37

Winter Garden, FL Homes for Sale with Acreage

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  • /66

    $2,600,000

    Open Fri 4PM - 7PM
    • 6 Beds
    • 6 Baths
    • 5,115 Sq Ft

    7693 Green Mountain Way, Winter Garden, FL 34787

    **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 7693 Green Mountain Way in Winter Garden, an impressive two-story lakefront home offering 6 bedrooms, 6 bathrooms, dual primary suites, a spacious loft, balcony, and multiple indoor and outdoor living

    Agent Photo

    Thomas Nickley

    KELLER WILLIAMS REALTY AT THE PARKS

    7693 Green Mountain Way, Winter Garden, FL 34787
  • /26

    $1,250,000

    $1M PRICE DROP
    • Land
    • 5.11 Acres
    • $244,618 per Acre

    10133 Colt Ln, Winter Garden, FL 34787

    Discover 5.1 beautiful acres in Avalon Hills, an exclusive community featuring just 16 premium luxury home 5 acre lots. No need to move almost an hour away just to find some land and more privacy when this gem is minutes to Windermere and everywhere you want to be. This vacant land represents the essence of premium real estate, nestled at the end of a one-way street ending in a serene cul-de-sac

    Agent Photo

    Jessica McKinney

    FLORIDA REALTY EXCHANGE LLC

    10133 Colt Ln, Winter Garden, FL 34787
  • /31

    $220,000

    Open Sat 11AM - 2PM
    • 3 Beds
    • 2 Baths
    • 1,288 Sq Ft

    14200 Avalon Rd Unit 406, Winter Garden, FL 34787

    Discover your next investment or dream home! This spacious 3-bedroom, 2-bathroom condo offers 1288 sqft of well-designed living space in a highly desirable Winter Garden location. Perfect for investors, this unit is ideal for both long-term rentals and lucrative short-term rental opportunities, capitalizing on the area's strong rental demand. Enjoy access to community amenities, including a

    Agent Photo

    Jose Martinez Rivera LLC

    LA ROSA REALTY PREMIER LLC

    14200 Avalon Rd Unit 406, Winter Garden, FL 34787
  • /3

    $2,700,000

    $3M PRICE DROP
    • Land
    • 9.64 Acres
    • $280,083 per Acre

    17902 Seidner Rd, Winter Garden, FL 34787

    Probably the finest site for a huge estate home in Orange County! No need to move almost an hour away to Montverde just to find enough land to build your private estate or Equestrian estate when this gem is minutes to Windermere and everywhere you want to be. This highly sought after 10 acre property in the Lake Avalon rural settlement, is a declining citrus grove and sits on the highest

    Agent Photo

    Jessica McKinney

    FLORIDA REALTY EXCHANGE LLC

    17902 Seidner Rd, Winter Garden, FL 34787
  • /98

    $1,750,000

    • 4 Beds
    • 3.5 Baths
    • 3,388 Sq Ft

    7573 Green Mountain Way, Winter Garden, FL 34787

    Virtually Staged. Welcome to an exceptional lakefront estate on the shores of Lake Hancock, one of Central Florida's premier ski lakes. Situated on an expansive 1.26-acre homesite, this beautifully designed residence offers 4 bedrooms, 3 full bathrooms, 1 half bathroom, and nearly 3,400 square feet of thoughtfully crafted living space with breathtaking water views.The open-concept floor

    Agent Photo

    Ursula Garcia Moraes

    PRISTINE INTERNATIONAL REALTY LLC

    7573 Green Mountain Way, Winter Garden, FL 34787
  • /48

    $1,020,000

    • 3 Beds
    • 2 Baths
    • 1,364 Sq Ft

    16104 Sandhill Rd, Winter Garden, FL 34787

    Rare opportunity to own nearly 5 acres in the coveted Lake Avalon Rural Settlement—where horses, heritage oaks, and peaceful country living meet the convenience of Winter Garden.Escape the hustle and discover one of Winter Garden's last remaining rural neighborhoods. Set on 4.85 fully fenced acres, this picturesque property offers expansive green pastures, majestic oak and heritage trees, and

