237

Homes for Sale near Windermere High School

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  • /26

    $1,600,000

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

    10370 Trout Rd, Orlando, FL 32836

    One or more photo(s) has been virtually staged. Tucked between the Butler Chain of Lakes and Windermere's luxury corridor, this fully reimagined modern retreat offers the privacy of a half-acre estate with the convenience of one of Orlando's most sought-after locations. Located in Orlando's coveted 32836 zip code, just moments from the Windermere border, this exceptional Cypress Isle residence

    Chad Going SERHANT

    10370 Trout Rd, Orlando, FL 32836
  • /2

    $650,000

    Coming Soon
    • 4 Beds
    • 3 Baths
    • 2,224 Sq Ft

    5091 Palmetto Park Dr, Winter Garden, FL 34787

    Stunning Upgraded 4-Bedroom Home in Desirable Winter Garden! Welcome to 5091 Palmetto Park Drive, where quality upgrades, thoughtful design, and Florida living come together! Situated on an oversized 50’ x 135’ homesite, this beautifully maintained home offers exceptional features inside and out, making it truly move-in ready. From the moment you arrive, you’ll appreciate the custom details

    Claire Brooks FLORIDA PLUS REALTY, LLC

    5091 Palmetto Park Dr, Winter Garden, FL 34787
  • /34

    $509,000

    $21K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,888 Sq Ft

    8272 Bryce Canyon Ave, Windermere, FL 34786

    3BR/2.5BA bungalow-style home in the Windermere Trails community. This well maintained residence offers an open floor plan with high ceilings, and premium tile flooring throughout the main level. The home includes a gourmet kitchen, upgraded cabinetry in the laundry room. Upstairs, a versatile loft provides the perfect space for an office or media room, alongside a spacious master suite and two

    Eduardo Pavone ON ME REALTY

    8272 Bryce Canyon Ave, Windermere, FL 34786
  • /56

    $815,000

    • 5 Beds
    • 3 Baths
    • 3,211 Sq Ft

    4415 Blue Major Dr, Windermere, FL 34786

    This beautiful MOVE-IN-READY two-story home is located in the highly desired community of Summerport in Windermere! The Wow factor begins the moment the front door opens to a towering cathedral ceiling making for a dramatic and elegant entry into the main living area. The open floor plan creates a seamless flow throughout the home, whereby the family room opens to the kitchen and dinette space,

    Mariana Micheti M2M REALTY

    4415 Blue Major Dr, Windermere, FL 34786
  • /57

    $628,000

    • 4 Beds
    • 3.5 Baths
    • 2,573 Sq Ft

    15111 Driftwood Bend St, Winter Garden, FL 34787

    Welcome to this beautiful residence located in the highly sought-after Independence community (Signature Lakes) in Winter Garden! This spacious two-story home features 4 bedrooms and 3.5 bathrooms with a thoughtfully designed layout ideal for comfortable everyday living. The primary suite is conveniently located on the first floor, while three additional bedrooms upstairs provide flexibility and

    Jimmy Xu TOPSKY REALTY INC

    15111 Driftwood Bend St, Winter Garden, FL 34787
  • /26

    $445,500

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

    13743 Calera Aly, Windermere, FL 34786

    Nestled in the highly desirable Vineyards of Horizons West, this IMMACULATELY MAINTAINED 3-bedroom, 2.5-bath townhome offers nearly 2,000 SQUARE FEET of stylish living space in one of Windermere's most sought-after locations. Surrounded by beautiful landscaping and overlooking a PEACEFUL GARDEN VIEW, this residence combines modern finishes, LOW-MAINTENANCE LIVING, and exceptional convenience.

