Recently Sold Winter Haven, FL Homes

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  $290,000

  Sold May 04, 2026

  2114 34th St NW, Winter Haven, FL 33881

  • 4 Beds
  • 2 Baths
  • 1,550 Sq Ft
  • Built 1987

  Last Sold Summary

  • 2% Above List Price
  • $187/SF
  • 9 Days On Market

  Current Estimated Value $290,062

  Last Listing Agent Mary Lannin PREMIER SOTHEBYS INTL REALTY

  2114 34th St NW, Winter Haven, FL 33881
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  /25

  $266,900

  Sold Jul 31, 2026

  5560 Taverna Loop, Winter Haven, FL 33884

  • 3 Beds
  • 2 Baths
  • 1,302 Sq Ft
  • Built 2026

  Move in Ready Sold Summary

  • $205/SF
  • 16 Days On Market

  D.R. Horton VillaMar

  5560 Taverna Loop, Winter Haven, FL 33884
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  /2

  $215,000

  Sold Oct 09, 2025

  1338 33rd St NW, Winter Haven, FL 33881

  • 3 Beds
  • 2 Baths
  • 1,458 Sq Ft
  • Built 1994

  Last Sold Summary

  • 14% Below List Price
  • $147/SF
  • 161 Days On Market

  Last Listing Agent Jerry Bush STRAIGHT UP REALTY & PM LLC

  1338 33rd St NW, Winter Haven, FL 33881
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  /2

