Recently Sold Winter Haven, FL Homes

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  $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 $314,748

  Last Listing Agent Claudia Gutierrez ADAMS HOMES REALTY

  1564 Leamington Ln, Winter Haven, FL 33884
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  $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 $295,207

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

  3490 Evening Star Dr, Winter Haven, FL 33881
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  $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 $681,792

  Last Listing Agent Michael Stone THE STONES REAL ESTATE FIRM

  105 Wyndham Dr, Winter Haven, FL 33884
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  $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 $334,999

  Last Listing Agent Reyna Benitez LPT REALTY, LLC

  2732 Avenue S NW, Winter Haven, FL 33881
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  $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 $427,610

  Last Listing Agent Lori Raath LAKE ASHTON REALTY INC.

  1182 Sawgrass Dr, Winter Haven, FL 33884
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  $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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  $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 $494,005

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

  237 Manatee Rd, Winter Haven, FL 33884
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  $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 $168,741

  Last Listing Agent Anne Halbert LIVE FLORIDA REALTY

  1120 29th St NW, Winter Haven, FL 33881
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  $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 $282,952

  Last Listing Agent Karen Woods RE/MAX REALTY UNLIMITED

  103 Homewood Dr, Winter Haven, FL 33880
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  $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 $381,884

  Casa Fresca Homes VillaMar

  5469 San Pietro Dr, Winter Haven, FL 33884
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  $645,000 Sold May 30, 2025

  664 Hart Lake Dr, Winter Haven, FL 33884

  • 4 Beds
  • 3.5 Baths
  • 2,871 Sq Ft
  • Built 2006

  Last Sold Summary

  • 1% Above List Price
  • $225/SF
  • 8 Days On Market

  Current Estimated Value $637,045

  Last Listing Agent Geoffrey Ingram HARPER REALTY FL, LLC

  664 Hart Lake Dr, Winter Haven, FL 33884
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  $240,000 Sold Jun 20, 2025

  2014 S Lake Cannon Dr NW, Winter Haven, FL 33881

  • 3 Beds
  • 2 Baths
  • 1,403 Sq Ft
  • Built 2020

  Last Sold Summary

  • 20% Below List Price
  • $171/SF
  • 74 Days On Market

  Current Estimated Value $245,113

  Last Listing Agent Anne Halbert LIVE FLORIDA REALTY

  2014 S Lake Cannon Dr NW, Winter Haven, FL 33881
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  $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 $283,240

  Lennar Peace Creek Reserve - Manor Key Collection

  372 Kayden Cove, Winter Haven, FL 33884
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  $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 $283,364

  Last Listing Agent Barbara Prins HOMETRUST REALTY GROUP

  135 Brad Cir, Winter Haven, FL 33880
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  $272,000 Sold May 30, 2025

  2325 Salzburg Loop, Winter Haven, FL 33884

  • 2 Beds
  • 2 Baths
  • 1,578 Sq Ft
  • Built 2008

  Last Sold Summary

  • $172/SF

  Current Estimated Value $265,417

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

  2325 Salzburg Loop, Winter Haven, FL 33884
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  $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 $479,457

  Last Listing Agent Darlene Bice BHHS FLORIDA PROPERTIES GROUP

  6 Peachtree Ln SE, Winter Haven, FL 33884
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  $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 $311,345

  Last Listing Agent April Spaulding LPT REALTY, LLC

  25 Aviation Dr, Winter Haven, FL 33881
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  $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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  $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 $281,601

  Highland Homes Harbor at Lake Henry - Single-Family Homes

  728 Bayside Blvd, Winter Haven, FL 33881
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  $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 $328,791

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

  3487 Costello Cir, Winter Haven, FL 33884
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  $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 $298,646

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

  308 Corso Loop, Winter Haven, FL 33884
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  $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 $319,618

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

  4455 Rapallo Ave, Winter Haven, FL 33884
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  $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 $297,674

  Last Listing Agent Claudia Gutierrez ADAMS HOMES REALTY

  1529 Leamington Ln, Winter Haven, FL 33884
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  $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 $324,116

  Last Listing Agent Dee Norris NEXTHOME NORRIS & COMPANY REAL

  419 Broward Terrace, Winter Haven, FL 33884
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  $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 $280,751

  Last Listing Agent Brian Cox KELLER WILLIAMS REALTY SMART 1

  1530 Avenue C NE, Winter Haven, FL 33881
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  $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 $325,392

  Last Listing Agent Charles Pennant NEW HOME STAR FLORIDA LLC

  2739 San Marco Way, Winter Haven, FL 33884
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  $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 $233,445

