Recently Sold Winter Haven, FL Homes

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  $310,000

  Sold Jan 09, 2026

  399 Sunfish Dr, Winter Haven, FL 33881

  • 4 Beds
  • 2 Baths
  • 1,941 Sq Ft
  • Built 2019

  Last Sold Summary

  • 11% Below List Price
  • $160/SF
  • 130 Days On Market

  Current Estimated Value $309,419

  Last Listing Agent Cole Bataille STRAIGHT UP REALTY & PM LLC

  399 Sunfish Dr, Winter Haven, FL 33881
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  $440,000

  Sold Sep 12, 2025

  351 Greenfield Rd, Winter Haven, FL 33884

  • 4 Beds
  • 3 Baths
  • 2,667 Sq Ft
  • Built 1976

  Last Sold Summary

  • 4% Below List Price
  • $165/SF
  • 13 Days On Market

  Current Estimated Value $438,461

  Last Listing Agent Catherine Kluytenaar THE K TEAM REAL ESTATE SERVICES LLC

  351 Greenfield Rd, Winter Haven, FL 33884
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  $360,000

  Sold Mar 05, 2026

  10 Pilot Place, Winter Haven, FL 33881

  • 3 Beds
  • 5 Baths
  • 2,798 Sq Ft
  • Built 1997

  Last Sold Summary

  • 20% Below List Price
  • $129/SF
  • 191 Days On Market

  Current Estimated Value $366,141

  Last Listing Agent Heather Hurry ROYALTY R E BOUTIQUE INC

  10 Pilot Place, Winter Haven, FL 33881
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  /2

  $320,000

  Sold Jan 21, 2026

  2220 Garden Lake Dr, Winter Haven, FL 33884

  • 3 Beds
  • 2 Baths
  • 1,717 Sq Ft
  • Built 2002

  Last Sold Summary

  • 9% Below List Price
  • $186/SF
  • 86 Days On Market

  Current Estimated Value $313,704

  Last Listing Agent Deanna Stone THE STONES REAL ESTATE FIRM

  2220 Garden Lake Dr, Winter Haven, FL 33884
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  /2

  $130,000

  Sold Jun 22, 2026

  104 Mayfair Place SW, Winter Haven, FL 33880

  • 2 Beds
  • 2 Baths
  • 1,140 Sq Ft
  • Built 1984

  Last Sold Summary

  • 21% Below List Price
  • $114/SF
  • 182 Days On Market

  Current Estimated Value $140,509

  Last Listing Agent CarLee Marchetti STAR REALTY OF WINTER HAVEN

  104 Mayfair Place SW, Winter Haven, FL 33880
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  /2

  $105,000

  Sold Jan 28, 2026

  4452 Limewood St, Winter Haven, FL 33880

  • 2 Beds
  • 2 Baths
  • 1,256 Sq Ft
  • Built 1984

  Last Sold Summary

  • 10% Below List Price
  • $84/SF
  • 38 Days On Market

  Last Listing Agent Kathy Devor COLDWELL BANKER REALTY

  4452 Limewood St, Winter Haven, FL 33880
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  /2

  $304,366

  Sold Jul 30, 2026

  1533 Leamington Ln, Winter Haven, FL 33884

  • 4 Beds
  • 3 Baths
  • 2,200 Sq Ft
  • Built 2025

  Last Sold Summary

  • 8% Below List Price
  • $138/SF
  • 346 Days On Market

  Current Estimated Value $317,000

  Last Listing Agent Claudia Gutierrez ADAMS HOMES REALTY

  1533 Leamington Ln, Winter Haven, FL 33884
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  /2

  $339,000

  Sold May 14, 2026

  5736 Royal Hills Cir, Winter Haven, FL 33881

  • 3 Beds
  • 2.5 Baths
  • 2,532 Sq Ft
  • Built 2013

  Last Sold Summary

  • 3% Below List Price
  • $134/SF
  • 76 Days On Market

  Current Estimated Value $336,097

  Last Listing Agent Diana Rodriguez THE FIRM RE