  $320,000

  Sold May 18, 2026

  2005 Carnostie Rd, Winter Haven, FL 33884

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

  Last Sold Summary

  • 8% Below List Price
  • $122/SF
  • 287 Days On Market

  Current Estimated Value $324,363

  Last Listing Agent Sharonda Lawrence ASCENSION REALTY INTERNATIONAL

  2005 Carnostie Rd, Winter Haven, FL 33884
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  /14

  $300,882

  Sold Oct 16, 2025

  1542 Jessica Blvd, Winter Haven, FL 33884

  • 5 Beds
  • 2 Baths
  • 2,112 Sq Ft
  • Built 2025

  Move in Ready Sold Summary

  • $142/SF
  • 16 Days On Market

  Current Estimated Value $314,451

  1542 Jessica Blvd, Winter Haven, FL 33884
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  /2

  $350,000

  Sold Dec 27, 2025

  11 Bridgewater Dr, Winter Haven, FL 33884

  • 4 Beds
  • 4 Baths
  • 3,796 Sq Ft
  • Built 1988

  Last Sold Summary

  • 12% Below List Price
  • $92/SF
  • 44 Days On Market

  Current Estimated Value $398,402

  Last Listing Agent Vicky Holloway LEGACY REAL ESTATE CENTER INC

  11 Bridgewater Dr, Winter Haven, FL 33884
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  /2

  $359,950

  Sold Nov 05, 2025

  5159 Kinsley Dr, Lake Wales, FL 33859

  • 5 Beds
  • 3 Baths
  • 2,670 Sq Ft
  • Built 2025

  Move in Ready Sold Summary

  • $135/SF
  • 4 Days On Market

  Richmond American Annabelle Estates

  5159 Kinsley Dr, Lake Wales, FL 33859
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  /2

  $329,900

  Sold Feb 19, 2026

  403 Ituna Cir, Winter Haven, FL 33881

  • 4 Beds
  • 2 Baths
  • 2,005 Sq Ft
  • Built 2026

  Move in Ready Sold Summary

  • $165/SF
  • 16 Days On Market

  Current Estimated Value $332,281

  Highland Homes Harbor at Lake Henry - Single-Family Homes

  403 Ituna Cir, Winter Haven, FL 33881
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  /17

  $274,990

  Sold Feb 04, 2026

  2751 San Marco Way, Winter Haven, FL 33884

  • 3 Beds
  • 2 Baths
  • 1,492 Sq Ft
  • Built 2026

  Move in Ready Sold Summary

  • $184/SF

  Current Estimated Value $273,401

  Maronda Homes Villamar

  2751 San Marco Way, Winter Haven, FL 33884
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  /2

  $410,000

  Sold Mar 26, 2026

  4016 Carteret Dr, Winter Haven, FL 33884

  • 4 Beds
  • 3 Baths
  • 1,927 Sq Ft
  • Built 2014

  Last Sold Summary

  • 3% Below List Price
  • $213/SF
  • 103 Days On Market

  Current Estimated Value $394,916

  Last Listing Agent Drew Wilson AMPLIFY REAL ESTATE SERVICES FL

  4016 Carteret Dr, Winter Haven, FL 33884
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  /2

  $200,000

  Sold Feb 20, 2026

  2038 Kings Crossing SW, Winter Haven, FL 33880

  • 3 Beds
  • 2 Baths
  • 1,644 Sq Ft
  • Built 1980

  Last Sold Summary

  • $122/SF
  • 12 Days On Market

  Current Estimated Value $200,497

  Last Listing Agent Renee Butler BROKERS REALTY OF CENTRAL FLOR

  2038 Kings Crossing SW, Winter Haven, FL 33880
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  /2

  $275,000

  Sold Jul 13, 2026

  730 Piedmont Dr SE, Winter Haven, FL 33880

  • 2 Beds
  • 2 Baths
  • 1,135 Sq Ft
  • Built 1962

  Last Sold Summary

  • 7% Below List Price
  • $242/SF
  • 11 Days On Market

  Current Estimated Value $287,789

  Last Listing Agent Rebecca Brown SUN N LAKES REALTY, LLC

  730 Piedmont Dr SE, Winter Haven, FL 33880
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  /27

  $286,400

  Sold Jul 22, 2026

  2791 Adeline Ave, Winter Haven, FL 33881

  • 4 Beds
  • 2 Baths
  • 1,498 Sq Ft
  • Built 2026

  Move in Ready Sold Summary

  • 3% Below List Price
  • $191/SF
  • 7 Days On Market

  Current Estimated Value $285,333

  D.R. Horton Willowbrook South

  2791 Adeline Ave, Winter Haven, FL 33881
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  /2

  $477,500

  Sold Feb 20, 2026

  5353 Hogan Ln, Winter Haven, FL 33884

  • 3 Beds
  • 2 Baths
  • 2,805 Sq Ft
  • Built 2006

  Last Sold Summary

  • 4% Below List Price
  • $170/SF
  • 49 Days On Market

  Current Estimated Value $477,798

  Last Listing Agent Susan Mayrant COLDWELL BANKER REALTY

  5353 Hogan Ln, Winter Haven, FL 33884
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  /16

  $275,490

  Sold Apr 09, 2026

  1546 Jessica Blvd, Winter Haven, FL 33884

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

  Move in Ready Sold Summary

  • $147/SF
  • 190 Days On Market

  Current Estimated Value $266,774

  1546 Jessica Blvd, Winter Haven, FL 33884
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  /2

  $215,000

  Sold Feb 18, 2026

  3102 Elm St, Winter Haven, FL 33881

  • 3 Beds
  • 2 Baths
  • 1,288 Sq Ft
  • Built 1955

  Last Sold Summary

  • 900% Above List Price
  • $167/SF
  • 11 Days On Market

  Current Estimated Value $210,833

  Last Listing Agent CarLee Marchetti STAR REALTY OF WINTER HAVEN

  3102 Elm St, Winter Haven, FL 33881
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  /2

  $296,000

  Sold Apr 30, 2026

  4202 San Rocco Way, Winter Haven, FL 33884

  • 4 Beds
  • 2 Baths
  • 1,851 Sq Ft
  • Built 2023

  Last Sold Summary

  • 5% Below List Price
  • $160/SF
  • 117 Days On Market

  Current Estimated Value $296,412

  Last Listing Agent Jennifer NG CANVAS REAL ESTATE

  4202 San Rocco Way, Winter Haven, FL 33884
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  /2

  $100,000

  Sold Mar 20, 2026

  723 28th St NW, Winter Haven, FL 33881

  • 2 Beds
  • 1 Bath
  • 768 Sq Ft
  • Built 1949

  Last Sold Summary

  • 5% Below List Price
  • $130/SF
  • 3 Days On Market

  Current Estimated Value $102,699

  Last Listing Agent David Fleming BHHS FLORIDA PROPERTIES GROUP

  723 28th St NW, Winter Haven, FL 33881
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  /2

  $285,000

  Sold Oct 16, 2025

  5001 Kaia Ave, Winter Haven, FL 33884

  • 3 Beds
  • 2 Baths
  • 1,708 Sq Ft
  • Built 2025

  Move in Ready Sold Summary

  • $167/SF
  • 107 Days On Market

  Current Estimated Value $267,896

  Meritage Homes VillaMar - Signature Series

  5001 Kaia Ave, Winter Haven, FL 33884
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  /2

  $309,990

  Sold Dec 30, 2025

  6416 Domizio Dr, Winter Haven, FL 33884

  • 5 Beds
  • 2.5 Baths
  • 2,112 Sq Ft
  • Built 2025

  Last Sold Summary

  • 3% Below List Price
  • $147/SF
  • 7 Days On Market

  Current Estimated Value $309,229

  Last Listing Agent Ben Goldstein LENNAR REALTY

  6416 Domizio Dr, Winter Haven, FL 33884
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  /2

  $35,000

  Sold Aug 05, 2026

  114 8th St, Winter Haven, FL 33880

  • Land
  • 6,098 Sq Ft
  • $250,000 per Acre

  Last Sold Summary

  • 19% Below List Price
  • 4 Days On Market

  Last Listing Agent Chrissi Jasso ASSOCIATE REALTY

  114 8th St, Winter Haven, FL 33880
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  /2

