Recently Sold Winter Haven, FL Homes

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  $260,000

  Sold Mar 04, 2026

  229 Avenue B NE, Winter Haven, FL 33881

  • 4 Beds
  • 2 Baths
  • 1,593 Sq Ft
  • Built 1925

  Last Sold Summary

  • 8% Above List Price
  • $163/SF
  • 27 Days On Market

  Current Estimated Value $252,230

  Last Listing Agent Jason Prieto LPT REALTY, LLC

  229 Avenue B NE, Winter Haven, FL 33881
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  /2

  $675,000

  Sold Jun 03, 2026

  2566 Partridge Dr, Winter Haven, FL 33884

  • 4 Beds
  • 3.5 Baths
  • 3,005 Sq Ft
  • Built 1998

  Last Sold Summary

  • $225/SF
  • 22 Days On Market

  Current Estimated Value $665,466

  Last Listing Agent Scott Kline KLINE REAL ESTATE SERVICES

  2566 Partridge Dr, Winter Haven, FL 33884
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  /2

  $288,990

  Sold Mar 13, 2026

  5532 Taverna Loop, Winter Haven, FL 33884

  • 3 Beds
  • 2 Baths
  • 1,615 Sq Ft
  • Built 2025

  Last Sold Summary

  • 8% Below List Price
  • $179/SF
  • 153 Days On Market

  Current Estimated Value $288,387

  Last Listing Agent Dale Human CASA FRESCA REALTY

  5532 Taverna Loop, Winter Haven, FL 33884
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  /2

  $350,000

  Sold May 26, 2026

  122 22nd St NW, Winter Haven, FL 33880

  • 3 Beds
  • 2 Baths
  • 1,595 Sq Ft
  • Built 1973

  Last Sold Summary

  • 3% Below List Price
  • $219/SF
  • 197 Days On Market

  Current Estimated Value $342,239

  Last Listing Agent Michelle Howard KELLER WILLIAMS REALTY SMART 1

  122 22nd St NW, Winter Haven, FL 33880
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  /2

