Downtown Winter Haven Homes

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  /28

  Est $255,729 Not Listed For Sale

  1905 16th St NW, Winter Haven, FL 33881

  • 3 Beds
  • 2 Baths
  • 1,418 Sq Ft
  • Built 1951

  1905 16th St NW, Winter Haven, FL 33881

  Last Sold Summary

  • 5% Below List Price
  • $190/SF
  • 81 Days On Market

  • Last Sold Price $270,000
  • Mar 07, 2025

  Last Listing Agent Carmen Padilla LOCKHART & ASSOCIATES INC
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  /61

  $315,000

  • 2 Beds
  • 1 Bath
  • 1,038 Sq Ft

  1670 17th St NW, Winter Haven, FL 33881

  BACK ON THE MARKET!! Winter Haven Chain of Lakes Home! Needs updating and repairs but this could be your paradise on Lake Mirror! This charming 2-bedroom, 1-bathroom home offers a unique blend of tranquility and recreation, creating a haven for those seeking the perfect retreat. Nestled on the shores of the picturesque Lake Mirror, this property is a true gem. Imagine waking up to breathtaking

  Lori Edwards COLDWELL BANKER REALTY

  1670 17th St NW, Winter Haven, FL 33881
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  $45,000 Sold Apr 28, 2026

  120 H Ave SE, Winter Haven, FL 33880

  • Land
  • 6,534 Sq Ft
  • $300,000 per Acre

  Last Sold Summary

  • 10% Below List Price
  • 3 Days On Market

  Current Estimated Value $49,877

  Last Listing Agent William Beasley STAR REALTY OF WINTER HAVEN

  120 H Ave SE, Winter Haven, FL 33880
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  /26

  Est $224,583 Not Listed For Sale

  1812 16th St NW, Winter Haven, FL 33881

  • 3 Beds
  • 3 Baths
  • 1,245 Sq Ft
  • Built 1958

  1812 16th St NW, Winter Haven, FL 33881

  Last Sold Summary

  • 9% Below List Price
  • $198/SF
  • 56 Days On Market

  • Last Sold Price $246,000
  • Jul 26, 2023

  Last Listing Agent Kami Rickert HOMETRUST REAL ESTATE & PTY MGT
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  /36

  $235,000

  • 3 Beds
  • 1.5 Baths
  • 1,559 Sq Ft

  716 Avenue I NE, Winter Haven, FL 33881

  Lake Elbert Trail neighborhood, classic mid-century 1950s house with over a 1/4 acre property! Roof: 2023, HVAC: 2023, Water Heater: New, Electric: Panel replaced in 2020 and needs significant electrical updating and is priced accordingly. Plumbing: Re-piped in 2025. The potential for this house is real and it is ready for the right person to personalize it and make this house a home. 3/1.5 home

  Maria Deary COLDWELL BANKER REALTY

  716 Avenue I NE, Winter Haven, FL 33881
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  /2

  $150,000 Sold Sep 04, 2025

  2037 San Marcos Dr SE Unit 443, Winter Haven, FL 33880

  • 2 Beds
  • 2 Baths
  • 967 Sq Ft
  • Built 1984

  Last Sold Summary

  • 6% Below List Price
  • $155/SF
  • 37 Days On Market

  Current Estimated Value $146,670

  Last Listing Agent Susan Brown COLDWELL BANKER REALTY

  2037 San Marcos Dr SE Unit 443, Winter Haven, FL 33880
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  /42

  Est $108,574 Not Listed For Sale

  333 Lake Howard Dr NW Unit 201C, Winter Haven, FL 33880

  • 2 Beds
  • 2 Baths
  • 1,114 Sq Ft
  • Built 1973

  333 Lake Howard Dr NW Unit 201C, Winter Haven, FL 33880

  Last Sold Summary

  • 9% Below List Price
  • $107/SF
  • 46 Days On Market

  • Last Sold Price $119,000
  • Oct 30, 2023

  Last Listing Agent Marli Grinberg TOWN & COUNTRY REAL ESTATE
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  /4

  $225,000

  • Land
  • 29,185 Sq Ft
  • $335,821 per Acre

  Unlisted Address

  Cleared lot with facing Ave P SW, Recker Hwy, and Orangewood Ave SW. Seller says lot can be used as Commercial or Mixed Use. Please check with City of Winter Haven Planning Department for all questions regarding building and development. It is the Buyer's responsibility to check compatibility with their planned usage. Always get it writing when checking with the City. See lot dimensions in photos.

