1,412

Winter Haven, FL Homes for Sale

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  • /2

    $364,999

    New Construction $4K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 2,470 Sq Ft

    5441 San Pietro Dr, Winter Haven, FL 33884

    5441 San Pietro Drive, Winter Haven, FL 33884

    Casa Fresca Homes Builder
    5441 San Pietro Dr, Winter Haven, FL 33884
  • /25

    $279,900

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,479 Sq Ft

    Amaryllis Plan at Harbor at Lake Henry - Single-Family Homes, Winter Haven, FL 33881

    Adore life in the Amaryllis by Highland Homes, an affordable, open-layout home designed for modern living!The Amaryllis features:A flowing, open living area including a gathering room, dining room, and kitchen with a pantry and counter-height breakfast bar, all under an airy volume ceiling.An owner's suite with a walk-in wardrobe and private en-suite bath including seated

    Highland Homes Builder
    612 Ituna Cir Unit 37319227, Winter Haven, FL 33881
  • /39

    $324,500

    $3K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 1,900 Sq Ft

    1508 Majestic Ln, Winter Haven, FL 33880

    $2,500 Seller Concession! NO CDD, LOW HOA & Motivated Sellers, Making this home ready for you! Beautifully Maintained Home in Winter Haven! This stunning property shows just like a model home! The owners have kept it immaculately maintained and spotlessly clean. Built in 2023, everything is practically brand new, offering true peace of mind. This 4 bedroom 2.5 bath home has an Open-Concept Living

    Rose Cayson LA ROSA REALTY PRESTIGE

    1508 Majestic Ln, Winter Haven, FL 33880
  • /69

    $98,500

    • 3 Beds
    • 2 Baths
    • 1,456 Sq Ft

    948 Heartwood Cypress Dr, Winter Haven, FL 33881

    This well-maintained 2014 Nobility Lindsay, owned and occupied part-time by its original owner, is perfectly priced and move-in ready. Located in beautiful Cypress Creek Village, a premier 55+ community, this 3-bedroom, 2-bath home offers an affordable and comfortable Florida lifestyle - and it comes fully furnished. The spacious living room (16'6" x 18'2") features an open layout with

    Tanya Johnston American Mobile Home Sales of Tampa Bay, Inc.

    948 Heartwood Cypress Dr, Winter Haven, FL 33881
  • /40

    $335,000

    • 3 Beds
    • 2 Baths
    • 1,659 Sq Ft

    1050 Michelangelo Ln, Winter Haven, FL 33884

    Great Location!! 3 beds 2 baths, HUGE LOT. This home features porcelain tile in the main living, quartz countertops, stainless steal appliances and much more. Split floor plan with huge master bedroom, on-suite, and large walk in closet. This is the perfect family home close to everything including Legoland. Give us a call today to set up a showing to see this amazing home!

    Drew Swain SOHO RE AND CONSTRUCTION

    1050 Michelangelo Ln, Winter Haven, FL 33884
  • /57

    $110,000

    $10K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,056 Sq Ft

    4242 Cedarwood St, Winter Haven, FL 33880

    Pack your bags and move right into this fully furnished home. You won't find any carpet in this well maintained home with new vinyl plank flooring in the living room, dining room, and kitchen. The refrigerator, dishwasher, and washer and dryer have been updated in the last few years. Sit on the bright and inviting front porch with your morning coffee. Oakwood Estates, a 55+ community offers many

    Kathy Devor COLDWELL BANKER REALTY

    4242 Cedarwood St, Winter Haven, FL 33880
  • /61

    $429,500

    • 4 Beds
    • 3.5 Baths
    • 2,766 Sq Ft

    139 Woden Way, Winter Haven, FL 33884

    DONT MISS THIS RARE LAKEVIEW OPPORTUNITY IN DESIRABLE VALHALLA GATED COMMUNITY. THIS 2 STORY TOWNHOME OFFERS OVER 2700 LIVING AREA WITH STUNNING VIEWS OF LAKE ELOISE. THIS HOME FEATURES4BR/3.5BA WHICH INCLUDES A DOWNSTAIRS PRIMARY SUITE AND A SECONDARY UPSTARS PRIMARY. THIS CUSTOM JOHN TOUCHTON BUILT HOME BOASTS OF STUNNING QUALITIES THROUGHOUT.THE KITCHEN HAS PORCELAIN TILE FLOORING,