  5736 Royal Hills Cir, Winter Haven, FL 33881
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  $353,200

  Sold Jul 06, 2026

  1212 W Lake Buckeye Dr, Winter Haven, FL 33881

  • 4 Beds
  • 2.5 Baths
  • 2,395 Sq Ft
  • Built 1962

  Last Sold Summary

  • 6% Below List Price
  • $147/SF
  • 13 Days On Market

  Current Estimated Value $369,891

  Last Listing Agent Don Jerue KELLER WILLIAMS REALTY SMART 1

  1212 W Lake Buckeye Dr, Winter Haven, FL 33881
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  $165,000

  Sold Feb 20, 2026

  3356 Dexter Dell SE, Winter Haven, FL 33884

  • 2 Beds
  • 2 Baths
  • 979 Sq Ft
  • Built 1979

  Last Sold Summary

  • 17% Below List Price
  • $169/SF
  • 57 Days On Market

  Current Estimated Value $174,238

  Last Listing Agent Sarah Garner COLDWELL BANKER REALTY

  3356 Dexter Dell SE, Winter Haven, FL 33884
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  /2

  $245,000

  Sold Feb 24, 2026

  1992 Bretton Ridge Way, Winter Haven, FL 33884

  • 3 Beds
  • 2 Baths
  • 1,600 Sq Ft
  • Built 2017

  Last Sold Summary

  • 2% Below List Price
  • $153/SF
  • 11 Days On Market

  Current Estimated Value $245,126

  Last Listing Agent Ronald Gentile ORLANDO REO PROF I INC

  1992 Bretton Ridge Way, Winter Haven, FL 33884
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  /25

  $434,840

  Sold Nov 04, 2025

  5417 San Pietro Dr, Winter Haven, FL 33844

  • 5 Beds
  • 3 Baths
  • 3,182 Sq Ft
  • Built 2025

  Move in Ready Sold Summary

  • $137/SF
  • 26 Days On Market

  Casa Fresca Homes Villa Mar

  5417 San Pietro Dr, Winter Haven, FL 33844
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  /29

  $318,900

  Sold Jul 31, 2026

  2519 Sage Valley Way, Winter Haven, FL 33884

  • 4 Beds
  • 2 Baths
  • 1,828 Sq Ft
  • Built 2026

  Move in Ready Sold Summary

  • $174/SF
  • 9 Days On Market

  D.R. Horton Harmony at Lake Eloise

  2519 Sage Valley Way, Winter Haven, FL 33884
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  $280,000

  Sold Dec 11, 2025

  2114 Chris Dr, Winter Haven, FL 33884

  • 4 Beds
  • 2 Baths
  • 1,880 Sq Ft
  • Built 2025

  Move in Ready Sold Summary

  • $149/SF
  • 40 Days On Market

  Current Estimated Value $273,207

  2114 Chris Dr, Winter Haven, FL 33884
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  /2

  $440,000

  Sold May 04, 2026

  12 Bridgewater Dr, Winter Haven, FL 33884

  • 3 Beds
  • 3 Baths
  • 2,369 Sq Ft
  • Built 1990

  Last Sold Summary

  • $186/SF
  • 6 Days On Market

  Current Estimated Value $441,237

  Last Listing Agent Eric Sigismondi MAZELG REALTY

  12 Bridgewater Dr, Winter Haven, FL 33884
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  /2

  $308,900

  Sold Jan 26, 2026

  4483 Rapallo Ave, Winter Haven, FL 33884

  • 4 Beds
  • 2.5 Baths
  • 2,029 Sq Ft
  • Built 2025

  Last Sold Summary

  • 7% Below List Price
  • $152/SF
  • 71 Days On Market

  Current Estimated Value $309,947

  Last Listing Agent George Lindsey, III CAMBRIDGE REALTY OF CENTRAL FL

  4483 Rapallo Ave, Winter Haven, FL 33884
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  /2

  $340,900

  Sold Nov 24, 2025

  5120 Sylas Jax Ave, Winter Haven, FL 33884

  • 4 Beds
  • 3 Baths
  • 2,587 Sq Ft
  • Built 2025