  Steven Ray Burnett NUGGET REALTY

  Unlisted Address
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  /2

  $164,500 Sold Dec 08, 2025

  700 Mirror Terrace NW Unit 403, Winter Haven, FL 33881

  • 2 Beds
  • 2 Baths
  • 1,190 Sq Ft
  • Built 1970

  Last Sold Summary

  • 3% Below List Price
  • $138/SF
  • 220 Days On Market

  Current Estimated Value $156,846

  Last Listing Agent Scott Kline KLINE REAL ESTATE SERVICES

  700 Mirror Terrace NW Unit 403, Winter Haven, FL 33881
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  /2

  Not Listed For Sale

  225 9th St SE, Winter Haven, FL 33880

  • 3 Beds
  • 2 Baths
  • 1,850 Sq Ft
  • Built 1925

  225 9th St SE, Winter Haven, FL 33880

  Last Sold Summary

  • $149/SF
  • 46 Days On Market

  • Last Sold Price $275,000
  • Oct 16, 2024

  Last Listing Agent David Lambert REDFIN CORPORATION
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  /41

  $36,000

  • 2 Beds
  • 2 Baths
  • 840 Sq Ft

  191 Fountain Way, Winter Haven, FL 33881

  THIS WELL-MAINTAINED 2-BEDROOM, 2-BATHROOM HOME OFFERS A COMFORTABLE AND FUNCTIONAL LAYOUT WITH AN OPEN FLOOR PLAN! This well-maintained 2-bedroom, 2-bathroom home offers a comfortable and functional layout with an open floor plan that feels bright and inviting. The home feels bright and inviting, and features carpeting only in the bedrooms, with easy-to-maintain flooring throughout the main

  Whitney Campbell-Conkey Pelican's Nest Mobile Home Sales, LLC.

  191 Fountain Way, Winter Haven, FL 33881
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  /2

  $460,000 Sold Sep 26, 2025

  2305 W Cannon Terrace NW, Winter Haven, FL 33881

  • 6 Beds
  • 6 Baths
  • 2,485 Sq Ft
  • Built 1979

  Last Sold Summary

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

  Current Estimated Value $457,979

  Last Listing Agent Patria Regalado KELLER WILLIAMS LEGACY REALTY

  2305 W Cannon Terrace NW, Winter Haven, FL 33881
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  /11

  Est $378,153 Not Listed For Sale

  1487 Avenue I SW, Winter Haven, FL 33880

  • 3 Beds
  • 2 Baths
  • 1,928 Sq Ft
  • Built 1976

  1487 Avenue I SW, Winter Haven, FL 33880

  Last Sold Summary

  • 5% Below List Price
  • $207/SF
  • 18 Days On Market

  • Last Sold Price $400,000
  • Jan 19, 2024

  Last Listing Agent Sarah Maynard COLDWELL BANKER REALTY
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  /2

  $115,000 Sold Jul 09, 2025

  700 Mirror Terrace NW Unit 111, Winter Haven, FL 33881

  • 2 Beds
  • 2 Baths
  • 1,190 Sq Ft
  • Built 1970

  Last Sold Summary

  • 12% Below List Price
  • $97/SF
  • 66 Days On Market

  Current Estimated Value $116,889

  Last Listing Agent Chris Goode JUDY B CLEAVES PROPERTIES INC

  700 Mirror Terrace NW Unit 111, Winter Haven, FL 33881
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  /16

  Est $232,939 Not Listed For Sale

  2207 Avenue C NW, Winter Haven, FL 33880

  • 3 Beds
  • 2 Baths
  • 1,615 Sq Ft
  • Built 1935

  2207 Avenue C NW, Winter Haven, FL 33880

  Last Sold Summary

  • 12% Below List Price
  • $164/SF
  • 56 Days On Market

  • Last Sold Price $265,000
  • Nov 17, 2023

  Last Listing Agent Melissa Bajsa CMTG REAL ESTATE GROUP
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  /2

