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3 beds New construction With a pool

3 Bedroom Homes in Winter Haven, FL

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24 of 657 Listings

Map

24 of 657 Listings

3 Bedroom Homes in Winter Haven, FL — Page 2

657 listings

3 Bedroom Homes in Winter Haven, FL

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24 of 657 Listings

Map

3 Bedroom Homes in Winter Haven, FL

24 of 657 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

Active

$239,999

3 bd · 1 ba · 1,244 sqft

124 Edgewater Dr, Winter Haven, FL

Andres Diaz, Jr · EXP REALTY LLC

33Active

$275,000

3 bd · 2 ba · 1,747 sqft

6283 Red Herring Dr, Winter Haven, FL

Virgen Torres Soto · EQUINOVA HOME GROUP ,INC

90Active

$279,900

3 bd · 2 ba · 1,495 sqft

5281 Pebble Beach Blvd, Winter Haven, FL

Brad Kirwan · GLOBAL LIFESTYLE LLC

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

42Active

$258,500

3 bd · 2 ba · 1,559 sqft

716 Avenue I NE, Winter Haven, FL

Maria Deary · COLDWELL BANKER REALTY

51Active

$350,000

3 bd · 2 ba · 1,762 sqft

117 Homewood Dr, Winter Haven, FL

Lisa Matheny · ENGEL & VOELKERS LAKELAND

39Active

$259,990

3 bd · 2 ba · 1,690 sqft

948 Summer Glen Dr, Winter Haven, FL

Ivette Penalver Cancine · AXEN REALTY LLC

75Active

$449,900

3 bd · 2 ba · 2,354 sqft

4064 Phoenician Way, Winter Haven, FL

Lori Raath · LAKE ASHTON REALTY INC.

25Active

$340,000

3 bd · 2 ba · 1,888 sqft

7002 Summit Cir, Winter Haven, FL

Angela Fowler · ANGELA FOWLER REAL ESTATE, LLC

Price Reduced27Active

$236,990

3 bd · 3 ba · 1,423 sqft

3005 Captain Jax Way, Winter Haven, FL

Ben Goldstein · LENNAR REALTY

59Active

$359,000

3 bd · 2 ba · 2,066 sqft

1475 Grand Cayman Cir, Winter Haven, FL

Tina Heim, PA · KELLER WILLIAMS REALTY

1Active

$190,000

3 bd · 2 ba · 1,158 sqft

2796 Whispering Trails Drive, Winter Haven, FL

Lucy Martinez · KELLER WILLIAMS REALTY SMART 1

1Active

$190,000

3 bd · 2 ba · 1,158 sqft

2796 Whispering Trails Dr, Winter Haven, FL

Lucy Martinez · KELLER WILLIAMS REALTY SMART 1

37Active

$309,900

3 bd · 3 ba · 2,377 sqft

2 Casarena Court, Winter Haven, FL

Craig Burke · CRAIG BURKE REAL ESTATE GROUP, LLC

62Active

$258,000

3 bd · 2 ba · 1,277 sqft

400 Bayou Road, Winter Haven, FL

Tina McDonald · OLYMPUS EXECUTIVE REALTY INC

36Active

$179,900

3 bd · 1 ba · 936 sqft

1210 32nd Street NW, Winter Haven, FL

Teresa Homan · MAINSTAY BROKERAGE LLC

7Active

$259,900

3 bd · 2 ba · 1,483 sqft

3948 Giorgio Drive, Winter Haven, FL

Bryan Sumner · MERITAGE HOMES OF FL REALTY

36Active

$179,900

3 bd · 1 ba · 936 sqft

1210 32nd St NW, Winter Haven, FL

Teresa Homan · MAINSTAY BROKERAGE LLC

37Active

$309,900

3 bd · 3 ba · 2,377 sqft

2 Casarena Ct, Winter Haven, FL

Craig Burke · CRAIG BURKE REAL ESTATE GROUP, LLC

7Active

$259,900

3 bd · 2 ba · 1,483 sqft

3948 Giorgio Dr, Winter Haven, FL

Bryan Sumner · MERITAGE HOMES OF FL REALTY

41Active

$149,900

3 bd · 2 ba · 1,806 sqft

1100 Martinique Drive 220, Winter Haven, FL

Patricia De Graaff, LLC · RE/MAX HERITAGE PROFESSIONALS

26Active

$259,000

3 bd · 2 ba · 1,402 sqft

824 Vienna Dr, Winter Haven, FL

Nathan Mercado · DALTON WADE INC

26Active

$259,000

3 bd · 2 ba · 1,402 sqft

824 Vienna Drive, Winter Haven, FL

Nathan Mercado · DALTON WADE INC

41Active

$149,900

3 bd · 2 ba · 1,806 sqft

1100 Martinique Dr #220, Winter Haven, FL

Patricia De Graaff, LLC · RE/MAX HERITAGE PROFESSIONALS

Price Reduced26Active

$224,990

3 bd · 3 ba · 1,386 sqft

3075 Captain Jax Way, Winter Haven, FL

Ben Goldstein · LENNAR REALTY

1 2 3…28

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

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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Single-Family Homes
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By feature

New Construction Homes
Homes with a Pool
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Foreclosures & Short Sales
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.