    Glenda Pruitt FLORIDA HOME CHOICE REALTY

    139 Woden Way, Winter Haven, FL 33884
  • /37

    $329,900

    $70K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,160 Sq Ft

    1558 Drexel Ave NE, Winter Haven, FL 33881

    Virtually Staged. HUGE PRICE DROP! Completely renovated Gene Leedy home and move-in ready, this beautifully updated home combines modern style with everyday comfort in the heart of Central Florida.Step inside to a bright, open floor plan filled with natural light from large floor-to-ceiling windows throughout—including in the bedrooms. The spacious living areas flow seamlessly, creating a

    David Small KELLER WILLIAMS REALTY SMART 1

    1558 Drexel Ave NE, Winter Haven, FL 33881
  • /25

    $314,990

    New Construction $7K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,625 Sq Ft

    4109 Penelope Ave, Lake Wales, FL 33859

    The Bradley floor plan is a well-designed one-story home featuring four spacious bedrooms and two bathrooms. This layout emphasizes an open concept, with the dining room flowing seamlessly into the great room, creating a bright and airy central living space perfect for gatherings. The kitchen offers easy access to the dining area, making meal times and entertaining more convenient. The owner’s

    Dream Finders Homes Builder
    4109 Penelope Ave, Lake Wales, FL 33859
  • /29

    $289,000

    $11K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,553 Sq Ft

    3307 Costello Cir, Winter Haven, FL 33884

    NEW PRICE on this move-in-ready Central Florida home! Offering modern upgrades, energy-efficient features, and desirable community amenities, this property delivers exceptional comfort, style, and value.The bright, open-concept floor plan features soaring ceilings, fresh interior paint, luxury vinyl plank flooring throughout the main living areas, and durable vinyl flooring in every

    Michael Hochadel BHHS FLORIDA PROPERTIES GROUP

    3307 Costello Cir, Winter Haven, FL 33884
  • /6

    $244,900

    New Construction $5K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,544 Sq Ft

    121 Nemo Ln, Winter Haven, FL 33881

    Move-in ready, 3-bedroom, 2-story townhome with a garage for sale in Winter Haven, FL!Downstairs, enjoy an open living area with a spacious gathering room, plus a convenient powder room, a flex space, and a private covered lanai.Upstairs, relax in your private owner's suite with a walk-in wardrobe and a private en-suite bathroom including dual vanities, a decorative tiled shower,

    Highland Homes Builder
    121 Nemo Ln, Winter Haven, FL 33881
  • /18

    $284,990

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 1,874 Sq Ft

    Columbus Plan at Villa Mar, Winter Haven, FL 33884

    This expansive two-story home boasts a well-designed layout, featuring a first floor dedicated to shared living and entertaining. The open concept design seamlessly connects the kitchen, dining room and family room, with a patio extending the interior space outdoors. Upstairs, a spacious loft separates the three secondary bedrooms from the serene owner's suite. Completing the home is a convenient

    Lennar Builder
    6614 Crescent Loop Unit 38667745, Winter Haven, FL 33884
  • /22

    $310,000

    $50K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,882 Sq Ft

    1340 Daisy Field Dr, Winter Haven, FL 33884

    SELLER MOTIVATED!!! Welcome to this stunning corner-lot home located in the desirable community of Harmony on Lake Eloise — just minutes from LEGOLAND and perfectly situated between Tampa and Orlando! This beautifully designed property offers a modern open-concept floor plan ideal for today’s lifestyle. Step inside to find elegant shaker-style cabinets, quartz countertops, and a stainless-steel