    Cheryl Gritzer CLOCK TOWER REALTY

    16104 Sandhill Rd, Winter Garden, FL 34787
  • /78

    $969,000

    Open Sat 1PM - 3:30PM $28K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,346 Sq Ft

    14140 Country Estate Dr, Winter Garden, FL 34787

    Virtually Staged. Rarely does a property offer over an acre of land in the heart of Winter Garden. Tucked away in an intimate lake-access community, this beautifully refreshed pool home combines privacy, mature trees, and an unbeatable location just minutes from everything Central Florida has to offer. Set on a beautifully landscaped 1.1-acre lot with no rear neighbors, this stunning residence

    Erin Rison CHARLES RUTENBERG REALTY ORLANDO

    14140 Country Estate Dr, Winter Garden, FL 34787
  • /13

    $975,000

    $225K PRICE DROP
    • Land
    • 2.5 Acres
    • $390,000 per Acre

    17144 Phil C Peters Rd, Winter Garden, FL 34787

    Cleared and ready for your dream home! Welcome to 17144 Phil C Peters Road, a serene retreat nestled in Winter Garden, where country charm meets modern convenience. The large 2.5 acre property is high and dry with direct frontage on Phil C Peters Rd. The front of the property is dotted with a mature oaks, canopy and the middle and rear of the property is mostly open and flat providing plenty of

    Edward Guerrette HAMLIN REALTY

    17144 Phil C Peters Rd, Winter Garden, FL 34787
  • /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
  • /28

    $2,500,000

    • 4 Beds
    • 4.5 Baths
    • 4,961 Sq Ft

    13377 Lake Butler Blvd, Winter Garden, FL 34787

    Fantastic opportunity to purchase 12+ acres of private, quiet lake front property in Winter Garden/Windermere area on West Lake Butler Blvd. with 4+ acres high and dry and no HOA. Property currently boasts dock with electricity and boat lift on a skiable lake. There is an existing house that could be remodeled or torn down and start fresh. Home is 4961 square feet and built in 1990 with

    Dawn Briggs BLUE MAGNOLIA REALTY LLC

    13377 Lake Butler Blvd, Winter Garden, FL 34787
  • /78

    $3,799,000

    • 5 Beds
    • 5.5 Baths
    • 5,450 Sq Ft

    13542 Sunset Lakes Cir, Winter Garden, FL 34787

    A New Standard of Luxury...Welcome to 13542 Sunset Lakes Circle, the 5,450 square foot crown jewel of Sunset Lakes in highly sought after Winter Garden, set on 1.19 acres of pristine spring-fed Lake Roper lake frontage. Boasting the largest homesite in the community, this 2023 Sorenson Construction reimagined modern farmhouse features a no-expense-spared custom whole home renovation, including a

    Julie Bettosini STOCKWORTH REALTY GROUP

    13542 Sunset Lakes Cir, Winter Garden, FL 34787
  • /54

    $2,600,000

    $260K PRICE DROP
    • 7 Beds
    • 5 Baths
    • 5,403 Sq Ft

    7301 Wild Blackberry Trail, Winter Garden, FL 34787

    Custom built home on Hancock Lake has a private covered dock protecting a 20' +/- boat/lift and 2 jet skis lifts. The cul-de-sac lot has a BIG fenced yard, one of few in the neighborhood. The 2-story screened patio shelters an outdoor Kitchen with Weatherstrong cabinetry and a custom salt pool with water slide, fiber optic lights, solar heated spa & Disney characters embedded in the rock facade.