  Move in Ready Sold Summary

  • $132/SF
  • 26 Days On Market

  Current Estimated Value $344,135

  Highland Homes VillaMar

  5120 Sylas Jax Ave, Winter Haven, FL 33884
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  $457,500

  Sold May 13, 2026

  5200 Pebble Beach Blvd, Winter Haven, FL 33884

  • 3 Beds
  • 2 Baths
  • 2,443 Sq Ft
  • Built 2008

  Last Sold Summary

  • 18% Below List Price
  • $187/SF
  • 297 Days On Market

  Current Estimated Value $467,926

  Last Listing Agent Lori Raath LAKE ASHTON REALTY INC.

  5200 Pebble Beach Blvd, Winter Haven, FL 33884
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  $299,990

  Sold Apr 29, 2026

  3873 Giorgio Dr, Winter Haven, FL 33884

  • 4 Beds
  • 3 Baths
  • 1,988 Sq Ft
  • Built 2026

  Move in Ready Sold Summary

  • $151/SF
  • 271 Days On Market

  Current Estimated Value $279,000

  Meritage Homes VillaMar - Signature Series

  3873 Giorgio Dr, Winter Haven, FL 33884
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  /2

  $123,000

  Sold May 15, 2026

  708 Glad Rd, Winter Haven, FL 33880

  • 3 Beds
  • 3 Baths
  • 2,000 Sq Ft
  • Built 1967

  Last Sold Summary

  • 7% Above List Price
  • $62/SF
  • 3 Days On Market

  Current Estimated Value $167,000

  Last Listing Agent Chris Davies LINCOLN MADISON REAL ESTATE LLC

  708 Glad Rd, Winter Haven, FL 33880
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  Sold Dec 22, 2025

  349 Honey Bell Rd, Winter Haven, FL 33880

  • 3 Beds
  • 2 Baths
  • 1,535 Sq Ft
  • Built 2019

  Last Sold Summary

  Current Estimated Value $259,824

  Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

  349 Honey Bell Rd, Winter Haven, FL 33880
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  /2

  $317,990

  Sold May 28, 2026

  4057 Giorgio Dr, Winter Haven, FL 33884

  • 4 Beds
  • 2.5 Baths
  • 2,305 Sq Ft
  • Built 2026

  Last Sold Summary

  • $138/SF
  • 48 Days On Market

  Current Estimated Value $318,892

  Last Listing Agent Paul King DR HORTON REALTY OF CENTRAL FLORIDA LLC

  4057 Giorgio Dr, Winter Haven, FL 33884
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  $25,000

  Sold Dec 17, 2025

  196 Edelweiss Dr, Winter Haven, FL 33881

  • 2 Beds
  • 2 Baths
  • Built 1984

  Last Sold Summary

  • 57% Below List Price
  • 393 Days On Market

  Last Listing Agent Chrissy Walter Sunset Home Sales

  196 Edelweiss Dr, Winter Haven, FL 33881
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  /12

  $349,499

  Sold Jun 17, 2026

  5456 San Pietro Dr, Winter Haven, FL 33884

  • 5 Beds
  • 3 Baths
  • 2,471 Sq Ft
  • Built 2026

  Move in Ready Sold Summary

  • 3% Below List Price
  • $141/SF
  • 27 Days On Market

  Current Estimated Value $348,625

  Casa Fresca Homes Villa Mar

  5456 San Pietro Dr, Winter Haven, FL 33884
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  /2

  $135,000

  Sold Apr 27, 2026

  276 18th St NE, Winter Haven, FL 33881

  • 3 Beds
  • 2 Baths
  • 1,218 Sq Ft
  • Built 1989

  Last Sold Summary

  • 7% Below List Price
  • $111/SF
  • 88 Days On Market

  Current Estimated Value $159,141

  Last Listing Agent Jana Lutz COLDWELL BANKER REALTY

  276 18th St NE, Winter Haven, FL 33881
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  /2