  $120,000

  Sold Mar 10, 2026

  103 Lake Hazel Dr, Winter Haven, FL 33884

  • 2 Beds
  • 2 Baths
  • 1,316 Sq Ft
  • Built 1983

  Last Sold Summary

  • 8% Below List Price
  • $91/SF
  • 55 Days On Market

  Last Listing Agent Chris Cain MOSAIC SERVICES LLC

  103 Lake Hazel Dr, Winter Haven, FL 33884
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  /2

  $325,000

  Sold May 28, 2026

  979 Sun Burst Rd, Winter Haven, FL 33880

  • 5 Beds
  • 3 Baths
  • 2,616 Sq Ft
  • Built 2022

  Last Sold Summary

  • 7% Below List Price
  • $124/SF
  • 31 Days On Market

  Current Estimated Value $320,213

  Last Listing Agent Jason Stone BHHS FLORIDA PROPERTIES GROUP

  979 Sun Burst Rd, Winter Haven, FL 33880
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  /2

  $335,620

  Sold Aug 06, 2025

  71 Sunset View Dr, Winter Haven, FL 33884

  • 2 Beds
  • 2 Baths
  • 1,673 Sq Ft
  • Built 1990

  Last Sold Summary

  • 7% Below List Price
  • $201/SF
  • 29 Days On Market

  Current Estimated Value $306,366

  Last Listing Agent Diana Brown REMAX EXPERTS

  71 Sunset View Dr, Winter Haven, FL 33884
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  /2

  $298,166

  Sold Mar 27, 2026

  1564 Leamington Ln, Winter Haven, FL 33884

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

  Last Sold Summary

  • 16% Below List Price
  • $136/SF
  • 473 Days On Market

  Current Estimated Value $300,689

  Last Listing Agent Claudia Gutierrez ADAMS HOMES REALTY

  1564 Leamington Ln, Winter Haven, FL 33884
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  /2

  $299,990

  Sold Nov 14, 2025

  3490 Evening Star Dr, Winter Haven, FL 33881

  • 3 Beds
  • 2 Baths
  • 1,426 Sq Ft
  • Built 2025

  Last Sold Summary

  • $210/SF

  Current Estimated Value $299,617

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

  3490 Evening Star Dr, Winter Haven, FL 33881
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  /2

  $686,000

  Sold Jan 15, 2026

  105 Wyndham Dr, Winter Haven, FL 33884

  • 4 Beds
  • 3 Baths
  • 2,591 Sq Ft
  • Built 1998

  Last Sold Summary

  • 5% Below List Price
  • $265/SF
  • 119 Days On Market

  Current Estimated Value $688,728

  Last Listing Agent Michael Stone THE STONES REAL ESTATE FIRM

  105 Wyndham Dr, Winter Haven, FL 33884
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  /2

  $340,000

  Sold Dec 31, 2025

  2732 Avenue S NW, Winter Haven, FL 33881

  • 3 Beds
  • 2 Baths
  • 1,924 Sq Ft
  • Built 1926

  Last Sold Summary

  • $177/SF
  • 2 Days On Market

  Current Estimated Value $333,398

  Last Listing Agent Reyna Benitez LPT REALTY, LLC

  2732 Avenue S NW, Winter Haven, FL 33881
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  /2

  $430,000

  Sold Sep 30, 2025

  1182 Sawgrass Dr, Winter Haven, FL 33884

  • 3 Beds
  • 2 Baths
  • 2,045 Sq Ft
  • Built 2018

  Last Sold Summary

  • 4% Below List Price
  • $210/SF
  • 41 Days On Market

  Current Estimated Value $433,845

  Last Listing Agent Lori Raath LAKE ASHTON REALTY INC.

  1182 Sawgrass Dr, Winter Haven, FL 33884
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  /2

  $250,990

  Sold May 18, 2026

  2717 Gladiola Rd, Winter Haven, FL 33884

  • 3 Beds
  • 2.5 Baths
  • 1,673 Sq Ft
  • Built 2025

  Last Sold Summary

  • 3% Below List Price
  • $150/SF
  • 151 Days On Market

  Current Estimated Value $282,333

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

  2717 Gladiola Rd, Winter Haven, FL 33884
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  /2

  $165,000

  Sold May 08, 2026

  104 Cavalier Rd, Winter Haven, FL 33880

  • 3 Beds
  • 1 Bath
  • 1,384 Sq Ft
  • Built 1963

  Last Sold Summary

  • 6% Below List Price
  • $119/SF
  • 12 Days On Market

  Current Estimated Value $175,275

  Last Listing Agent Natalie Patten DALTON WADE INC

  104 Cavalier Rd, Winter Haven, FL 33880
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  /2

  $164,000

  Sold Jan 28, 2026

  6461 Hollyberry Ln NE, Winter Haven, FL 33881

  • 2 Beds
  • 2 Baths
  • 1,344 Sq Ft
  • Built 1993

  Last Sold Summary

  • 6% Below List Price
  • $122/SF
  • 402 Days On Market

  Last Listing Agent Craig Murrell REMAX EXPERTS

  6461 Hollyberry Ln NE, Winter Haven, FL 33881
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  /2

  $500,000

  Sold Aug 25, 2025

  237 Manatee Rd, Winter Haven, FL 33884

  • 5 Beds
  • 4 Baths
  • 2,880 Sq Ft
  • Built 1975

  Last Sold Summary

  • 3% Below List Price
  • $174/SF
  • 4 Days On Market

  Current Estimated Value $498,996

  Last Listing Agent Brooklyn Paul BETTER HOMES AND GARDENS REAL ESTATE LIFESTYLES REALTY

  237 Manatee Rd, Winter Haven, FL 33884
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  /2

  $168,000

  Sold Nov 09, 2025

  1120 29th St NW, Winter Haven, FL 33881

  • 4 Beds
  • 1 Bath
  • 1,071 Sq Ft
  • Built 1955

  Last Sold Summary

  • 6% Below List Price
  • $157/SF
  • 16 Days On Market

  Current Estimated Value $171,475

  Last Listing Agent Anne Halbert LIVE FLORIDA REALTY

  1120 29th St NW, Winter Haven, FL 33881
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  /2

