Recently Sold North Winter Haven Homes

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  $325,000 Sold Dec 26, 2025

  2438 5th St NE, Winter Haven, FL 33881

  • 6 Beds
  • 3 Baths
  • 1,950 Sq Ft
  • Built 1969

  Last Sold Summary

  • $167/SF
  • 6 Days On Market

  Current Estimated Value $327,809

  Last Listing Agent Pedro Fernandez Salvador CONTEMPORARY REALTY GROUP

  2438 5th St NE, Winter Haven, FL 33881
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  $305,000 Sold Dec 29, 2025

  435 Lanham Dr, Winter Haven, FL 33881

  • 4 Beds
  • 2 Baths
  • 1,847 Sq Ft
  • Built 2021

  Last Sold Summary

  • 12% Below List Price
  • $165/SF
  • 64 Days On Market

  Current Estimated Value $309,523

  Last Listing Agent Angie Poole HIGGENBOTHAM AUCTIONEERS

  435 Lanham Dr, Winter Haven, FL 33881
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  $325,000 Sold Nov 04, 2025

  3828 Eloise Estates Ct, Winter Haven, FL 33881

  • 4 Beds
  • 2 Baths
  • 1,867 Sq Ft
  • Built 2014

  Last Sold Summary

  • 2% Below List Price
  • $174/SF
  • 132 Days On Market

  Current Estimated Value $314,380

  Last Listing Agent Lamanda Jones CENTURY 21 WATSON & MYERS REALTY

  3828 Eloise Estates Ct, Winter Haven, FL 33881
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  $273,000 Sold Dec 03, 2025

  4070 Island Lakes Dr, Winter Haven, FL 33881

  • 4 Beds
  • 2 Baths
  • 1,860 Sq Ft
  • Built 2011

  Last Sold Summary

  • 28% Below List Price
  • $147/SF
  • 400 Days On Market

  Current Estimated Value $277,183

  Last Listing Agent Natalie Rivera VESTI LLC

  4070 Island Lakes Dr, Winter Haven, FL 33881
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  $339,900 Sold Apr 07, 2025

  444 Ituna Cir, Winter Haven, FL 33881

  • 4 Beds
  • 2.5 Baths
  • 2,029 Sq Ft
  • Built 2024

  Last Sold Summary

  • 14% Below List Price
  • $168/SF
  • 103 Days On Market

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

  444 Ituna Cir, Winter Haven, FL 33881
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  $245,000 Sold Jan 13, 2026

  4710 Osprey Way, Winter Haven, FL 33881

  • 4 Beds
  • 2 Baths
  • 1,992 Sq Ft
  • Built 2019

  Last Sold Summary

  • 18% Below List Price
  • $123/SF
  • 150 Days On Market

  Current Estimated Value $261,897

  Last Listing Agent Stuart Hurry NU HOME FINDERS, INC

  4710 Osprey Way, Winter Haven, FL 33881
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  $244,990 Sold Aug 29, 2025

  230 Turtle Bay Ave, Winter Haven, FL 33881

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

  Move in Ready Sold Summary

  • $153/SF
  • 11 Days On Market

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

  230 Turtle Bay Ave, Winter Haven, FL 33881
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  $267,900 Sold Aug 17, 2025

  2021 Oliver Place, Winter Haven, FL 33881

  • 3 Beds
  • 2 Baths
  • 1,627 Sq Ft
  • Built 1967

  Last Sold Summary

  • 1% Below List Price
  • $165/SF
  • 21 Days On Market

  Current Estimated Value $262,776

  Last Listing Agent Glen Barron C BUDDY JOHNSON REALTY, LLC

  2021 Oliver Place, Winter Haven, FL 33881
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  $154,000 Sold Feb 26, 2026

  205 Winter Ridge Blvd Unit 3, Winter Haven, FL 33881

  • 3 Beds
  • 2 Baths
  • 1,073 Sq Ft
  • Built 1992

  Last Sold Summary

  • 4% Below List Price
  • $144/SF
  • 6 Days On Market

  Current Estimated Value $149,331

  Last Listing Agent Renee Butler BROKERS REALTY OF CENTRAL FLOR

  205 Winter Ridge Blvd Unit 3, Winter Haven, FL 33881
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  $299,800 Sold Aug 15, 2025