  $279,990

  Sold Mar 26, 2026

  1116 Tyler Loop, Winter Haven, FL 33884

  • 4 Beds
  • 3 Baths
  • 2,174 Sq Ft
  • Built 2026

  Last Sold Summary

  • 2% Above List Price
  • $129/SF
  • 11 Days On Market

  Current Estimated Value $276,282

  Last Listing Agent Ben Goldstein LENNAR REALTY

  1116 Tyler Loop, Winter Haven, FL 33884
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  /31

  $100,000

  Sold Oct 02, 2025

  21 Key Ave W, Winter Haven, FL 33880

  • 2 Beds
  • 2 Baths
  • 915 Sq Ft
  • Built 2025

  Last Sold Summary

  • 29% Below List Price
  • $109/SF
  • 62 Days On Market

  Last Listing Agent Linda Wilson Sunset Home Sales

  21 Key Ave W, Winter Haven, FL 33880
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  /2

  $250,000

  Sold Sep 15, 2025

  1013 Carefree Cove Dr, Winter Haven, FL 33881

  • 3 Beds
  • 1.5 Baths
  • 1,025 Sq Ft
  • Built 1972

  Last Sold Summary

  • $244/SF
  • 27 Days On Market

  Current Estimated Value $230,124

  Last Listing Agent Jessica Falvey ELITE REAL ESTATE AND PROPERTY MANAGEMENT

  1013 Carefree Cove Dr, Winter Haven, FL 33881
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  /2

  $164,900

  Sold Mar 27, 2026

  2304 Isle Royale Ct SE, Winter Haven, FL 33880

  • 2 Beds
  • 1.5 Baths
  • 1,280 Sq Ft
  • Built 1995

  Last Sold Summary

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

  Current Estimated Value $169,103

  Last Listing Agent Angie Garcia RE/MAX HERITAGE PROFESSIONALS

  2304 Isle Royale Ct SE, Winter Haven, FL 33880
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  /2

  $160,000

  Sold Nov 17, 2025

  1503 Eagle Pond Dr Unit 1503, Winter Haven, FL 33884

  • 2 Beds
  • 2 Baths
  • 1,017 Sq Ft
  • Built 2007

  Last Sold Summary

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

  Current Estimated Value $157,533

  Last Listing Agent David Small KELLER WILLIAMS REALTY SMART 1

  1503 Eagle Pond Dr Unit 1503, Winter Haven, FL 33884
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  $364,999

  Sold Feb 24, 2026

  5401 San Pietro Dr, Winter Haven, FL 33884

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

  Move in Ready Sold Summary

  • $148/SF
  • 11 Days On Market

  Current Estimated Value $366,024

  Casa Fresca Homes Villa Mar

  5401 San Pietro Dr, Winter Haven, FL 33884
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  /2

  $344,000

  Sold Jul 30, 2026

  2540 14th St SE, Winter Haven, FL 33884

  • 4 Beds
  • 2 Baths
  • 1,753 Sq Ft
  • Built 1956

  Last Sold Summary

  • 7% Below List Price
  • $196/SF
  • 14 Days On Market

  Current Estimated Value $363,589

  Last Listing Agent Daniel Betancourt EXP REALTY LLC

  2540 14th St SE, Winter Haven, FL 33884
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  /2

  $274,900

  Sold Jun 12, 2026

  120 Sandburg Ln, Winter Haven, FL 33884

  • 3 Beds
  • 2 Baths
  • 1,485 Sq Ft
  • Built 1972

  Last Sold Summary

  • $185/SF
  • 10 Days On Market

  Current Estimated Value $274,005

  Last Listing Agent Mark Rankin DOWNTOWN REALTY

  120 Sandburg Ln, Winter Haven, FL 33884
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  /2

  $265,000

  Sold Oct 20, 2025

  1732 Torrey Pines St, Winter Haven, FL 33881

  • 3 Beds
  • 2 Baths
  • 1,659 Sq Ft
  • Built 2007

  Last Sold Summary

  • 8% Below List Price
  • $160/SF
  • 42 Days On Market

  Current Estimated Value $266,683

  Last Listing Agent Anne Greenhow AVERY PROPERTIES INC.