  $285,000

  Sold Oct 29, 2025

  103 Homewood Dr, Winter Haven, FL 33880

  • 3 Beds
  • 2 Baths
  • 1,566 Sq Ft
  • Built 1987

  Last Sold Summary

  • 5% Below List Price
  • $182/SF
  • 49 Days On Market

  Current Estimated Value $287,701

  Last Listing Agent Karen Woods RE/MAX REALTY UNLIMITED

  103 Homewood Dr, Winter Haven, FL 33880
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  /25

  $429,999

  Sold Dec 03, 2025

  5469 San Pietro Dr, Winter Haven, FL 33884

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

  Move in Ready Sold Summary

  • $135/SF
  • 63 Days On Market

  Current Estimated Value $398,203

  Casa Fresca Homes Villa Mar

  5469 San Pietro Dr, Winter Haven, FL 33884
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  /11

  $239,740

  Sold Feb 04, 2026

  372 Kayden Cove, Winter Haven, FL 33884

  • 3 Beds
  • 2 Baths
  • 1,429 Sq Ft
  • Built 2026

  Move in Ready Sold Summary

  • $168/SF
  • 12 Days On Market

  Current Estimated Value $267,124

  372 Kayden Cove, Winter Haven, FL 33884
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  /2

  $290,000

  Sold Dec 05, 2025

  135 Brad Cir, Winter Haven, FL 33880

  • 3 Beds
  • 2 Baths
  • 1,215 Sq Ft
  • Built 1995

  Last Sold Summary

  • 5% Above List Price
  • $239/SF
  • 5 Days On Market

  Current Estimated Value $287,642

  Last Listing Agent Barbara Prins HOMETRUST REALTY GROUP

  135 Brad Cir, Winter Haven, FL 33880
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  /2

  $486,000

  Sold Feb 17, 2026

  6 Peachtree Ln SE, Winter Haven, FL 33884

  • 4 Beds
  • 3 Baths
  • 2,488 Sq Ft
  • Built 1973

  Last Sold Summary

  • $195/SF
  • 3 Days On Market

  Current Estimated Value $477,832

  Last Listing Agent Darlene Bice BHHS FLORIDA PROPERTIES GROUP

  6 Peachtree Ln SE, Winter Haven, FL 33884
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  /2

  $310,000

  Sold Aug 21, 2025

  25 Aviation Dr, Winter Haven, FL 33881

  • 5 Beds
  • 4 Baths
  • 1,984 Sq Ft
  • Built 1989

  Last Sold Summary

  • 22% Below List Price
  • $156/SF
  • 157 Days On Market

  Current Estimated Value $313,288

  Last Listing Agent April Spaulding LPT REALTY, LLC

  25 Aviation Dr, Winter Haven, FL 33881
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  /2

  $80,000

  Sold Oct 17, 2025

  163 Sweet Cir, Winter Haven, FL 33884

  • 2 Beds
  • 2 Baths
  • 1,456 Sq Ft
  • Built 1987

  Last Sold Summary

  • 27% Below List Price
  • $55/SF
  • 83 Days On Market

  Last Listing Agent Chris Cain MOSAIC SERVICES LLC

  163 Sweet Cir, Winter Haven, FL 33884
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  /2

  $279,900

  Sold Jan 06, 2026

  728 Bayside Blvd, Winter Haven, FL 33881

  • 3 Beds
  • 2 Baths
  • 1,479 Sq Ft
  • Built 2026

  Move in Ready Sold Summary

  • $189/SF
  • 34 Days On Market

  Current Estimated Value $278,859

  Highland Homes Harbor at Lake Henry - Single-Family Homes

  728 Bayside Blvd, Winter Haven, FL 33881
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  /2

  $320,490

  Sold Sep 05, 2025

  3487 Costello Cir, Winter Haven, FL 33884

  • 5 Beds
  • 3 Baths
  • 2,447 Sq Ft
  • Built 2025

  Last Sold Summary

  • 2% Below List Price
  • $131/SF
  • 116 Days On Market

  Current Estimated Value $327,482

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

  3487 Costello Cir, Winter Haven, FL 33884
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  /2

  $304,290

  Sold Sep 16, 2025

  308 Corso Loop, Winter Haven, FL 33884

  • 4 Beds
  • 2 Baths
  • 1,828 Sq Ft
  • Built 2024

  Last Sold Summary

  • 7% Below List Price
  • $166/SF
  • 241 Days On Market

  Current Estimated Value $308,040

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

  308 Corso Loop, Winter Haven, FL 33884
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  /2

  $316,900

  Sold Dec 30, 2025

  4455 Rapallo Ave, Winter Haven, FL 33884

  • 4 Beds
  • 2 Baths
  • 2,005 Sq Ft
  • Built 2025

  Last Sold Summary

  • 3% Below List Price
  • $158/SF
  • 0 Days On Market

  Current Estimated Value $322,310

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

  4455 Rapallo Ave, Winter Haven, FL 33884
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  /2

  $296,660

  Sold Sep 08, 2025

  1529 Leamington Ln, Winter Haven, FL 33884

  • 4 Beds
  • 2 Baths
  • 1,820 Sq Ft
  • Built 2025

  Last Sold Summary

  • $163/SF
  • 68 Days On Market

  Current Estimated Value $300,351

