Recently Sold Winter Haven, FL Homes

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  $335,740 Sold Feb 25, 2026

  1104 Tyler Loop Unit 36037869, Winter Haven, FL 33884

  • 5 Beds
  • 3 Baths
  • 2,451 Sq Ft

  Last Sold Summary

  • $137/SF
  • 259 Days On Market

  1104 Tyler Loop Unit 36037869, Winter Haven, FL 33884
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  $291,990 Sold Dec 17, 2025

  2122 Chris Dr, Winter Haven, FL 33884

  • 4 Beds
  • 2 Baths
  • 1,824 Sq Ft
  • Built 2025

  Move in Ready Sold Summary

  • $160/SF
  • 77 Days On Market

  Current Estimated Value $302,158

  Lennar Peace Creek Reserve - Estate Key Collection

  2122 Chris Dr, Winter Haven, FL 33884
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  /2

  $165,000 Sold Oct 20, 2025

  418 Village Cir SW, Winter Haven, FL 33880

  • 2 Beds
  • 2 Baths
  • 1,053 Sq Ft
  • Built 1990

  Last Sold Summary

  • 3% Below List Price
  • $157/SF
  • 278 Days On Market

  Last Listing Agent Glenda Pruitt FLORIDA HOME CHOICE REALTY

  418 Village Cir SW, Winter Haven, FL 33880
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  /2

  $169,000 Sold May 19, 2025

  1100 31st St NW, Winter Haven, FL 33881

  • 2 Beds
  • 1 Bath
  • 928 Sq Ft
  • Built 1964

  Last Sold Summary

  • $182/SF
  • 1 Day On Market

  Current Estimated Value $164,149

  Last Listing Agent Craig Murrell REMAX EXPERTS

  1100 31st St NW, Winter Haven, FL 33881
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  /2

  $325,990 Sold Jun 25, 2025

  3471 Costello Cir, Winter Haven, FL 33884

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

  Last Sold Summary

  • $133/SF
  • 11 Days On Market

  Current Estimated Value $328,788

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

  3471 Costello Cir, Winter Haven, FL 33884
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  /2

  $339,000 Sold Dec 15, 2025

  1791 White Elephant Loop, Winter Haven, FL 33884

  • 4 Beds
  • 2 Baths
  • 1,863 Sq Ft
  • Built 2025

  Last Sold Summary

  • 10% Below List Price
  • $182/SF
  • 200 Days On Market

  Current Estimated Value $337,246

  Last Listing Agent Gayle Van Wagenen LGI REALTY- FLORIDA, LLC

  1791 White Elephant Loop, Winter Haven, FL 33884
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  /2

  $494,999 Sold Apr 25, 2025

  1617 Hummingbird Ln, Winter Haven, FL 33884

  • 5 Beds
  • 3 Baths
  • 3,297 Sq Ft
  • Built 2024

  Last Sold Summary

  • 2% Below List Price
  • $150/SF
  • 70 Days On Market

  Current Estimated Value $489,057

  Last Listing Agent Dale Human CASA FRESCA REALTY

  1617 Hummingbird Ln, Winter Haven, FL 33884
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  /2

  $215,000 Sold May 27, 2025

  3815 Avenue R NW, Winter Haven, FL 33881

  • 3 Beds
  • 1.5 Baths
  • 1,050 Sq Ft
  • Built 1962

  Last Sold Summary

  • $205/SF
  • 5 Days On Market

  Current Estimated Value $206,843

  Last Listing Agent Jeimaries Akim HOMETRUST REALTY GROUP

  3815 Avenue R NW, Winter Haven, FL 33881
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  /2

  $75,000 Sold Mar 28, 2025

  111 6th Wahneta St E, Winter Haven, FL 33880

  • 2 Beds
  • 2 Baths
  • 840 Sq Ft
  • Built 1983

  Last Sold Summary

  • 25% Below List Price
  • $89/SF
  • 14 Days On Market

  Last Listing Agent William Beasley STAR REALTY OF WINTER HAVEN

  111 6th Wahneta St E, Winter Haven, FL 33880
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  /2

