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3 bedsNew constructionWith a pool
Homes Under $700K in Winter Haven, FL
789 listings

Homes Under $700K in Winter Haven, FL

Homes Under $700K in Winter Haven, FL

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24 of 789 Listings
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Homes Under $700K in Winter Haven, FL

24 of 789 Listings

  1. 1568 S Lake Shipp Dr — photoNew34

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas
Active

$269,900

3 bd · 2 ba · 1,032 sqft

1568 S Lake Shipp Dr, Winter Haven, FL

Dwight Head · ALLSTATE REALTY SERVICES

  • 2991 Plantation Rd — photoNew49Active

    $465,000

    4 bd · 3 ba · 2,625 sqft

    2991 Plantation Rd, Winter Haven, FL

    Lisa Simpson · KELLER WILLIAMS REALTY SMART 1

  • 525 Vittorio Dr — photoNew9Active

    $316,900

    4 bd · 2 ba · 2,005 sqft

    525 Vittorio Dr, Winter Haven, FL

    George Lindsey, III · CAMBRIDGE REALTY OF CENTRAL FL

  • 1776 6th St NW #702 — photo45Active

    $95,000

    2 bd · 2 ba · 1,347 sqft

    1776 6th St NW #702, Winter Haven, FL

    Cara Seguin · KELLER WILLIAMS ADVANTAGE REALTY

  • 3132 Country Club Cir — photoNew31Active

    $285,000

    4 bd · 2 ba · 1,851 sqft

    3132 Country Club Cir, Winter Haven, FL

    Wilfred Sierra Sosa, PA · RE/MAX PRIME PROPERTIES

  • 3992 Giorgio Dr — photoNew8Active

    $389,650

    4 bd · 3 ba · 2,631 sqft

    3992 Giorgio Dr, Winter Haven, FL

    Bryan Sumner · MERITAGE HOMES OF FL REALTY

  • 3945 Giorgio Dr — photoNew1Active

    $345,000

    4 bd · 3 ba · 2,387 sqft

    3945 Giorgio Dr, Winter Haven, FL

    Bryan Sumner · MERITAGE HOMES OF FL REALTY

  • 226 Sunfish Dr — photoNew2Active

    $330,000

    4 bd · 2 ba · 2,746 sqft

    226 Sunfish Dr, Winter Haven, FL

    Bridd Bone · KELLER WILLIAMS SUBURBAN TAMPA

  • 251 Lake Link — photoNew51Active

    $579,900

    3 bd · 2 ba · 2,107 sqft

    251 Lake Link, Winter Haven, FL

    Zachary Lay LLC · WATSON REALTY CORP.

  • 4490 Rapallo Ave — photoNew18Active

    $259,900

    3 bd · 2 ba · 1,358 sqft

    4490 Rapallo Ave, Winter Haven, FL

    George Lindsey, III · CAMBRIDGE REALTY OF CENTRAL FL

  • 345 Meredith Blvd — photoNew2Active

    $303,640

    3 bd · 2 ba · 1,624 sqft

    345 Meredith Blvd, Winter Haven, FL

    Adam Schott · DRB GROUP REALTY, LLC

  • 3965 Giorgio Dr — photoNew12Active

    $300,000

    3 bd · 2 ba · 1,695 sqft

    3965 Giorgio Dr, Winter Haven, FL

    Bryan Sumner · MERITAGE HOMES OF FL REALTY

  • 3976 Giorgio Dr — photoNew6Active

    $285,000

    4 bd · 2 ba · 1,607 sqft

    3976 Giorgio Dr, Winter Haven, FL

    Bryan Sumner · MERITAGE HOMES OF FL REALTY

  • 3996 Giorgio Dr — photoNew15Active

    $280,000

    3 bd · 2 ba · 1,269 sqft

    3996 Giorgio Dr, Winter Haven, FL

    Bryan Sumner · MERITAGE HOMES OF FL REALTY

  • 3789 Giorgio Dr — photo28Active

    $275,000

    3 bd · 2 ba · 1,707 sqft

    3789 Giorgio Dr, Winter Haven, FL

    Matt Everett · DALTON WADE INC

  • 517 Vittorio Dr — photoNew13Active

    $289,900

    3 bd · 3 ba · 1,568 sqft

    517 Vittorio Dr, Winter Haven, FL

    George Lindsey, III · CAMBRIDGE REALTY OF CENTRAL FL

  • 100 El Camino Dr #208 — photoNew8Active

    $139,900

    1 bd · 1 ba · 1,078 sqft

    100 El Camino Dr #208, Winter Haven, FL

    Steve Javier · CAPITAL HOMES INC

  • 2746 Adeline Ave — photoNew35Active

    $286,490

    3 bd · 2 ba · 1,328 sqft

    2746 Adeline Ave, Winter Haven, FL

    Stephen Cline · DR HORTON REALTY OF CENTRAL FLORIDA LLC

  • 3980 Giorgio Dr — photoNew1Active

    $340,000

    4 bd · 3 ba · 1,988 sqft

    3980 Giorgio Dr, Winter Haven, FL

    Bryan Sumner · MERITAGE HOMES OF FL REALTY

  • 3984 Giorgio Dr — photoNew1Active

    $335,000

    4 bd · 3 ba · 2,387 sqft

    3984 Giorgio Dr, Winter Haven, FL

    Bryan Sumner · MERITAGE HOMES OF FL REALTY

  • 2434 Edwin St NE — photoNew1Active

    $100,000

    3 bd · 1 ba · 912 sqft

    2434 Edwin St NE, Winter Haven, FL

    Samuel Simmons · HARPER REALTY FL, LLC

  • 4171 Rolling Oaks Dr — photoNew43Active

    $190,000

    3 bd · 3 ba · 1,464 sqft

    4171 Rolling Oaks Dr, Winter Haven, FL

    Stacey Towns Friend · STACEY TOWNS REALTY LLC

  • 1085 Brenton Manor Dr — photoOpen house Sun, Oct 25 · 12:00 PM40Active

    $275,000

    3 bd · 2 ba · 1,770 sqft

    1085 Brenton Manor Dr, Winter Haven, FL

    Marcelo Gaitan Estabridis · KELLER WILLIAMS REALTY AT THE LAKES

  • 221 Mandolin Dr — photo46Active

    $330,000

    4 bd · 2 ba · 1,665 sqft

    221 Mandolin Dr, Winter Haven, FL

    Bryan Dicks · COLDWELL BANKER REALTY

  • 12…33

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    Thomas O'Leary

    Realty.com

    Lic. #BK3453168

    Call Thomas

    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.

    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 99.9% of asking price

    Sales here are closing essentially at asking. MLS · 138 sales · as of Sep 30, 2026

    Homes that sold · County records, as of Sep 30, 2026

    Median sale price
    $270,000$195,000–$332,030 typical range
    Price per sq. ft.
    $159
    Sales
    200
    Paid in cash
    38.0%

    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
    42 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.