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Winter Haven, FL Homes for Sale | Realty.com
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3 bedsNew constructionWith a pool

Homes for Sale in Winter Haven, FL

Homes for Sale in Winter Haven, FL

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24 of 112 Listings
Map

Homes for Sale in Winter Haven, FL

24 of 112 Listings

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TO

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas
  1. 5369 San Pietro Dr — photoNew8Active

    $346,890

    4 bd · 3 ba · 2,226 sqft

    5369 San Pietro Dr, Winter Haven, FL

    Michael Human · CASA FRESCA REALTY

  2. 1313 Fairfax St NE — photo17Active

    $265,000

    3 bd · 2 ba · 1,145 sqft

    1313 Fairfax St NE, Winter Haven, FL

    Chrissi Jasso · ASSOCIATE REALTY

  3. 3005 Captain Jax Way — photoPrice Reduced27Active

    $236,990

    3 bd · 3 ba · 1,423 sqft

    3005 Captain Jax Way, Winter Haven, FL

    Ben Goldstein · LENNAR REALTY

  4. 3948 Giorgio Dr — photo7Active

    $259,900

    3 bd · 2 ba · 1,483 sqft

    3948 Giorgio Dr, Winter Haven, FL

    Bryan Sumner · MERITAGE HOMES OF FL REALTY

  5. 823 Andrew St — photo53Active

    $365,190

    4 bd · 3 ba · 2,061 sqft

    823 Andrew St, Winter Haven, FL

    Adam Schott · DRB GROUP REALTY, LLC

  6. 3075 Captain Jax Way — photoPrice Reduced26Active

    $224,990

    3 bd · 3 ba · 1,386 sqft

    3075 Captain Jax Way, Winter Haven, FL

    Ben Goldstein · LENNAR REALTY

  7. 3933 Giorgio Dr — photo12Active

    $286,000

    3 bd · 2 ba · 1,695 sqft

    3933 Giorgio Dr, Winter Haven, FL

    Bryan Sumner · MERITAGE HOMES OF FL REALTY

  8. 3921 Giorgio Dr — photo6Active

    $336,970

    4 bd · 2 ba · 1,840 sqft

    3921 Giorgio Dr, Winter Haven, FL

    Bryan Sumner · MERITAGE HOMES OF FL REALTY

  9. 3761 Giorgio Dr — photo6Active

    $329,090

    4 bd · 2 ba · 1,840 sqft

    3761 Giorgio Dr, Winter Haven, FL

    Bryan Sumner · MERITAGE HOMES OF FL REALTY

  10. 2015 Recker Hwy — photo4Active

    $309,900

    3 bd · 2 ba · 1,322 sqft

    2015 Recker Hwy, Winter Haven, FL

    Aldon Martinez · TRIBUTE REALTY LLC

  11. 815 Andrew St — photoPrice Reduced27Active

    $344,990

    4 bd · 2 ba · 1,814 sqft

    815 Andrew St, Winter Haven, FL

    Adam Schott · DRB GROUP REALTY, LLC

  12. 5441 San Pietro Dr — photo30Active

    $364,999

    5 bd · 3 ba · 2,470 sqft

    5441 San Pietro Dr, Winter Haven, FL

    Michael Human · CASA FRESCA REALTY

  13. 2011 Recker Hwy — photoPrice Reduced63Active

    $390,000

    4 bd · 2 ba · 2,000 sqft

    2011 Recker Hwy, Winter Haven, FL

    Jesymar Ocampo Alvarado · EZ CHOICE REALTY

  14. 353 Wharf Way — photoPrice Reduced9Active

    $239,900

    3 bd · 3 ba · 1,604 sqft

    353 Wharf Way, Winter Haven, FL

    George Lindsey, III · CAMBRIDGE REALTY OF CENTRAL FL

  15. 967 Lunar Ln — photo21Active

    $298,080

    3 bd · 2 ba · 1,266 sqft

    967 Lunar Ln, Winter Haven, FL

    Ed Laderer · VANTAGE PROPERTY MANAGEMENT LLC

  16. 981 Lunar Ln — photo1Active

    $335,924

    4 bd · 2 ba · 1,919 sqft

    981 Lunar Ln, Winter Haven, FL

    Ed Laderer · VANTAGE PROPERTY MANAGEMENT LLC

  17. 540 Ituna Cir — photo4Active

    $353,290

    4 bd · 3 ba · 2,029 sqft

    540 Ituna Cir, Winter Haven, FL

    George Lindsey, III · CAMBRIDGE REALTY OF CENTRAL FL

  18. 576 Ituna Cir — photo4Active

    $320,480

    3 bd · 2 ba · 1,545 sqft

    576 Ituna Cir, Winter Haven, FL

    George Lindsey, III · CAMBRIDGE REALTY OF CENTRAL FL

  19. 432 Ituna Cir — photo4Active

    $335,560

    3 bd · 2 ba · 2,005 sqft

    432 Ituna Cir, Winter Haven, FL

    George Lindsey, III · CAMBRIDGE REALTY OF CENTRAL FL

  20. 3021 Captain Jax Way — photo26Active

    $224,990

    3 bd · 3 ba · 1,386 sqft

    3021 Captain Jax Way, Winter Haven, FL

    Ben Goldstein · LENNAR REALTY

  21. 2145 River Hawk Loop — photo31Active

    $359,900

    4 bd · 2 ba · 2,522 sqft

    2145 River Hawk Loop, Winter Haven, FL

    Rodrigo Gomes De Almeida · KELLER WILLIAMS REALTY SMART 1

  22. 341 Meredith Blvd — photoPrice Reduced36Active

    $289,990

    4 bd · 2 ba · 1,624 sqft

    341 Meredith Blvd, Winter Haven, FL

    Adam Schott · DRB GROUP REALTY, LLC

  23. 2759 Adeline Ave — photo38Active

    $326,990

    4 bd · 2 ba · 1,828 sqft

    2759 Adeline Ave, Winter Haven, FL

    Stephen Cline · DR HORTON REALTY OF CENTRAL FLORIDA LLC

  24. 981 Harold Pass — photo13Active

    $305,000

    4 bd · 3 ba · 1,879 sqft

    981 Harold Pass, Winter Haven, FL

    Ashley Porto · GLASSTONE GROUP INC

12…5

Explore Winter Haven homes

By price

  • Under $300K
  • Under $500K
  • Under $700K
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Listing data & MLS disclosures

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Listings courtesy of Stellar MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Listing information is provided for consumers? personal, non-commercial use, solely to identify prospective properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Information deemed reliable but not guaranteed. Copyright © 2026 MLS GRID. All Rights Reserved.

Winter Haven, FL community profile

Population
58,351
Median income
$56,564
Housing units
26,800
People per sq. mi.
605.3
Area
96.4 sq. mi.

Source: HJN community data

Winter Haven housing market

August 2026

Winter Haven 12-month median sale price trend

Selling at 100.0% of asking price

Sales here are closing essentially at asking. MLS · 187 sales · as of Aug 31, 2026

Homes that sold · County records, as of Aug 31, 2026

Median sale price
$280,000$204,200–$385,000 typical range
Price per sq. ft.
$153
Sales
289
Paid in cash
45.3%

Homes on the market · MLS, as of Aug 31, 2026

Median days on market
34 days

Price trend · Assessor repeat sales, as of Aug 31, 2026

Year-over-year
-5.1%
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    • With a pool

    Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #BK3453168

    Call Thomas

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