  Last Listing Agent Michael Stone THE STONES REAL ESTATE FIRM

  121 Coleman Rd, Winter Haven, FL 33880
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  $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 $267,680

  Last Listing Agent Chris Renfro KELLER WILLIAMS REALTY SMART

  367 Cloverdale Rd, Winter Haven, FL 33884
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  $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 $289,931

  Last Listing Agent Yolanda Floyd LA ROSA REALTY PRESTIGE

  608 Vittorio Dr, Winter Haven, FL 33884
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  $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 $340,024

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

  4511 Rapallo Ave, Winter Haven, FL 33884
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  $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 $371,021

  Last Listing Agent Rick Hemenway CROSBY & ASSOCIATES, INC.

  109 Odin Dr, Winter Haven, FL 33884
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  $326,900 Sold Sep 30, 2025

  Unlisted Address

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

  Last Sold Summary

  • $163/SF

  Current Estimated Value $323,872

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

  Unlisted Address
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  $1,700,000 Sold Sep 11, 2025

  3312 Eagles Trace, Winter Haven, FL 33884

  • 4 Beds
  • 5.5 Baths
  • 5,986 Sq Ft
  • Built 1998

  Last Sold Summary

  • 8% Below List Price
  • $284/SF
  • 2 Days On Market

  Current Estimated Value $1,720,744

  Last Listing Agent Jenna Henderson LIVE FLORIDA REALTY

  3312 Eagles Trace, Winter Haven, FL 33884
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  $281,000 Sold Aug 22, 2025

  3408 Cove Ct W, Winter Haven, FL 33880

  • 3 Beds
  • 2 Baths
  • 1,228 Sq Ft
  • Built 1990

  Last Sold Summary

  • $229/SF
  • 16 Days On Market

  Current Estimated Value $275,131

  Last Listing Agent Chrissi Jasso ASSOCIATE REALTY

  3408 Cove Ct W, Winter Haven, FL 33880
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  $330,000 Sold Feb 09, 2026

  Unlisted Address

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

  Last Sold Summary

  • $165/SF

  Current Estimated Value $333,899

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

  Unlisted Address
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  $295,000 Sold Aug 15, 2025

  18 Cactus Cir E, Winter Haven, FL 33880

  • 3 Beds
  • 2 Baths
  • 1,998 Sq Ft
  • Built 1998

  Last Sold Summary

  • 2% Below List Price
  • $148/SF
  • 7 Days On Market

  Last Listing Agent Robin Pascale KELLER WILLIAMS REALTY SMART

  18 Cactus Cir E, Winter Haven, FL 33880
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  $250,000 Sold Jul 31, 2025

  2517 Sunset Dr E, Winter Haven, FL 33881

  • 3 Beds
  • 2 Baths
  • 1,422 Sq Ft
  • Built 2024

  Last Sold Summary

  • 4% Above List Price
  • $176/SF
  • 14 Days On Market

  Current Estimated Value $252,040

  Last Listing Agent Demetra Hicks TRUE FLORIDA REALTY LLC

  2517 Sunset Dr E, Winter Haven, FL 33881
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  $370,000 Sold Jul 18, 2025

  3053 Royal Tern Dr, Winter Haven, FL 33881

  • 4 Beds
  • 2.5 Baths
  • 2,453 Sq Ft
  • Built 2019

  Last Sold Summary

  • 1% Above List Price
  • $151/SF
  • 22 Days On Market

  Current Estimated Value $361,971

  Last Listing Agent Esmelida Torres LA ROSA REALTY KISSIMMEE

  3053 Royal Tern Dr, Winter Haven, FL 33881
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  $240,000 Sold Apr 10, 2026

  2410 Hartridge Point Dr W Unit 23, Winter Haven, FL 33881

  • 3 Beds
  • 3 Baths
  • 2,583 Sq Ft
  • Built 1983

  Last Sold Summary

  • 13% Below List Price
  • $93/SF
  • 36 Days On Market

  Current Estimated Value $260,027

  Last Listing Agent Rich Harbin COLDWELL BANKER REALTY

  2410 Hartridge Point Dr W Unit 23, Winter Haven, FL 33881
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  $60,000 Sold Feb 27, 2026

  2217 Avenue F NW, Winter Haven, FL 33880

  • 2 Beds
  • 1 Bath
  • 1,146 Sq Ft
  • Built 1943

  Last Sold Summary

  • 25% Below List Price
  • $52/SF
  • 11 Days On Market

  Current Estimated Value $126,667

  Last Listing Agent Carissa Mazzella Di Bosco LOKATION

  2217 Avenue F NW, Winter Haven, FL 33880

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