CENTURY 21 Edge
← All of Winter Haven

Winter Haven homes $200K – $300K

275 active listings in Winter Haven, Florida

1104 TYLER LOOP

$299,000

1104 TYLER LOOP, WINTER HAVEN

3 bd · 2 ba · 1,540 sqft

3833 FIELDSTONE CIRCLE

$295,000

3833 FIELDSTONE CIRCLE, WINTER HAVEN

3 bd · 2 ba · 1,880 sqft

2128 BRETTON RIDGE BOULEVARD

$289,900

2128 BRETTON RIDGE BOULEVARD, WINTER HAVEN

4 bd · 2 ba · 1,560 sqft

307 STERLING DRIVE

$260,000

307 STERLING DRIVE, WINTER HAVEN

3 bd · 2 ba · 1,444 sqft

967 LUNAR LANE

$298,080

967 LUNAR LANE, WINTER HAVEN

3 bd · 2 ba · 1,266 sqft

3785 GIORGIO DRIVE

$293,000

3785 GIORGIO DRIVE, WINTER HAVEN

4 bd · 2 ba · 1,978 sqft

4856 SUMMERFIELD CIRCLE

$290,000

4856 SUMMERFIELD CIRCLE, WINTER HAVEN

4 bd · 2 ba · 1,688 sqft

256 KRENSON BAY LOOP

$290,000

256 KRENSON BAY LOOP, WINTER HAVEN

3 bd · 2 ba · 1,720 sqft

5584 TAVERNA LOOP

$281,990

5584 TAVERNA LOOP, WINTER HAVEN

3 bd · 2 ba · 1,504 sqft

276 18TH STREET NE

$279,900

276 18TH STREET NE, WINTER HAVEN

3 bd · 2 ba · 1,218 sqft

1020 CAMBRIDGE DRIVE

$279,900

1020 CAMBRIDGE DRIVE, WINTER HAVEN

4 bd · 2 ba · 1,500 sqft

1306 15TH STREET SW

$275,000

1306 15TH STREET SW, WINTER HAVEN

3 bd · 2 ba · 1,256 sqft

106 MAJESTIC GARDENS COURT

$275,000

106 MAJESTIC GARDENS COURT, WINTER HAVEN

3 bd · 2 ba · 1,661 sqft

1042 CORSO DR

$275,000

1042 CORSO DR, WINTER HAVEN

3 bd · 2 ba · 1,730 sqft

534 LAKE DEXTER BOULEVARD

$270,000

534 LAKE DEXTER BOULEVARD, WINTER HAVEN

3 bd · 2 ba · 1,470 sqft

5580 TAVERNA LOOP

$269,990

5580 TAVERNA LOOP, WINTER HAVEN

3 bd · 2 ba · 1,302 sqft

1200 33RD STREET NW

$269,900

1200 33RD STREET NW, WINTER HAVEN

3 bd · 2 ba · 1,138 sqft

1268 SALISBURY DR

$265,000

1268 SALISBURY DR, WINTER HAVEN

3 bd · 2 ba · 1,728 sqft

2759 GLADIOLA ROAD

$263,990

2759 GLADIOLA ROAD, WINTER HAVEN

3 bd · 2.5 ba · 1,673 sqft

2765 GLADIOLA ROAD

$263,990

2765 GLADIOLA ROAD, WINTER HAVEN

3 bd · 2.5 ba · 1,673 sqft

2753 GLADIOLA ROAD

$263,990

2753 GLADIOLA ROAD, WINTER HAVEN

3 bd · 2.5 ba · 1,673 sqft

352 LAKE DAISY CIRCLE

$259,900

352 LAKE DAISY CIRCLE, WINTER HAVEN

3 bd · 2 ba · 1,266 sqft

3329 FOX RIDGE DRIVE

$259,900

3329 FOX RIDGE DRIVE, WINTER HAVEN

3 bd · 2 ba · 1,317 sqft

855 KILLEARN BOULEVARD

$259,000

855 KILLEARN BOULEVARD, WINTER HAVEN

3 bd · 2 ba · 1,449 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.

MLS® Disclaimers

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.