence to ensure that the property meets your

    Samih Sadiq KELLY RIGHT REAL ESTATE

    0 W Orange Country Club Dr, Winter Garden, FL 34787
  • /42

    $769,900

    • 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

    $389,000

    • 3 Beds
    • 2.5 Baths
    • 2,028 Sq Ft

    14215 Desert Haven St, Windermere, FL 34786

    Welcome to this stunning, move-in-ready condo in the highly sought-after Windermere community of Oasis Cove at Lakeview Village. Boasting over 2,000 heated Sq. Ft. of meticulously maintained living space, this residence offers the perfect blend of modern updates and functional design. The first floor features a bright, open-concept living and dining area that flows seamlessly into a spacious

    Brandi Crain Iron Valley R.E.Osceola

    14215 Desert Haven St, 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
  • /56

    $399,900

    • 3 Beds
    • 2.5 Baths
    • 2,028 Sq Ft

    8226 Serenity Spring Dr Unit 2402, Windermere, FL 34786

    Windermere Townhome Near Disney in Gated Oasis Cove | 2 Car Garage | Bonus Room | Loft | First Floor Primary Suite Welcome to Oasis Cove at Lakeside Village, a gated community in Windermere just minutes from Disney, Horizon West, and Hamlin Town Center. This spacious townhome offers over 2,000 square feet, a rare two car garage, and one of the most versatile floorplans in the community, combining

    Garrett Turner EXP REALTY LLC

    8226 Serenity Spring Dr Unit 2402, Windermere, FL 34786
  • /47

    $929,900

    • 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
  • /3

    $539,000

    • 3 Beds
    • 2 Baths
    • 2,148 Sq Ft

    12863 Holdenbury Ln, Windermere, FL 34786

    Experience refined living in this impeccably upgraded residence located in Lakes of Windermere.This elegant 3-bedroom, 2-bathroom home showcases a seamless blend of modern sophistication and everyday comfort, featuring a thoughtfully designed split floor plan and no carpet throughout for a clean, contemporary aesthetic.From the moment you enter, you’re welcomed by light-filled living

    Maria Castro-Aversano LPT REALTY, LLC

    12863 Holdenbury 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
  • /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
  • /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

    Ken Pozek REAL BROKER, LLC

    10370 Trout Rd, Orlando, FL 32836
  • /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
  • /100

    $1,280,000

    • 4 Beds
    • 3.5 Baths
    • 4,260 Sq Ft

    9442 Royal Estates Blvd, Orlando, FL 32836

    Stunning 4-Bedroom, 4-Bathroom Heated Pool Home in Royal Legacy Estates, Windermere. Located just 2 miles from the world-renowned Disneyparks, this beautiful 4-bedroom, 4-bathroom home in Royal Legacy Estates offers the perfect blend of luxury and convenience. Whether you'relooking for a primary residence or a second home, this property is in immaculate condition and ready to move in. The

    Martonio Pinto AMERICAN HORIZONS REALTY

    9442 Royal Estates Blvd, Orlando, FL 32836
  • /97

    $3,299,000

    • 6 Beds
    • 8 Baths
    • 7,217 Sq Ft

    4029 Isabella Cir, Windermere, FL 34786

    Experience an architectural masterpiece in the gated enclave of Casabella. Situated on a rare, oversized .85-acre lot, this estate has been transformed by the original owner with impeccable attention to detail. The interior features 6 beds, 6 full and 2 half baths, all the high-scratch-resistant flooring throughout the home comes in a beautiful white oak finish with bathrooms featuring porcelain

    Mauro Costa CORCORAN PREMIER REALTY

    4029 Isabella Cir, 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
  • /29

    $725,000

    • 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

    $649,000

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

    12936 Droxford Rd, Windermere, FL 34786

    Seller offering up to $10,000 towards Buyer's closing cost with acceptable offerLakes 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

    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
  • /28

    $1,350,000

    • 4 Beds
    • 4.5 Baths
    • 3,970 Sq Ft

    10475 Royal Cypress Way, Orlando, FL 32836

    Welcome to 10475 Royal Cypress Way, a beautifully maintained water view home in the gated community of Royal Cypress Preserve. This elegant residence features bright, open living spaces, modern finishes, and a gourmet kitchen ideal for entertaining. Enjoy comfortable indoor living along with a peaceful outdoor space perfect for relaxing. Located just minutes from Walt Disney World, Restaurant

    Steve Healy CORCORAN PREMIER REALTY

    10475 Royal Cypress Way, Orlando, FL 32836
  • /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
  • /52

    $532,000

    • 4 Beds
    • 2.5 Baths
    • 2,048 Sq Ft

    8243 Bryce Canyon Ave, Windermere, FL 34786

    Beautiful and cozy residence located in the desirable WINDERMERE area. This single-family - bungalow style home offers four bedrooms, two-and-a-half baths and a two-car garage. There's a LOFT UPSTAIRS, perfect for a TV or office/study room. With an open floor plan and ENERGY-EFFICIENT built, the kitchen features stainless steel appliances, overlooking the family room. All bedrooms and family

    Cristian Cen Chen SIMPSON REALTY LLC

    8243 Bryce Canyon Ave, Windermere, FL 34786
  • /81

    $1,620,000

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

    13734 Lake Cawood Dr, Windermere, FL 34786

    NEW PRICE - SELLER MOTIVATED!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

    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
  • /23

    $399,000

    • 3 Beds
    • 2.5 Baths
    • 1,565 Sq Ft

    12879 Emersondale Ave, Windermere, FL 34786

    Welcome home to this beautiful END-UNIT 3-bedroom, 2.5-bath townhome, thoughtfully designed to maximize space, comfort, and natural light. With abundant windows throughout, the home is filled with sunshine, creating a bright and inviting atmosphere from the moment you step inside. The open-concept floor plan is ideal for both everyday living and entertaining. Enjoy tile flooring in the kitchen,

    Kyle Li UNIONE REALTY INC

    12879 Emersondale Ave, 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
  • /53

    $709,000

    • 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
  • /68

    $1,650,000

    • 5 Beds
    • 4 Baths
    • 3,464 Sq Ft

    8438 Tibet Butler Dr, Windermere, FL 34786

    Located within the prestigious golf community of Keene’s Pointe, this elegant residence by renowned builder David Weekley Homes offers a refined blend of sophistication, comfort, and privacy in one of Windermere’s most sought-after addresses. Featuring 5 bedrooms and 4 full bathrooms, this two-story home presents a thoughtfully designed and versatile layout, ideal for both everyday living and

    Daniel Pavel WRA BUSINESS & REAL ESTATE

    8438 Tibet Butler 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 array 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

    Beverly Bray Bluewater Realty Services LLC

    12804 Salomon Cove Dr, Windermere, FL 34786
  • /21

    $460,000

    • 3 Beds
    • 2.5 Baths
    • 1,712 Sq Ft

    5706 Cypress Hill Rd, Winter Garden, FL 34787

    Welcome to 5706 Cypress Hill Rd, a 3-bedroom, 2.5-bath townhome located in the Orchard Hills community of Winter Garden. With 1,886 sq ft of living space, this home offers an open layout that flows comfortably between the kitchen, dining, and living areas, making it practical for everyday living. Orchard Hills features amenities including a community pool, fitness center, playgrounds, dog park,

    Mariana Nossa WRA BUSINESS & REAL ESTATE

    5706 Cypress Hill Rd, Winter Garden, FL 34787
  • /45

    $899,000

    • 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 6

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