  $180,000 Sold Dec 30, 2025

  577 6th St SE, Winter Haven, FL 33880

  • 2 Beds
  • 1 Bath
  • 708 Sq Ft
  • Built 1953

  Last Sold Summary

  • $254/SF
  • 5 Days On Market

  Current Estimated Value $177,215

  Last Listing Agent CarLee Marchetti STAR REALTY OF WINTER HAVEN

  577 6th St SE, Winter Haven, FL 33880
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  /2

  Est $323,957 Not Listed For Sale

  749 Avenue M SE, Winter Haven, FL 33880

  • 4 Beds
  • 2 Baths
  • 1,992 Sq Ft
  • Built 2023

  749 Avenue M SE, Winter Haven, FL 33880

  Last Sold Summary

  • 5% Below List Price
  • $171/SF
  • 320 Days On Market

  • Last Sold Price $340,000
  • Oct 24, 2024

  Last Listing Agent Chris Pittman RE/MAX
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  /2

  $220,000 Sold Apr 10, 2026

  14 Casarena Ct, Winter Haven, FL 33881

  • 2 Beds
  • 2.5 Baths
  • 2,085 Sq Ft
  • Built 1985

  Last Sold Summary

  • 27% Below List Price
  • $106/SF
  • 267 Days On Market

  Current Estimated Value $253,511

  Last Listing Agent Brian Stephens EXP REALTY LLC

  14 Casarena Ct, Winter Haven, FL 33881
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  /2

  Est $248,750 Not Listed For Sale

  1560 Orange St NW, Winter Haven, FL 33881

  • 2 Beds
  • 1 Bath
  • 1,380 Sq Ft
  • Built 1951

  1560 Orange St NW, Winter Haven, FL 33881

  Last Sold Summary

  • 2% Above List Price
  • $178/SF
  • 22 Days On Market

  • Last Sold Price $245,000
  • Oct 14, 2024

  Last Listing Agent Suzanna Rudd KELLER WILLIAMS REALTY SMART 1
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  /2

  $103,000 Sold Apr 10, 2026

  700 Mirror Terrace NW Unit 702, Winter Haven, FL 33881

  • 2 Beds
  • 2 Baths
  • 1,190 Sq Ft
  • Built 1970

  Last Sold Summary

  • 14% Below List Price
  • $87/SF
  • 273 Days On Market

  Current Estimated Value $122,958

  Last Listing Agent Daniel Hut HUT REALTY, LLC

  700 Mirror Terrace NW Unit 702, Winter Haven, FL 33881
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  /61

  Est $299,878 Not Listed For Sale

  1823 3rd St SE, Winter Haven, FL 33880

  • 3 Beds
  • 2 Baths
  • 2,102 Sq Ft
  • Built 1973

  1823 3rd St SE, Winter Haven, FL 33880

  Last Sold Summary

  • 4% Below List Price
  • $148/SF
  • 65 Days On Market

  • Last Sold Price $312,000
  • Aug 14, 2023

  Last Listing Agent April Spaulding LPT REALTY, LLC
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  /2

  $319,000 Sold Jan 21, 2026

  145 Waterside Cir, Winter Haven, FL 33880

  • 4 Beds
  • 2 Baths
  • 2,080 Sq Ft
  • Built 2017

  Last Sold Summary

  • 2% Below List Price
  • $153/SF
  • 6 Days On Market

  Current Estimated Value $321,028

  Last Listing Agent Catherine Kluytenaar THE K TEAM REAL ESTATE SERVICES LLC

  145 Waterside Cir, Winter Haven, FL 33880
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  /34

  Est $197,601 Not Listed For Sale

  1532 Oakview Cir SE, Winter Haven, FL 33880

  • 2 Beds
  • 2 Baths
  • 1,374 Sq Ft
  • Built 1998

  1532 Oakview Cir SE, Winter Haven, FL 33880

  Last Sold Summary

  • 7% Above List Price
  • $135/SF
  • 0 Days On Market

  • Last Sold Price $184,900
  • Apr 28, 2023

  Last Listing Agent Brenda J. Quinn QUINN & COMPANY REALTORS, LLC
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  /2

