Realty.com
Buy

Start here

  • Homes for sale by state
  • Home buying tips
  • Before you start looking
  • The buying timeline

Afford it

  • Today's mortgage rates
  • Mortgage calculator
  • How much can I afford?
  • Get pre-approved

Make the deal

  • Writing a winning offer
  • Inspections & appraisals
  • Closing costs, itemized
  • Find a buyer's agent
Sell

Selling Options

  • What's my home worth?
  • Compare selling options
  • Get an instant cash offer
  • Buy before you sell

Resources

  • How selling works
  • When should I sell?
  • Home selling tips
  • Pricing your home
  • What's worth fixing first
  • Find a seller's agent
Home Loans
Find an Agent
Save searchAdvertiseSign In
Saved homesSaved searchesYour toursYour inquiriesRecently viewedAccount settings

Save search

Map layers

Safety

Safety & registry resources

Review official public-safety information for any area from these government sources:

  • U.S. Dept. of Justice National Sex Offender Public Website (NSOPW)
  • FBI: state sex-offender registry directory
Winter Haven, FL Homes for Sale — Page 12 | Realty.com
Realty.com
Buy

Start here

  • Homes for sale by state
  • Home buying tips
  • Before you start looking
  • The buying timeline

Afford it

  • Today's mortgage rates
  • Mortgage calculator
  • How much can I afford?
  • Get pre-approved

Make the deal

  • Writing a winning offer
  • Inspections & appraisals
  • Closing costs, itemized
  • Find a buyer's agent
Save searchAdvertiseSign In
Saved homesSaved searchesYour toursYour inquiriesRecently viewedAccount settings
  • Rentals
  • Commercial

774 listings
Sell

Selling Options

  • What's my home worth?
  • Compare selling options
  • Get an instant cash offer
  • Buy before you sell

Resources

  • How selling works
  • When should I sell?
  • Home selling tips
  • Pricing your home
  • What's worth fixing first
  • Find a seller's agent
Home Loans
Find an Agent
Save search
3 bedsNew constructionWith a pool

Homes for Sale in Winter Haven, FL

Homes for Sale in Winter Haven, FL

Hide Map
24 of 774 Listings
Map

Homes for Sale in Winter Haven, FL

24 of 774 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas
  1. 573 Lucerne Blvd — photoPrice Reduced40Active