    Catherine Winters Berkshire Hathaway Florida Realty

    7301 Wild Blackberry Trail, Winter Garden, FL 34787
  • /4

    $225,000

    • 2 Beds
    • 2 Baths
    • 1,375 Sq Ft

    14501 Grove Resort Ave Unit 1343, Winter Garden, FL 34787

    Welcome to The Grove Resort & Water Park in Winter Garden, FL. This fully furnished 2-bedroom, 2-bathroom condo-hotel unit offers an open floor plan designed for functionality and comfort. The kitchen features modern appliances, solid surface countertops, and ample cabinet space. The living and dining areas provide direct access to a private screened balcony. The primary suite includes an

    Allan Kardosh KARDOSH REALTY

    14501 Grove Resort Ave Unit 1343, Winter Garden, FL 34787
  • /30

    $2,790,000

    $110K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,804 Sq Ft

    4004 Rex Dr, Winter Garden, FL 34787

    A rare opportunity to own nearly 8.92± acres across three contiguous parcels in the sought-after Winter Garden—Avalon Rural Settlement. Located just 5 minutes from Hamlin and Stoneybrook West. This property offers a unique blend of residential living and established agricultural infrastructure. The home itself is fully updated with modern finishes, luxury appliances, and custom upgrades,

    Edward Guerrette HAMLIN REALTY

    4004 Rex Dr, Winter Garden, FL 34787
  • /7

    $400,000

    • Land
    • 1.8 Acres
    • $222,222 per Acre

    12325 & 12303 Stagg Rd, Winter Garden, FL 34787

    Winter Garden 2 lots surrounded by commercial/industrial properties. Close to Highway 50, the Turnpike, and SR 429.

    Matine Pawlicki CENTURY 21 CARIOTI

    12325 & 12303 Stagg Rd, Winter Garden, FL 34787
  • /9

    $5,995,000

    New Construction
    • 5 Beds
    • 6 Baths
    • 6,000 Sq Ft

    13377 Lake Butler Blvd, Winter Garden, FL 34787

    Pre-Construction. To be built. To be Built, Rendering provided by master custom home builder, David Konkol of Konkol Custom Homes. However, buyer can work with builder to build any design buyer prefers (pricing to adjust accordingly). The property is spectacular waterfront acreage with boat dock on boatable, skiable Lake Roper. Acreage is 12.4 +/- with some conservation. Zoned A-1 (agricultural

    Dawn Briggs BLUE MAGNOLIA REALTY LLC

    13377 Lake Butler Blvd, Winter Garden, FL 34787
  • /40

    $1,775,000

    $525K PRICE DROP
    • 6 Beds
    • 3.5 Baths
    • 3,629 Sq Ft

    17224 Old Country Ln, Winter Garden, FL 34787

    Priced to sell and ready to fall in love with. Welcome home to 17224 Old Country Lane. Tucked behind a private gate on over 2.3 sprawling acres, this completely renovated farmhouse-style retreat delivers the rare combination of space, privacy, and location that rarely comes together like this. With 6 bedrooms, 3.5 bathrooms, and 3,629 square feet of thoughtfully designed open-concept living all

    Kerstin Crow LOKATION

    17224 Old Country Ln, Winter Garden, FL 34787
  • /49

    $899,900

    • Land
    • 1.12 Acres
    • $803,482 per Acre

    144 Tildenville School Rd, Winter Garden, FL 34787

    The real story of 144 Tildenville School Road is the land.Opportunities to own over an acre this close to Historic Downtown Winter Garden are becoming increasingly hard to find. Beneath a canopy of beautiful mature trees, this property offers something that cannot easily be recreated: space, privacy, character, and a location within Winter Garden’s golf cart district.The existing

    Matt McKee COMPASS FLORIDA LLC

    144 Tildenville School Rd, Winter Garden, FL 34787
  • /2

    $16,000,000

    $7M PRICE INCREASE
    • Land
    • 71.27 Acres
    • $224,498 per Acre

    17802 Old YMcA Rd, Winter Garden, FL 34787

    This property is made up of 4 parcels totaling 99.86 acres and offers a very unique opportunity. Property located in “Village I” of Horizon West Master Development Plan created by Orange County to proactively manage the considerable population and housing growth in southwest orange County. A total area of 28,000 acres was zoned appropriately and 45,000 households, 6 villages, a Town Center, Golf

