2 Bedroom Homes in Winter Haven, FL

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24 of 176 Listings

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Thomas O'Leary

Realty.com

Lic. #BK3453168

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36Active
$129,900
2 bd · 2 ba · 828 sqft
6066 SE Southern Oaks Dr, Winter Haven, FL
Ryan Odenweller, LLC · RE/MAX HERITAGE PROFESSIONALS
65Active
$359,900
2 bd · 2 ba · 1,871 sqft
4043 Bedford Ave, Winter Haven, FL
Deanna Stone · THE STONES REAL ESTATE FIRM
23Active
$170,000
2 bd · 2 ba · 1,093 sqft
395 San Jose Dr, Winter Haven, FL
Chrissi Jasso · ASSOCIATE REALTY

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.

About 2 Bedroom Homes in Winter Haven, FL

2 Bedroom Homes in Winter Haven, FL: 176 active listings as of October 19, 2026, 05:34 UTC.

Property types among these 176 listings, by the property type each listing’s MLS reports, spelled as the MLS spells it. Types with fewer than 5 listings, and listings whose MLS reports no type, are not shown, so the shares can total less than 100%.
Property type	Listings	Share
Manufactured Home	55	31.3%
Single Family Residence	46	26.1%
Condominium	44	25.0%
Townhouse	8	4.5%

Winter Haven housing market

September 2026 · This period is still settling

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.

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

2 Bedroom Homes in Winter Haven, FL

Your local brokerage

Listing data & MLS disclosures

About 2 Bedroom Homes in Winter Haven, FL

Winter Haven housing market

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

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

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

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 11, 2026

Winter Haven, FL community profile

Explore Winter Haven homes

Listing data & MLS disclosures

Your local brokerage

Your local brokerage

Winter Haven, FL community profile

Winter Haven housing market

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

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

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

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 11, 2026