Winter Haven, FL Homes

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  /44

  $295,000

  • 3 Beds
  • 2 Baths
  • 1,329 Sq Ft

  3719 Imperial Dr, Winter Haven, FL 33880

  Welcome to 3719 Imperial Drive, Winter Haven, a beautifully renovated 3-bedroom, 2-bathroom home offering 1,329 sq. ft. of modern living space. Nestled in a peaceful neighborhood, this charming property features stylish upgrades and breathtaking pond views, creating the perfect blend of comfort and elegance. Step inside to find a fully updated interior with sleek ceramic tile flooring that flows

  Brian Cox KELLER WILLIAMS REALTY SMART 1

  3719 Imperial Dr, Winter Haven, FL 33880
• 

  

  

  /15

  $1,860 per month

  • 3 Beds
  • 2 Baths
  • 1,408 Sq Ft
  • House for Rent

  266 Meadowbrook Blvd, Winter Haven, FL 33881

  We are currently making final preparations for this home to be available. We make Pre-Leasing easy! Apply now and, once you’re approved, take this home off the market by paying a Pre-Lease Hold Fee; ask your Leasing Professional for more information. Once the home is made ready, we'll notify you that it's available for touring and for you to accept or decline. If you decline the home, we'll be

  266 Meadowbrook Blvd, Winter Haven, FL 33881
• 

  

  /2

  $115,000 Sold Aug 20, 2025

  • 1,078 Sq Ft
  • $107/SF
  • 144 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1971

  200 El Camino Dr Unit 206, Winter Haven, FL 33884

  WHAT A CLEAN, WELL MAINTAINED, VERY SPACIOUS 1BEDROOM,1 BATH CONDO WITH SPECTACULAR VIEWS OF THE LANDSCAPED GARDENS AND WATER VIEWS OF THE LAGOON THAT BACK UP TO A PRESERVE. THE WILD LIFE IS ABUNDANT IN ORCHIDS SPRINGS, OTTERS,TURTLES, GREAT BLUE HERONS, CRANES,A WIDE VARITY OF WILD SONG BIRDS TO NAME A FEW. THE SUN PORCH HAS A WALL OF WINDOWS WHERE YOU CAN SIT AND HAVE YOUR MORNING COFFEE OR

  Christina Ashley DALTON WADE INC

  200 El Camino Dr Unit 206, Winter Haven, FL 33884
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  /36

  Est $226,815 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,407 Sq Ft

  341 Orange Blossom Dr Unit 341, Winter Haven, FL 33880

  341 Orange Blossom Dr Unit 341, Winter Haven, FL 33880
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  /28

  $139,900

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

  2017 Wentworth Place Unit 583, Winter Haven, FL 33881

  3 Bedroom | 2 Bath | 1,344 sq ft | $139,900 Four Lakes Golf Club Lot 583 is a meticulously cared-for home that feels warm, yet impressive throughout. With two bedrooms, two bathrooms, and a versatile office that could easily serve as a third bedroom, this home offers flexibility in your retirement. The connecting back lanai, complete with its own cooling system, provides a serene space

  Cheryl Dobbs CRF Communities

  2017 Wentworth Place Unit 583, Winter Haven, FL 33881
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  /10

  $2,000 per month

  • 4 Beds
  • 3 Baths
  • 2,174 Sq Ft
  • House for Rent

  2239 Chris Dr, Winter Haven, FL 33884

  Great Deal! RENTAL PRICE JUST REDUCED – Catch this Deal while you can! Pet Friendly!! Get one month FREE with a 12-month lease. This stunning Brand-New Home has never been lived in and comes with the bonus of no rear neighbors.

  Debbie Bergeron PREMIUM PROPERTIES R.E SERVICE

  2239 Chris Dr, Winter Haven, FL 33884
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  /2

  $398,000 Sold Aug 20, 2025

  • 3,578 Sq Ft
  • $111/SF
  • 33 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 1952

  819 22nd St NW, Winter Haven, FL 33881

  Welcome to 819 22nd St NW, a 5-bedroom, 3-bath pool home in the heart of Winter Haven, FL. Boasting an expansive 3,578 square feet of living space, offering great functionality, this property is situated in between multiple lakefront communities. This home is ideal for those looking to bring their creative touch to make their own. Step inside and be greeted by oversized living areas bathed in

  Terry Connors THE SHOP REAL ESTATE CO.