    Jennifer Wemert WEMERT GROUP REALTY LLC

    13743 Calera Aly, Windermere, FL 34786
  • /27

    $395,000

    • 3 Beds
    • 2.5 Baths
    • 1,755 Sq Ft

    5618 Water Rose Rd, Winter Garden, FL 34787

    This two-story townhome consists of three bedrooms, two and a half bathrooms, and a two-car rear load garage. The kitchen, family room, combination living room and dining room, and a laundry room with washer and dryer are located on the first floor. The upstairs master suite has a private bathroom and a walk-in closet. Independence Townhomes offers residents maintenance-free living without

    Isabel Sirizzotti SUNNY 365 REALTY GROUP

    5618 Water Rose Rd, Winter Garden, FL 34787
  • /55

    $724,900

    • 5 Beds
    • 3 Baths
    • 2,618 Sq Ft

    7906 Jailene Dr, Windermere, FL 34786

    Virtually Staged. Enjoy exceptional privacy with beautiful conservation views behind & expansive green space beside the home, creating a peaceful setting rarely found in the community. Tucked away on a desirable homesite, 7906 Jailene Drive offers 2,618 SF, 5 bedrooms, 3 full bathrooms, 2-car garage, all filled with thoughtfully designed living spaces & ample dedicated guest parking conveniently

    Deanna Armel ARMEL REAL ESTATE INC

    7906 Jailene Dr, Windermere, FL 34786
  • /50

    $380,000

    $6K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,644 Sq Ft

    12966 Vennetta Way, Windermere, FL 34786

    PRICE ADJUSTMENT! Discover the perfect blend of comfort and convenience in this spacious 3-bedroom, 2.5-bath townhouse located in the highly sought-after Lake Sawyer South community in Windermere.Surrounded by picturesque, tree-lined streets, this well-maintained home welcomes you with a bright and open kitchen area featuring granite countertops, stainless steel appliances, and a walk-in

    Mae Stigell JASON MITCHELL REAL ESTATE FLO

    12966 Vennetta Way, Windermere, FL 34786
  • /32

    $430,000

    • 3 Beds
    • 2.5 Baths
    • 1,919 Sq Ft

    12357 Via Derna Place, Windermere, FL 34786

    Beautiful 3-bedroom, 2.5-bath townhome located in the highly desirable Carrington community. This well-maintained home features an open-concept floor plan, granite countertops, and a combination of tile and carpet flooring throughout. Enjoy your own private courtyard, perfect for relaxing, outdoor dining, or entertaining guests.Residents have access to community amenities including a sparkling

    Isabel Sirizzotti SUNNY 365 REALTY GROUP

    12357 Via Derna Place, Windermere, FL 34786
  • /30

    $680,000

    • 5 Beds
    • 3.5 Baths
    • 2,868 Sq Ft

    4918 Wildwood Pointe Rd, Winter Garden, FL 34787

    Located in the highly sought-after community of Orchard Hills, this stunning home offers the epitome of Central Florida living. Orchard Hills is a community that attracts buyers from all walks of life, making it an ideal investment. This spacious, single-story residence boasts 5 bedrooms, 3 full bathrooms, and one half-bath, ready for you to move in. From the moment you step inside, you'll be

    Liana Primera de Hernandez AROD PARTNERS REALTY

    4918 Wildwood Pointe Rd, Winter Garden, FL 34787
  • /83

    $925,000

    $25K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 3,151 Sq Ft

    10490 Wiscane Ave, Orlando, FL 32836

    Enjoy Florida living at its finest along the coveted Butler Chain of Lakes in this immaculate low maintenance 3000+sf mostly single-story living home with expansive upstairs flex space on a .24-acre corner lot in gated Lake Sheen Reserve. This picturesque community stands out from the rest with estate homes on larger lots surrounded by lakes, fountains, and golf courses! Live less than 2 miles

    Mindy Colon CORCORAN PREMIER REALTY

    10490 Wiscane Ave, Orlando, FL 32836
  • /36

    $7,551,000

    New Construction $500K PRICE INCREASE
    • 4 Beds
    • 4.5 Baths
    • 4,299 Sq Ft