    $250,000

    3 bd · 2 ba · 1,743 sqft

    573 Lucerne Blvd, Winter Haven, FL

    Dawn Thomas LLC · KELLER WILLIAMS REALTY AT THE LAKES

  2. 1166 Yumuri St — photoPrice Reduced33Active

    $300,000

    4 bd · 3 ba · 1,964 sqft

    1166 Yumuri St, Winter Haven, FL

    Francis Zipeto · KELLER WILLIAMS CLASSIC

  3. 205 Thomas Ct — photoPrice Reduced50Active

    $435,000

    3 bd · 3 ba · 2,352 sqft

    205 Thomas Ct, Winter Haven, FL

    Stephanie Mayo · REGAL REAL ESTATE LLC

  4. 271 Mariposa — photo20Active

    $249,000

    3 bd · 2 ba · 1,571 sqft

    271 Mariposa, Winter Haven, FL

    Rebecca Guy, PA · LOKATION

  5. 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

  6. 302 Avenue P NW — photo26Active

    $510,000

    6 bd · 4 ba · 2,820 sqft

    302 Avenue P NW, Winter Haven, FL

    Jenny Nguyen · LOKATION

  7. 6086 Southern Oaks Dr — photoPrice Reduced66Active

    $169,900

    2 bd · 2 ba · 1,200 sqft

    6086 Southern Oaks Dr, Winter Haven, FL

    Joanne Summeralls · COLDWELL BANKER REALTY

  8. 4734 Monterey Dr — photoPrice Reduced53Active

    $419,900

    4 bd · 3 ba · 2,687 sqft

    4734 Monterey Dr, Winter Haven, FL

    Damon Trueman · PROPERTY SHOPPE OF CENTRAL FL

  9. 5838 Old Bartow Eagle Lake Rd — photoPrice Reduced30Active

    $388,000

    3 bd · 2 ba · 2,172 sqft

    5838 Old Bartow Eagle Lake Rd, Winter Haven, FL

    Lisa Deese · TOWN & COUNTRY REAL ESTATE

  10. 312 Towhee Rd — photo28Active

    $329,900

    4 bd · 2 ba · 2,020 sqft

    312 Towhee Rd, Winter Haven, FL

    Ike Fountain · FREEDOM REALTY

  11. 689 Lake Howard Dr NW #213 — photoPrice Reduced64Active

    $145,000

    2 bd · 2 ba · 1,072 sqft

    689 Lake Howard Dr NW #213, Winter Haven, FL

    Michael Stone · THE STONES REAL ESTATE FIRM

  12. 1700 6th St NW #C31 — photo1Active

    $99,900

    2 bd · 2 ba · 840 sqft

    1700 6th St NW #C31, Winter Haven, FL

    Candace Garber · TRUDEALS REALTY CORP

  13. 1836 Carnostie Rd — photoPrice Reduced59Active

    $314,000

    4 bd · 3 ba · 2,200 sqft

    1836 Carnostie Rd, Winter Haven, FL

    Trisha Deokinandan · ALORA REALTY GROUP INC

  14. 628 Lakeside Ranch Ln — photo43Active

    $164,800

    2 bd · 2 ba · 1,325 sqft

    628 Lakeside Ranch Ln, Winter Haven, FL

    Sanda Andrews · GOOD COMPANY REALTY INC.

  15. 981 Harold Pass — photo13Active

    $305,000

    4 bd · 3 ba · 1,879 sqft

    981 Harold Pass, Winter Haven, FL

    Ashley Porto · GLASSTONE GROUP INC

  16. 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

  17. 116 Harbor Dr — photo28Active

    $289,900

    4 bd · 2 ba · 1,476 sqft

    116 Harbor Dr, Winter Haven, FL

    Allison McDaniel · XCELLENCE

  18. 615 Avenue a NE — photoPrice ReducedOpen house Sat, Oct 10 · 2:00 PM39Active

    $260,000

    3 bd · 2 ba · 1,848 sqft

    615 Avenue a NE, Winter Haven, FL

    Chad Lindsey · LOKATION

  19. 1041 Brooks Way — photoPrice Reduced37Active

    $337,500

    3 bd · 2 ba · 1,863 sqft

    1041 Brooks Way, Winter Haven, FL

    Hailey Cornell · REAL BROKER, LLC

  20. 1024 31st St NW — photo33Active

    $255,000

    4 bd · 2 ba · 1,532 sqft

    1024 31st St NW, Winter Haven, FL

    Marco Silva Bravo · GOYAL & DECOSTER REALTY

  21. 1901 N Lake Eloise Dr — photo48Active

    $500,000

    3 bd · 3 ba · 2,958 sqft

    1901 N Lake Eloise Dr, Winter Haven, FL

    Tommie Davis · COLDWELL BANKER REALTY

  22. 228 W Lake Ina Dr — photoPrice Reduced64Active

    $389,000

    3 bd · 4 ba · 1,675 sqft

    228 W Lake Ina Dr, Winter Haven, FL

    Casandra Vann · KELLER WILLIAMS REALTY

  23. 4234 Rolling Oaks Dr — photo76Active

    $139,900

    2 bd · 2 ba · 1,804 sqft

    4234 Rolling Oaks Dr, Winter Haven, FL

    KATHY Devor · COLDWELL BANKER REALTY

  24. 24 Flamingo Blvd — photoPrice Reduced43Active

    $229,900

    3 bd · 2 ba · 1,344 sqft

    24 Flamingo Blvd, Winter Haven, FL

    Karina Labarca · CHARLES RUTENBERG REALTY ORLANDO

1…111213…33

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
  • Townhomes
  • Condos
  • Manufactured Homes

By feature

Realty.com

L. Custen Realty, Inc. d/b/a Realty.com/L. Custen Realty CT, LLC d/b/a Realty.com (Tom O’Leary-Broker)(CT properties only), 8323 Southwest Freeway, Suite 900, Houston, Texas 77074

Equal Housing OpportunityEqual Housing Lender

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.

© 2026 Realty.com. All rights reserved.·Privacy·Terms·California Privacy Rights·Accessibility·Licensing

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.
  • New Construction Homes
  • Homes with a Pool
  • Waterfront Homes
  • Foreclosures & Short Sales
  • 55+ Community Homes
  • 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 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.

    Nearby areas

    ZIP codes

    • 34747 (2,308)
    • 34746 (1,655)
    • 33837 (1,450)
    • 33896 (1,137)
    • 33844 (1,103)
    • 34759 (922)
    • 33897 (894)
    • 33884 (682)

    Cities

    • Kissimmee (5,756)
    • Davenport (3,437)
    • Lakeland (2,278)
    • Haines City (1,100)
    • Lake Wales (766)
    • Auburndale (504)
    • Bartow (267)
    • Lake Alfred (266)