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3 beds New construction With a pool

Homes Under $200K in Winter Haven, FL

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24 of 170 Listings

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24 of 170 Listings

Price Reduced18

Homes Under $200K in Winter Haven, FL — Page 2

170 listings

Homes Under $200K in Winter Haven, FL

Hide Map

24 of 170 Listings

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Homes Under $200K in Winter Haven, FL

24 of 170 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

Price Reduced18

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

Active

$193,500

3 bd · 1 ba · 936 sqft

3400 Sunset Dr W, Winter Haven, FL

Kal Scarvers · SPANN & ASSOCIATES REAL ESTATE

25Active

$119,000

2 bd · 1 ba · 826 sqft

1100 Martinique Dr #203, Winter Haven, FL

Cyleste Goodson · FLORIDA REAL ESTATE COMPANY

32Active

$165,000

2 bd · 2 ba · 1,014 sqft

6204 Knotty Pine Dr SE, Winter Haven, FL

Susan Brown · COLDWELL BANKER REALTY

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

11Active

$150,000

3 bd · 1 ba · 1,141 sqft

1220 33rd St NW, Winter Haven, FL

Cesar Estrada, PA · EXP REALTY LLC

15Active

$129,900

2 bd · 2 ba · 823 sqft

606 Pavare Ct #606, Winter Haven, FL

Amy Reynolds · LOCKHART & ASSOCIATES INC

34Active

$79,500

2 bd · 2 ba · 989 sqft

97 Parson Dr, Winter Haven, FL

Chris Cain · MOSAIC SERVICES LLC

Price Reduced29Active

$185,000

2 bd · 2 ba · 1,204 sqft

450 Sandestin Dr, Winter Haven, FL

Tania Patone · MARK SPAIN REAL ESTATE

Price Reduced39Active

$98,500

2 bd · 2 ba · 1,347 sqft

1776 6th St NW #304, Winter Haven, FL

Chris Goode · JUDY B CLEAVES PROPERTIES INC

11Active

$182,000

3 bd · 1 ba · 1,080 sqft

679 Avenue L SE, Winter Haven, FL

Jamarr Zellner · REALHOME SERVICE & SOLUTIONS INC

27Active

$184,900

2 bd · 2 ba · 1,436 sqft

2215 Starboard Dr #29, Winter Haven, FL

Scott Kline · KLINE REAL ESTATE SERVICES

5Active

$44,900

3 bd · 2 ba · 988 sqft

1116 40th St NW, Winter Haven, FL

Robert Miller, Jr · MILLSHIRE REALTY

Price Reduced22Active

$145,000

2 bd · 2 ba · 1,073 sqft

350 Winter Ridge Blvd #350, Winter Haven, FL

Giovanna D'Alessandro · RP INVESTMENT REALTY LLC

32Active

$145,000

3 bd · 2 ba · 1,226 sqft

333 Lake Howard Dr NW #204D, Winter Haven, FL

Milena Phan · UNITED REAL ESTATE PREFERRED

41Active

$175,000

2 bd · 2 ba · 1,340 sqft

6107 Grand Oaks Dr SE, Winter Haven, FL

Anita Lowe · LOCKHART & ASSOCIATES INC

Price Reduced12Active

$99,000

2 bd · 2 ba · 1,030 sqft

333 Lake Howard Dr NW #302B, Winter Haven, FL

Karen Myers · UNITED REALTY GROUP INC

25Active

$152,000

2 bd · 2 ba · 1,144 sqft

6455 Hollyberry Ln NE, Winter Haven, FL

Harrison Perez Collazo · CAISSA REALTY INVESTMENT INC

52Active

$198,000

2 bd · 2 ba · 1,856 sqft

6627 Westchester Dr NE, Winter Haven, FL

Patricia De Graaff, LLC · RE/MAX HERITAGE PROFESSIONALS

19Active

$139,000

2 bd · 2 ba · 1,148 sqft

1550 11th St NE #G6, Winter Haven, FL

Christopher Collany · COLLANY PROPERTIES

35Active

$179,000

2 bd · 2 ba · 1,248 sqft

6458 Hollyberry Ln NE, Winter Haven, FL

Harrison Perez Collazo · CAISSA REALTY INVESTMENT INC

Price Reduced28Active

$169,900

3 bd · 1 ba · 1,226 sqft

1550 36th St NW, Winter Haven, FL

Dylan Lawrence · THE WILKINS WAY LLC

34Active

$144,900

2 bd · 2 ba · 1,347 sqft

1776 6th St NW #308, Winter Haven, FL

Chris Goode · JUDY B CLEAVES PROPERTIES INC

7Active

$157,000

3 bd · 2 ba · 1,344 sqft

1050 Beach Ln, Winter Haven, FL

Jesse Carriedo · REALTYCITY INC

Price Reduced33Active

$159,500

2 bd · 2 ba · 1,017 sqft

508 Eagle Pond Dr #508, Winter Haven, FL

Laura Barnes · CHAIN OF LAKES REALTY INC

Price Reduced25Active

$174,500

2 bd · 1 ba · 918 sqft

708 Avenue E NE, Winter Haven, FL

Mike Webb · TRADE WINDS REALTY

1 2 3…8

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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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.