  $245,000

  Sold May 15, 2026

  2438 4th St NE, Winter Haven, FL 33881

  • 3 Beds
  • 2 Baths
  • 1,135 Sq Ft
  • Built 2026

  Last Sold Summary

  • 2% Above List Price
  • $216/SF
  • 25 Days On Market

  Current Estimated Value $235,514

  Last Listing Agent Sandra Canales LA ROSA REALTY PRESTIGE

  2438 4th St NE, Winter Haven, FL 33881
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  /21

  $297,990

  Sold Mar 20, 2026

  6465 Domizio Dr, Winter Haven, FL 33884

  • 5 Beds
  • 2 Baths
  • 2,326 Sq Ft
  • Built 2026

  Move in Ready Sold Summary

  • $128/SF
  • 5 Days On Market

  Current Estimated Value $310,468

  Lennar Villa Mar

  6465 Domizio Dr, Winter Haven, FL 33884
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  /2

  $265,000

  Sold Oct 14, 2025

  132 Saint Kitts Cir, Winter Haven, FL 33884

  • 3 Beds
  • 2 Baths
  • 1,445 Sq Ft
  • Built 1990

  Last Sold Summary

  • $183/SF
  • 27 Days On Market

  Current Estimated Value $260,675

  Last Listing Agent Andrea Friedmann KELLER WILLIAMS REALTY SMART 1

  132 Saint Kitts Cir, Winter Haven, FL 33884
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  /2

  $142,000

  Sold Apr 28, 2026

  1607 2nd St SE, Winter Haven, FL 33880

  • 2 Beds
  • 1 Bath
  • 576 Sq Ft
  • Built 1930

  Last Sold Summary

  • 23% Below List Price
  • $247/SF
  • 118 Days On Market

  Current Estimated Value $144,236

  Last Listing Agent Twanna Dewdney LA ROSA REALTY PRESTIGE

  1607 2nd St SE, Winter Haven, FL 33880
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  $260,000

