Eric Chery
← All of Winter Haven

Winter Haven homes $200K – $300K

319 active listings in Winter Haven, Florida

1104 TYLER LOOP

$299,000

1104 TYLER LOOP, WINTER HAVEN

3 bd · 2 ba · 1,540 sqft

2128 BRETTON RIDGE BOULEVARD

$289,900

2128 BRETTON RIDGE BOULEVARD, WINTER HAVEN

4 bd · 2 ba · 1,560 sqft

2227 12TH STREET NW

$285,000

2227 12TH STREET NW, WINTER HAVEN

3 bd · 2 ba · 1,773 sqft

307 STERLING DRIVE

$260,000

307 STERLING DRIVE, WINTER HAVEN

3 bd · 2 ba · 1,444 sqft

4112 ISLAND LAKES DRIVE

$250,000

4112 ISLAND LAKES DRIVE, WINTER HAVEN

3 bd · 2 ba · 1,686 sqft

719 AVENUE Q SE

$220,000

719 AVENUE Q SE, WINTER HAVEN

2 bd · 2 ba · 1,181 sqft

1328 3RD STREET NE

$215,000

1328 3RD STREET NE, WINTER HAVEN

3 bd · 2 ba · 1,118 sqft

362 HOLLY RIDGE ROAD

$299,900

362 HOLLY RIDGE ROAD, WINTER HAVEN

3 bd · 2 ba · 1,355 sqft

2018 MARILYN AVENUE

$299,900

2018 MARILYN AVENUE, WINTER HAVEN

3 bd · 2 ba · 1,651 sqft

445 MCKENNA DRIVE

$299,000

445 MCKENNA DRIVE, WINTER HAVEN

4 bd · 2 ba · 1,694 sqft

931 WHISPER LAKE DRIVE

$293,500

931 WHISPER LAKE DRIVE, WINTER HAVEN

3 bd · 2.5 ba · 1,260 sqft

5812 TAVERNA LOOP

$292,990

5812 TAVERNA LOOP, WINTER HAVEN

5 bd · 2.5 ba · 2,112 sqft

4925 JACKSON STREET

$289,900

4925 JACKSON STREET, WINTER HAVEN

3 bd · 2 ba · 1,425 sqft

3334 WHITE INDIGO ROAD

$289,900

3334 WHITE INDIGO ROAD, WINTER HAVEN

3 bd · 2 ba · 1,504 sqft

1831 CARNOSTIE ROAD

$285,000

1831 CARNOSTIE ROAD, WINTER HAVEN

4 bd · 2 ba · 1,680 sqft

5576 TAVERNA LOOP

$283,990

5576 TAVERNA LOOP, WINTER HAVEN

3 bd · 2 ba · 1,504 sqft

5811 MARSH LANDING DRIVE

$280,000

5811 MARSH LANDING DRIVE, WINTER HAVEN

3 bd · 2 ba · 1,873 sqft

2470 SALZBURG LOOP

$280,000

2470 SALZBURG LOOP, WINTER HAVEN

3 bd · 2 ba · 1,935 sqft

524 HAINES TRAIL

$279,999

524 HAINES TRAIL, WINTER HAVEN

4 bd · 2 ba · 1,980 sqft

136 KRENSON BAY LOOP

$279,990

136 KRENSON BAY LOOP, WINTER HAVEN

3 bd · 2 ba · 1,698 sqft

1199 SOPHIA BOULEVARD

$279,900

1199 SOPHIA BOULEVARD, WINTER HAVEN

3 bd · 2 ba · 1,690 sqft

233 KENSINGTON VIEW BOULEVARD

$275,000

233 KENSINGTON VIEW BOULEVARD, WINTER HAVEN

3 bd · 2 ba · 1,491 sqft

415 8TH STREET NE

$275,000

415 8TH STREET NE, WINTER HAVEN

3 bd · 2 ba · 1,652 sqft

110 MORNING GLORY CIRCLE

$275,000

110 MORNING GLORY CIRCLE, WINTER HAVEN

3 bd · 2.5 ba · 1,685 sqft

IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed accurate by Stellar MLS.

CENTURY 21 Edge
© 2026 CENTURY 21® and the CENTURY 21 Logo are registered service marks owned by Century 21 Real Estate LLC. Sunseria Real Estate Group LLC d/b/a CENTURY 21 Edge fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Each office is independently owned and operated. Any services or products provided by independently owned and operated franchisees are not provided by, affiliated with, or related to Century 21 Real Estate LLC nor any of its affiliated companies.

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Southeast Florida MLSCopyright Southeast Florida Multiple Listing Service © 2026. Accuracy of listing information is not guaranteed. Listing information is provided for personal consumer, non-commercial use, solely to identify potential properties for potential purchase. All other use is strictly prohibited, is a violation of the terms of use, and may violate federal and state law. Data Last Updated: July 20, 2026 at 7:03 AM UTC.

Space Coast AORThese listings are provided by the IDX Program of Brevard County, Florida. Real Estate listings held by brokerage firms other than CENTURY 21 Edge Central Florida are marked with the IDX Logo and detailed information about them includes the name of the listing brokers. IDX information is provided exclusively for consumers'' personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed.

Beaches MLSAll information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumer''s personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.