  Last Listing Agent Claudia Gutierrez ADAMS HOMES REALTY

  1529 Leamington Ln, Winter Haven, FL 33884
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  /19

  $249,990

  Sold Jun 11, 2026

  3016 Captain Jax Way, Winter Haven, FL 33884

  • 3 Beds
  • 2.5 Baths
  • 1,386 Sq Ft
  • Built 2026

  Move in Ready Sold Summary

  • $180/SF
  • 6 Days On Market

  Lennar Peace Creek Reserve - Serenity

  3016 Captain Jax Way, Winter Haven, FL 33884
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  /2

  $333,000

  Sold Oct 10, 2025

  419 Broward Terrace, Winter Haven, FL 33884

  • 3 Beds
  • 2 Baths
  • 1,601 Sq Ft
  • Built 1973

  Last Sold Summary

  • 2% Below List Price
  • $208/SF
  • 140 Days On Market

  Current Estimated Value $335,125

  Last Listing Agent Dee Norris NEXTHOME NORRIS & COMPANY REAL

  419 Broward Terrace, Winter Haven, FL 33884
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  /2

  $297,000

  Sold Sep 11, 2025

  1530 Avenue C NE, Winter Haven, FL 33881

  • 3 Beds
  • 2 Baths
  • 1,564 Sq Ft
  • Built 1959

  Last Sold Summary

  • 1% Below List Price
  • $190/SF
  • 13 Days On Market

  Current Estimated Value $244,004

  Last Listing Agent Brian Cox KELLER WILLIAMS REALTY SMART 1

  1530 Avenue C NE, Winter Haven, FL 33881
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  /2

  $321,990

  Sold Jan 16, 2026

  2739 San Marco Way, Winter Haven, FL 33884

  • 4 Beds
  • 2.5 Baths
  • 2,068 Sq Ft
  • Built 2025

  Last Sold Summary

  • 7% Below List Price
  • $156/SF
  • 141 Days On Market

  Current Estimated Value $326,837

  Last Listing Agent Charles Pennant NEW HOME STAR FLORIDA LLC

  2739 San Marco Way, Winter Haven, FL 33884
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  /17

  $291,990

  Sold May 20, 2026

  5028 Abigail Dr, Winter Haven, FL 33859

  • 4 Beds
  • 2 Baths
  • 1,938 Sq Ft
  • Built 2026

  Move in Ready Sold Summary

  • $151/SF
  • 10 Days On Market

  Current Estimated Value $309,333

  Dream Finders Homes Annabelle Estates

  5028 Abigail Dr, Winter Haven, FL 33859
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  /2

  $267,500

  Sold Oct 07, 2025

  367 Cloverdale Rd, Winter Haven, FL 33884

  • 4 Beds
  • 2 Baths
  • 1,758 Sq Ft
  • Built 2005

  Last Sold Summary

  • 4% Below List Price
  • $152/SF
  • 92 Days On Market

  Current Estimated Value $274,237

  Last Listing Agent Chris Renfro KELLER WILLIAMS REALTY SMART

  367 Cloverdale Rd, Winter Haven, FL 33884
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  /2

  $232,500

  Sold Dec 30, 2025

  121 Coleman Rd, Winter Haven, FL 33880

  • 3 Beds
  • 2 Baths
  • 1,511 Sq Ft
  • Built 1958

  Last Sold Summary

  • 10% Below List Price
  • $154/SF
  • 136 Days On Market

  Current Estimated Value $235,853

  Last Listing Agent Michael Stone THE STONES REAL ESTATE FIRM

  121 Coleman Rd, Winter Haven, FL 33880
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  /2

  $285,000

  Sold Apr 23, 2026

  608 Vittorio Dr, Winter Haven, FL 33884

  • 4 Beds
  • 2 Baths
  • 1,857 Sq Ft
  • Built 2021

  Last Sold Summary

  • 1% Below List Price
  • $153/SF
  • 6 Days On Market

  Current Estimated Value $289,005

  Last Listing Agent Yolanda Floyd LA ROSA REALTY PRESTIGE

  608 Vittorio Dr, Winter Haven, FL 33884
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  /2

  $56,000

  Sold Jun 23, 2026

  11 Navel Dr, Winter Haven, FL 33884

  • 2 Beds
  • 2 Baths
  • 1,215 Sq Ft
  • Built 1982

  Last Sold Summary

  • 34% Below List Price
  • $46/SF
  • 405 Days On Market

  Last Listing Agent Michael Dorman ELEVATE REAL ESTATE BROKERS

  11 Navel Dr, Winter Haven, FL 33884
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  /2

  $335,917

  Sold Aug 17, 2025

  4511 Rapallo Ave, Winter Haven, FL 33884

  • 4 Beds
  • 2 Baths
  • 2,005 Sq Ft
  • Built 2025

  Last Sold Summary

  • 2% Below List Price
  • $168/SF
  • 3 Days On Market

  Current Estimated Value $339,226

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

  4511 Rapallo Ave, Winter Haven, FL 33884
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  /2

  $375,000

  Sold Oct 10, 2025

  109 Odin Dr, Winter Haven, FL 33884

  • 4 Beds
  • 2.5 Baths
  • 2,884 Sq Ft
  • Built 1987

  Last Sold Summary

  • 13% Below List Price
  • $130/SF
  • 334 Days On Market

  Current Estimated Value $379,476

  Last Listing Agent Rick Hemenway CROSBY & ASSOCIATES, INC.

  109 Odin Dr, Winter Haven, FL 33884

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