CENTURY 21 Edge
← All of Winter Haven

Winter Haven homes $500K – $750K

36 active listings in Winter Haven, Florida

2425 GERBER DAIRY ROAD

$675,000

2425 GERBER DAIRY ROAD, WINTER HAVEN

2 bd · 2 ba · 2,230 sqft

2241 WINTERSET ROAD

$649,900

2241 WINTERSET ROAD, WINTER HAVEN

3 bd · 3.5 ba · 3,020 sqft

302 AVENUE P NW

$510,000

302 AVENUE P NW, WINTER HAVEN

6 bd · 4 ba · 2,820 sqft

1020 LENA RUN COURT

$598,000

1020 LENA RUN COURT, WINTER HAVEN

5 bd · 3 ba · 3,068 sqft

5365 HOGAN LANE

$599,900

5365 HOGAN LANE, WINTER HAVEN

3 bd · 2 ba · 2,591 sqft

6136 PEBBLE BEACH BOULEVARD

$549,999

6136 PEBBLE BEACH BOULEVARD, WINTER HAVEN

3 bd · 3 ba · 2,682 sqft

318 HAMILTON SHORES DRIVE NE

$549,000

318 HAMILTON SHORES DRIVE NE, WINTER HAVEN

4 bd · 2 ba · 2,806 sqft

1901 N LAKE ELOISE DRIVE

$500,000

1901 N LAKE ELOISE DRIVE, WINTER HAVEN

3 bd · 3 ba · 2,958 sqft

1302 LAKE ELBERT DR SE

$589,500

1302 LAKE ELBERT DR SE, WINTER HAVEN

5 bd · 4.5 ba · 2,626 sqft

230 BROAD STREET

$515,000

230 BROAD STREET, WINTER HAVEN

4 bd · 3 ba · 3,024 sqft

611 MORGAN ROAD

$725,000

611 MORGAN ROAD, WINTER HAVEN

3 bd · 2.5 ba · 2,077 sqft

1801 SANDHILL LANE

$585,000

1801 SANDHILL LANE, WINTER HAVEN

4 bd · 3 ba · 2,916 sqft

2004 LEISURE DRIVE

$678,000

2004 LEISURE DRIVE, WINTER HAVEN

4 bd · 3 ba · 2,312 sqft

915 HILLSIDE COURT S

$580,000

915 HILLSIDE COURT S, WINTER HAVEN

4 bd · 2.5 ba · 2,050 sqft

1413 HIDDEN CREEK LANE

$570,000

1413 HIDDEN CREEK LANE, WINTER HAVEN

4 bd · 2.5 ba · 3,086 sqft

409 21ST STREET SW

$550,000

409 21ST STREET SW, WINTER HAVEN

4 bd · 1 ba · 2,322 sqft

803 LAKE JESSIE DR DRIVE

$624,900

803 LAKE JESSIE DR DRIVE, WINTER HAVEN

4 bd · 4 ba · 3,050 sqft

1475 S LAKE HOWARD DRIVE

$520,000

1475 S LAKE HOWARD DRIVE, WINTER HAVEN

4 bd · 3.5 ba · 2,118 sqft

4040 PALMA CEIA CIRCLE

$749,000

4040 PALMA CEIA CIRCLE, WINTER HAVEN

3 bd · 3.5 ba · 2,493 sqft

4 CASARENA COURT

$524,000

4 CASARENA COURT, WINTER HAVEN

3 bd · 2.5 ba · 3,911 sqft

23 OAKWOOD RD

$599,900

23 OAKWOOD RD, WINTER HAVEN

4 bd · 2 ba · 2,125 sqft

12 CHERRY BLOSSOM LANE

$603,000

12 CHERRY BLOSSOM LANE, WINTER HAVEN

3 bd · 2 ba · 2,100 sqft

612 MORGAN ROAD

$524,900

612 MORGAN ROAD, WINTER HAVEN

2 bd · 2 ba · 896 sqft

815 LAKE NED ROAD

$649,900

815 LAKE NED ROAD, WINTER HAVEN

4 bd · 2.5 ba · 3,155 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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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.