Homes Under $300K in Winter Haven, FL

9 Listings

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Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

15Active
$260,000
3 bd · 2 ba · 1,732 sqft
3180 Country Club Circle, Winter Haven, FL
Jon McCall · Dalton Wade Inc
Price Reduced5Active
$260,000
3 bd · 2 ba · 1,451 sqft
412 NE Avenue M NE, Winter Haven, FL
Julie Joseph · Charles & Charles Realty LLC
19Active
$45,500
2 bd · — ba · — sqft
138 Rigi Slope, Winter Haven, FL

Price Reduced51Active
$265,000
3 bd · 2 ba · — sqft
542 Eagle Landing Blvd., Winter Haven, FL
Carla Miro · CENTURY 21 WATSON & MYERS REAL
14Active
$268,000
3 bd · 2 ba · 1,487 sqft
1681 Teagan Lane, Winter Haven, FL
Veronica Loreley Palacios · Palaces Realty Group
15Active
$270,000
4 bd · 2 ba · 1,846 sqft
920 Cambridge Dr, Winter Haven, FL
Briana Willis · Global Advantage Realty LLC
10Active
$295,000
3 bd · 2 ba · 1,426 sqft
330 Sterling Drive, Winter Haven, FL
Lucy Elias · Legacy Realty Partners, LLC.
Price Reduced50Active
$250,000
3 bd · 2 ba · 1,144 sqft
657 Ave C SW, Winter Haven, FL
Hala Saleh · LoKation
Price Reduced9Active
$242,000
3 bd · 2 ba · — sqft
3829 Giorgio, Winter Haven, FL
Ivette Loaiza · First Pro International Rlty

Listing data & MLS disclosures

BeachesMLS: 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: 2026-08-31 14:34:04 UTC
Hernando County Association of REALTORS: Copyright 2026 of Hernando County AOR MLS. All rights reserved. IDX Data is provided exclusively for consumers’ personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that data is deemed reliable but is not guaranteed accurate by the Hernando County AOR MLS. Last Updated: 2026-06-22 16:39:53 UTC
NY State MLS: The data relating to real estate for sale on this website comes in part from the Internet Data exchange (IDX) program of the New York State Alliance MLS. IDX 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. Real estate listings held by brokerage firms other than Realty.com, are indicated by detailed information about them such as the name of the listing firms. All information deemed reliable but not guaranteed and should be independently verified. All properties are subject to prior sale, change or withdrawal. Neither the listing broker(s) nor Realty.com shall be responsible for any typographical errors, misinformation, misprints, and shall be held totally harmless. Copyright © 2026 New York State Alliance and participating MLS's - CNYIS, UNYREIS and WNYREIS. All Rights Reserved.
MIAMI REALTORS MLS: The multiple listing information is provided by MIAMI Association of Realtors® from a copyrighted compilation of listings. The compilation of listings and each individual listingare ©2026 MIAMI Association of Realtors®. All Rights Reserved.
The information provided is for consumers’ personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All properties are subject to prior sale or withdrawal. All information provided is deemed reliable but is not guaranteed accurate, and should be independently verified. Last Updated: 2026-09-02 04:01:13 UTC

Winter Haven housing market

July 2026 · This period is still settling

Selling at 99.6% of asking price

Sales here are closing essentially at asking. MLS · 89 sales · as of Jul 20, 2026

Homes that sold · County records, as of Jul 6, 2026

Median sale price: $275,000$147,750–$327,740 typical range
Price per sq. ft.: $146
Sales: 27
Paid in cash: 33.3%

Homes on the market · MLS, as of Jul 20, 2026

Median list price: $289,900

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

Your local brokerage

Listing data & MLS disclosures

Winter Haven housing market

Homes that sold · County records, as of Jul 6, 2026

Homes on the market · MLS, as of Jul 20, 2026

Winter Haven, FL community profile

Explore Winter Haven homes

Listing data & MLS disclosures

Winter Haven, FL community profile

Your local brokerage

Your local brokerage

Winter Haven housing market

Homes that sold · County records, as of Jul 6, 2026

Homes on the market · MLS, as of Jul 20, 2026

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

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Jul 14, 2026

Safety & registry resources

Safety & registry resources

Safety & registry resources

Homes Under $300K in Winter Haven, FL

Homes Under $300K in Winter Haven, FL

Your local brokerage

Listing data & MLS disclosures

Winter Haven housing market

Homes that sold · County records, as of Jul 6, 2026

Homes on the market · MLS, as of Jul 20, 2026

Winter Haven, FL community profile

Explore Winter Haven homes

Listing data & MLS disclosures

Winter Haven, FL community profile

Your local brokerage

Your local brokerage

Winter Haven housing market

Homes that sold · County records, as of Jul 6, 2026

Homes on the market · MLS, as of Jul 20, 2026

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

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Jul 14, 2026