  $365,000 Sold Jun 16, 2025

  829 Terranova Rd, Winter Haven, FL 33884

  • 4 Beds
  • 2 Baths
  • 2,018 Sq Ft
  • Built 2006

  Last Sold Summary

  • 4% Above List Price
  • $181/SF
  • 4 Days On Market

  Current Estimated Value $349,992

  Last Listing Agent Milton James COLDWELL BANKER REALTY

  829 Terranova Rd, Winter Haven, FL 33884
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  /2

  $290,000 Sold May 05, 2025

  645 Augusta Rd, Winter Haven, FL 33884

  • 3 Beds
  • 2 Baths
  • 2,140 Sq Ft
  • Built 1993

  Last Sold Summary

  • 17% Below List Price
  • $136/SF
  • 149 Days On Market

  Current Estimated Value $303,440

  Last Listing Agent Barbara Downs CENTURY 21 WATSON & MYERS REALTY

  645 Augusta Rd, Winter Haven, FL 33884
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  /2

  $315,000 Sold Mar 18, 2025

  156 Whitman Rd, Winter Haven, FL 33884

  • 3 Beds
  • 2 Baths
  • 1,609 Sq Ft
  • Built 1965

  Last Sold Summary

  • $196/SF
  • 28 Days On Market

  Current Estimated Value $303,116

  Last Listing Agent Celina Weathersby POWER REAL ESTATE GROUP LLC

  156 Whitman Rd, Winter Haven, FL 33884
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  /2

  $255,000 Sold Apr 30, 2025

  208 Shelley Dr, Winter Haven, FL 33884

  • 3 Beds
  • 2 Baths
  • 1,364 Sq Ft
  • Built 1968

  Last Sold Summary

  • 13% Below List Price
  • $187/SF
  • 157 Days On Market

  Current Estimated Value $251,766

  Last Listing Agent Robert Jones OFFERPAD BROKERAGE FL, LLC

  208 Shelley Dr, Winter Haven, FL 33884
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  /2

  $105,000 Sold Mar 14, 2025

  1864 Avenue Q SW Unit C13, Winter Haven, FL 33880

  • 2 Beds
  • 1.5 Baths
  • 992 Sq Ft
  • Built 1980

  Last Sold Summary

  • 19% Below List Price
  • $106/SF
  • 132 Days On Market

  Current Estimated Value $103,756

  Last Listing Agent Jose Quintana PREMIER ESTATE AGENCY LLC

  1864 Avenue Q SW Unit C13, Winter Haven, FL 33880
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  /2

  $100,000 Sold Nov 18, 2025

  817 Orchid Springs Dr Unit 817, Winter Haven, FL 33884

  • 2 Beds
  • 2 Baths
  • 851 Sq Ft
  • Built 1987

  Last Sold Summary

  • 9% Below List Price
  • $118/SF
  • 180 Days On Market

  Current Estimated Value $101,900

  Last Listing Agent Lisa Anderson LA ROSA REALTY PRESTIGE

  817 Orchid Springs Dr Unit 817, Winter Haven, FL 33884
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  /2

  $446,050 Sold Jun 17, 2025

  2006 Canton Park Dr, Winter Haven, FL 33881

  • 3 Beds
  • 2 Baths
  • 1,602 Sq Ft
  • Built 2024

  Last Sold Summary

  • 31% Above List Price
  • $278/SF
  • 260 Days On Market

  Current Estimated Value $445,045

  Last Listing Agent Jay Garick ADNORAM REALTY

  2006 Canton Park Dr, Winter Haven, FL 33881
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  /2

  $370,000 Sold Dec 19, 2025

  1418 Da Vinci Way, Winter Haven, FL 33884

  • 4 Beds
  • 3 Baths
  • 2,251 Sq Ft
  • Built 2022

  Last Sold Summary

  • 5% Below List Price
  • $164/SF
  • 55 Days On Market

  Current Estimated Value $365,507

  Last Listing Agent Earl King, Jr REAL BROKER, LLC

  1418 Da Vinci Way, Winter Haven, FL 33884
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  /5

  $244,990 Sold Oct 01, 2025

  227 Turtle Bay Ave, Winter Haven, FL 33881

  • 3 Beds
  • 2 Baths
  • 1,604 Sq Ft
  • Built 2025

  Move in Ready Sold Summary

  • $153/SF
  • 13 Days On Market

  Current Estimated Value $241,000

  Highland Homes Harbor at Lake Henry - Harbor at Lake Henry - Townhomes

  227 Turtle Bay Ave, Winter Haven, FL 33881
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  /2

  $300,000 Sold May 30, 2025

  4969 Kaia Ave, Winter Haven, FL 33884

  • 4 Beds
  • 2 Baths
  • 1,607 Sq Ft
  • Built 2025

  Last Sold Summary

  • 3% Below List Price
  • $187/SF
  • 35 Days On Market

  Current Estimated Value $283,667

  Last Listing Agent Tatiana Souza FLORIDA CONNEXION PROPERTIES

  4969 Kaia Ave, Winter Haven, FL 33884
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  /2

  $279,990 Sold Jun 27, 2025

  1626 Teagan Ln, Winter Haven, FL 33884

  • 4 Beds