  $290,000 Sold Sep 15, 2025

  961 Oleander Dr SE, Winter Haven, FL 33880

  • 3 Beds
  • 2 Baths
  • 2,030 Sq Ft
  • Built 1956

  Last Sold Summary

  • 11% Below List Price
  • $143/SF
  • 77 Days On Market

  Current Estimated Value $293,420

  Last Listing Agent Renee Butler BROKERS REALTY OF CENTRAL FLOR

  961 Oleander Dr SE, Winter Haven, FL 33880
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  /39

  Est $129,549 Not Listed For Sale

  1776 6th St NW Unit 102, Winter Haven, FL 33881

  • 2 Beds
  • 2 Baths
  • 1,347 Sq Ft
  • Built 1974

  1776 6th St NW Unit 102, Winter Haven, FL 33881

  Last Sold Summary

  • 4% Below List Price
  • $100/SF
  • 118 Days On Market

  • Last Sold Price $135,000
  • Apr 21, 2023

  Last Listing Agent Madison Zorn S & D REAL ESTATE SERVICE LLC
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  /2

  $224,999 Sold Aug 12, 2025

  575 Avenue M SE, Winter Haven, FL 33880

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft
  • Built 1962

  Last Sold Summary

  • $161/SF
  • 9 Days On Market

  Current Estimated Value $219,539

  Last Listing Agent Destini Lewis EXP REALTY LLC

  575 Avenue M SE, Winter Haven, FL 33880
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  /2

  Est $187,694 Not Listed For Sale

  2309 Avenue E NW, Winter Haven, FL 33880

  • 2 Beds
  • 1 Bath
  • 999 Sq Ft
  • Built 1952

  2309 Avenue E NW, Winter Haven, FL 33880

  Last Sold Summary

  • 11% Below List Price
  • $210/SF
  • 2 Days On Market

  • Last Sold Price $210,000
  • Jul 30, 2024

  Last Listing Agent James Harrell KELLER WILLIAMS REALTY SMART
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  /2

  $205,000 Sold Nov 10, 2025

  780 Oleander Dr SE, Winter Haven, FL 33880

  • 3 Beds
  • 2 Baths
  • 1,623 Sq Ft
  • Built 1958

  Last Sold Summary

  • 20% Below List Price
  • $126/SF
  • 125 Days On Market

  Current Estimated Value $214,287

  Last Listing Agent Mike Nolen COLDWELL BANKER REALTY

  780 Oleander Dr SE, Winter Haven, FL 33880
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  /17

  Est $171,545 Not Listed For Sale

  391 Lee Ave NE, Winter Haven, FL 33881

  • 2 Beds
  • 1 Bath
  • 1,020 Sq Ft
  • Built 1953

  391 Lee Ave NE, Winter Haven, FL 33881

  Last Sold Summary

  • 7% Below List Price
  • $180/SF
  • 3 Days On Market

  • Last Sold Price $184,000
  • Jun 03, 2024

  Last Listing Agent Jody Pagan LA ROSA REALTY PRESTIGE
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  /2

  $280,000 Sold May 21, 2025

  610 20th St SW, Winter Haven, FL 33880

  • 3 Beds
  • 2 Baths
  • 2,181 Sq Ft
  • Built 1951

  Last Sold Summary

  • 6% Below List Price
  • $128/SF
  • 199 Days On Market

  Current Estimated Value $293,162

  Last Listing Agent Phillip Kolbrich TOP FLORIDA HOMES

  610 20th St SW, Winter Haven, FL 33880
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  /20

  Est $250,656 Not Listed For Sale

  435 Avenue F SE, Winter Haven, FL 33880

  • 3 Beds
  • 2 Baths
  • 1,808 Sq Ft
  • Built 1956

  435 Avenue F SE, Winter Haven, FL 33880

  Last Sold Summary

  • 5% Below List Price
  • $147/SF
  • 14 Days On Market

  • Last Sold Price $265,000
  • Apr 01, 2024

  Last Listing Agent Ryan Mullis NEXTHOME NORRIS & COMPANY REAL
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  /2