    10160 Autumn Mist Ln Unit 205, Orlando, FL 32836

    A new luxury Four Seasons Private Residences opportunity is now available at Golden Oak at Walt Disney World® Resort. The 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 hotel-inspired living at a magical

    Anna McKee GOLDEN OAK REALTY

    10160 Autumn Mist Ln Unit 205, Orlando, FL 32836
  • /21

    $409,900

    $2K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,584 Sq Ft

    11686 Water Run Aly, Windermere, FL 34786

    Welcome to this beautiful townhome located at 11686 Water Run Aly in the desirable Windermere community of Ashlin Park. Built in 2017, this well-maintained 3-bedroom, 2.5-bath home offers approximately 1,584 sq ft of comfortable living space with a modern open-concept layout.The kitchen features granite countertops, stainless steel appliances, and ample cabinetry overlooking the bright living and

    Gonzalo Senior IRM INVEST., REAL EST.& MGMT.

    11686 Water Run Aly, Windermere, FL 34786
  • /18

    $599,000

    $20K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,827 Sq Ft

    Unlisted Address

    Welcome to Woodbridge on the Green—one of Winter Garden’s best-kept secrets, ideally situated next to West Orange Country Club. Enjoy your own private waterfront retreat, where tranquil surroundings and breathtaking sunsets over the water create the perfect setting to share unforgettable moments with family and friends! This beautifully maintained waterfront home offers exceptional curb appeal

    Tom Ravenscroft RAVENSCROFT REALTY GROUP

    Unlisted Address
  • /45

    $2,090,000

    $90K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 4,867 Sq Ft

    13327 Lake Clarice Dr, Windermere, FL 34786

    Huge Price Improvement of $90,000! Seller is motivated! Nestled on 1.26 pristine lakefront acres within the exclusive Estates at Lake Clarice community and zoned for top-rated public schools, this custom-built estate offers an extraordinary blend of luxury, privacy, and lifestyle in the heart of Windermere. With expansive lake frontage and the opportunity to build your own private dock or gazebo,

    Rita Phillips FLORIDA REALTY INVESTMENTS

    13327 Lake Clarice Dr, Windermere, FL 34786
  • /19

    $998,000

    $20K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 3,881 Sq Ft

    14359 Magnolia Ridge Loop, Winter Garden, FL 34787

    Welcome to this stunning 5-bedroom, 3.5-bath home located in the highly sought-after Orchard Hills community in Winter Garden. Known for its vibrant community atmosphere and resort-style amenities, Orchard Hills offers a community pool, fitness center, playground, and top-rated schools. This beautifully maintained home offers over 3,881 square feet of living space with an open layout, soaring

    Shitong Liang BAMYOU REALTY

    14359 Magnolia Ridge Loop, Winter Garden, FL 34787
  • /33

    $780,000

    • 6 Beds
    • 4 Baths
    • 3,648 Sq Ft

    7180 Beek St, Windermere, FL 34786

    Spacious 6-Bedroom Home Just Minutes from Disney! Discover the perfect blend of space, comfort, and convenience in this stunning Hayden floorplan by Pulte Homes, located in the highly sought-after Windermere Terrace community. This beautifully maintained home offers 6 bedrooms + a bonus room, 4 full bathrooms, and a 3-car garage — ideal for growing families or hosting guests. A private guest

    Maria Ubillus FOLIO REALTY LLC

    7180 Beek St, Windermere, FL 34786
  • /45

    $850,000

    $88K PRICE DROP
    • 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
  • /19

    $2,500,000

    New Construction
    • 5 Beds
    • 4 Baths
    • 5,516 Sq Ft

    6606 Sawyer Shores Ln, Horizon West, FL 34786

    One or more photo(s) has been virtually staged. Pre-Construction. To be built. One or more photo(s) has been virtually staged. UNIQUE CANAL-FRONT PROPERTY ON LAKE SAWYER | BUILD-READY | NO HOA | WINDERMERE An extraordinary opportunity awaits on the shores of Lake Sawyer, tucked along a picturesque canal, this beautiful parcel delivers the perfect blend of privacy and possibility. With no HOA fees