  819 22nd St NW, Winter Haven, FL 33881
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  /65

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,320 Sq Ft

  4326 Cherrywood St, Winter Haven, FL 33880

  4326 Cherrywood St, Winter Haven, FL 33880
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  /5

  $510,000

  • 3 Beds
  • 4 Baths
  • 3,015 Sq Ft

  724 W Central Ave, Winter Haven, FL 33880

  Don’t miss this prime investment opportunity! Perfect for adding to or starting your rental portfolio. With a central location and strong tenant demand, this property is ready to generate passive income today.

  Miraya Lane KELLER WILLIAMS ADVANTAGE III

  724 W Central Ave, Winter Haven, FL 33880
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  /20

  $2,695 per month

  • 4 Beds
  • 2 Baths
  • 1,791 Sq Ft
  • House for Rent

  300 Royal Palm Way, Winter Haven, FL 33881

  ---- SCHEDULE A SHOWING ONLINE AT: ----***If you see this listing on CRAIGSLIST or FACEBOOK MARKETPLACE, it is fraud. Apply only on the My New Rental website***Be one of the first to move into these recently built, energy-efficient homes, LOADED with the best finishes. If you have pets, not only do we allow them, but we have homes available that include a fenced in yard! Landscape is

  300 Royal Palm Way, Winter Haven, FL 33881
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  /2

  $265,000 Sold Aug 19, 2025

  • 1,742 Sq Ft
  • $152/SF
  • 6 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1956

  2410 Avenue B NW, Winter Haven, FL 33880

  One or more photo(s) has been virtually staged. Looking for your new home on a large lot with no HOA? Schedule your showing today! Cooperative Seller is willing to contribute towards closing costs or a rate buy down to help buyers. Don't miss out on this move in ready, renovated home in Winter Haven. Perfectly situated in a treelined neighborhood close to several lakes with public access, this 4

  MELANIE CARNEY JASON MITCHELL REAL ESTATE FLO

  2410 Avenue B NW, Winter Haven, FL 33880
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  /59

  Est $167,793 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 878 Sq Ft

  2938 Avenue G NW, Winter Haven, FL 33880

  2938 Avenue G NW, Winter Haven, FL 33880
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  /2

  $149,900

  • Land
  • 0.16 Acre
  • $936,875 per Acre

  0 Spirit Lake Rd Unit MFRL4955714, Winter Haven, FL 33880

  LAKE FRONT PROPERY - A RARE FIND! Beautiful lake front property just waiting for your dream home. Enjoy beautiful sunsets and fish from your very own back yard. Property has been cleared and has a current survey available. Owner is a builder and has a house plan and site plan available should you choose to build with them.

  Amy Fuqua XCELLENCE REALTY, INC

  0 Spirit Lake Rd Unit MFRL4955714, Winter Haven, FL 33880
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  /16

  $950 per month

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft
  • Apartment for Rent

  730 W Central Ave, Winter Haven, FL 33880

  Now available, 1 bedroom apartment moments from Lake Howard! Embrace the charm of this delightful one-bedroom apartment located at 730 West Central Avenue, in the heart of Winter Haven, FL. This inviting 800 sq ft sanctuary offers an ideal blend of comfort and convenience, perfectly suited for those seeking a serene living environment.As you step inside, you'll be greeted by a spacious

  Leann Bandy PMI ARRICO REALTY AND PRTP MGT

  730 W Central Ave, Winter Haven, FL 33880
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  /2

  $224,900 Sold Aug 19, 2025

  • 1,313 Sq Ft
  • $171/SF
  • 7 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1972

  165 Lagoon Rd, Winter Haven, FL 33884

  Welcome to this 2-bedroom, 2-bathroom gem tucked away in a welcoming community with NO HOA-giving you the freedom to truly make this home your own. Built in 1972 and lovingly maintained in its original retro style, this home is bursting with vintage character. Think nostalgic vibes with creative potential. Whether you adore the charm of yesterday or dream of designing your own color palette,

