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3 bedsNew constructionWith a pool
Townhomes in Winter Haven, FL
18 listings

Townhomes in Winter Haven, FL

Townhomes in Winter Haven, FL

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18 Listings
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Townhomes in Winter Haven, FL

18 Listings

  1. 3099 Captain Jax Way — photoNew3

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas
Active

$205,090

3 bd · 3 ba · 1,386 sqft

3099 Captain Jax Way, Winter Haven, FL

Ben Goldstein · LENNAR REALTY

  • 2284 SE Firestone Place — photo5Active

    $5,000

    2 bd · 2 ba · 1,164 sqft

    2284 SE Firestone Place, Winter Haven, FL

    Jamie L Boone · Jamie L Boone LLC

  • 369 Wharf Way — photoPrice Reduced9Active

    $229,900

    3 bd · 3 ba · 1,604 sqft

    369 Wharf Way, Winter Haven, FL

    George Lindsey, III · CAMBRIDGE REALTY OF CENTRAL FL

  • 2600 Lucerne Rd #508 — photo4Active

    $160,000

    2 bd · 2 ba · 845 sqft

    2600 Lucerne Rd #508, Winter Haven, FL

    Jumillie Montanez Rivera · KELLER WILLIAMS CLASSIC

  • 2352 Isle Royale Ct SE — photo52Active

    $217,000

    2 bd · 3 ba · 1,281 sqft

    2352 Isle Royale Ct SE, Winter Haven, FL

    Michelle Armbruster · LOCKHART & ASSOCIATES INC

  • 1578 Marshall Rd SW — photo28Active

    $175,000

    2 bd · 2 ba · 1,248 sqft

    1578 Marshall Rd SW, Winter Haven, FL

    CarLee Marchetti · STAR REALTY OF WINTER HAVEN

  • 2668 Rutledge Ct — photo25Active

    $232,000

    3 bd · 2 ba · 1,419 sqft

    2668 Rutledge Ct, Winter Haven, FL

    Christa Ramirez · KELLER WILLIAMS REALTY

  • 2 Casarena Ct — photo37Active

    $309,900

    3 bd · 3 ba · 2,377 sqft

    2 Casarena Ct, Winter Haven, FL

    Craig Burke · CRAIG BURKE REAL ESTATE GROUP, LLC

  • 353 Wharf Way — photoPrice Reduced9Active

    $229,900

    3 bd · 3 ba · 1,604 sqft

    353 Wharf Way, Winter Haven, FL

    George Lindsey, III · CAMBRIDGE REALTY OF CENTRAL FL

  • 2759 Gladiola Rd — photo31Active

    $290,490

    3 bd · 3 ba · 1,673 sqft

    2759 Gladiola Rd, Winter Haven, FL

    Stephen Cline · DR HORTON REALTY OF CENTRAL FLORIDA LLC

  • 2765 Gladiola Rd — photo31Active

    $292,990

    3 bd · 3 ba · 1,673 sqft

    2765 Gladiola Rd, Winter Haven, FL

    Stephen Cline · DR HORTON REALTY OF CENTRAL FLORIDA LLC

  • 2711 Gladiola Rd — photo31Active

    $284,490

    3 bd · 3 ba · 1,673 sqft

    2711 Gladiola Rd, Winter Haven, FL

    Paul King · DR HORTON REALTY OF CENTRAL FLORIDA LLC

  • 664 Clubhouse Rd — photoPrice Reduced33Active

    $229,000

    2 bd · 2 ba · 1,395 sqft

    664 Clubhouse Rd, Winter Haven, FL

    Eileen Belanger · CENTURY 21 MYERS REALTY LAKE WALES

  • 154 2nd Street SW #Unit 7 — photo25Active

    $495,000

    2 bd · 3 ba · 1,640 sqft

    154 2nd Street SW #Unit 7, Winter Haven, FL

    Zachary Strang · POLK REALTY ADVISORS LLC

  • 3023 Caneel St — photo40Active

    $235,000

    2 bd · 2 ba · 1,385 sqft

    3023 Caneel St, Winter Haven, FL

    Marco Silva Bravo · GOYAL & DECOSTER REALTY

  • 1502 NE Buckeye Rd NE #2 — photo47Active

    $279,900

    3 bd · 3 ba · 2,004 sqft

    1502 NE Buckeye Rd NE #2, Winter Haven, FL

    Joe Kuruvila · KURUVILA REALTY ASSOCIATES LLC

  • 503 Avenue B NW #503 — photoPrice Reduced36Active

    $299,999

    2 bd · 3 ba · 1,408 sqft

    503 Avenue B NW #503, Winter Haven, FL

    James Barris · EXP REALTY LLC

  • 5850 Cypress Gardens Blvd #304 — photoPrice Reduced34Active

    $139,000

    2 bd · 2 ba · 1,332 sqft

    5850 Cypress Gardens Blvd #304, Winter Haven, FL

    Matthew Davis · FLORIDA HOMES REALTY & MTG

  • Explore Winter Haven homes

    By price

    • Homes Under $100K
    • Homes Under $200K
    • Homes Under $300K
    • Homes Under $400K

    By bedrooms

    • 2 Bedroom Homes
    • 3 Bedroom Homes
    • 4 Bedroom Homes
    • 5 Bedroom Homes

    By type

    • Single-Family Homes
    • Condos
    • Manufactured Homes

    By feature

    • New Construction Homes
    • Homes with a Pool
    • Waterfront Homes
    • Foreclosures & Short Sales
    • 55+ Community Homes
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    Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #BK3453168

    Call Thomas

    Listing data & MLS disclosures

    Space Coast MLS (Space Coast Association of REALTORS)
    IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
    Information is deemed reliable but not guaranteed.
    Listing information ©2026 Space Coast MLS, Inc®. All Rights Reserved. Last Updated: 2026-11-05 12:01:20 UTC
    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

    October 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 · 126 sales · as of Oct 30, 2026

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

    Median sale price
    $300,000$242,000–$1,281,875 typical range
    Price per sq. ft.
    $167
    Sales
    146
    Paid in cash
    44.5%

    Homes on the market · MLS, as of Oct 18, 2026–Oct 30, 2026

    Median list price
    $295,000
    Homes for sale
    713
    Median days on market
    52 days

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

    Year-over-year
    1.4%

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 30, 2026

    Median home size
    1,632 sq. ft.