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3 beds New construction With a pool

3 Bedroom Homes in Winter Haven, FL

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23 of 330 Listings

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23 of 330 Listings

Price Reduced29

3 Bedroom Homes in Winter Haven, FL — Page 11

330 listings

3 Bedroom Homes in Winter Haven, FL

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23 of 330 Listings

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3 Bedroom Homes in Winter Haven, FL

23 of 330 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

Price Reduced29

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

Active

$289,000

3 bd · 2 ba · 1,553 sqft

3307 Costello Cir, Winter Haven, FL

Michael Hochadel · BHHS FLORIDA PROPERTIES GROUP

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 Reduced63Active

$499,900

3 bd · 2 ba · 2,002 sqft

100 Alachua Dr, Winter Haven, FL

Scott Kline · KLINE REAL ESTATE SERVICES

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

Price Reduced37Active

$329,900

3 bd · 2 ba · 1,160 sqft

1558 Drexel Ave NE, Winter Haven, FL

David Small · KELLER WILLIAMS REALTY SMART 1

27Active

$246,900

3 bd · 1 ba · 1,174 sqft

218 Dennis Ave, Winter Haven, FL

Anne Halbert · LIVE FLORIDA REALTY

Price Reduced33Active

$603,000

3 bd · 2 ba · 2,100 sqft

12 Cherry Blossom Ln, Winter Haven, FL

Maribel Ramos, LLC · VESTI LLC

Price Reduced31Active

$165,000

3 bd · 1 ba · 912 sqft

300 Avenue V NE, Winter Haven, FL

Casandra Vann · KELLER WILLIAMS REALTY SMART

14Active

$179,000

3 bd · 1 ba · 768 sqft

306 Palmetto Ave NW, Winter Haven, FL

Hamid Dghirni · PREMIUM PROPERTIES R.E. SERVICE

Price Reduced32Active

$299,900

3 bd · 2 ba · 1,764 sqft

202 Saint Lucie Rd, Winter Haven, FL

John Calhoun · CENTURY 21 WATSON & MYERS REALTY

Price Reduced32Active

$339,900

3 bd · 2 ba · 1,884 sqft

314 Terranova Blvd, Winter Haven, FL

Jeff Jones · MARK SPAIN REAL ESTATE

Price Reduced20Active

$214,990

3 bd · 3 ba · 1,386 sqft

3056 Captain Jax Way, Winter Haven, FL

Ben Goldstein · LENNAR REALTY

Price Reduced32Active

$284,990

3 bd · 2 ba · 1,680 sqft

2747 San Marco Way, Winter Haven, FL

Vilmari Caraballo · RE/MAX ASSURED

48Active

$289,900

3 bd · 2 ba · 1,674 sqft

3971 Cypress Lndg W, Winter Haven, FL

Kevin Tison · LPT REALTY, LLC

Price Reduced35Active

$251,900

3 bd · 2 ba · 1,506 sqft

909 Cambridge Dr, Winter Haven, FL

Mariel Espinal · AXEN REALTY, LLC

Price Reduced56Active

$249,000

3 bd · 2 ba · 1,035 sqft

113 6th Jpv St, Winter Haven, FL

John Evans · CENTURY 21 BEGGINS ENTERPRISES

Price Reduced45Active

$279,900

3 bd · 2 ba · 1,569 sqft

851 Vienna Dr, Winter Haven, FL

Regina Moran PA · LA ROSA REALTY PRESTIGE

Price Reduced11Active

$195,000

3 bd · 1 ba · 1,144 sqft

231 Avenue a NE, Winter Haven, FL

Michael Hochadel · BHHS FLORIDA PROPERTIES GROUP

Open house Sat, Oct 17 · 10:00 AM75Active

$579,900

3 bd · 2 ba · 2,354 sqft

5268 Pebble Beach Blvd, Winter Haven, FL

Barb Wiechmann · ROOST REALTY GROUP LLC

Price Reduced62Active

$359,000

3 bd · 2 ba · 1,914 sqft

131 Ruby Lake Dr, Winter Haven, FL

CarLee Marchetti · STAR REALTY OF WINTER HAVEN

Price Reduced20Active

$254,900

3 bd · 2 ba · 1,437 sqft

204 Kingshill Ct SE, Winter Haven, FL

Robert Salmons · ENTERA REALTY LLC

Price Reduced51Active

$524,000

3 bd · 3 ba · 3,911 sqft

4 Casarena Ct, Winter Haven, FL

Keith St. Onge · LA ROSA REALTY PRESTIGE

Price Reduced59Active

$257,000

3 bd · 2 ba · 1,292 sqft

542 Eagle Landing Boulevard, Winter Haven, FL

Carla Miro · CENTURY 21 WATSON & MYERS REALTY

Price Reduced28Active

$239,000

3 bd · 1 ba · 1,042 sqft

2105 9th St NE, Winter Haven, FL

Vivian Correa · COLDWELL BANKER REALTY

1…10 11 12…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
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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.