    Nick Khela PREMIUM PROPERTIES R.E. SERVICE

    6606 Sawyer Shores Ln, Horizon West, FL 34786
  • /55

    $995,000

    $50K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,248 Sq Ft

    11162 Ledgement Ln, Windermere, FL 34786

    NEW TILE ROOF INSTALLED PRIOR TO CLOSING! Located in Glenmuir, one of Windermere's most sought-after gated communities, this beautifully maintained pool home offers 4 bedrooms, 3 full baths, 2 half baths, a private office, bonus room, and a desirable mostly single-story floor plan. Backing to peaceful greenspace with NO REAR NEIGHBORS, this home combines privacy, functionality, and resort-style

    Deb Schroeder INFINITY REALTY GROUP LLC

    11162 Ledgement Ln, Windermere, FL 34786
  • /26

    $1,130,643

    New Construction $20K PRICE INCREASE
    • 4 Beds
    • 4 Baths
    • 3,153 Sq Ft

    14341 Crest Palm Ave, Windermere, FL 34786

    Welcome to the Arlington with Bonus Room – a thoughtfully designed, 1-story home plus a Bonus Room on the 2nd floor that perfectly blends luxury, functionality, and comfort. This brand new 3,153 square foot residence sits on a wooded lot, offering expansive indoor and outdoor living space. Features: 4 Spacious Bedrooms: Designed for privacy and flexibility, including a luxurious owner’s suite

    Dream Finders Homes Builder
    14341 Crest Palm Ave, Windermere, FL 34786
  • /32

    $575,000

    • 4 Beds
    • 2 Baths
    • 2,151 Sq Ft

    12533 Cragside Ln, Windermere, FL 34786

    **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment** Welcome to Lakes of Windermere, where comfort, thoughtful upgrades, and an unbeatable Central Florida location come together in one beautifully maintained home. Inside, you’ll love the inviting layout with formal living and

    Tyler Somers KELLER WILLIAMS REALTY AT THE PARKS

    12533 Cragside Ln, Windermere, FL 34786
  • /37

    $530,000

    • 3 Beds
    • 2 Baths
    • 1,719 Sq Ft

    8809 Arrabida Ln, Orlando, FL 32836

    Beautiful single-family home in the highly desirable Mabel Bridge community in Dr. Phillips. This well-maintained residence features a paver driveway, covered front porch, and a spacious covered lanai perfect for outdoor entertaining. The open floor plan offers a bright kitchen with stainless steel appliances, ample cabinetry, and a breakfast bar overlooking the main living area. Enjoy the

    Ademir Correa Junior Max C&T Realty LLC

    8809 Arrabida Ln, Orlando, FL 32836
  • /6

    $561,738

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 1,649 Sq Ft

    13411 Lemon Orchard Bend, Windermere, FL 34786

    This stylish two-story townhome features three spacious suites, including a second-floor primary suite and two additional bedrooms. The open-concept first floor offers a bright living area and a gourmet kitchen with 42” cabinets, quartz countertops, stainless steel appliances, and luxury vinyl plank flooring. Enjoy a private courtyard and detached two-car garage. Located in the heart of

    Ashton Woods Builder
    13411 Lemon Orchard Bend, Windermere, FL 34786
  • /77

    $1,470,000

    $30K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 4,157 Sq Ft

    10751 Royal Cypress Way, Orlando, FL 32836

    Luxurious Contemporary Home in an Exclusive Gated Community – Minutes from Theme Parks! Located just 8 minutes from Disney Springs and 10 minutes from Epcot Center, this unique residence is situated in a prime area, served by the renowned Windermere public schools. Built by the prestigious and award-winning Toll Brothers, every detail exudes quality and sophistication. With 4,157sqft of living