  $365,000 Sold Jul 09, 2025

  1305 Avenue S NW, Winter Haven, FL 33881

  • 4 Beds
  • 3 Baths
  • 2,100 Sq Ft
  • Built 1972

  Last Sold Summary

  • 15% Below List Price
  • $174/SF
  • 159 Days On Market

  Current Estimated Value $358,400

  Last Listing Agent Tammy Graham SELLSTATE CENTRIC REALTY

  1305 Avenue S NW, Winter Haven, FL 33881
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  /80

  Est $275,946 Not Listed For Sale

  1524 Foxridge Run SW, Winter Haven, FL 33880

  • 3 Beds
  • 2 Baths
  • 1,687 Sq Ft
  • Built 1978

  1524 Foxridge Run SW, Winter Haven, FL 33880

  Last Sold Summary

  • $163/SF
  • 12 Days On Market

  • Last Sold Price $275,000
  • Oct 26, 2023

  Last Listing Agent Austin Waters LoKation Real Estate
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  /2

  $215,000 Sold Jun 27, 2025

  149 Avenue E SW, Winter Haven, FL 33880

  • 3 Beds
  • 2 Baths
  • 1,230 Sq Ft
  • Built 1956

  Last Sold Summary

  • 14% Below List Price
  • $175/SF
  • 187 Days On Market

  Current Estimated Value $221,653

  Last Listing Agent Josh Taylor VILLAGE REALTY OF WINTER HAVEN

  149 Avenue E SW, Winter Haven, FL 33880
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  /23

  Est $203,431 Not Listed For Sale

  789 Avenue Q SE, Winter Haven, FL 33880

  • 3 Beds
  • 2 Baths
  • 1,181 Sq Ft
  • Built 1969

  789 Avenue Q SE, Winter Haven, FL 33880

  Last Sold Summary

  • 12% Below List Price
  • $196/SF
  • 48 Days On Market

  • Last Sold Price $232,000
  • Jul 12, 2024

  Last Listing Agent Doug DeWitt NEW HOME ADVANTAGE LLC
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  /2

  $325,000 Sold Mar 13, 2026

  751 Avenue D SW, Winter Haven, FL 33880

  • 3 Beds
  • 3 Baths
  • 1,406 Sq Ft
  • Built 1914

  Last Sold Summary

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

  Current Estimated Value $331,898

  Last Listing Agent Christine Ehlenbeck KELLER WILLIAMS REALTY SMART

  751 Avenue D SW, Winter Haven, FL 33880
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  /2

  Est $308,785 Not Listed For Sale

  1905 Manor Cir SE, Winter Haven, FL 33880

  • 4 Beds
  • 2 Baths
  • 2,067 Sq Ft
  • Built 1966

  1905 Manor Cir SE, Winter Haven, FL 33880

  Last Sold Summary

  • 4% Above List Price
  • $144/SF
  • 217 Days On Market

  • Last Sold Price $298,000
  • Apr 15, 2025

  Last Listing Agent Stellar Non-Member Agent FL_MFRMLS
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  $250,000 Sold Jul 22, 2025

  1714 2nd St NE, Winter Haven, FL 33881

  • 4 Beds
  • 2 Baths
  • 1,176 Sq Ft
  • Built 1964

  Last Sold Summary

  • 7% Below List Price
  • $213/SF
  • 104 Days On Market

  Current Estimated Value $226,661

  Last Listing Agent Casandra Vann KELLER WILLIAMS REALTY SMART

  1714 2nd St NE, Winter Haven, FL 33881
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  /38

  Est $307,281 Not Listed For Sale

  1368 Avenue S NW, Winter Haven, FL 33881

  • 3 Beds
  • 2.5 Baths
  • 1,791 Sq Ft
  • Built 1973

  1368 Avenue S NW, Winter Haven, FL 33881

  Last Sold Summary

  • 9% Below List Price
  • $188/SF
  • 4 Days On Market

  • Last Sold Price $336,000
  • Oct 06, 2023

  Last Listing Agent Kristen Murphy REALTY HUB
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  /2

  $112,500 Sold Jun 30, 2025

  1776 6th St NW Unit 209, Winter Haven, FL 33881

  • 2 Beds
  • 2 Baths
  • 1,347 Sq Ft
  • Built 1974

  Last Sold Summary

  • 13% Below List Price
  • $84/SF
  • 130 Days On Market

  Current Estimated Value $117,363

  Last Listing Agent Mary Sorrell MAZELG REALTY

  1776 6th St NW Unit 209, Winter Haven, FL 33881

Showing Results 521 - 560, Page 14 of 18