  • 2 Baths
  • 1,824 Sq Ft
  • Built 2025

  Last Sold Summary

  • $154/SF
  • 18 Days On Market

  Current Estimated Value $281,463

  Last Listing Agent Ben Goldstein LENNAR REALTY

  1626 Teagan Ln, Winter Haven, FL 33884
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  /2

  $219,900 Sold Oct 03, 2025

  1521 Oakview Cir SE, Winter Haven, FL 33880

  • 2 Beds
  • 2 Baths
  • 1,186 Sq Ft
  • Built 1988

  Last Sold Summary

  • 4% Below List Price
  • $185/SF
  • 364 Days On Market

  Current Estimated Value $213,583

  Last Listing Agent Eric Chastain THE STONES REAL ESTATE FIRM

  1521 Oakview Cir SE, Winter Haven, FL 33880
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  /2

  $360,000 Sold Jun 10, 2025

  5653 Struthers Ct, Winter Haven, FL 33884

  • 4 Beds
  • 2 Baths
  • 1,560 Sq Ft
  • Built 1985

  Last Sold Summary

  • 4% Below List Price
  • $231/SF
  • 42 Days On Market

  Current Estimated Value $360,153

  Last Listing Agent David Small KELLER WILLIAMS REALTY SMART 1

  5653 Struthers Ct, Winter Haven, FL 33884
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  $320,000 Sold May 09, 2025

  132 Lake Smart Cir, Winter Haven, FL 33881

  • 4 Beds
  • 2 Baths
  • 2,025 Sq Ft
  • Built 2022

  Last Sold Summary

  • 9% Below List Price
  • $158/SF
  • 27 Days On Market

  Current Estimated Value $325,022

  Last Listing Agent Jacklyn Kuilan CMI REALTY

  132 Lake Smart Cir, Winter Haven, FL 33881
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  /2

  $125,000 Sold May 17, 2025

  3834 Avenue O NW, Winter Haven, FL 33881

  • 1 Bed
  • 1 Bath
  • 480 Sq Ft
  • Built 1971

  Last Sold Summary

  • $260/SF
  • 161 Days On Market

  Current Estimated Value $121,720

  Last Listing Agent Alma Corrales KELLER WILLIAMS REALTY SMART 1

  3834 Avenue O NW, Winter Haven, FL 33881
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  $279,900 Sold Jan 02, 2026

  841 Sun Ridge Village Dr, Winter Haven, FL 33880

  • 4 Beds
  • 2 Baths
  • 2,108 Sq Ft
  • Built 2006

  Last Sold Summary

  • $133/SF
  • 15 Days On Market

  Current Estimated Value $280,568

  Last Listing Agent Vivian Ortiz OAK AVENUE REAL ESTATE LLC

  841 Sun Ridge Village Dr, Winter Haven, FL 33880
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  $415,000 Sold Feb 05, 2026

  1200 Lucerne Blvd, Winter Haven, FL 33881

  • 3 Beds
  • 3 Baths
  • 2,874 Sq Ft
  • Built 1970

  Last Sold Summary

  • 21% Below List Price
  • $144/SF
  • 166 Days On Market

  Last Listing Agent Laurie Barker HARPER REALTY FL, LLC

  1200 Lucerne Blvd, Winter Haven, FL 33881
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  /5

  $234,990 Sold Dec 30, 2025

  219 Turtle Bay Ave, Winter Haven, FL 33881

  • 3 Beds
  • 2 Baths
  • 1,604 Sq Ft
  • Built 2025

  Move in Ready Sold Summary

  • $147/SF
  • 20 Days On Market

  Highland Homes Harbor at Lake Henry - Harbor at Lake Henry - Townhomes

  219 Turtle Bay Ave, Winter Haven, FL 33881
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  $314,990 Sold Mar 02, 2026

  3314 Twilight Rd, Winter Haven, FL 33881

  • 3 Beds
  • 2 Baths
  • 1,536 Sq Ft
  • Built 2026

  Move in Ready Sold Summary

  • $205/SF
  • 11 Days On Market

  Starlight Homes Sunset Hills

  3314 Twilight Rd, Winter Haven, FL 33881
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  $124,450 Sold Mar 07, 2025

  317 26th St SW, Winter Haven, FL 33880

  • 3 Beds
  • 2 Baths
  • 1,272 Sq Ft
  • Built 1963

  Last Sold Summary

  • 18% Below List Price
  • $98/SF
  • 132 Days On Market

  Current Estimated Value $269,090

  Last Listing Agent Diana Perez PROFESSIONAL REAL ESTATE TEAM

  317 26th St SW, Winter Haven, FL 33880
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  $315,000 Sold Mar 26, 2025

  1530 S Lake Howard Dr, Winter Haven, FL 33880

  • 3 Beds
  • 1 Bath
  • 1,001 Sq Ft
  • Built 1950

  Last Sold Summary

  • 2% Below List Price
  • $315/SF
  • 1 Day On Market

  Current Estimated Value $301,421

  Last Listing Agent Erin Floyd COLDWELL BANKER REALTY

  1530 S Lake Howard Dr, Winter Haven, FL 33880
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  $355,900 Sold Apr 21, 2025