  2159 Greenway Dr, Winter Haven, FL 33881

  • 4 Beds
  • 3 Baths
  • 2,030 Sq Ft
  • Built 1971

  Last Sold Summary

  • 8% Below List Price
  • $148/SF
  • 15 Days On Market

  Current Estimated Value $294,964

  Last Listing Agent David Small KELLER WILLIAMS REALTY SMART 1

  2159 Greenway Dr, Winter Haven, FL 33881
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  $244,990 Sold Dec 30, 2025

  235 Turtle Bay Ave, Winter Haven, FL 33881

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

  Move in Ready Sold Summary

  • $153/SF
  • 20 Days On Market

  Current Estimated Value $241,000

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

  235 Turtle Bay Ave, Winter Haven, FL 33881
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  $325,000 Sold Sep 12, 2025

  205 Loma Dr, Winter Haven, FL 33881

  • 3 Beds
  • 2 Baths
  • 2,069 Sq Ft
  • Built 2006

  Last Sold Summary

  • 8% Below List Price
  • $157/SF
  • 30 Days On Market

  Current Estimated Value $323,995

  Last Listing Agent Brad Martin BETTER HOMES AND GARDENS REAL ESTATE LIFESTYLES REALTY

  205 Loma Dr, Winter Haven, FL 33881
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  $11,000 Sold Apr 18, 2025

  865 3rd St, Winter Haven, FL 33881

  • Land
  • 0.11 Acre
  • $100,000 per Acre

  Last Sold Summary

  • 56% Below List Price
  • 47 Days On Market

  Current Estimated Value $256,937

  Last Listing Agent Mary Myers CENTURY 21 MYERS REALTY

  865 3rd St, Winter Haven, FL 33881
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  $750,000 Sold Sep 26, 2025

  328 Hamilton Shores Dr NE, Winter Haven, FL 33881

  • 5 Beds
  • 3.5 Baths
  • 3,812 Sq Ft
  • Built 2001

  Last Sold Summary

  • 2% Below List Price
  • $197/SF
  • 56 Days On Market

  Current Estimated Value $737,576

  Last Listing Agent Michael Stone THE STONES REAL ESTATE FIRM

  328 Hamilton Shores Dr NE, Winter Haven, FL 33881
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  $495,000 Sold Jan 09, 2026

  413 Horseshoe Ln NE, Winter Haven, FL 33881

  • 4 Beds
  • 2 Baths
  • 2,336 Sq Ft
  • Built 1991

  Last Sold Summary

  • 24% Below List Price
  • $212/SF
  • 132 Days On Market

  Current Estimated Value $479,767

  Last Listing Agent John Kelson KELLER WILLIAMS ADVANTAGE 2 REALTY

  413 Horseshoe Ln NE, Winter Haven, FL 33881
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  $370,000 Sold Jan 02, 2026

  905 Hillside Ct S, Winter Haven, FL 33881

  • 3 Beds
  • 2 Baths
  • 2,077 Sq Ft
  • Built 1986

  Last Sold Summary

  • 4% Below List Price
  • $178/SF
  • 27 Days On Market

  Current Estimated Value $370,598

  Last Listing Agent Tisha Talbot CENTURY 21 MYERS REALTY

  905 Hillside Ct S, Winter Haven, FL 33881
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  $160,000 Sold Feb 20, 2026

  398 Winter Ridge Blvd Unit 398, Winter Haven, FL 33881

  • 2 Beds
  • 2 Baths
  • 1,241 Sq Ft
  • Built 1996

  Last Sold Summary

  • 3% Above List Price
  • $129/SF
  • 106 Days On Market

  Last Listing Agent CarLee Marchetti STAR REALTY OF WINTER HAVEN

  398 Winter Ridge Blvd Unit 398, Winter Haven, FL 33881
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  $35,000 Sold Dec 24, 2025

  2436 Edwin St NE, Winter Haven, FL 33881

  • Land
  • 0.18 Acre
  • $194,444 per Acre

  Last Sold Summary

  • 29% Below List Price
  • 91 Days On Market

  Current Estimated Value $114,774

  Last Listing Agent Susan Brown COLDWELL BANKER REALTY

  2436 Edwin St NE, Winter Haven, FL 33881
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  $422,000 Sold Sep 30, 2025