    Antonio Chacon PREFERRED REAL ESTATE BROKERS

    1340 Daisy Field Dr, Winter Haven, FL 33884
  • /37

    $337,500

    $3K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,863 Sq Ft

    1041 Brooks Way, Winter Haven, FL 33880

    Welcome to 1041 Brooks Way. Step inside to an open, thoughtfully designed floor plan that’s ideal for both relaxing and entertaining. The split-bedroom layout provides added privacy, while the spacious living areas flow seamlessly into the kitchen and dining space, creating the heart of the home. The primary suite offers a peaceful retreat with an en-suite bath and generous closet space. Outside,

    Hailey Cornell REAL BROKER, LLC

    1041 Brooks Way, Winter Haven, FL 33880
  • /54

    $375,000

    $100K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,781 Sq Ft

    1908 Crossroads Blvd, Winter Haven, FL 33881

    MAJOR PRICE DROP! SELLER MOTIVATED!!! Immaculate 4-Bedroom, 3-Bathroom Plus Office Home in the Coveted Crossroads at Lake RegionWelcome to this beautifully maintained residence located in the highly desirable gated community of Crossroads at Lake Region. This spacious four-bedroom, three-bathroom home with a dedicated office offers the perfect blend of comfort and functionality.As

    Jill Lingenfelter CENTURY 21 MYERS REALTY

    1908 Crossroads Blvd, Winter Haven, FL 33881
  • /32

    $119,000

    $10K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,697 Sq Ft

    1806 Belfry Ln Unit 539, Winter Haven, FL 33881

    2 Bedroom | 2 Bath | 1,697 Sq Ft | $119,000 Four Lakes Golf Club Lot 539 From the moment you arrive, this home captures your attention with its impeccable landscaping and charming front sitting area-the perfect place to relax and enjoy the Florida lifestyle. Beautifully maintained inside and out, this fully furnished, turnkey home is packed with thoughtful upgrades and inviting spaces. Step

    Cheryl Dobbs CRF Communities

    1806 Belfry Ln Unit 539, Winter Haven, FL 33881
  • /6

    $323,950

    New Construction
    • 4 Beds
    • 3 Baths
    • 2,051 Sq Ft

    Tarragon Plan at Annabelle Estates, Lake Wales, FL 33859

    Richmond American Builder
    4130 Old Bartow Lake Wales Rd Unit 37316200, Lake Wales, FL 33859
  • /18

    $244,900

    $5K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,616 Sq Ft

    357 Squires Grove Dr, Winter Haven, FL 33880

    Stunning 3-Bedroom, 2-Bath Home – Move-In Ready!Welcome to this move-in ready home in a prime location! Boasting a spacious and open floor plan, this 3-bedroom, 2-bathroom gem offers the perfect blend of comfort and style. Enjoy An extra-large back patio for these summer evening BBQ's!The well-appointed kitchen features stainless steel appliances, a convenient breakfast bar, a

    Lesley Guarino CITRAVEST MANAGEMENT LLC

    357 Squires Grove Dr, Winter Haven, FL 33880
  • /12

    $336,970

    New Construction
    • 4 Beds
    • 2 Baths
    • 1,840 Sq Ft

    3921 Giorgio Dr, Winter Haven, FL 33884

    Prepare dinner from this home's open kitchen which overlooks a spacious great room.

    Meritage Homes Builder
    3921 Giorgio Dr, Winter Haven, FL 33884
  • /4

    $90,000

    • Land
    • 6,098 Sq Ft
    • $642,857 per Acre

    831 4th St, Winter Haven, FL 33881

    Build your vision on this vacant lot located on 4th Lake Ida Street in Winter Haven. This property offers a great opportunity to create the home or investment project you’ve been planning. Situated in an established area, the lot provides convenient access to nearby shopping, dining, schools, and major roadways while still maintaining the quiet feel of a residential neighborhood. Whether you're