    Bobby Luthra PROPERTY INVESTMENT BROKERS

    17802 Old YMcA Rd, Winter Garden, FL 34787
  • /4

    $1,800,000

    $600K PRICE INCREASE
    • Land
    • 7.01 Acres
    • $256,776 per Acre

    1211 E Maple St, Winter Garden, FL 34787

    CITY OF WINTER GARDEN HAS APPROVED A NEW OVER LAY ALLOWING 10 UNITS PER GROSS ACRE HIGH DENSITY ZONING~THIS PART OF A BEAUTIFCATION OF EAST WINTER GARDEN AREA MAY ALLOW FOR ADDITTIONAL FINANCIAL INCENTIVES FOR THE DEVELOPER~THE PROPERTY IS 1.8 ACRES, ZONED FOR 10 UNITS PER ACRE, AND IS LOCATED ACROSS FROM THE AUTO AUCTION, ADJACENT TO THE CROWN, CORK AND SEAL, VERY CLOSE TO HIGH TECH INDUSTRIAL

    Christy Clark-Weber SOUTHERN HERITAGE REALTY, INC

    1211 E Maple St, Winter Garden, FL 34787
  • /12

    $625,000

    $174K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,924 Sq Ft

    17134 Lake Ingram Rd, Winter Garden, FL 34787

    LAKEFRONT • 1.16 ACRES • NO HOA • A-1 ZONING • HORIZON WEST / WINTER GARDEN • CUSTOM HOME OPPORTUNITY!Rare lakefront property with over 1 acre in the highly desirable Horizon West/Winter Garden area. An exceptional opportunity for a custom home buyer, luxury home builder, developer or investor looking for a large waterfront homesite with NO HOA. Bring your custom home builder and create the

    Cynthia Griffin OPTIMA ONE REALTY, INC.

    17134 Lake Ingram Rd, Winter Garden, FL 34787
  • /23

    $450,000

    • 2 Beds
    • 2 Baths
    • 1,265 Sq Ft

    14501 Grove Resort Ave, Winter Garden, FL 34787

    Luxury vacation home ownership 5 minutes from Walt Disney World Park. Dazzling new resort with waterpark, on-site restaurants andcafes, game room, fitness center, fitness trail, amazing pools, convention center, 20-acre activity lake, concierge and complimentary shuttle to the DisneyWorld parks. This unit boasts prime views to the waterpark.

    Roberto Sanz Gonzalez Partnership Realty Inc.

    14501 Grove Resort Ave, Winter Garden, FL 34787
  • /40

    $585,000

    $114K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 3,392 Sq Ft

    14902 Arrena Rd, Winter Garden, FL 34787

    WATERFRONT--2 ACRES--NO HOA7 Miles west of Disneys' main entrance...Winter Garden address with "A rated" schools listed on tax records. Close to many restaurants, shopping and other amenities. This is considered the 4 Corner Area because across Hwy 192 is Kissimmee, Hwy 27 is just a couple blocks west and if you go North it is Clermont and going south on Hwy 27 is Davenport.Piece of

    Cheryl Danboise STAR SOLUTION PROPERTIES LLC

    14902 Arrena Rd, Winter Garden, FL 34787
  • /54

    $1,800,000

    • 6 Beds
    • 4 Baths
    • 4,396 Sq Ft

    16945 W Phil C Peters Rd, Winter Garden, FL 34787

    TWO HOMES FOR THE PRICE OF ONE.... Explore this stunning 10-acre lakefront estate in southwest Winter Garden with everything you’ve been dreaming of within 20 minutes of all the major theme parks in Central Florida. This beautiful tree-lined property offers privacy, shade, and plenty of space for both you and your animals. The owners have enjoyed using the land as a family ranch and oasis for

    Dennis Conklin WINDERMERE COCOA BEACH CENTER

    16945 W Phil C Peters Rd, Winter Garden, FL 34787
  • /8

    $2,050,000

    New Construction $200K PRICE INCREASE
    • 4 Beds
    • 4.5 Baths
    • 3,110 Sq Ft

