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3 bedsNew constructionWith a pool
771 listings

Homes for Sale in Winter Haven, FL

Homes for Sale in Winter Haven, FL

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24 of 771 Listings
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Homes for Sale in Winter Haven, FL

24 of 771 Listings

  1. 803 Lake Jessie Dr — photoPrice Reduced40
Active

$624,900

4 bd · 4 ba · 3,050 sqft

803 Lake Jessie Dr, Winter Haven, FL

Asley Garcia · LANTES REAL ESTATE LLC

  • 1716 Terry Cir NE — photo28Active

    $270,000

    3 bd · 2 ba · 1,065 sqft

    1716 Terry Cir NE, Winter Haven, FL

    Carlos DeJesus · EXIT REALTY 4CORNERS

  • 270 Meadowbrook Blvd — photo39Active

    $355,900

    5 bd · 3 ba · 2,696 sqft

    270 Meadowbrook Blvd, Winter Haven, FL

    Ray Guenther · 3% REAL E$TATE

  • 3097 Buckeye Pointe Dr — photoPrice Reduced59Active

    $430,000

    5 bd · 3 ba · 2,577 sqft

    3097 Buckeye Pointe Dr, Winter Haven, FL

    Desiree Carlson · RE/MAX HERITAGE PROFESSIONALS

  • 132 Duval Rd — photoPrice Reduced38Active

    $290,000

    2 bd · 2 ba · 1,260 sqft

    132 Duval Rd, Winter Haven, FL

    Steven Koleno · BEYCOME OF FLORIDA LLC

  • 412 NE Avenue M NE — photoPrice Reduced5Active

    $260,000

    3 bd · 2 ba · 1,451 sqft

    412 NE Avenue M NE, Winter Haven, FL

    Julie Joseph · Charles & Charles Realty LLC

  • 419 Greenfield Rd — photoPrice Reduced61Active

    $334,990

    3 bd · 2 ba · 1,924 sqft

    419 Greenfield Rd, Winter Haven, FL

    Ralph Eugene · BOARDWALK REALTY ASSOCIATES, LLC

  • 700 Mirror Ter NW #507 — photo40Active

    $164,900

    2 bd · 2 ba · 1,351 sqft

    700 Mirror Ter NW #507, Winter Haven, FL

    Scott Kline · KLINE REAL ESTATE SERVICES

  • 134 Lake Hazel Dr — photo28Active

    $90,000

    2 bd · 2 ba · 1,352 sqft

    134 Lake Hazel Dr, Winter Haven, FL

    Kelley Blackburn · COLDWELL BANKER REALTY

  • 4519 Rapallo Ave — photoPrice Reduced46Active

    $329,900

    4 bd · 3 ba · 2,074 sqft

    4519 Rapallo Ave, Winter Haven, FL

    Krystal Maddox · DALTON WADE INC

  • 3268 Country Walk Club Cir — photoPrice Reduced29Active

    $295,000

    3 bd · 2 ba · 1,690 sqft

    3268 Country Walk Club Cir, Winter Haven, FL

    Maria Santacruz · KELLER WILLIAMS LEGACY REALTY

  • 5312 Nicklaus Dr — photo60Active

    $334,900

    3 bd · 2 ba · 1,700 sqft

    5312 Nicklaus Dr, Winter Haven, FL

    Emily Bastos Porto · COLDWELL BANKER RESIDENTIAL RE

  • 704 Eagle Pond Dr #704 — photoPrice Reduced38Active

    $165,000

    2 bd · 2 ba · 1,017 sqft

    704 Eagle Pond Dr #704, Winter Haven, FL

    Kayly Malinas, PA · JOHN WOOD REALTY, INC.

  • 3408 Costello Cir — photoPrice Reduced15Active

    $315,000

    4 bd · 2 ba · 1,713 sqft

    3408 Costello Cir, Winter Haven, FL

    Rachel Reyes · BEACH REALTORS

  • 2207 Avenue F NW — photoPrice Reduced34Active

    $236,900

    3 bd · 2 ba · 1,310 sqft

    2207 Avenue F NW, Winter Haven, FL

    Elda Romero · SOUTHERN PINE REALTY GROUP, LLC

  • 820 Avenue Z NW — photo1Active

    $197,500

    3 bd · 2 ba · 2,082 sqft

    820 Avenue Z NW, Winter Haven, FL

    Cesar Estrada, PA · EXP REALTY LLC

  • 215 Kilmer Ln — photo36Active

    $379,998

    4 bd · 3 ba · 1,680 sqft

    215 Kilmer Ln, Winter Haven, FL

    Elizabeth Rodriguez · CAISSA REALTY INVESTMENT INC

  • 811 Andrew St — photo27Active

    $309,990

    3 bd · 2 ba · 1,600 sqft

    811 Andrew St, Winter Haven, FL

    Adam Schott · DRB GROUP REALTY, LLC

  • 1774 White Elephant Loop — photoPrice Reduced25Active

    $370,900

    5 bd · 3 ba · 2,336 sqft

    1774 White Elephant Loop, Winter Haven, FL

    Kennia Lozada Rivera · LA ROSA REALTY CW PROPERTIES L

  • 4130 Bedford Ave — photo61Active

    $309,900

    2 bd · 2 ba · 1,819 sqft

    4130 Bedford Ave, Winter Haven, FL

    Bryan Dicks · COLDWELL BANKER REALTY

  • 603 Maggie Cir — photo34Active

    $255,000

    3 bd · 2 ba · 1,482 sqft

    603 Maggie Cir, Winter Haven, FL

    Larysa Tsyupenko · CHARLES RUTENBERG REALTY ORLANDO

  • 5118 Kinsley Dr — photoPrice ReducedOpen house Wed, Oct 7 · 12:00 PM26Active

    $389,999

    5 bd · 4 ba · 3,030 sqft

    5118 Kinsley Dr, Winter Haven, FL

    Stephanie Morales, LLC · AXEN REALTY, LLC

  • 250 Brigham Rd NW — photo67Active

    $1,195,000

    5 bd · 6 ba · 3,235 sqft

    250 Brigham Rd NW, Winter Haven, FL

    David Small · KELLER WILLIAMS REALTY SMART 1

  • 1508 Majestic Ln — photoPrice Reduced39Active

    $324,500

    4 bd · 3 ba · 1,900 sqft

    1508 Majestic Ln, Winter Haven, FL

    Rose Cayson · LA ROSA REALTY PRESTIGE

  • 1…202122…33

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    Nearby areas

    ZIP codes

    • 34747 (2,308)
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    All listings featuring the BMLS logo are provided by Beaches MLS, Inc. This information is not verified for authenticity or accuracy and is not guaranteed. Information is provided exclusively for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
    Listing information ©2026 Beaches Multiple Listing Service®. All Rights Reserved. Data Last Updated: 2026-09-23 12:06:37 UTC
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    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 99.7% of asking price

    Sales here are closing essentially at asking. MLS · 137 sales · as of Sep 30, 2026

    Homes that sold · County records, as of Sep 18, 2026

    Median sale price
    $270,000$207,500–$329,495 typical range
    Price per sq. ft.
    $161
    Sales
    135
    Paid in cash
    36.3%

    Homes on the market · MLS, as of Sep 27, 2026–Sep 30, 2026

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

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

    Year-over-year
    -18.2%

    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.
    Winter Haven, FL Homes for Sale — Page 21 | Realty.com