    Wendy Delgado ALL COUNTY POLK PROPERTY MANAG

    831 4th St, Winter Haven, FL 33881
  • /29

    $215,000

    $20K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,204 Sq Ft

    450 Sandestin Dr, Winter Haven, FL 33884

    A great opportunity at an improved price! Welcome to The Meadows, a desirable community within Cypresswoods! This well-maintained home offers the perfect combination of comfort, convenience, and beautiful golf course views. Ideally situated along the golf course, you can enjoy your morning coffee while taking in the scenic views of the 13th hole.The home has been thoughtfully maintained and

    Tania Patone MARK SPAIN REAL ESTATE

    450 Sandestin Dr, Winter Haven, FL 33884
  • /2

    $370,900

    New Construction
    • 5 Beds
    • 3 Baths
    • 2,336 Sq Ft

    1774 White Elephant Loop, Winter Haven, FL 33884

    LGI Homes Builder
    1774 White Elephant Loop, Winter Haven, FL 33884
  • /11

    $240,000

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

    923 W Lake Cannon Dr NW, Winter Haven, FL 33881

    Welcome to this beautiful renovated3-bedroom, 2-bathroom home, perfectly situated on an oversized lot with partial lake views. This home offers a fresh, modern feel while maintaining a warm and inviting atmosphere.The spacious layout provides plenty of room for comfortable living and entertaining, while the generous lot offers endless possibilities for outdoor enjoyment, gardening, recreation, or

    Barbara Mollanazar RE/MAX ALLIANCE GROUP

    923 W Lake Cannon Dr NW, Winter Haven, FL 33881
  • /35

    $75,900

    $4K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,248 Sq Ft

    209 Fairway Cir, Winter Haven, FL 33881

    2 Bed | 2 Bath | 1248 square foot | $75,900 (Swiss Golf and Tennis- Lot 209) - Don't miss this one! Price Drop! Beautifully updated home featuring a new A/C (2026) and roof (2019), with updated electrical and plumbing throughout. Interior upgrades include all-new flooring, new appliances, and fresh paint, creating a bright, move-in-ready space. Additional highlights include a new tankless water

    Brandi Sappington CRF Communities

    209 Fairway Cir, Winter Haven, FL 33881
  • /31

    $259,900

    • 3 Beds
    • 2 Baths
    • 1,266 Sq Ft

    352 Lake Daisy Cir, Winter Haven, FL 33884

    Professionally remodeled and completely turnkey, this pristine 3-bedroom, 2-bathroom single-story home offers the ultimate in modern, low-maintenance living. Located approximately one mile from Cypress Gardens / LEGOLAND Florida, this property delivers an exceptional location paired with total peace of mind, featuring a brand-new roof, an attached two-car garage, and a private backyard with a

    Dawn Justice CHARLES RUTENBERG REALTY INC

    352 Lake Daisy Cir, Winter Haven, FL 33884
  • /53

    $649,900

    • 3 Beds
    • 3.5 Baths
    • 3,020 Sq Ft

    2241 Winterset Rd, Winter Haven, FL 33884

    This home extrudes the luxury vibe from the moment you approach it with its distinctive roof w/ a blue metal barrel tile appearance and circular driveway. Large manicured 1+ acre lot and oak trees. No HOA and is located behind Legoland. Overlooking Lake Winterset on the famous Winter Haven Chain of Lakes. Lots of room to spread out in over 3000 sq ft of a/c living space. The split floor plan has

    Scott Kline KLINE REAL ESTATE SERVICES

    2241 Winterset Rd, Winter Haven, FL 33884
  • /41

    $149,900

    • 3 Beds
    • 2 Baths
    • 1,806 Sq Ft

    1100 Martinique Dr Unit 220, Winter Haven, FL 33884

    Welcome to easy Florida living in the desirable community of Orchid Springs! This beautifully updated second-floor CORNER/END-UNIT condo offers a wonderful sense of privacy along with an abundance of natural light. Featuring a spacious, open split-bedroom floor plan with 3 bedrooms, 2 bathrooms, an enclosed bonus room and a dedicated inside laundry room, this modern-looking unit provides plenty