    Daniel Pavel WRA BUSINESS & REAL ESTATE

    10751 Royal Cypress Way, Orlando, FL 32836
  • /16

    $574,900

    • 5 Beds
    • 2.5 Baths
    • 2,272 Sq Ft

    13450 Sunkiss Loop, Windermere, FL 34786

    This 5-bedroom, 2.5-bathroom two-story home offers a spacious and highly functional layout, perfect for large households or those needing extra space. The main level features a formal front living room and a well-appointed kitchen with all appliances included and in good working order. For added convenience and privacy, the primary suite is located on the first floor, while the four secondary

    Robert Salmons ENTERA REALTY LLC

    13450 Sunkiss Loop, Windermere, FL 34786
  • /98

    $1,650,000

    • 6 Beds
    • 5.5 Baths
    • 4,206 Sq Ft

    10829 Royal Cypress Way, Orlando, FL 32836

    Fully furnished and extensively designer-renovated, this exceptional residence in guard-gated Royal Cypress Preserve offers a rare turnkey luxury opportunity. Recent upgrades include new flooring throughout, custom millwork, renovated chef’s kitchen, remodeled bathrooms, redesigned custom primary closet, architectural LED lighting, designer fixtures, wine storage, and premium window treatments.

    Pedro Vieira Neto MS LAND & BUILDING LLC

    10829 Royal Cypress Way, Orlando, FL 32836
  • /20

    $414,000

    $4K PRICE INCREASE
    • 3 Beds
    • 2.5 Baths
    • 1,569 Sq Ft

    11933 Water Run Aly, Windermere, FL 34786

    Charming Townhome in the Heart of Windermere's Ashlin Park Welcome to this beautifully updated 3-bedroom, 2.5-bath townhome in the highly sought-after Ashlin Park community of Windermere. Ideally located directly across from Horizon West Middle School and just steps from the community playground, this home offers the perfect blend of comfort, style, and convenience.Step inside to an

    Brynn Munro CORCORAN PREMIER REALTY

    11933 Water Run Aly, Windermere, FL 34786
  • /100

    $849,900

    $25K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,698 Sq Ft

    14255 Sonco Ave, Windermere, FL 34786

    Super Rare Opportunity! Tucked away in one of Windermere’s most desirable areas is the beautiful home on over 1 half acre homesite on a corner lot with no rear neighbors and a gorgeous lake view. Don't sleep 'on' this home if you want to sleep 'in' this home! New roof 2023. Interior features include a fully remodeled kitchen with white 42" cabinets with crown moulding and gold hardware, custom

    Carmen Aridas RE/MAX PRIME PROPERTIES

    14255 Sonco Ave, Windermere, FL 34786
  • /61

    $520,000

    • 3 Beds
    • 2 Baths
    • 1,911 Sq Ft

    4718 Blue Major Dr, Windermere, FL 34786

    Welcome to 4718 Blue Major Dr, a beautifully maintained 3-bedroom, 2-bathroom home offering 1,911 square feet of comfortable living space in the highly sought-after Windermere area. This move-in ready home features fresh interior paint, a newer A/C system that is only 2 years old, brand-new grass, and an updated sprinkler system that helps keep the landscaping lush and vibrant year-round. Inside,

    Matthew Paul LPT REALTY, LLC

    4718 Blue Major Dr, Windermere, FL 34786
  • /52

    $1,597,000

    Coming Soon
    • 4 Beds
    • 3.5 Baths
    • 3,486 Sq Ft

    11027 Hawkshead Ct, Windermere, FL 34786

    Welcome to 11027 Hawkshead Court, a beautifully updated 4-bedroom plus a dedicated office, 3 full bath, and 1 half bath residence offering approximately 3,500 square feet of living space on a private 0.37-acre corner lot in the guard-gated Reserve at Lake Butler Sound, in the heart of Windermere, complete with 24 hour roving security. With extensive renovations completed between 2022 and 2026,

    Justyna Tchorni KENNEDY REALTY GROUP LLC

    11027 Hawkshead Ct, Windermere, FL 34786
  • /19

    $809,000

    $111K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,068 Sq Ft

    6631 Crestmont Glen Ln Unit 1, Windermere, FL 34786

    Welcome to 6631 Crestmont Glen Lane, a beautifully maintained executive home in the gated community of Glenmuir. Set on a large and spacious, landscaped lot, this 4-bedroom, 3.5-bath residence offers an ideal blend of space, comfort, and everyday functionality.Step inside to soaring ceilings, abundant natural light, and an open-concept layout designed for both entertaining and relaxed living.

