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Open Houses in Winter Haven, FL
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3 bedsNew constructionWith a pool

Open Houses in Winter Haven, FL

Open Houses in Winter Haven, FL

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18 Listings
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Open Houses in Winter Haven, FL

18 Listings

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Thomas O'Leary

Realty.com

Lic. #BK3453168

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  1. 950 14th St NE — photoOpen house Sun, Oct 4 · 1:00 PM52Active

    $249,000

    2 bd · 3 ba · 1,380 sqft

    950 14th St NE, Winter Haven, FL

    Laura Slocumb · REMAX EXPERTS

  2. 216 Shore Loop — photoPrice ReducedOpen house Sun, Oct 4 · 11:00 AM40Active

    $345,000

    3 bd · 2 ba · 1,701 sqft

    216 Shore Loop, Winter Haven, FL

    Chris Goode · JUDY B CLEAVES PROPERTIES INC

  3. 353 Wharf Way — photoPrice ReducedOpen house Sun, Oct 4 · 2:00 PM9Active

    $239,900

    3 bd · 3 ba · 1,604 sqft

    353 Wharf Way, Winter Haven, FL

    George Lindsey, III · CAMBRIDGE REALTY OF CENTRAL FL

  4. 694 Lake Otis Dr SE — photoOpen house Sun, Oct 4 · 1:00 PM30Active

    $949,000

    4 bd · 3 ba · 3,483 sqft

    694 Lake Otis Dr SE, Winter Haven, FL

    Steve Lockhart · LOCKHART & ASSOCIATES INC

  5. 300 Greenfield Rd — photoOpen house Sun, Oct 4 · 1:00 PM41Active

    $425,000

    4 bd · 3 ba · 2,350 sqft

    300 Greenfield Rd, Winter Haven, FL

    Cathy Kluytenaar · THE K TEAM REAL ESTATE SERVICES LLC

  6. 302 Avenue P NW — photoOpen house Sun, Oct 4 · 12:00 PM26Active

    $510,000

    6 bd · 4 ba · 2,820 sqft

    302 Avenue P NW, Winter Haven, FL

    Jenny Nguyen · LOKATION

  7. 419 Saint Anns Dr — photoPrice ReducedOpen house Sun, Oct 4 · 1:00 AM38Active

    $284,900

    3 bd · 2 ba · 1,505 sqft

    419 Saint Anns Dr, Winter Haven, FL

    Stacey Foskey · UNITED COUNTRY SMITH & ASSOCIATES

  8. 544 Ituna Cir — photoPrice ReducedOpen house Sun, Oct 4 · 2:00 PM4Active

    $336,900

    3 bd · 2 ba · 2,005 sqft

    544 Ituna Cir, Winter Haven, FL

    George Lindsey, III · CAMBRIDGE REALTY OF CENTRAL FL

  9. 5118 Kinsley Dr — photoPrice ReducedOpen house Sun, Oct 4 · 12:00 PM26Active

    $389,999

    5 bd · 4 ba · 3,030 sqft

    5118 Kinsley Dr, Winter Haven, FL

    Stephanie Morales, LLC · AXEN REALTY, LLC

  10. 5110 Kinsley Dr — photoPrice ReducedOpen house Sun, Oct 4 · 12:00 PM26Active

    $389,999

    5 bd · 4 ba · 3,030 sqft

    5110 Kinsley Dr, Winter Haven, FL

    Stephanie Morales, LLC · AXEN REALTY, LLC

  11. 1100 Carefree Cove Dr — photoPrice ReducedOpen house Sun, Oct 4 · 9:00 AM18Active

    $200,000

    3 bd · 2 ba · 1,019 sqft

    1100 Carefree Cove Dr, Winter Haven, FL

    Karen Albright · OPENDOOR BROKERAGE LLC

  12. 2656 Wyndsor Oaks Way — photoPrice ReducedOpen house Sun, Oct 4 · 1:00 PM33Active