    9940 Black Bear Ln, Winter Garden, FL 34787

    Pre-Construction. To be built. This Custom Single-Story Modern Farmhouse by Lionshead Homes is a showstopper! Set on a serene 5-acre private oasis. Plenty of space for farm animals or just enjoy the open space and tranquil surroundings. Lionshead Homes has recently built custom homes near this property. So Buyers may view a recently completed home to get an idea of fit and finish and our quality

    Edward Guerrette HAMLIN REALTY

    9940 Black Bear Ln, Winter Garden, FL 34787
  • /54

    $1,185,000

    $10K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 4,026 Sq Ft

    17588 Lake Star Rd, Winter Garden, FL 34787

    Step into better-than-new living with this beautifully upgraded home that rival's today's new construction--without the wait. This exceptional five-bedroom, four-bathroom home situated on Lake Star located in the highly desirable Horizon West area. The inviting entryway leads to a spacious, bright, and open-concept layout filled with abundant natural light and wood look plank tile flooring on the

    Dee Lund COLDWELL BANKER REALTY

    17588 Lake Star Rd, Winter Garden, FL 34787
  • /50

    $999,000

    $51K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,605 Sq Ft

    17552 Lake Star Rd, Winter Garden, FL 34787

    Welcome to this stunning brand-new single-story home, perfectly located in the sought-after Horizon West community in Winter Garden. This 4-bedroom, 3-bath residence with a 2-car garage combines modern design, energy efficiency, and a lifestyle of comfort and elegance. Step inside and be amazed by the bright open-concept floorplan, highlighted by natural light and a fresh, modern color palette.

    Daniel Pavel WRA BUSINESS & REAL ESTATE

    17552 Lake Star Rd, Winter Garden, FL 34787
  • /4

    $620,000

    • 2 Beds
    • 2 Baths
    • 1,514 Sq Ft

    16950 Arrowhead Blvd, Winter Garden, FL 34787

    Rare opportunity to own TWO lakefront lots in the 34787 zip code with an A2 zoning! This property has abeautiful old florida feel with an array of large oak trees, cypress trees, and cabbage palms sprinkled allaround the land. Lot 1 features a 2 story wood frame home 2 bedroom 2 bathroom and Lot 2 has electric andwell on site. This home is situated in an A rated school district with

    Jaime Galeoto FLORIDA REALTY RESULTS LLC

    16950 Arrowhead Blvd, Winter Garden, FL 34787
  • /19

    $2,500,000

    • Land
    • 5 Acres
    • $500,000 per Acre

    13377 Lake Butler Blvd, Winter Garden, FL 34787

    Fantastic opportunity to purchase 12+ acres of private, quiet lake front property in Winter Garden/Windermere area on West Lake Butler Blvd. with 4+ acres high and dry and no HOA. Property currently boasts dock with electricity and boat lift on a skiable lake. There is an existing house that could be remodeled or torn down and start fresh. Home is 4961 square feet and built in 1990 with

    Dawn Briggs BLUE MAGNOLIA REALTY LLC

    13377 Lake Butler Blvd, Winter Garden, FL 34787
  • /6

    $799,900

    • Land
    • 5 Acres
    • $159,980 per Acre

    9940 Black Bear Ln, Winter Garden, FL 34787

    Serene 5 acre property! Zoned for residential and agricultural use. Whether you envision building your dream home, farming or simply enjoying the peaceful landscape, this land offers country living without sacrificing city amenities. For those looking for a turnkey solution, the property is also available as a to-be-built custom home opportunity with Lionshead Homes, allowing buyers to design and

    Edward Guerrette HAMLIN REALTY

    9940 Black Bear Ln, Winter Garden, FL 34787
  • /10

    $2,550,000

    New Construction $150K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 4,633 Sq Ft

    17144 Phil C Peters Rd, Winter Garden, FL 34787

    Pre-Construction. To be built. 4633 sq ft of living space, set on a sprawling 2.5 acre lot. Choose from this 4 Bedroom, 4.5 Bathroom, 4 Car Garage Custom Home or Lionshead Homes will design an alternative floor plan just for you! The property exudes tranquility with its lush mature landscape, offering ample room for a pool, outdoor activities, gardening, or farm animals. Inside, the home features

    Edward Guerrette HAMLIN REALTY

    17144 Phil C Peters Rd, Winter Garden, FL 34787
  • /3

    $500,000

    $200K PRICE DROP
    • Land
    • 9.94 Acres
    • $50,302 per Acre

    12995 Reaves Rd, Winter Garden, FL 34787

    Vacant parcel (9.94 ac) with Residential/Agriculture zoning. Abundant foliage in a wetland setting. Obtaining permits is essential for assessing the conservation area before seeking a building permit. We highly recommend that prospective buyers engage the services of an environmental consultant to evaluate feasibility.

