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3 beds New construction With a pool

3 Bedroom Homes in Winter Haven, FL

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24 of 330 Listings

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24 of 330 Listings

Price Reduced36

3 Bedroom Homes in Winter Haven, FL — Page 8

330 listings

3 Bedroom Homes in Winter Haven, FL

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24 of 330 Listings

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3 Bedroom Homes in Winter Haven, FL

24 of 330 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

Price Reduced36

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

Active

$240,000

3 bd · 2 ba · 1,526 sqft

4 Enclave Dr, Winter Haven, FL

Malak Hassani Benbachir · KELLER WILLIAMS REALTY SMART 1

Price Reduced31Active

$299,900

3 bd · 2 ba · 1,577 sqft

4919 St James Dr, Winter Haven, FL

Crystal Taylor · LIVE FLORIDA REALTY

Price Reduced43Active

$359,900

3 bd · 2 ba · 1,632 sqft

1015 Robin Ln, Winter Haven, FL

David Small · KELLER WILLIAMS REALTY SMART 1

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

Price Reduced71Active

$469,000

3 bd · 2 ba · 2,153 sqft

315 Lanceolate Dr, Winter Haven, FL

Veronica Bard · LA ROSA REALTY PRESTIGE

Price Reduced23Active

$249,900

3 bd · 2 ba · 1,355 sqft

362 Holly Ridge Rd, Winter Haven, FL

Katrina Asher · MILLSHIRE REALTY

60Active

$359,000

3 bd · 2 ba · 2,280 sqft

1500 Avenue G NE, Winter Haven, FL

Suzie Rudd · KELLER WILLIAMS REALTY SMART 1

Price Reduced14Active

$215,000

3 bd · 2 ba · 720 sqft

221 Avenue C NE, Winter Haven, FL

Paola Arias · MBA REALTY GROUP, INC

Price Reduced29Active

$285,000

3 bd · 2 ba · 1,925 sqft

706 Avenue I NE, Winter Haven, FL

Steve Lockhart · 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

Price Reduced11Active

$199,999

3 bd · 2 ba · 1,118 sqft

1328 3rd St NE, Winter Haven, FL

Dewayne Smith · CHARLES RUTENBERG REALTY ORLANDO

29Active

$149,900

3 bd · 2 ba · 1,218 sqft

333 Lake Howard Dr NW #211B, Winter Haven, FL

Steven Smith, PA · LOCKHART & ASSOCIATES INC

Price Reduced20Active

$229,900

3 bd · 2 ba · 1,228 sqft

308 Vaniman Ave, Winter Haven, FL

Robert Salmons · ENTERA REALTY LLC

Price Reduced86Active

$695,000

3 bd · 3 ba · 2,077 sqft

611 Morgan Rd, Winter Haven, FL

Brittanee Brossart · KELLER WILLIAMS REALTY SMART

Price Reduced18Active

$270,000

3 bd · 2 ba · 1,491 sqft

233 Kensington View Blvd, Winter Haven, FL

Christopher Gallon, PA · EXP REALTY LLC

41Active

$243,500

3 bd · 2 ba · 1,727 sqft

1040 Cambridge Dr, Winter Haven, FL

Kate Wilson · EXP REALTY LLC

Price Reduced28Active

$220,000

3 bd · 2 ba · 1,676 sqft

1 Enclave Dr, Winter Haven, FL

Steven Smith, PA · LOCKHART & ASSOCIATES INC

Price Reduced19Active

$229,900

3 bd · 2 ba · 1,253 sqft

2865 Whispering Trails Dr, Winter Haven, FL

Robert Salmons · ENTERA REALTY LLC

Price Reduced25Active

$239,900

3 bd · 2 ba · 1,580 sqft

715 Avenue B SW, Winter Haven, FL

Benjamin Crane · CITARELLI REALTY GROUP LLC

Price Reduced38Active

$255,000

3 bd · 2 ba · 1,652 sqft

415 8th St NE, Winter Haven, FL

Amanda Plowden · COLDWELL BANKER REALTY

Price Reduced36Active

$249,000

3 bd · 2 ba · 1,122 sqft

820 26th St NW, Winter Haven, FL

Sonya Duke · 241 REAL ESTATE LLC

Price Reduced19Active

$249,900

3 bd · 2 ba · 1,406 sqft

406 Lake Daisy Dr, Winter Haven, FL

Robert Salmons · ENTERA REALTY LLC

56Active

$215,000

3 bd · 3 ba · 1,549 sqft

2216 Starboard, Winter Haven, FL

Bree Allison · KELLER WILLIAMS TAMPA CENTRAL

Price Reduced29Active

$249,900

3 bd · 2 ba · 1,495 sqft

5308 Green Dr, Winter Haven, FL

Misty McCracken · FATHOM REALTY FL LLC

52Active

$449,900

3 bd · 2 ba · 2,069 sqft

1061 Sawgrass Dr, Winter Haven, FL

Barb Wiechmann · ROOST REALTY GROUP LLC

1…7 8 9…14

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

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New Construction Homes
Homes with a Pool
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55+ Community Homes

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

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.

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.