CENTURY 21 Edge
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55+ communities in Winter Haven

126 active listings in Winter Haven, Florida

6066 SE SOUTHERN OAKS DRIVE

$129,900

6066 SE SOUTHERN OAKS DRIVE, WINTER HAVEN

2 bd · 2 ba · 828 sqft

213 LAKESIDE RANCH CIRCLE

$54,900

213 LAKESIDE RANCH CIRCLE, WINTER HAVEN

2 bd · 1 ba · 672 sqft

4043 BEDFORD AVENUE

$359,900

4043 BEDFORD AVENUE, WINTER HAVEN

2 bd · 2 ba · 1,871 sqft

5288 GREEN DRIVE

$314,000

5288 GREEN DRIVE, WINTER HAVEN

3 bd · 2 ba · 1,847 sqft

6733 KENSINGTON DRIVE NE

$165,500

6733 KENSINGTON DRIVE NE, WINTER HAVEN

2 bd · 2 ba · 1,224 sqft

7060 FAIRVIEW VILLAGE CIRCLE

$134,990

7060 FAIRVIEW VILLAGE CIRCLE, WINTER HAVEN

1 bd · 1 ba · 481 sqft

193 E SWEET CIRCLE

$110,000

193 E SWEET CIRCLE, WINTER HAVEN

2 bd · 2 ba · 1,300 sqft

6216 PINEHURST LOOP

$429,000

6216 PINEHURST LOOP, WINTER HAVEN

3 bd · 2 ba · 2,045 sqft

5344 NICKLAUS DRIVE

$310,000

5344 NICKLAUS DRIVE, WINTER HAVEN

3 bd · 2 ba · 1,680 sqft

1321 OAKMONT DRIVE

$424,900

1321 OAKMONT DRIVE, WINTER HAVEN

3 bd · 2 ba · 2,312 sqft

100 EL CAMINO DRIVE UNIT 301

$149,900

100 EL CAMINO DRIVE UNIT 301, WINTER HAVEN

3 bd · 3 ba · 1,622 sqft

5281 PEBBLE BEACH BOULEVARD

$279,900

5281 PEBBLE BEACH BOULEVARD, WINTER HAVEN

3 bd · 2 ba · 1,495 sqft

4064 PHOENICIAN WAY

$449,900

4064 PHOENICIAN WAY, WINTER HAVEN

3 bd · 2 ba · 2,354 sqft

1631 LINZ COURT

$190,500

1631 LINZ COURT, WINTER HAVEN

2 bd · 2 ba · 1,231 sqft

6443 HOLLYBERRY LANE NE

$94,999

6443 HOLLYBERRY LANE NE, WINTER HAVEN

2 bd · 2 ba · 989 sqft

3541 RALEIGH DRIVE

$345,000

3541 RALEIGH DRIVE, WINTER HAVEN

3 bd · 3 ba · 2,006 sqft

4075 BEDFORD AVENUE

$344,900

4075 BEDFORD AVENUE, WINTER HAVEN

2 bd · 2 ba · 1,888 sqft

97 PARSON DRIVE

$79,500

97 PARSON DRIVE, WINTER HAVEN

2 bd · 2 ba · 989 sqft

6364 LOLLY BAY LOOP NE

$215,000

6364 LOLLY BAY LOOP NE, WINTER HAVEN

2 bd · 2 ba · 1,143 sqft

6204 KNOTTY PINE DRIVE SE

$165,000

6204 KNOTTY PINE DRIVE SE, WINTER HAVEN

2 bd · 2 ba · 1,014 sqft

5325 SNEAD DRIVE

$349,500

5325 SNEAD DRIVE, WINTER HAVEN

3 bd · 2 ba · 1,833 sqft

2215 STARBOARD DRIVE UNIT 29

$184,900

2215 STARBOARD DRIVE UNIT 29, WINTER HAVEN

2 bd · 2 ba · 1,436 sqft

333 LAKE HOWARD DRIVE NW UNIT 204D

$145,000

333 LAKE HOWARD DRIVE NW UNIT 204D, WINTER HAVEN

3 bd · 2 ba · 1,226 sqft

6107 GRAND OAKS DRIVE SE

$175,000

6107 GRAND OAKS DRIVE SE, WINTER HAVEN

2 bd · 2 ba · 1,340 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 October 18, 2026 at 9:46 AM UTC. The listing information on this page last changed on October 18, 2026 at 9:46 AM 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 October 18, 2026 at 9:46 AM 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: October 18, 2026 at 9:46 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.