Winter Haven, FL Homes

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  /2

  $324,625

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,545 Sq Ft

  512 Ituna Cir, Winter Haven, FL 33881

  Brand-new, open-layout, 3-bedroom home for sale in Winterhaven, Florida! The Parsyn provides you with a welcoming, open living area with luxury vinyl plank flooring under an airy volume ceiling. Relax in your beautiful owner's suite with a large walk-in wardrobe and, a decorative tiled shower with glass enclosure, dual vanities, and a closeted toilet. Plus, enjoy outdoor living on your front

  Highland Homes Builder

  512 Ituna Cir, Winter Haven, FL 33881
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  /9

  $1,450 Per Month

  • 3 Beds
  • 1 Bath
  • 1,140 Sq Ft
  • House for Rent

  106 Shelton St, Winter Haven, FL 33880

  Welcome home to this charming three-bedroom, one-bath residence that is move-in ready and waiting for its next occupants. You’ll likely find yourself spending plenty of time on the generous screened-in porch, the perfect spot for family gatherings, relaxing evenings, or enjoying your morning coffee. Inside, the home offers a comfortable layout designed for everyday living. Ready for immediate

  William Beasley STAR REALTY OF WINTER HAVEN

  106 Shelton St, Winter Haven, FL 33880
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  /2

  $218,000

  Sold Dec 30, 2025

  1579 Vienna Square Dr, Winter Haven, FL 33884

  • 2 Beds
  • 2 Baths
  • 1,391 Sq Ft
  • Built 2016

  Last Sold Summary

  • 27% Below List Price
  • $157/SF
  • 14 Days On Market

  Current Estimated Value $223,122

  Last Listing Agent Harold Baker KELLER WILLIAMS REALTY SMART 1

  1579 Vienna Square Dr, Winter Haven, FL 33884
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  /2

  Est $291,771

  Not Listed For Sale

  1649 Siesta Way, Winter Haven, FL 33884

  • 3 Beds
  • 2 Baths
  • 1,316 Sq Ft
  • Built 2025

  1649 Siesta Way, Winter Haven, FL 33884

  Last Sold Summary

  • 31 Days On Market
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  /47

  $344,990

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,227 Sq Ft

  Naples Plan at Willowbrook North, Winter Haven, FL 33881

  NAPLES: Beautiful 2 Level, 2 Car Garage Home with Open Concept Living, Loft and up to 5 Bedrooms! The Naples plan is available in Coastal, Farmhouse or Traditional exterior designs.The inviting front porch opens to a gracious foyer with adjacent powder room. The well-appointed, island kitchen is open to the adjoining cafe and spacious family room. . The primary suite boasts an en suite

  DRB Homes Builder

  0 Fl-544 St Unit 36849116, Winter Haven, FL 33881
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  /30

  $1,895 Per Month

  • 4 Beds
  • 2 Baths
  • 1,607 Sq Ft
  • LIKE NEW!!! 4-Bedroom, 2-Bathroom in Villamar/Winter Haven

  4442 Rapallo Ave, Winter Haven, FL 33884

  This gorgeous 4-bedroom, 2-bathroom home is loaded with space and comes with stainless appliances as well as a spacious two-car garage.The location doesn't get any better than this as its walking distance to the best schools! Call to schedule your showing and come see this beautiful home TODAY!HOA APPROVAL MANDATORYAll residents are enrolled in the Resident Benefits

  4442 Rapallo Ave, Winter Haven, FL 33884
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  /2

  $55,000

  Sold Jun 03, 2025

  613 Avenue O NE, Winter Haven, FL 33881

  • Land
  • 17,424 Sq Ft
  • $137,500 per Acre

  Last Sold Summary

  • 4 Days On Market

  Current Estimated Value $53,660

  Last Listing Agent Michael Gay KELLER WILLIAMS REALTY SMART 1

  613 Avenue O NE, Winter Haven, FL 33881
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  /2

  Est $220,333

  Not Listed For Sale

  1575 36th St NW, Winter Haven, FL 33881

  1575 36th St NW, Winter Haven, FL 33881

  Last Sold Summary

  • 5 Days On Market
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  /25

  $439,000

  $24K PRICE DROP Pending

  • 4 Beds
  • 2.5 Baths
  • 2,850 Sq Ft

  240 Santa Rosa Dr, Winter Haven, FL 33884

  Under contract-accepting backup offers. Beautiful 4 bedroom, 2 1/2-bathroom, pool home with new roof (2024), septic (2024), A/C (2025) in gated Overlook Estates. Fresh price reduction, bring your offers! Experience the pinnacle of Florida living in this exceptional pool home, offering 2,850 sq ft of light-drenched space in the established Overlook Estates neighborhood, where privacy and prestige

  Brian Surrency LIVE FLORIDA REALTY

  240 Santa Rosa Dr, Winter Haven, FL 33884
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  /14

  $1,100 Per Month

  • 2 Beds
  • 1 Bath
  • 800 Sq Ft
  • Apartment for Rent

  140 Avenue W NW Unit 2, Winter Haven, FL 33881

  One or more photo(s) has been virtually staged. Spacious rental located in the heart of Winter Haven! This updated unit offers comfortable living with generous room sizes and a functional layout. Conveniently located near shopping, dining, schools, and major roadways, making daily commutes a breeze. Public water and sewer, city utilities, and easy access to everything Winter Haven has to offer.