  Jessica Hancock-Batson THE STONES REAL ESTATE FIRM

  165 Lagoon Rd, Winter Haven, FL 33884
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  /2

  Not Listed For Sale

  • 7 Beds
  • 4 Baths
  • 2,352 Sq Ft

  122 Avenue C NE, Winter Haven, FL 33881

  122 Avenue C NE, Winter Haven, FL 33881
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  /2

  $114,900

  • Land
  • 0.31 Acre
  • $370,645 per Acre

  3131 Spirit Lake Rd, Winter Haven, FL 33880

  LAKE FRONT PROPERY - A RARE FIND! Beautiful lake front property just waiting for your dream home. Enjoy beautiful sunsets and fish from your very own back yard. Property has been cleared and has a current survey available. Owner is a builder and has a house plan and site plan available should you choose to build with them. This parcel has been merged with the small parcel on the North side

  Amy Fuqua XCELLENCE REALTY, INC

  3131 Spirit Lake Rd, Winter Haven, FL 33880
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  /2

  $975 per month

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft
  • Condo for Rent

  1 Lamplight Ln Unit 4C, Winter Haven, FL 33884

  Super Value, Great Location! This large Garden Grove apartment is located in a nice area of Winter Haven with access to Hwy 27, Lake Wales and I-4. Must have a clean Credit/Background Report with no prior evictions. Apartment address is: 4 S Lake Fox Rd, Apartment 4C, Winter Haven, 33884. VERIFIED INCOME ONLY.

  1 Lamplight Ln Unit 4C, Winter Haven, FL 33884
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  /2

  $279,900 Sold Aug 19, 2025

  • 1,160 Sq Ft
  • $241/SF
  • 35 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2025

  1625 Siesta Way, Winter Haven, FL 33884

  The Ariana floorplan is thoughtfully designed with both efficiency and everyday convenience in mind, making it the ideal place to call home. As you enter through the welcoming foyer, you’re greeted by a spacious family room and a chef-ready kitchen—perfectly arranged for modern living. The open-concept layout creates a light and serene atmosphere, making it ideal for relaxing or entertaining

  Gayle Van Wagenen LGI REALTY- FLORIDA, LLC

  1625 Siesta Way, Winter Haven, FL 33884
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  /49

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,440 Sq Ft

  6029 Grand Oaks Dr SE, Winter Haven, FL 33884

  6029 Grand Oaks Dr SE, Winter Haven, FL 33884
• 

  

  /68

  $485,000

  • 8 Beds
  • 4 Baths
  • 2,862 Sq Ft

  2435 Edwin St NE, Winter Haven, FL 33881

  Tenant occupied.Do not disturb tenant, contact selling agent to request showing. 24 hr notice please.

  Pedro Fernandez Salvador CONTEMPORARY REALTY GROUP

  2435 Edwin St NE, Winter Haven, FL 33881
• 

  

  /22

  $1,850 per month

  • 3 Beds
  • 2 Baths
  • 1,292 Sq Ft
  • House for Rent

  1113 Eagle Claw Ln, Winter Haven, FL 33880

  Available for rent this modern 3-bedroom, 2-bathroom home spans 1,292 sq ft, offering a cozy yet spacious retreat for your family. The open floorplan maximizes both comfort and functionality. Featuring an updated kitchen with ample cabinet space and stainless steel appliances this home is ready for culinary creativity.Carpeted bedrooms and a master that featurs an en suite with a stand alone

  Leann Bandy PMI ARRICO REALTY AND PRTP MGT

  1113 Eagle Claw Ln, Winter Haven, FL 33880
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  /2

  $289,900 Sold Aug 19, 2025

  • 1,646 Sq Ft
  • $176/SF
  • 185 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2025

  3146 Laurel Oak Ln, Winter Haven, FL 33884

  One or more photo(s) has been virtually staged. New construction home with 1,646 square feet on one-story including 3 bedrooms, 2 baths, and an open living area. Enjoy an open kitchen with Cambria countertops, Samsung stainless steel appliances, pantry, and a spacious counter height bar, fully open to the dining cafe and gathering room. The living area, laundry room, and baths include luxury wood

  George Lindsey, III CAMBRIDGE REALTY OF CENTRAL FL

  3146 Laurel Oak Ln, Winter Haven, FL 33884
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  /16

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 860 Sq Ft

  6064 Southern Oaks Dr SE, Winter Haven, FL 33884

  6064 Southern Oaks Dr SE, Winter Haven, FL 33884
• 

  

