CENTURY 21 Edge
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55+ communities in Winter Haven

129 active listings in Winter Haven, Florida

719 AVENUE Q SE

$220,000

719 AVENUE Q SE, WINTER HAVEN

2 bd · 2 ba · 1,181 sqft

1700 6TH STREET NW UNIT A38

$78,800

1700 6TH STREET NW UNIT A38, WINTER HAVEN

2 bd · 1 ba · 840 sqft

5337 HOGAN LANE

$355,000

5337 HOGAN LANE, WINTER HAVEN

3 bd · 2 ba · 1,833 sqft

5312 NICKLAUS DRIVE

$334,900

5312 NICKLAUS DRIVE, WINTER HAVEN

3 bd · 2 ba · 1,700 sqft

4130 BEDFORD AVENUE

$309,900

4130 BEDFORD AVENUE, WINTER HAVEN

2 bd · 2 ba · 1,819 sqft

5811 MARSH LANDING DRIVE

$280,000

5811 MARSH LANDING DRIVE, WINTER HAVEN

3 bd · 2 ba · 1,873 sqft

5308 GREEN DRIVE

$255,000

5308 GREEN DRIVE, WINTER HAVEN

3 bd · 2 ba · 1,495 sqft

2216 STARBOARD

$215,000

2216 STARBOARD, WINTER HAVEN

3 bd · 2.5 ba · 1,549 sqft

4925 CYPRESS GARDENS ROAD UNIT 100

$195,000

4925 CYPRESS GARDENS ROAD UNIT 100, WINTER HAVEN

2 bd · 2 ba · 1,008 sqft

6733 KENSINGTON DRIVE NE

$175,000

6733 KENSINGTON DRIVE NE, WINTER HAVEN

2 bd · 2 ba · 1,224 sqft

333 LAKE HOWARD DRIVE NW UNIT 211B

$149,900

333 LAKE HOWARD DRIVE NW UNIT 211B, WINTER HAVEN

3 bd · 2 ba · 1,218 sqft

6773 BRENTWOOD DRIVE NE

$145,000

6773 BRENTWOOD DRIVE NE, WINTER HAVEN

2 bd · 2 ba · 1,056 sqft

6666 BRIARHILL DRIVE NE

$140,000

6666 BRIARHILL DRIVE NE, WINTER HAVEN

2 bd · 2 ba · 1,144 sqft

4146 SPRUCEWOOD STREET

$140,000

4146 SPRUCEWOOD STREET, WINTER HAVEN

2 bd · 2 ba · 1,344 sqft

435 VILLAGE CIRCLE SW

$137,500

435 VILLAGE CIRCLE SW, WINTER HAVEN

2 bd · 2 ba · 1,120 sqft

4132 SPRUCEWOOD STREET

$129,000

4132 SPRUCEWOOD STREET, WINTER HAVEN

2 bd · 2 ba · 1,344 sqft

1700 6TH STREET NW UNIT B23

$125,000

1700 6TH STREET NW UNIT B23, WINTER HAVEN

2 bd · 2 ba · 960 sqft

4158 ROLLING OAKS DRIVE

$124,900

4158 ROLLING OAKS DRIVE, WINTER HAVEN

2 bd · 2 ba · 1,403 sqft

4242 CEDARWOOD STREET

$120,000

4242 CEDARWOOD STREET, WINTER HAVEN

2 bd · 2 ba · 1,056 sqft

700 MIRROR TERRACE NW UNIT 506

$119,000

700 MIRROR TERRACE NW UNIT 506, WINTER HAVEN

2 bd · 2 ba · 1,190 sqft

333 LAKE HOWARD DR NW UNIT 102D

$110,000

333 LAKE HOWARD DR NW UNIT 102D, WINTER HAVEN

2 bd · 2 ba · 1,030 sqft

4253 CEDARWOOD STREET

$99,000

4253 CEDARWOOD STREET, WINTER HAVEN

2 bd · 2 ba · 1,056 sqft

128 LAKE HAZEL DRIVE

$59,999

128 LAKE HAZEL DRIVE, WINTER HAVEN

2 bd · 2 ba · 1,680 sqft

1061 SAWGRASS DRIVE

$449,900

1061 SAWGRASS DRIVE, WINTER HAVEN

3 bd · 2 ba · 2,069 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 July 13, 2026 at 9:56 PM UTC. The listing information on this page last changed on July 13, 2026 at 9:56 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 July 13, 2026 at 9:56 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: July 13, 2026 at 9:56 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.