  3170 Laurel Oak Ln, Winter Haven, FL 33884

  • 4 Beds
  • 3.5 Baths
  • 2,819 Sq Ft
  • Built 2024

  Last Sold Summary

  • 8% Below List Price
  • $126/SF
  • 119 Days On Market

  Current Estimated Value $361,574

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

  3170 Laurel Oak Ln, Winter Haven, FL 33884
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  $235,000 Sold Jul 21, 2025

  1825 Wallace Manor Ln, Winter Haven, FL 33880

  • 3 Beds
  • 2 Baths
  • 1,184 Sq Ft
  • Built 2018

  Last Sold Summary

  • 13% Below List Price
  • $198/SF
  • 42 Days On Market

  Current Estimated Value $237,262

  Last Listing Agent Casandra Vann KELLER WILLIAMS REALTY SMART

  1825 Wallace Manor Ln, Winter Haven, FL 33880
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  $310,000 Sold Jul 28, 2025

  3976 Cypress Landing W, Winter Haven, FL 33884

  • 3 Beds
  • 2 Baths
  • 1,880 Sq Ft
  • Built 2000

  Last Sold Summary

  • 6% Below List Price
  • $165/SF
  • 142 Days On Market

  Current Estimated Value $305,289

  Last Listing Agent Barry Macchione REMAX EXPERTS

  3976 Cypress Landing W, Winter Haven, FL 33884
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  $265,000 Sold May 22, 2025

  4941 Kaia Ave, Winter Haven, FL 33884

  • 3 Beds
  • 2 Baths
  • 1,483 Sq Ft
  • Built 2024

  Last Sold Summary

  • $179/SF
  • 34 Days On Market

  Current Estimated Value $261,690

  Last Listing Agent Tatiana Souza FLORIDA CONNEXION PROPERTIES

  4941 Kaia Ave, Winter Haven, FL 33884
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  $254,000 Sold Jun 12, 2025

  3049 Buckeye Pointe Dr, Winter Haven, FL 33881

  • 3 Beds
  • 2 Baths
  • 1,604 Sq Ft
  • Built 2004

  Last Sold Summary

  • 6% Below List Price
  • $158/SF
  • 7 Days On Market

  Current Estimated Value $254,872

  Last Listing Agent Vivian Ortiz OAK AVENUE REAL ESTATE LLC

  3049 Buckeye Pointe Dr, Winter Haven, FL 33881
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  $384,990 Sold Oct 28, 2025

  2779 San Marco Way, Winter Haven, FL 33884

  • 5 Beds
  • 3 Baths
  • 2,691 Sq Ft
  • Built 2025

  Last Sold Summary

  • 1% Above List Price
  • $143/SF
  • 67 Days On Market

  Current Estimated Value $378,491

  Last Listing Agent Charles Pennant NEW HOME STAR FLORIDA LLC

  2779 San Marco Way, Winter Haven, FL 33884
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  $312,000 Sold Aug 29, 2025

  4659 Cypress Gardens Rd, Winter Haven, FL 33884

  • 3 Beds
  • 2 Baths
  • 1,526 Sq Ft
  • Built 1986

  Last Sold Summary

  • 4% Below List Price
  • $204/SF
  • 7 Days On Market

  Current Estimated Value $308,942

  Last Listing Agent Lamanda Jones CENTURY 21 WATSON & MYERS REALTY

  4659 Cypress Gardens Rd, Winter Haven, FL 33884
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  $284,000 Sold Apr 07, 2025

  37 Enclave Dr, Winter Haven, FL 33884

  • 3 Beds
  • 2 Baths
  • 1,682 Sq Ft
  • Built 1997

  Last Sold Summary

  • $169/SF
  • 6 Days On Market

  Current Estimated Value $271,816

  Last Listing Agent Steven Smith, PA LOCKHART & ASSOCIATES INC

  37 Enclave Dr, Winter Haven, FL 33884
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  $262,000 Sold Feb 19, 2026

  2211 Howard West Ave, Winter Haven, FL 33880

  • 3 Beds
  • 2 Baths
  • 1,289 Sq Ft
  • Built 1996

  Last Sold Summary

  • $203/SF
  • 4 Days On Market

  Current Estimated Value $260,496

  Last Listing Agent Juan Jose Sanchez JR. PA. SRS KELLER WILLIAMS REALTY AT THE LAKES

  2211 Howard West Ave, Winter Haven, FL 33880
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  $279,999 Sold Jul 23, 2025

  377 Kayden Cove, Winter Haven, FL 33884

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

  Move in Ready Sold Summary

  • $149/SF
  • 52 Days On Market

  Current Estimated Value $294,387

  Lennar Peace Creek Reserve - Manor Key Collection

  377 Kayden Cove, Winter Haven, FL 33884

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