  /13

  $200,000

  • 3 Beds
  • 2 Baths
  • 1,665 Sq Ft

  138 Whittier Ln, Winter Haven, FL 33884

  Come see this wonderful 1665 square foot fixer upper. With a .22 acre lot, there is plenty of room for the children and pets to enjoy. Located in a nicely located subdivision in Winter Haven - with close proximity to Cypress Gardens Blvd and Bartow. Just a short drive to I4 access, which makes getting to Orlando and Tampa easy commute. This home features an extra large master with its own sitting

  Rachel Sowder DOWN HOME REALTY, LLLP

  138 Whittier Ln, Winter Haven, FL 33884
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  /2

  $975 per month

  1 Lamplight Ln

  1 Bed

  1 Lamplight Ln, Winter Haven, FL 33884

  Great location; super value in Garden Grove area of Winter Haven. Bus stop on corner of property. Water and garbage pickup are included in rent of $950 due on the first day of each month. Credit and background report mandatory with proof of minimum $3,000 per month income and no prior evictions.

  1 Lamplight Ln, Winter Haven, FL 33884
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  /2

  $170,000 Sold Aug 18, 2025

  • 696 Sq Ft
  • $244/SF
  • 39 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1955

  120 & 0 8th Wahneta St W, Winter Haven, FL 33880

  Includes a beautifully updated 2-bedroom, 1-bath home plus the adjacent vacant lot—providing extra space and endless possibilities. The home offers a cozy and functional layout with open living and dining areas filled with natural light, fresh interior paint, and new flooring. The kitchen features ample cabinet space and a clean, modern feel, while the bathroom has been refreshed with stylish

  Cesar Estrada, PA EXP REALTY LLC

  120 & 0 8th Wahneta St W, Winter Haven, FL 33880
• 

  

  /20

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 720 Sq Ft

  5887 Fox Haven Dr, Winter Haven, FL 33884

  5887 Fox Haven Dr, Winter Haven, FL 33884
• 

  

  /29

  $255,000

  • 3 Beds
  • 2 Baths
  • 1,477 Sq Ft

  216 St Georges Cir, Eagle Lake, FL 33839

  This charming 3-bedroom, 2-bath home, quality-built by Highland Homes, is ready for you! It features an open-concept floor plan with vaulted ceilings, creating a spacious and inviting atmosphere. You'll also benefit from solar panels, which will be fully paid off for the buyer, ensuring low electric bills. The kitchen is equipped with espresso-finished cabinets, multicolored LED up-lighting, and

  James Maiorano MARK SPAIN REAL ESTATE

  216 St Georges Cir, Eagle Lake, FL 33839
• 

  

  /19

  $1,695 per month

  • 2 Beds
  • 2 Baths
  • 1,574 Sq Ft
  • House for Rent

  3541 Harbor Cir NW, Winter Haven, FL 33881

  Presenting a delightful retreat in a gated community at 3541 Harbor Cir NW, Winter Haven, FL 33881, where charm and comfort coalesce in perfect harmony. This inviting 1574 sq ft home offers two spacious bedrooms with a split floor plan , ensuring ample privacy and relaxation for all occupants. With two full baths, mornings will be a breeze, and evenings can end with a soothing soak. The open

  Leann Bandy PMI ARRICO REALTY AND PRTP MGT

  3541 Harbor Cir NW, Winter Haven, FL 33881
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  /2

  $365,000 Sold Aug 18, 2025

  • 2,444 Sq Ft
  • $149/SF
  • 39 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1978

  1118 Cypress Point W, Winter Haven, FL 33884

  SELLER OFFERING $10K towards buyer closing costs and/or rate buy down with a full price offer! Greeted by a pleasant, cheery entrance, you enter into a warm foyer leading to great room with soaring ceilings and beautiful rustic fireplace, perfect for entertaining guests. A large, screened porch overlooks the spacious back yard, providing enjoyment without pests. The spacious kitchen and dining

  Cyleste Goodson FLORIDA REAL ESTATE COMPANY

  1118 Cypress Point W, Winter Haven, FL 33884
• 

  

  /65

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,056 Sq Ft

  4339 Cherrywood St, Winter Haven, FL 33880

  4339 Cherrywood St, Winter Haven, FL 33880
• 

  

