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Homes with a pool in Winter Haven

88 active listings in Winter Haven, Florida

307 STERLING DRIVE

$260,000

307 STERLING DRIVE, WINTER HAVEN

3 bd · 2 ba · 1,444 sqft

328 HAMILTON SHORES DRIVE NE

$765,000

328 HAMILTON SHORES DRIVE NE, WINTER HAVEN

5 bd · 3.5 ba · 3,812 sqft

7 LAKE ARROWHEAD DRIVE

$750,000

7 LAKE ARROWHEAD DRIVE, WINTER HAVEN

4 bd · 3 ba · 2,056 sqft

1801 SANDHILL LANE

$585,000

1801 SANDHILL LANE, WINTER HAVEN

4 bd · 3 ba · 2,916 sqft

814 CARLTON COURT

$425,000

814 CARLTON COURT, WINTER HAVEN

4 bd · 2.5 ba · 2,371 sqft

136 LAKE MARIAM ROAD SE

$410,000

136 LAKE MARIAM ROAD SE, WINTER HAVEN

4 bd · 3 ba · 2,356 sqft

1826 6TH STREET SE

$410,000

1826 6TH STREET SE, WINTER HAVEN

4 bd · 3 ba · 2,112 sqft

2925 E LAKE HARTRIDGE DRIVE

$399,000

2925 E LAKE HARTRIDGE DRIVE, WINTER HAVEN

4 bd · 3 ba · 2,684 sqft

1450 W LAKE CANNON DRIVE NW

$395,000

1450 W LAKE CANNON DRIVE NW, WINTER HAVEN

5 bd · 2 ba · 4,053 sqft

41 GREENFIELD COURT

$379,000

41 GREENFIELD COURT, WINTER HAVEN

3 bd · 2 ba · 2,054 sqft

516 ALACHUA DRIVE

$369,000

516 ALACHUA DRIVE, WINTER HAVEN

3 bd · 2 ba · 1,699 sqft

302 STERLING DRIVE

$365,000

302 STERLING DRIVE, WINTER HAVEN

4 bd · 2 ba · 2,460 sqft

215 SANTA ROSA DRIVE

$299,400

215 SANTA ROSA DRIVE, WINTER HAVEN

4 bd · 2 ba · 2,355 sqft

706 AVENUE I NE

$295,000

706 AVENUE I NE, WINTER HAVEN

3 bd · 2 ba · 1,925 sqft

931 WHISPER LAKE DRIVE

$293,500

931 WHISPER LAKE DRIVE, WINTER HAVEN

3 bd · 2.5 ba · 1,260 sqft

3831 GAINES DRIVE

$775,000

3831 GAINES DRIVE, WINTER HAVEN

3 bd · 2 ba · 2,678 sqft

1185 SANDPIPER LOOP

$569,900

1185 SANDPIPER LOOP, WINTER HAVEN

4 bd · 2.5 ba · 2,410 sqft

419 PINELLAS ROAD

$399,999

419 PINELLAS ROAD, WINTER HAVEN

4 bd · 2.5 ba · 2,248 sqft

5365 HOGAN LANE

$599,900

5365 HOGAN LANE, WINTER HAVEN

3 bd · 2 ba · 2,591 sqft

3749 FIELDSTONE CIRCLE

$469,900

3749 FIELDSTONE CIRCLE, WINTER HAVEN

5 bd · 3 ba · 2,588 sqft

1108 SAWGRASS DRIVE

$422,999

1108 SAWGRASS DRIVE, WINTER HAVEN

2 bd · 2 ba · 1,533 sqft

105 LAKE SEARS DRIVE

$279,900

105 LAKE SEARS DRIVE, WINTER HAVEN

3 bd · 2 ba · 1,513 sqft

4201 SHADOW WOOD DRIVE

$325,000

4201 SHADOW WOOD DRIVE, WINTER HAVEN

3 bd · 2 ba · 1,860 sqft

2452 SALZBURG LOOP

$300,000

2452 SALZBURG LOOP, WINTER HAVEN

2 bd · 2 ba · 1,729 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 10:26 PM UTC. The listing information on this page last changed on July 13, 2026 at 10:26 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 10:26 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 10:26 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.