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Winter Haven

Lake-filled Winter Haven is simply dazzling.

  • Lakes
  • Outdoor Activities
  • Historic
  • Great Location
  • Walkable Downtown
  • Family-Oriented

Winter Haven is a popular city located on the east side of Lakeland, roughly halfway between Tampa and Orlando. Filled with palm trees and dotted with lakes, Winter Haven is a picture-worthy city filled with terrific destinations like Legoland Florida Resort, Cypress Gardens, and numerous lakefront parks. Winter Haven contains more than 50 lakes, including the spectacular "Chain of Lakes." This aquamarine strand of 18 lakes connected by canals includes Lake Lulu, Lake Roy, Lake Shipp, Lake Cannon, Lake Eloise, Lake Hartridge, and several more. The Chain of Lakes Trail is a paved, 3.2-mile trail ideal for walking, jogging, bicycling, and inline skating.

With so much water to enjoy, popular outdoor activities naturally include water skiing, boating, kayaking, fishing, and swimming. Rowdy Gaines, a three-time gold medal winning Olympic swimmer, grew up in Winter Haven -- and so did Kenneth Brokenburr, a gold medal Olympic sprinter. In addition to spending time in the Florida sunshine, residents can enjoy the historic downtown shopping district, City Centre Plaza, and the Colonial Promenade.

Rent Trends

As of September 2018, the average apartment rent in Winter Haven, FL is $636 for a studio, $784 for one bedroom, $954 for two bedrooms, and $1,222 for three bedrooms. Apartment rent in Winter Haven has increased by 3.8% in the past year.

Beds Avg Sq Ft Avg Rent
Studio 453 $636
1 BR 688 $784
2 BR 1,040 $954
3 BR 1,404 $1,222


43 Walk Score® Car-Dependent
1 Transit Score® Minimal Transit
26 Bike Score® Somewhat Bikeable

Top 10 Apartments in Winter Haven

  1. Madison Lake Ned, 1-3 Bed, $1,058 - 2,141
  2. Della Vita Apartments, 1-3 Bed, $995 - 1,365
  3. Carlton Arms of Winter Haven, Studio - 3 Bed, $625 - 1,322
  4. Sailwind Apartments, Studio - 2 Bed, $638 - 1,192
  5. Lake Buckeye Apartments, 1-2 Bed, $675 - 850
  6. Episcopal-Catholic Apartments-Senior Living, Studio - 1 Bed, $528
  7. Briarcrest at Winter Haven, 1-3 Bed, $770 - 1,175
  8. Lakeshore Club, 1-3 Bed, $949 - 1,749
  9. Barrington Place At Winter Haven, 1-2 Bed, $806 - 1,064
  10. Villas At Lake Smart, 2-3 Bed, Call for Rent


245 Apartments Available

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Apartments for Rent in Winter Haven, FL

You searched for apartments in Winter Haven, FL. Let help you find the perfect rental near you. Click to view any of these 245 available rental units in Winter Haven to see photos, reviews, floor plans and verified information about schools, neighborhoods, unit availability and more. has the most extensive inventory of any apartment search site, with over 149 thousand currently available apartments for rent. You can trust to find your next Winter Haven rental.

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