  /12

  $259,900

  • 3 Beds
  • 2 Baths
  • 1,328 Sq Ft

  622 Crystals Blvd, Winter Haven, FL 33884

  Beautiful 3/2 in Winter Haven area minutes from US-27 and just 3 minutes from LEGOLAND. Roof 2022, Water Heater 2023, A/C 2023, Bathrooms renovated and Low HOA. Enjoy the Florida lifestyle on a spacious lot, complete with a screened-in porch perfect for relaxing mornings or evening gatherings. Affordable, upgraded, and ideally located—this home won’t last long! Near hospital, shopping and

  Harrison Perez Collazo CAISSA REALTY INVESTMENT INC

  622 Crystals Blvd, Winter Haven, FL 33884
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  /4

  $975 - $1,000 per month

  Oakcrest Apartments

  1 Bed

  101-123 Oak Crest Dr NW, Winter Haven, FL 33881

  Ideally located with access to US Hwy 17-92, I-4, Winter Haven and Central Florida. Cozy one-bedroom apartments with Energy Efficient Central A/C, tile floors, W/D hookups and newly updated appliances. Located next to beautiful lake and Rails to Trails walking and bicycle path that makes travel to work or shopping or just sight seeing around Winter Haven by bike a breeze. Bus stop adjacent to

  101-123 Oak Crest Dr NW, Winter Haven, FL 33881
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  /2

  $300,000 Sold Aug 18, 2025

  • 1,851 Sq Ft
  • $162/SF
  • 137 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 2020

  301 St Georges Cir, Eagle Lake, FL 33839

  Don’t miss the chance to see this beautiful 4-bedroom, 2-bath home, ideally situated on a corner lot that combines both comfort and style. Offering 1,841 sqft of open-concept living space, this home features newly installed wood-like flooring throughout the living room, dining room, and three of the four bedrooms, creating a warm and welcoming atmosphere perfect for family living.The

  Jenna Henderson LIVE FLORIDA REALTY

  301 St Georges Cir, Eagle Lake, FL 33839
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  /26

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,386 Sq Ft

  6135 Grand Oaks Dr SE, Winter Haven, FL 33884

  6135 Grand Oaks Dr SE, Winter Haven, FL 33884
• 

  

  /43

  $480,000

  • 6 Beds
  • 6 Baths
  • 2,485 Sq Ft

  2305 W Cannon Terrace NW, Winter Haven, FL 33881

  Great investment property! This triplex offers three spacious units fully rented one year leases, each with 2 bedrooms, 1.5 bathrooms, and in-unit laundry hookups, 6 assigned parking spaces and each unit has an outdoor storage unit. The roof was replaced in 2017, and all units feature durable tile flooring throughout. Within the past five years, the showers and tubs have been updated in every

  Patria Regalado KELLER WILLIAMS LEGACY REALTY

  2305 W Cannon Terrace NW, Winter Haven, FL 33881
• 

  

  /21

  $2,300 per month

  • 4 Beds
  • 2 Baths
  • 1,851 Sq Ft
  • House for Rent

  1973 Carnostie Rd, Winter Haven, FL 33884

  Fully paid solar panels with electric bills capped at approx. $30/month an excellent family budget saver! Spacious 4-bedroom, 2-bath home in the desirable Villamar community, just 10 minutes from LEGOLAND. Features include a fenced backyard, whole house water filtration system. Community amenities include a pool, playground, and walking trails. Conveniently located near schools, shopping, dining,

  Mariesy Davila LA ROSA REALTY INTERNACIONAL LLC

  1973 Carnostie Rd, Winter Haven, FL 33884
• 

  /2

  $356,000 Sold Aug 18, 2025

  • 2,631 Sq Ft
  • $135/SF
  • 177 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2025

  3801 Giorgio Dr, Winter Haven, FL 33884

  Brand new, energy-efficient home available NOW! Entertain guests with ease with an open kitchen which overlooks the dining and great room. First floor flex space can be best used to fit your needs. Upstairs primary suite features an oversized walk-in closet. Visit Villamar and explore new single-family homes for sale in Winter Haven, FL. Residents will have access to two resort-style amenity

  Tatiana Souza MERITAGE HOMES OF FL REALTY

  3801 Giorgio Dr, Winter Haven, FL 33884
• 

  

  /17

  Est $221,209 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,181 Sq Ft

  127 6th St SE, Winter Haven, FL 33880

  127 6th St SE, Winter Haven, FL 33880

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