  1732 Torrey Pines St, Winter Haven, FL 33881
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  /2

  $77,000

  Sold Feb 27, 2026

  333 Lake Howard Dr NW Unit 202A, Winter Haven, FL 33880

  • 2 Beds
  • 2 Baths
  • 1,030 Sq Ft
  • Built 1973

  Last Sold Summary

  • 22% Below List Price
  • $75/SF
  • 31 Days On Market

  Current Estimated Value $95,266

  Last Listing Agent Franco Poerio Skubna CENTURY 21 MYERS REALTY

  333 Lake Howard Dr NW Unit 202A, Winter Haven, FL 33880
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  /2

  $205,000

  Sold Dec 08, 2025

  264 Temple Cir S, Winter Haven, FL 33880

  • 3 Beds
  • 2 Baths
  • 1,040 Sq Ft
  • Built 1985

  Last Sold Summary

  • 9% Below List Price
  • $197/SF
  • 70 Days On Market

  Last Listing Agent Sheryl Manche KELLER WILLIAMS HERITAGE REALTY

  264 Temple Cir S, Winter Haven, FL 33880
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  /25

  $299,990

  Sold Aug 20, 2025

  3454 Evening Star Dr, Winter Haven, FL 33881

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

  Move in Ready Sold Summary

  • $210/SF
  • 19 Days On Market

  Current Estimated Value $318,723

  Starlight Homes Sunset Hills

  3454 Evening Star Dr, Winter Haven, FL 33881
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  /2

  $315,000

  Sold Jun 18, 2026

  1471 Eagle Crest Blvd, Winter Haven, FL 33881

  • 4 Beds
  • 2 Baths
  • 1,755 Sq Ft
  • Built 2018

  Last Sold Summary

  • 5% Below List Price
  • $179/SF
  • 111 Days On Market

  Current Estimated Value $314,490

  Last Listing Agent Gabriela Murillo EXP REALTY LLC

  1471 Eagle Crest Blvd, Winter Haven, FL 33881
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  /27

  $293,740

  Sold May 22, 2026

  2779 Adeline Ave, Winter Haven, FL 33881

  • 4 Beds
  • 2 Baths
  • 1,498 Sq Ft
  • Built 2026

  Move in Ready Sold Summary

  • 9% Below List Price
  • $196/SF
  • 16 Days On Market

  Current Estimated Value $293,499

  D.R. Horton Willowbrook South

  2779 Adeline Ave, Winter Haven, FL 33881
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  /9

  $336,990

  Sold May 18, 2026

  3322 Twilight Rd, Winter Haven, FL 33881

  • 4 Beds
  • 2 Baths
  • 1,802 Sq Ft
  • Built 2026

  Move in Ready Sold Summary

  • $187/SF
  • 27 Days On Market

  Current Estimated Value $322,934

  Starlight Homes Sunset Hills

  3322 Twilight Rd, Winter Haven, FL 33881
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  /2

  $250,000

  Sold Oct 31, 2025

  164 Brad Cir, Winter Haven, FL 33880

  • 3 Beds
  • 2 Baths
  • 1,121 Sq Ft
  • Built 2000

  Last Sold Summary

  • 5% Below List Price
  • $223/SF
  • 248 Days On Market

  Current Estimated Value $240,656

  Last Listing Agent Aly Nazario VONAC REALTY INC

  164 Brad Cir, Winter Haven, FL 33880
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  /83

  $65,000

  Sold Jan 12, 2026

  298 Alpine Dr, Winter Haven, FL 33881

  • 2 Beds
  • 2 Baths
  • Built 1981

  Last Sold Summary

  • 23% Below List Price
  • 118 Days On Market

  Last Listing Agent Chrissy Walter Sunset Home Sales

  298 Alpine Dr, Winter Haven, FL 33881
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  /30

  $389,900

  Sold Jul 07, 2026

  2535 Sage Valley Way, Winter Haven, FL 33884

  • 5 Beds
  • 3 Baths
  • 2,601 Sq Ft
  • Built 2026

  Move in Ready Sold Summary

  • 5% Below List Price
  • $150/SF
  • 7 Days On Market

  Current Estimated Value $339,333

  D.R. Horton Harmony at Lake Eloise

  2535 Sage Valley Way, Winter Haven, FL 33884
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  /2

  $1,460,000

  Sold Feb 27, 2026

  3824 Gaines Dr, Winter Haven, FL 33884

  • 7 Beds
  • 7 Baths
  • 7,448 Sq Ft
  • Built 1980

  Last Sold Summary

  • 7% Below List Price
  • $196/SF
  • 105 Days On Market

  Current Estimated Value $1,446,128

  Last Listing Agent Michael Stone THE STONES REAL ESTATE FIRM

  3824 Gaines Dr, Winter Haven, FL 33884

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