  235 Meredith Blvd, Winter Haven, FL 33881

  • 4 Beds
  • 2 Baths
  • 2,110 Sq Ft
  • Built 2025

  Last Sold Summary

  • 7% Below List Price
  • $200/SF
  • 17 Days On Market

  Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

  235 Meredith Blvd, Winter Haven, FL 33881
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  $255,000 Sold Jan 08, 2026

  6191 Grey Heron Dr, Winter Haven, FL 33881

  • 3 Beds
  • 2 Baths
  • 1,711 Sq Ft
  • Built 2017

  Last Sold Summary

  • 4% Below List Price
  • $149/SF
  • 16 Days On Market

  Current Estimated Value $259,562

  Last Listing Agent Lesley Guarino CITRAVEST MANAGEMENT LLC

  6191 Grey Heron Dr, Winter Haven, FL 33881
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  $312,900 Sold Dec 24, 2025

  737 Bayside Blvd, Winter Haven, FL 33881

  • 4 Beds
  • 2 Baths
  • 1,819 Sq Ft
  • Built 2025

  Move in Ready Sold Summary

  • $172/SF
  • 14 Days On Market

  Current Estimated Value $293,980

  Highland Homes Harbor at Lake Henry - Single-Family Homes

  737 Bayside Blvd, Winter Haven, FL 33881
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  $110,000 Sold Oct 13, 2025

  6501 Raintree Ln NE, Winter Haven, FL 33881

  • 2 Beds
  • 2 Baths
  • 1,012 Sq Ft
  • Built 1985

  Last Sold Summary

  • $109/SF
  • 19 Days On Market

  Last Listing Agent Corinna Weaver CROSBY & ASSOCIATES, INC.

  6501 Raintree Ln NE, Winter Haven, FL 33881
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  $244,990 Sold Jan 09, 2026

  207 Turtle Bay Ave, Winter Haven, FL 33881

  • 3 Beds
  • 2 Baths
  • 1,604 Sq Ft
  • Built 2026

  Move in Ready Sold Summary

  • $153/SF
  • 30 Days On Market

  Current Estimated Value $241,000

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

  207 Turtle Bay Ave, Winter Haven, FL 33881
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  $244,990 Sold Sep 17, 2025

  222 Turtle Bay Ave, Winter Haven, FL 33881

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

  Move in Ready Sold Summary

  • $153/SF
  • 30 Days On Market

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

  222 Turtle Bay Ave, Winter Haven, FL 33881
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  $234,990 Sold Jan 30, 2026

  223 Turtle Bay Ave, Winter Haven, FL 33881

  • 3 Beds
  • 2 Baths
  • 1,604 Sq Ft
  • Built 2026

  Move in Ready Sold Summary

  • $147/SF
  • 7 Days On Market

  Current Estimated Value $260,139

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

  223 Turtle Bay Ave, Winter Haven, FL 33881
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  $370,000 Sold Jan 05, 2026

  2004 Leisure Dr, Winter Haven, FL 33881

  • 4 Beds
  • 3 Baths
  • 2,312 Sq Ft
  • Built 1978

  Last Sold Summary

  • $160/SF
  • 5 Days On Market

  Current Estimated Value $367,824

  Last Listing Agent Jill Aubin RE/MAX REALTY UNLIMITED

  2004 Leisure Dr, Winter Haven, FL 33881
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  $317,900 Sold Apr 11, 2025

  452 Ituna Cir, Winter Haven, FL 33881

  • 3 Beds
  • 2 Baths
  • 1,646 Sq Ft
  • Built 2024

  Last Sold Summary

  • 7% Below List Price
  • $193/SF
  • 95 Days On Market

  Current Estimated Value $337,825

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

  452 Ituna Cir, Winter Haven, FL 33881
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  $307,500 Sold Jun 25, 2025

  4924 Saint James St, Winter Haven, FL 33881

  • 4 Beds
  • 2 Baths
  • 1,992 Sq Ft
  • Built 2018

  Last Sold Summary

  • 7% Below List Price
  • $154/SF
  • 88 Days On Market

  Current Estimated Value $308,920

  Last Listing Agent Mathias Jenniges IAD FLORIDA LLC

  4924 Saint James St, Winter Haven, FL 33881
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  $265,000 Sold Mar 10, 2026