    Patricia de Graaff RE/MAX HERITAGE PROFESSIONALS

    1100 Martinique Dr Unit 220, Winter Haven, FL 33884
  • /30

    $330,000

    • 4 Beds
    • 2.5 Baths
    • 2,836 Sq Ft

    5888 Windridge Dr, Winter Haven, FL 33881

    Spacious 4BR/2.5BA home with 2,836 SF in desirable Windridge! Enjoy a screened saltwater pool, spacious fenced backyard, flexible living areas, and parking for up to 8 vehicles (2-car garage + oversized driveway). Major updates include a 2023 roof and 2022 A/C. Low HOA, no CDD, and convenient access to shopping, dining, schools, and major roads. Quick closing available and priced to sell. Act

    Danique Haywood MARK SPAIN REAL ESTATE

    5888 Windridge Dr, Winter Haven, FL 33881
  • /41

    $59,900

    • 2 Beds
    • 2 Baths
    • 1,290 Sq Ft

    121 Rigi Slope Dr Unit 121, Winter Haven, FL 33881

    Swiss Village / Lot #121 / 2 Bedroom/2 Bath / 1,290 Sq. Ft. / ONLY $59,900.00!! This incredible home offers buyer SO much for so little: LARGE GARAGE GOLF CART INCLUDED FRESHLY PAINTED THROUGHOUT NEW FLOORING THROUGHOUT NEW LIVING ROOM/SCREEN ROOM FURNITURE ROOF LESS THAN 5 YEARS OLD BRAND NEW WASHER & DRYER ALL OF THE MATERIALS TO UPDATE BATHROOMS & KITCHEN CABINETS This is an amazing deal for

    Donna Kendall CRF Communities

    121 Rigi Slope Dr Unit 121, Winter Haven, FL 33881
  • /43

    $129,900

    $4K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,265 Sq Ft

    4212 Cedarwood Dr, Winter Haven, FL 33880

    Spacious living plan and Luxurious Kitchen just updated for the top Chef status. As you come in through the covered carportyou'll notice the Newly installed flooring that really shines. There are 2 Living Room areas one of which you could close off for a 3rd bedroom.Large Master Bedroom and Bath. Skirting around the home has just been replaced for a new look. Not to mention all of the

    Karl Erickson FLORIDA HOMES REALTY & MORTGAGE

    4212 Cedarwood Dr, Winter Haven, FL 33880
  • /28

    $151,000

    $39K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,144 Sq Ft

    6450 Hollyberry Ln NE, Winter Haven, FL 33881

    Virtually Staged. Short Sale. HUGE $37,000 PRICE DROP! Welcome to 6450 Hollyberry Lane in Brookhaven Village—a highly sought-after 55+ community where you own your land, making this a rare opportunity!This beautifully updated, move-in ready home features new luxury vinyl flooring (2025) and a bright, open layout perfect for everyday living and entertaining. The upgraded kitchen offers

    David Small KELLER WILLIAMS REALTY SMART 1

    6450 Hollyberry Ln NE, Winter Haven, FL 33881
  • /27

    $258,610

    • 5 Beds
    • 2 Baths
    • 820 Sq Ft

    218 5th Jpv St, Winter Haven, FL 33880

    Virtually Staged. Welcome to this spacious five-bedroom, two-bath home in the established Jan-Phyl Village community of Winter Haven. The inviting living room provides a comfortable gathering space, while the kitchen and dining area offer practical spaces for everyday meals and entertaining. The primary bedroom creates a private retreat, while the additional bedrooms can easily accommodate family

    Eva Hockenberry MAINSTAY BROKERAGE LLC

    218 5th Jpv St, Winter Haven, FL 33880
  • /31

    $200,999

    • 2 Beds
    • 1 Bath
    • 968 Sq Ft

    1101 28th St NW, Winter Haven, FL 33881

    Unlock Incredible Income Potential in Winter Haven! This unique property at 1101 28th St NW is the ultimate value-add or "house-hack" opportunity you’ve been waiting for! While public records show a 2/1, the property features a spacious 3-bedroom, 2-bathroom layout, completely optimized with a separate, income-producing apartment unit that is currently rented. Whether you are looking to offset

