CENTURY 21 Edge
← All of Winter Haven

Winter Haven homes $300K – $400K

232 active listings in Winter Haven, Florida

5325 SNEAD DRIVE

$364,500

5325 SNEAD DRIVE, WINTER HAVEN

3 bd · 2 ba · 1,833 sqft

1114 BRIMSTONE CIRCLE

$399,000

1114 BRIMSTONE CIRCLE, WINTER HAVEN

4 bd · 3 ba · 2,476 sqft

107 SANDERLING DRIVE

$385,000

107 SANDERLING DRIVE, WINTER HAVEN

4 bd · 2 ba · 2,567 sqft

1069 SANDPIPER LOOP

$379,999

1069 SANDPIPER LOOP, WINTER HAVEN

4 bd · 3 ba · 2,034 sqft

3035 BUCKEYE POINTE DRIVE

$369,900

3035 BUCKEYE POINTE DRIVE, WINTER HAVEN

4 bd · 3 ba · 2,070 sqft

464 TERRANOVA STREET

$359,900

464 TERRANOVA STREET, WINTER HAVEN

3 bd · 2 ba · 1,893 sqft

270 MEADOWBROOK BOULEVARD

$355,900

270 MEADOWBROOK BOULEVARD, WINTER HAVEN

5 bd · 3 ba · 2,696 sqft

540 ITUNA CIRCLE

$353,290

540 ITUNA CIRCLE, WINTER HAVEN

4 bd · 2.5 ba · 2,029 sqft

1734 HUMMINGBIRD ROAD

$350,990

1734 HUMMINGBIRD ROAD, WINTER HAVEN

4 bd · 2.5 ba · 2,308 sqft

1187 TYLER LOOP

$350,000

1187 TYLER LOOP, WINTER HAVEN

5 bd · 2.5 ba · 2,254 sqft

3541 RALEIGH DRIVE

$350,000

3541 RALEIGH DRIVE, WINTER HAVEN

3 bd · 3 ba · 2,006 sqft

1218 37TH STREET NW

$350,000

1218 37TH STREET NW, WINTER HAVEN

3 bd · 2 ba · 2,431 sqft

1436 AXEL CIRCLE

$350,000

1436 AXEL CIRCLE, WINTER HAVEN

5 bd · 3 ba · 3,022 sqft

456 ADRIEL AVENUE

$349,900

456 ADRIEL AVENUE, WINTER HAVEN

4 bd · 2 ba · 1,874 sqft

1919 19TH STREET NW

$349,000

1919 19TH STREET NW, WINTER HAVEN

4 bd · 2 ba · 1,752 sqft

2639 SAN MARCO WAY

$347,000

2639 SAN MARCO WAY, WINTER HAVEN

5 bd · 3.5 ba · 2,701 sqft

108 LAGOON ROAD

$340,000

108 LAGOON ROAD, WINTER HAVEN

3 bd · 2 ba · 1,735 sqft

6183 GREY HERON DRIVE

$340,000

6183 GREY HERON DRIVE, WINTER HAVEN

5 bd · 4 ba · 1,872 sqft

507 SHORT LANE

$339,000

507 SHORT LANE, WINTER HAVEN

4 bd · 2 ba · 1,867 sqft

3921 GIORGIO DRIVE

$336,970

3921 GIORGIO DRIVE, WINTER HAVEN

4 bd · 2 ba · 1,840 sqft

981 LUNAR LANE

$335,924

981 LUNAR LANE, WINTER HAVEN

4 bd · 2 ba · 1,919 sqft

121 LOWELL ROAD

$335,000

121 LOWELL ROAD, WINTER HAVEN

3 bd · 2 ba · 1,980 sqft

5312 NICKLAUS DRIVE

$334,900

5312 NICKLAUS DRIVE, WINTER HAVEN

3 bd · 2 ba · 1,700 sqft

5888 WINDRIDGE DRIVE

$330,000

5888 WINDRIDGE DRIVE, WINTER HAVEN

4 bd · 2.5 ba · 2,836 sqft

See all 232 on the map

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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Stellar MLS / MFRMLSCopyright © MFRMLS.com. All 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 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 on this site was last updated September 20, 2026 at 5:52 PM UTC. The listing information on this page last changed on September 20, 2026 at 5:52 PM UTC. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of MFR MLS. Updated on September 20, 2026 at 5:52 PM UTC.

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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: September 20, 2026 at 5:52 PM 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.