  3643 Julius Estates Blvd, Winter Haven, FL 33881

  • 3 Beds
  • 2 Baths
  • 1,750 Sq Ft
  • Built 2014

  Last Sold Summary

  • 4% Below List Price
  • $151/SF
  • 83 Days On Market

  Current Estimated Value $265,083

  Last Listing Agent Stacey Vazquez KELLER WILLIAMS REALTY AT THE LAKES

  3643 Julius Estates Blvd, Winter Haven, FL 33881
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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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  $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 $311,490

  Last Listing Agent April Spaulding LPT REALTY, LLC

  25 Aviation Dr, Winter Haven, FL 33881
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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 $162,000

  Highland Homes Harbor at Lake Henry - Single-Family Homes

  728 Bayside Blvd, 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 $356,441

  Last Listing Agent Esmelida Torres LA ROSA REALTY KISSIMMEE

  3053 Royal Tern Dr, Winter Haven, FL 33881
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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 $251,617

  Last Listing Agent Demetra Hicks LPT REALTY, LLC

  2517 Sunset Dr E, Winter Haven, FL 33881
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  $190,000 Sold Aug 29, 2025

  6305 Bayberry Blvd NE, Winter Haven, FL 33881

  • 2 Beds
  • 2 Baths
  • 1,728 Sq Ft
  • Built 1989

  Last Sold Summary

  • 3% Below List Price
  • $110/SF
  • 101 Days On Market

  Last Listing Agent Anya Kovalenko LPT REALTY, LLC

  6305 Bayberry Blvd NE, Winter Haven, FL 33881
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  $180,000 Sold Oct 31, 2025

  895 1st St, Winter Haven, FL 33880

  • 2 Beds
  • 1 Bath
  • 672 Sq Ft
  • Built 1956

  Last Sold Summary

  • $268/SF
  • 6 Days On Market

  Current Estimated Value $170,147

  Last Listing Agent Angie Reynolds PORCHLIGHT HOMES LLC

  895 1st St, Winter Haven, FL 33880
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  $248,000 Sold Jun 16, 2025

  4850 St James Ct, Winter Haven, FL 33881

  • 3 Beds
  • 2 Baths
  • 1,675 Sq Ft
  • Built 2018

  Last Sold Summary

  • 19% Below List Price
  • $148/SF
  • 262 Days On Market

  Current Estimated Value $254,390

  Last Listing Agent Terri Christian KELLER WILLIAMS REALTY SMART 1

  4850 St James Ct, Winter Haven, FL 33881
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  $239,000 Sold Jun 09, 2025

  2244 Lucerne Park Rd, Winter Haven, FL 33881

  • 2 Beds
  • 2 Baths
  • 1,074 Sq Ft
  • Built 1931

  Last Sold Summary

  • $223/SF
  • 22 Days On Market

  Current Estimated Value $233,526

  Last Listing Agent Betsy Tinervin REAL BROKER, LLC

  2244 Lucerne Park Rd, Winter Haven, FL 33881
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  $145,000 Sold Jul 11, 2025

  6398 Lolly Bay Loop NE, Winter Haven, FL 33881

  • 2 Beds
  • 2 Baths
  • 1,101 Sq Ft
  • Built 1992

  Last Sold Summary

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

  Current Estimated Value $154,736

  Last Listing Agent Jean Murphy CENTURY 21 MYERS REALTY

  6398 Lolly Bay Loop NE, Winter Haven, FL 33881
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  $135,000 Sold Feb 05, 2026

  89 Winter Ridge Rd Unit 89, Winter Haven, FL 33881

  • 2 Beds
  • 2 Baths
  • 1,073 Sq Ft
  • Built 1994

  Last Sold Summary

  • $126/SF
  • 10 Days On Market

  Current Estimated Value $134,919

  Last Listing Agent Tina Marie TINA MARIE LLC

  89 Winter Ridge Rd Unit 89, Winter Haven, FL 33881

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