    Yulimar Machado OUTLET REALTY

    1101 28th St NW, Winter Haven, FL 33881
  • /28

    $84,500

    • 2 Beds
    • 2 Baths
    • 1,344 Sq Ft

    68 Joppa Dr, Winter Haven, FL 33884

    Welcome home to this well-maintained 1983 doublewide mobile home offering 2 bedrooms and 2 bathrooms, with plenty of comfortable living space and thoughtful features throughout. The cook's dream kitchen is a standout, featuring beautiful wood cabinetry with soft-close cabinets and drawers, providing both style and functionality. The home comes fully furnished, making it easy to move right in and

    Darlene Bice Town and Country Mobile Homes Sales

    68 Joppa Dr, Winter Haven, FL 33884
  • /8

    $185,000

    • 3 Beds
    • 2 Baths
    • 1,151 Sq Ft

    310 Ogden St, Winter Haven, FL 33880

    Short Sale. Welcome to this Winter Haven property offering plenty of room for the right buyer to add value. With no HOA, you’ll enjoy greater flexibility and fewer restrictions. The home features a spacious layout that provides a solid foundation for renovation and customization. Whether you’re an investor seeking your next project or a buyer looking for a home to update to your taste, this

    Cesar Estrada, PA EXP REALTY LLC

    310 Ogden St, Winter Haven, FL 33880
  • /25

    $149,900

    $30K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,544 Sq Ft

    1709 Woodmount Ln Unit 526, Winter Haven, FL 33881

    2 Bedrooms 2 Bathrooms 1544 sq ft $149,900 Four Lakes Golf Club Lot 526 Fabulous home on interior lot. This 1999 Home of Merit home has 2 bedrooms and 2 bathrooms and an office space with built-in desk and shelving. As you walk in the home you are greeted with a large bar with 4 stools for entertaining. The living space is quite large with lots of windows and natural light. On one end of the home

    Cheryl Dobbs CRF Communities

    1709 Woodmount Ln Unit 526, Winter Haven, FL 33881
  • /17

    $325,000

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,690 Sq Ft

    1122 Brimstone Cir, Winter Haven, FL 33884

    Welcome to 1122 Brimstone Cir, a stunning nearly new home built in 2023 located in the highly desirable Harmony at Lake Eloise community in Winter Haven!This modern residence offers 3 bedrooms, 2 bathrooms, and a spacious open floor plan filled with natural light, elegant finishes, and energy-efficient features. The kitchen is the heart of the home, featuring stone countertops, stainless

    Carolina Cruz Acedo LPT REALTY, LLC

    1122 Brimstone Cir, Winter Haven, FL 33884
  • /31

    $375,000

    $75K PRICE DROP
    • Land
    • 2 Acres
    • $187,500 per Acre

    0 Island Way, Winter Haven, FL 33884

    PRICE REDUCED!!! This is an incredible opportunity to own 5 acres of pristine, buildable land in one of Winter Haven’s most exclusive gated residential communities. Currently comprised of five separate parcels that will be combined and conveyed as one expansive 5-acre homesite, this property offers the privacy, space, and beauty rarely found in today’s market. Surrounded by majestic grandfather

    Debbie Grogan COLDWELL BANKER REALTY

    0 Island Way, Winter Haven, FL 33884
  • /29

    $320,000

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

    408 Lanier Ln, Winter Haven, FL 33884

    Welcome to this beautifully maintained 3-bedroom, 2-bathroom block home perfectly positioned on a prime quarter-acre corner lot in Winter Haven! Boasting 1680 square feet of functional livingspace, this property offers untimate freedom with NO HOA restrictions-bring your boat, RV or toys! The light-filled interior features a cozy wood-burning fireplace, while the spacious screened lana iprovides

    Michele Perry CHARLES RUTENBERG REALTY ORLANDO

    408 Lanier Ln, Winter Haven, FL 33884

Showing Results 441 - 480, Page 12 of 18

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