    12995 Reaves Rd, Winter Garden, FL 34787
  • /3

    $299,900

    • Land
    • 1 Acre
    • $299,900 per Acre

    0 Arrowhead Blvd, Winter Garden, FL 34787

    1 acre of beautiful mature trees with a mixture of oaks and Cypress towards the lakefront. Utilities on site.Located on a spring fed lake. Ok for boats, skis, etc. Great school district. Ag zoning , ADU allowed (2nddwelling with restrictions) , paved road with easy access to commute. This is your slice of paradise you've beenwaiting for. Bring your own builder with NO HOA!!!

    Jaime Galeoto FLORIDA REALTY RESULTS LLC

    0 Arrowhead Blvd, Winter Garden, FL 34787
  • /2

    $1,085,669

    New Construction
    • 5 Beds
    • 3.5 Baths
    • 4,114 Sq Ft

    12528 Gold Honeysuckle St, Winter Garden, FL 34787

    Under Construction. .

    Richard Selikoff K HOVNANIAN FLORIDA REALTY

    12528 Gold Honeysuckle St, Winter Garden, FL 34787
  • /20

    $1,395,000

    • 4 Beds
    • 3 Baths
    • 2,464 Sq Ft

    14048 Larkspur Lake Dr, Winter Garden, FL 34787

    Virtually Staged. One or more photo(s) was virtually staged. Newly remodeled in 2026 and presented in like-new condition, this exceptional single-story lakefront home blends an elevated luxe coastal feel with relaxed Florida waterfront living. Set on a rare oversized lot along skiable Huckleberry Lake, the property offers exceptional privacy and space, with approximately 40 feet of separation

    VALENTINA OGDEN EXP REALTY LLC

    14048 Larkspur Lake Dr, Winter Garden, FL 34787
  • /2

    $7,500,000

    • Land
    • 44.25 Acres
    • $169,492 per Acre

    17999 Old YMcA Rd, Winter Garden, FL 34787

    Vacant Land For Sale! This property offers a very unique opportunity. Property located in “Village I” of Horizon West Master Development Plan created by Orange County to proactively manage the considerable population and housing growth in southwest orange County. A total area of 28,000 acres was zoned appropriately and 45,000 households, 6 villages, a Town Center, Golf Courses and more expected

    Bobby Luthra PROPERTY INVESTMENT BROKERS

    17999 Old YMcA Rd, Winter Garden, FL 34787
  • /90

    $2,150,000

    $200K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 4,876 Sq Ft

    2068 Roberts Point Dr, Windermere, FL 34786

    One or more photo(s) has been virtually staged. Private Windermere Estate in Guard-Gated Waterford Pointe with Detached Guest Casita, and Lake Access.A rare opportunity in one of Windermere’s most established guard-gated communities, this private estate offers the space, flexibility, and lifestyle today’s luxury buyers are actively seeking. Set on over an acre within Waterford Pointe, the

    David Dorman CENTURY 21 CARIOTI

    2068 Roberts Point Dr, Windermere, FL 34786

Home Price Trends

Median Sale Price
$597,000
Median Single Family Sale Price
$645,500
Median Townhouse Sale Price
$424,990
Median 2 Bedroom Sale Price
$257,250
Median 1 Bedroom Sale Price
$212,000
Average Price Per Sq Ft
$278
Number of Homes for Sale
275
Last 12 months Home Sales
889
Months of Supply
3.70
Median List Price
$634,945
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
1%
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