    $724,999

    5 bd · 5 ba · 3,703 sqft

    2656 Wyndsor Oaks Way, Winter Haven, FL

    Jonathan Minerick · HOMECOIN.COM

  13. 5347 Mickey Ave — photoPrice ReducedOpen house Sun, Oct 4 · 12:00 PM18Active

    $334,999

    4 bd · 3 ba · 2,077 sqft

    5347 Mickey Ave, Winter Haven, FL

    Stephanie Morales, LLC · AXEN REALTY, LLC

  14. 1701 36th St NW — photoPrice ReducedOpen house Sun, Oct 4 · 11:00 AM30Active

    $257,999

    4 bd · 2 ba · 1,815 sqft

    1701 36th St NW, Winter Haven, FL

    Jose Hooker-Gomez · CHARLES RUTENBERG REALTY ORLANDO

  15. 5351 Mickey Ave — photoOpen house Sun, Oct 4 · 12:00 PM16Active

    $309,999

    3 bd · 2 ba · 1,700 sqft

    5351 Mickey Ave, Winter Haven, FL

    Stephanie Morales, LLC · AXEN REALTY, LLC

  16. 5331 Mickey Ave — photoPrice ReducedOpen house Sun, Oct 4 · 12:00 PM21Active

    $354,999

    4 bd · 3 ba · 2,670 sqft

    5331 Mickey Ave, Winter Haven, FL

    Stephanie Morales, LLC · AXEN REALTY, LLC

  17. 5163 Kinsley Dr — photoPrice ReducedOpen house Sun, Oct 4 · 12:00 PM19Active

    $339,999

    4 bd · 3 ba · 2,077 sqft

    5163 Kinsley Dr, Winter Haven, FL

    Stephanie Morales, LLC · AXEN REALTY, LLC

  18. 5147 Kinsley Dr — photoPrice ReducedOpen house Sun, Oct 4 · 12:00 PM17Active

    $324,999

    4 bd · 2 ba · 1,919 sqft

    5147 Kinsley Dr, Winter Haven, FL

    Stephanie Morales, LLC · AXEN REALTY, LLC

About Open Houses in Winter Haven, FL

Open Houses in Winter Haven, FL: 18 active listings as of October 4, 2026, 04:35 UTC.

Open houses on this page

Sunday, October 4

  • 419 Saint Anns Dr, Winter Haven, FL 33884 · 1:00 AM–3:00 PM
  • 1100 Carefree Cove Dr, Winter Haven, FL 33881 · 9:00 AM–7:00 PM
  • 216 Shore Loop, Winter Haven, FL 33884 · 11:00 AM–2:00 PM
  • 1701 36th St NW, Winter Haven, FL 33881 · 11:00 AM–2:00 PM
  • 302 Avenue P NW, Winter Haven, FL 33881 · 12:00 PM–3:00 PM
  • 5118 Kinsley Dr, Winter Haven, FL 33884 · 12:00 PM–
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The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

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Listing data & MLS disclosures

Stellar MLS
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.
  • 6:00 PM
  • 5110 Kinsley Dr, Winter Haven, FL 33884 · 12:00 PM–6:00 PM
  • 5347 Mickey Ave, Winter Haven, FL 33884 · 12:00 PM–6:00 PM
  • 5351 Mickey Ave, Winter Haven, FL 33884 · 12:00 PM–6:00 PM
  • 5331 Mickey Ave, Winter Haven, FL 33884 · 12:00 PM–6:00 PM
  • 5163 Kinsley Dr, Winter Haven, FL 33884 · 12:00 PM–6:00 PM
  • 5147 Kinsley Dr, Winter Haven, FL 33884 · 12:00 PM–6:00 PM
  • 950 14th St NE, Winter Haven, FL 33881 · 1:00 PM–3:00 PM
  • 694 Lake Otis Dr SE, Winter Haven, FL 33880 · 1:00 PM–4:00 PM
  • 300 Greenfield Rd, Winter Haven, FL 33884 · 1:00 PM–4:00 PM
  • 2656 Wyndsor Oaks Way, Winter Haven, FL 33884 · 1:00 PM–4:00 PM
  • 353 Wharf Way, Winter Haven, FL 33881 · 2:00 PM–5:00 PM
  • 544 Ituna Cir, Winter Haven, FL 33881 · 2:00 PM–5:00 PM
  • How do open houses work?

    An open house is a scheduled time to view a home. Some open houses are held in person and some as a livestream. The times shown here come from the listing’s MLS and can change or be cancelled, so check the listing before you plan to attend.

    Explore Winter Haven homes

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    Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #BK3453168

    Call Thomas

    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

    September 2026 · This period is still settling

    Winter Haven 12-month median sale price trend

    Selling at 100.0% of asking price

    Sales here are closing essentially at asking. MLS · 118 sales · as of Sep 29, 2026

    Homes that sold · County records, as of Sep 15, 2026

    Median sale price
    $266,900$198,500–$329,995 typical range
    Price per sq. ft.
    $160
    Sales
    111
    Paid in cash
    38.7%

    Homes on the market · MLS, as of Sep 27, 2026–Sep 29, 2026

    Median list price
    $294,400
    Homes for sale
    762
    Median days on market
    49 days

    Price trend · Assessor repeat sales, as of Sep 30, 2026

    Year-over-year
    -20.9%

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 11, 2026

    Median home size
    1,632 sq. ft.