    Gonzalo Senior IRM INVEST., REAL EST.& MGMT.

    6631 Crestmont Glen Ln Unit 1, Windermere, FL 34786
  • /20

    $580,000

    • 4 Beds
    • 2.5 Baths
    • 2,460 Sq Ft

    7011 Nobleton Dr, Windermere, FL 34786

    TOP RATED SCHOOLS!!! Welcome to this beautifully maintained Craftsman-style home in the highly sought-after Lakes of Windermere community. Perfectly positioned on a premium homesite overlooking tranquil conservation views, this 4-bedroom, 2.5-bath residence combines timeless charm with modern upgrades and exceptional indoor-outdoor living.Inside, you’ll find a light-filled floor plan

    Frederico Hexsel KARDOSH REALTY

    7011 Nobleton Dr, Windermere, FL 34786
  • /95

    $1,190,000

    • 4 Beds
    • 4 Baths
    • 4,173 Sq Ft

    9210 Royal Estates Blvd, Orlando, FL 32836

    This move-in ready contemporary estate in Royal Legacy Estates offers 4,232 square feet of functional living space. The main floor features a dedicated dining room, a private office, a bonus room, one full bathroom, and a private elevator providing direct access to the upper level. Upstairs, the layout includes four bedrooms and three full bathrooms. Modern upgrades encompass a wine refrigerator,

    Eduardo Pavone ON ME REALTY

    9210 Royal Estates Blvd, Orlando, FL 32836
  • /68

    $1,175,000

    $75K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,882 Sq Ft

    11536 Claymont Cir, Windermere, FL 34786

    Virtually Staged. Price Improvement! Welcome to luxury living inside the guard-gated community of Keene’s Pointe, home to the renowned Golden Bear Club and its Jack Nicklaus Signature golf course. Perfectly positioned within one of Windermere’s most sought-after neighborhoods, this exceptional single-story residence offers a refined blend of elegance, comfort, and lifestyle.Beautifully

    Matt Allen MATT ALLEN REAL ESTATE LLC

    11536 Claymont Cir, Windermere, FL 34786
  • /47

    $425,000

    Open Tue 4PM - 6PM $15K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,847 Sq Ft

    11401 Evesham Dr, Windermere, FL 34786

    One or more photo(s) has been virtually staged. Brand New Roof just installed! Listed below market value. Welcome to this stunning corner unit townhome in the highly sought after Preston Square community in Windermere. Offering 3 bedrooms, 2.5 baths, and an exceptional layout.This beautifully maintained home perfectly combines elegance, comfort, and convenience. Ideally situated directly across

    Christopher Courtney PREFERRED REAL ESTATE BROKERS

    11401 Evesham Dr, Windermere, FL 34786
  • /92

    $27,000,000

    • 7 Beds
    • 10 Baths
    • 22,108 Sq Ft

    5603 Marleon Dr, Windermere, FL 34786

    A rare legacy estate of extraordinary scale and architectural significance, this magnificent lakefront compound spans over 22,000 square feet across more than 11 private acres with over 440 feet of pristine frontage on Cypress Lake. Masterfully designed to deliver the ultimate blend of grandeur, privacy, and resort-inspired living, the residence is statement of uncompromising luxury. Beyond the

    Llin Lu PREMIER SOTHEBYS INT'L REALTY

    5603 Marleon Dr, Windermere, FL 34786

Showing Results 161 - 200, Page 5 of 6

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