  Sold Mar 03, 2026

  3889 Giorgio Dr, Winter Haven, FL 33884

  • 3 Beds
  • 2 Baths
  • 1,483 Sq Ft
  • Built 2026

  Move in Ready Sold Summary

  • $175/SF
  • 245 Days On Market

  Current Estimated Value $239,337

  Meritage Homes VillaMar - Classic Series

  3889 Giorgio Dr, Winter Haven, FL 33884
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  /2

  $290,111

  Sold Apr 27, 2026

  1515 Jessica Blvd, Winter Haven, FL 33884

  • 4 Beds
  • 2.5 Baths
  • 1,880 Sq Ft
  • Built 2026

  Last Sold Summary

  • 4% Above List Price
  • $154/SF
  • 26 Days On Market

  Current Estimated Value $291,612

  Last Listing Agent Ben Goldstein LENNAR REALTY

  1515 Jessica Blvd, Winter Haven, FL 33884
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  /2

  $430,000

  Sold Jan 12, 2026

  5461 Hogan Ln, Winter Haven, FL 33884

  • 3 Beds
  • 2 Baths
  • 2,041 Sq Ft
  • Built 2013

  Last Sold Summary

  • 2% Above List Price
  • $211/SF
  • 8 Days On Market

  Current Estimated Value $428,836

  Last Listing Agent Sarah Garner COLDWELL BANKER REALTY

  5461 Hogan Ln, Winter Haven, FL 33884
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  /2

  $263,000

  Sold Jun 03, 2026

  208 Caleb Way, Winter Haven, FL 33881

  • 3 Beds
  • 2 Baths
  • 1,725 Sq Ft
  • Built 2021

  Last Sold Summary

  • 2% Above List Price
  • $152/SF
  • 4 Days On Market

  Current Estimated Value $262,271

  Last Listing Agent Patricia Clemons BROKER’S REALTY AND CONSULTING

  208 Caleb Way, Winter Haven, FL 33881
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  /2

  $800,000

  Sold Aug 15, 2025

  1801 3rd Ct SE, Winter Haven, FL 33880

  • 10 Beds
  • 5 Baths
  • 3,667 Sq Ft
  • Built 1968

  Last Sold Summary

  • 3% Below List Price
  • $218/SF
  • 91 Days On Market

  Current Estimated Value $802,511

  Last Listing Agent Catherine Kluytenaar THE K TEAM REAL ESTATE SERVICES LLC

  1801 3rd Ct SE, Winter Haven, FL 33880
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  /2

  $146,000

  Sold Apr 20, 2026

  6399 Lolly Bay Loop NE, Winter Haven, FL 33881

  • 3 Beds
  • 2 Baths
  • 1,785 Sq Ft
  • Built 1989

  Last Sold Summary

  • 8% Below List Price
  • $82/SF
  • 57 Days On Market

  Last Listing Agent Logan Coon KELLER WILLIAMS WINTER PARK

  6399 Lolly Bay Loop NE, Winter Haven, FL 33881
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  /2

  $70,000

  Sold Jul 17, 2026

  400 El Camino Dr Unit 202, Winter Haven, FL 33884

  • 2 Beds
  • 2 Baths
  • 1,366 Sq Ft
  • Built 1974

  Last Sold Summary

  • 7% Below List Price
  • $51/SF
  • 13 Days On Market

  Current Estimated Value $97,279

  Last Listing Agent Jessica Hancock-Batson THE STONES REAL ESTATE FIRM

  400 El Camino Dr Unit 202, Winter Haven, FL 33884
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  /2

  $295,000

  Sold May 29, 2026

  1727 Sandalwood Cir SW, Winter Haven, FL 33880

  • 4 Beds
  • 2 Baths
  • 1,581 Sq Ft
  • Built 1989

  Last Sold Summary

  • $187/SF
  • 12 Days On Market

  Current Estimated Value $292,475

  Last Listing Agent Zaida Cordero LA ROSA REALTY KISSIMMEE

  1727 Sandalwood Cir SW, Winter Haven, FL 33880
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  /2

  $260,000

  Sold Jun 11, 2026

  3410 Fox Ridge St, Winter Haven, FL 33884

  • 3 Beds
  • 2 Baths
  • 1,369 Sq Ft
  • Built 1986

  Last Sold Summary

  • 12% Below List Price
  • $190/SF
  • 76 Days On Market

  Current Estimated Value $260,658

  Last Listing Agent Sue Ann Williamon THE HOME COMPANY

  3410 Fox Ridge St, Winter Haven, FL 33884
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  /2

  $277,990

  Sold Aug 28, 2025

  3495 Costello Cir, Winter Haven, FL 33884

  • 4 Beds
  • 2 Baths
  • 1,665 Sq Ft
  • Built 2025

  Last Sold Summary

  • 2% Below List Price
  • $167/SF
  • 101 Days On Market

  Current Estimated Value $279,041

  Last Listing Agent Paul King DR HORTON REALTY OF CENTRAL FLORIDA LLC

  3495 Costello Cir, Winter Haven, FL 33884
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  /2

  $245,000

  Sold Dec 01, 2025

  1447 Kingfish Ln, Winter Haven, FL 33884

  • 2 Beds
  • 2 Baths
  • 1,596 Sq Ft
  • Built 1987

  Last Sold Summary

  • $154/SF
  • 43 Days On Market

  Current Estimated Value $242,974

  Last Listing Agent Patrick Thurmond KELLER WILLIAMS REALTY SMART 1

  1447 Kingfish Ln, Winter Haven, FL 33884

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