3 Bedroom Homes in Winter Haven, FL

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24 of 43 Listings

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24 of 43 Listings

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43 listings

3 Bedroom Homes in Winter Haven, FL

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24 of 43 Listings

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3 Bedroom Homes in Winter Haven, FL

24 of 43 Listings

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Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

52

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

Active

$419,000

3 bd · 2 ba · 2,099 sqft

215 S Lake Howard Dr, Winter Haven, FL

Brandy Duncan · COLDWELL BANKER REALTY

59Active

$359,000

3 bd · 2 ba · 2,066 sqft

1475 Grand Cayman Cir, Winter Haven, FL

Tina Heim, PA · KELLER WILLIAMS REALTY

59Active

$409,900

3 bd · 3 ba · 2,592 sqft

742 Santa Maria Dr, Winter Haven, FL

Rick Hemenway · CROSBY & ASSOCIATES, INC.

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

59Active

$409,900

3 bd · 3 ba · 2,592 sqft

742 Santa Maria Drive, Winter Haven, FL

Rick Hemenway · CROSBY & ASSOCIATES, INC.

Price Reduced64Active

$389,000

3 bd · 4 ba · 1,675 sqft

228 W Lake Ina Drive, Winter Haven, FL

Casandra Vann · KELLER WILLIAMS REALTY

Price Reduced64Active

$389,000

3 bd · 4 ba · 1,675 sqft

228 W Lake Ina Dr, Winter Haven, FL

Casandra Vann · KELLER WILLIAMS REALTY

100Active

$749,000

3 bd · 4 ba · 2,493 sqft

4040 Palma Ceia Circle, Winter Haven, FL

Deanna Stone · THE STONES REAL ESTATE FIRM

100Active

$749,000

3 bd · 4 ba · 2,493 sqft

4040 Palma Ceia Cir, Winter Haven, FL

Deanna Stone · THE STONES REAL ESTATE FIRM

44Active

$309,900

3 bd · 2 ba · 1,823 sqft

2820 Traditions Blvd S, Winter Haven, FL

Stephanie Bombinski · AGENT GROUP REALTY

44Active

$309,900

3 bd · 2 ba · 1,823 sqft

2820 Traditions Boulevard S, Winter Haven, FL

Stephanie Bombinski · AGENT GROUP REALTY

Price Reduced28Active

$355,000

3 bd · 2 ba · 2,054 sqft

41 Greenfield Court, Winter Haven, FL

Steven Smith, PA · LOCKHART & ASSOCIATES INC

Price Reduced28Active

$350,000

3 bd · 2 ba · 2,054 sqft

41 Greenfield Ct, Winter Haven, FL

Steven Smith, PA · LOCKHART & ASSOCIATES INC

52Active

$449,900

3 bd · 2 ba · 2,069 sqft

1061 Sawgrass Drive, Winter Haven, FL

Barb Wiechmann · ROOST REALTY GROUP LLC

52Active

$449,900

3 bd · 2 ba · 2,069 sqft

1061 Sawgrass Dr, Winter Haven, FL

Barb Wiechmann · ROOST REALTY GROUP LLC

Price Reduced57Active

$310,000

3 bd · 2 ba · 2,109 sqft

3614 Plymouth Drive, Winter Haven, FL

Andrew Duncan · LPT REALTY LLC

Price Reduced57Active

$310,000

3 bd · 2 ba · 2,109 sqft

3614 Plymouth Dr, Winter Haven, FL

Andrew Duncan · LPT REALTY LLC

Price Reduced44Active

$415,000

3 bd · 2 ba · 1,927 sqft

4840 Old Lucerne Park Rd, Winter Haven, FL

Cheryl Bossarte · POLK REAL ESTATE LLC

Price Reduced44Active

$415,000

3 bd · 2 ba · 1,927 sqft

4840 Old Lucerne Park Rd, Winter Haven, FL

Cheryl Bossarte · POLK REAL ESTATE LLC

21Active

$258,000

3 bd · 2 ba · 1,259 sqft

151 1st Street, Winter Haven, FL

Milli Collins · MILLI REAL ESTATE SERVICES LLC

21Active

$258,000

3 bd · 2 ba · 1,259 sqft

151 1st St, Winter Haven, FL

Milli Collins · MILLI REAL ESTATE SERVICES LLC

Price Reduced48Active

$290,000

3 bd · 2 ba · 1,711 sqft

6194 Grey Heron Dr, Winter Haven, FL

Amalia Lucena · TRUE FLORIDA REALTY LLC

Price Reduced48Active

$290,000

3 bd · 2 ba · 1,711 sqft

6194 Grey Heron Drive, Winter Haven, FL

Amalia Lucena · TRUE FLORIDA REALTY LLC

Price Reduced41Active

$299,900

3 bd · 2 ba · 1,728 sqft

136 Lake Ring Dr, Winter Haven, FL

Lamanda Jones · CENTURY 21 WATSON & MYERS REALTY

Price Reduced41Active

$299,900

3 bd · 2 ba · 1,728 sqft

136 Lake Ring Drive, Winter Haven, FL

Lamanda Jones · CENTURY 21 WATSON & MYERS 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.

Winter Haven housing market

September 2026 · This period is still settling

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.

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

Explore Winter Haven homes

Your local brokerage

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

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.

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Your local brokerage

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Listing data & MLS disclosures

Winter Haven housing market

Homes that sold · County records, as of Sep 18, 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

Your local brokerage

Listing data & MLS disclosures

Winter Haven, FL community profile

Winter Haven housing market

Homes that sold · County records, as of Sep 18, 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