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3 beds New construction With a pool

Condos in Winter Haven, FL

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24 of 63 Listings

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24 of 63 Listings

27Active

Condos in Winter Haven, FL — Page 2

63 listings

Condos in Winter Haven, FL

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24 of 63 Listings

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Condos in Winter Haven, FL

24 of 63 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

27Active

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

$150,000

3 bd · 3 ba · 1,334 sqft

2500 21st St NW #58, Winter Haven, FL

Jonalyn Davis · DALTON WADE INC

Price Reduced33Active

$209,000

2 bd · 2 ba · 1,090 sqft

410 Laurel Cove Way, Winter Haven, FL

Carlos Hernandez · LPT REALTY, LLC

Price Reduced64Active

$145,000

2 bd · 2 ba · 1,072 sqft

689 Lake Howard Dr NW #213, Winter Haven, FL

Michael Stone · THE STONES REAL ESTATE FIRM

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

1Active

$99,900

2 bd · 2 ba · 840 sqft

1700 6th St NW #C31, Winter Haven, FL

Candace Garber · TRUDEALS REALTY CORP

Price Reduced58Active

$224,500

2 bd · 2 ba · 1,090 sqft

503 Sweet Bay Cir, Winter Haven, FL

Michael Stone · THE STONES REAL ESTATE FIRM

Price Reduced32Active

$179,900

3 bd · 2 ba · 1,579 sqft

100 El Camino Dr #104, Winter Haven, FL

Chrissi Jasso · ASSOCIATE REALTY

Price Reduced40Active

$160,000

2 bd · 2 ba · 1,017 sqft

1105 Eagle Pond Dr #1105, Winter Haven, FL

Kayly Malinas, PA · JOHN WOOD REALTY, INC.

14Active

$124,800

1 bd · 1 ba · 475 sqft

1103 Cypress Gardens Blvd #13, Winter Haven, FL

Linda Andre · COLDWELL BANKER REALTY

33Active

$129,500

2 bd · 1 ba · 826 sqft

1100 Martinique Dr #106, Winter Haven, FL

David Small · KELLER WILLIAMS REALTY SMART 1

55Active

$125,000

1 bd · 1 ba · 714 sqft

235 6th St NW #307, Winter Haven, FL

Michael Stone · THE STONES REAL ESTATE FIRM

51Active

$149,900

2 bd · 2 ba · 1,190 sqft

700 Mirror Ter NW #511, Winter Haven, FL

David Small · KELLER WILLIAMS REALTY SMART 1

Price Reduced56Active

$92,000

2 bd · 1 ba · 840 sqft

1700 6th St NW #C24, Winter Haven, FL

Chrissi Jasso · ASSOCIATE REALTY

Price Reduced31Active

$83,000

1 bd · 1 ba · 1,078 sqft

200 El Camino Dr #306, Winter Haven, FL

Suzie Rudd · KELLER WILLIAMS REALTY SMART 1

33Active

$78,800

2 bd · 1 ba · 840 sqft

1700 6th St NW #a38, Winter Haven, FL

Shelby Beasley · S & D REAL ESTATE SERVICE LLC

35Active

$162,000

2 bd · 2 ba · 1,347 sqft

1776 6th St NW #807, Winter Haven, FL

Lisa Simpson · KELLER WILLIAMS REALTY SMART 1

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

Open house Sat, Oct 17 · 11:00 AM18Active

$92,000

2 bd · 2 ba · 840 sqft

1700 6th St NW #C21, Winter Haven, FL

Don Jerue · KELLER WILLIAMS REALTY SMART 1

Price Reduced38Active

$178,490

2 bd · 3 ba · 1,334 sqft

2500 21st St NW #22, Winter Haven, FL

David Small · KELLER WILLIAMS REALTY SMART 1

Price Reduced25Active

$199,000

2 bd · 2 ba · 1,090 sqft

105 Laurel Cove Way #105, Winter Haven, FL

Chip Fortenberry, III · CROSBY & ASSOCIATES, INC.

40Active

$119,000

2 bd · 2 ba · 1,190 sqft

700 Mirror Ter NW #506, Winter Haven, FL

Chris Goode · JUDY B CLEAVES PROPERTIES INC

25Active

$149,900

1 bd · 1 ba · 666 sqft

2049 San Marcos Dr SE #127, Winter Haven, FL

Daniel Hut · HUT REALTY, LLC

32Active

$99,000

3 bd · 2 ba · 1,226 sqft

333 Lake Howard Dr NW #314D, Winter Haven, FL

Justin Cans · IMPACT REALTY TAMPA BAY

40Active

$164,900

2 bd · 2 ba · 1,351 sqft

700 Mirror Ter NW #507, Winter Haven, FL

Scott Kline · KLINE REAL ESTATE SERVICES

Price Reduced36Active

$94,900

2 bd · 2 ba · 1,372 sqft

150 El Dorado #105, Winter Haven, FL

Rosalia Abreu · ALLSTATE REALTY SERVICES

1 2 3

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 99.9% 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 28, 2026

Median sale price: $270,000$196,000–$334,500 typical range
Price per sq. ft.: $160
Sales: 175
Paid in cash: 37.7%

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

Explore Winter Haven 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 99.9% 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 28, 2026

Median sale price: $270,000$196,000–$334,500 typical range
Price per sq. ft.: $160
Sales: 175
Paid in cash: 37.7%

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.