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 $290,468

  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 $325,074

  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 $317,602

  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 $402,031

  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 $332,335

  Highland Homes Harbor at Lake Henry - Single-Family Homes

  403 Ituna Cir, Winter Haven, FL 33881
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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 $391,343

  Last Listing Agent Drew Wilson AMPLIFY REAL ESTATE SERVICES FL

  4016 Carteret Dr, Winter Haven, FL 33884
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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 $278,041

  Maronda Homes Villamar

  2751 San Marco Way, 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 $213,664

  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 $273,305

  Last Listing Agent Rebecca Brown SUN N LAKES REALTY, LLC

  730 Piedmont Dr SE, Winter Haven, FL 33880
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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 $481,259

  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 $262,654

  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 $214,964

  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 $297,150

  Last Listing Agent Jennifer NG CANVAS REAL ESTATE

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

  $303,990

  Sold Sep 27, 2026

  3117 Firebrush Ln, Green Cove Springs, FL 32043

  • 4 Beds
  • 2 Baths
  • 1,665 Sq Ft
  • Built 2026

  Move in Ready Sold Summary

  • $183/SF
  • 8 Days On Market

  D.R. Horton Harmony at Lake Eloise

  3117 Firebrush Ln, Green Cove Springs, FL 32043
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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 $101,356

  Last Listing Agent David Fleming BHHS FLORIDA PROPERTIES GROUP

  723 28th St NW, Winter Haven, FL 33881
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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

  $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 $272,983

  Meritage Homes VillaMar - Signature Series

  5001 Kaia Ave, Winter Haven, FL 33884
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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 $274,279

  Last Listing Agent Ben Goldstein LENNAR REALTY

  1116 Tyler Loop, 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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  /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

  $560,000

  Sold Sep 04, 2026

  6209 Pinehurst Loop, Winter Haven, FL 33884

  • 3 Beds
  • 2 Baths
  • 2,526 Sq Ft
  • Built 2021

  Last Sold Summary

  • 5% Below List Price
  • $222/SF
  • 26 Days On Market

  Current Estimated Value $583,028

  Last Listing Agent Lori Raath LAKE ASHTON REALTY INC.

  6209 Pinehurst Loop, Winter Haven, FL 33884
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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 $173,391

  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 $150,048

  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 $364,280

  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 $360,714

  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 $271,095

  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 $274,325

  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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  /23

  $260,000

  Sold Sep 17, 2026

  316 Lake Smart Cir, Winter Haven, FL 33881

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft
  • Built 2022

  Last Sold Summary

  • 10% Below List Price
  • $173/SF
  • 83 Days On Market

  Current Estimated Value $272,210

  Last Listing Agent Barry Macchione REMAX EXPERTS

  316 Lake Smart Cir, Winter Haven, FL 33881
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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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  /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 $312,609

  Last Listing Agent Gabriela Murillo EXP REALTY LLC

  1471 Eagle Crest Blvd, Winter Haven, FL 33881
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  /2

  $262,500

  Sold Aug 21, 2026

  3977 Warbler Dr, Winter Haven, FL 33880

  • 4 Beds
  • 2 Baths
  • 1,750 Sq Ft
  • Built 2005

  Last Sold Summary

  • 1% Above List Price
  • $150/SF
  • 7 Days On Market

  Current Estimated Value $266,632

  Last Listing Agent Cindy Greco EXP REALTY LLC

  3977 Warbler Dr, Winter Haven, FL 33880
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  /27

  $254,990

  Sold Aug 25, 2026

  4622 Linda Dr, Lake Wales, FL 33859

  • 3 Beds
  • 2.5 Baths
  • 1,463 Sq Ft
  • Built 2026

  Move in Ready Sold Summary

  • $174/SF
  • 227 Days On Market

  Current Estimated Value $237,009

  D.R. Horton Annabelle Estates - Townhomes

  4622 Linda Dr, Lake Wales, FL 33859
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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 $291,419

  D.R. Horton Willowbrook South

  2779 Adeline Ave, Winter Haven, FL 33881
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  $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 $321,796

  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 $245,651

  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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