  David Small KELLER WILLIAMS REALTY SMART 1

  140 Avenue W NW Unit 2, Winter Haven, FL 33881
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  /2

  $180,000

  Sold Mar 24, 2026

  2833 Wingfoot Ct, Winter Haven, FL 33884

  • 2 Beds
  • 2 Baths
  • 1,471 Sq Ft
  • Built 1988

  Last Sold Summary

  • 5% Below List Price
  • $122/SF
  • 16 Days On Market

  Current Estimated Value $183,536

  Last Listing Agent CarLee Marchetti STAR REALTY OF WINTER HAVEN

  2833 Wingfoot Ct, Winter Haven, FL 33884
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  Not Listed For Sale

  272 Fairway Cir Unit 272, Winter Haven, FL 33881

  • 2 Beds
  • 2 Baths

  272 Fairway Cir Unit 272, Winter Haven, FL 33881

  Last Sold Summary

  • 49 Days On Market
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  /34

  $304,999

  $30K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,888 Sq Ft

  129 Morning Glory Cir, Winter Haven, FL 33884

  New price adjustment creates an excellent opportunity to own in this sought-after community. Designed for the way you live today, this beautifully updated 3BR/2BA home offers a modern, open floor plan ideal for gathering with family, entertaining friends and great for enjoying relaxed backyard barbecues. Built in 2002, offering just under 1900 square feet of comfortable living space. Topped with

  Laurie Nock LPT REALTY, LLC

  129 Morning Glory Cir, Winter Haven, FL 33884
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  /13

  $2,295 Per Month

  • 5 Beds
  • 3 Baths
  • 2,420 Sq Ft
  • House for Rent

  1315 Axel Cir, Winter Haven, FL 33880

  House for rent in Winter Haven, Lucia floorplan is a 5-bedroom home that features a private downstairs guest suite, an upstairs recreation space, and a spacious master walk-in-closet. Included with your home are granite/quartz countertops throughout the home, stainless-steel GE appliances, dual vanity master bath, convenient upstairs laundry room, and a 2-car garage.FCG REALTY residents

  1315 Axel Cir, Winter Haven, FL 33880
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  /2

  $249,000

  Sold Jul 09, 2025

  1040 Cambridge Dr, Winter Haven, FL 33881

  • 3 Beds
  • 2 Baths
  • 1,727 Sq Ft
  • Built 2021

  Last Sold Summary

  • 4% Below List Price
  • $144/SF
  • 45 Days On Market

  Current Estimated Value $296,908

  Last Listing Agent Robert Jones OFFERPAD BROKERAGE FL, LLC

  1040 Cambridge Dr, Winter Haven, FL 33881
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  /2

  Est $303,394

  Not Listed For Sale

  3198 Laurel Oak Ln, Winter Haven, FL 33884

  • 3 Beds
  • 2 Baths
  • 1,744 Sq Ft
  • Built 2025

  3198 Laurel Oak Ln, Winter Haven, FL 33884

  Last Sold Summary

  • 27 Days On Market
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  /32

  $479,000

  $6K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,569 Sq Ft

  305 Hernando Rd, Winter Haven, FL 33884

  Listing price reduced!!! Enjoy the quaint living in this deed restricted community! Step into this stunning home through a spacious, light-filled foyer and prepare to be impressed by the thoughtfully, well maintained designed layout and exceptional features throughout. This home offers oversized bedrooms and a versatile bonus room—perfect for a game room, home office, or even a private in-law

  Sherry Sapp COLDWELL BANKER REALTY

  305 Hernando Rd, Winter Haven, FL 33884
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  /18

  $2,000 Per Month

  • 3 Beds
  • 2 Baths
  • 1,483 Sq Ft
  • House for Rent

  4973 Kaia Ave, Winter Haven, FL 33884

  Welcome to this brand-new 2025-built home located in the highly desirable Villa Mar community in Winter Haven! Offering 3 bedrooms, 2 full bathrooms, this modern residence combines style, functionality, and comfort in one beautifully designed floor plan. Step inside to an open-concept layout filled with natural light, creating the perfect space for both everyday living and entertaining. The

  Paola Martinez CENTURY 21 MCBRIDE REALTY GROUP

  4973 Kaia Ave, Winter Haven, FL 33884
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  /32

  $349,990

  Sold Mar 23, 2026

  807 Andrew St, Winter Haven, FL 33881

  • 3 Beds
  • 2 Baths
  • 1,814 Sq Ft
  • Built 2026

  Move in Ready Sold Summary

  • $193/SF
  • 83 Days On Market

  Current Estimated Value $346,667

  DRB Homes Willowbrook North

  807 Andrew St, Winter Haven, FL 33881
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  /2

  Not Listed For Sale

  12 Flamingo Blvd, Winter Haven, FL 33880

  • 1 Bed
  • 1 Bath
  • 600 Sq Ft
  • Built 2023

  12 Flamingo Blvd, Winter Haven, FL 33880

  Last Sold Summary

  • 11 Days On Market

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