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Winter Haven, FL Homes for Rent in a Gated Community

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  • /48

    $1,650 Per Month

    • 2 Beds
    • 2 Baths
    • 1,078 Sq Ft
    • Condo for Rent

    715 Magnolia Place Unit 715, Winter Haven, FL 33884

    Gorgeous sunset views over Lake Winterset... this is the kind of rental you don’t come across often. Located in the gated Winterset community, this well-maintained 2-bedroom, 2-bath upstairs condo with a private one-car garage offers easy, low-maintenance lakeview living. Inside, you’ll find an open and airy layout with vaulted ceilings, skylights, and large sliding glass doors that bring in tons

    Agent Photo

    CarLee Marchetti

    STAR REALTY OF WINTER HAVEN

    715 Magnolia Place Unit 715, Winter Haven, FL 33884
  • /41

    $2,000 Per Month

    • 2 Beds
    • 2 Baths
    • 1,517 Sq Ft
    • House for Rent

    2872 Attwater Loop, Winter Haven, FL 33884

    Beautifully furnished and move-in ready, this pristine residence in the highly desirable 55+ gated community of Traditions at Lake Ruby offers comfort, style, and an easy Florida lifestyle. Available for occupancy June 1, this home has been thoughtfully maintained and is offered fully furnished, making it ideal for tenants looking for a turnkey rental in one of Winter Haven’s premier active-adult

    Mike Daquino DOUGLAS ELLIMAN

    2872 Attwater Loop, Winter Haven, FL 33884
  • /24

    $1,750 Per Month

    • 2 Beds
    • 2 Baths
    • 930 Sq Ft
    • Condo for Rent

    5202 Waterview Way, Winter Haven, FL 33884

    A comfortable first-floor 2 bed, 2 bath condo in the gated Winterset community, this home offers an easy, open layout with plenty of natural light and convenient ground-level access. Each bedroom has its own full bathroom, giving you a setup that works well for roommates, guests, or anyone who wants a little extra privacy. The condo can be leased furnished for a turnkey move-in or unfurnished if

    Christin Davis PROPERTY MANAGEMENT OF POLK

    5202 Waterview Way, Winter Haven, FL 33884
  • /18

    $2,350 Per Month

    • 3 Beds
    • 2 Baths
    • 1,345 Sq Ft
    • House for Rent

    Unlisted Address

    Beautiful 3-bedroom, 2-bath home available for rent in Winter Haven! This well-maintained property features a spacious open-concept layout with the living and dining areas seamlessly connected to the kitchen, creating the perfect space for everyday living and entertaining. Enjoy a large backyard with plenty of room for outdoor activities, family gatherings, or simply relaxing. Conveniently

    Mirna Hernandez LPT REALTY, LLC

    Unlisted Address
  • /27

    $1,400 Per Month

    • 2 Beds
    • 2 Baths
    • 1,017 Sq Ft
    • Condo for Rent

    1101 Eagle Pond Dr, Winter Haven, FL 33884

    Affordability meets Comfort. First Floor unit for easy access in a highly desirable gated community of Cypresswood Golf & Country Club. This rental will include access to community pool, 24-hour security, exterior maintenance, common area taxes, trash service, pest control, and private road upkeep. Residents can also enjoy an 18-hole golf course, on-site restaurant, tennis courts, and a fitness

    Lienyvette Grimaldo MAZELG REALTY

    1101 Eagle Pond Dr, Winter Haven, FL 33884
  • /23

    $1,550 Per Month

    • 2 Beds
    • 2 Baths
    • 1,017 Sq Ft
    • Condo for Rent

    1005 Eagle Pond Dr, Winter Haven, FL 33884

    MOVE-IN READY second floor Eagle Pond condominium in the highly desirable gated community of Cypresswood Golf and Country Club. This meticulously-maintained condo features hard floors throughout (no carpet!), newer interior paint, newer kitchen appliances, interior laundry (with newer front load LG washer/dryer provided), and so much more. The spacious master bedroom features an en suite bathroom

    Kayly Malinas JOHN WOOD REALTY, INC.

    1005 Eagle Pond Dr, Winter Haven, FL 33884
  • /24

    $1,600 Per Month

    • 2 Beds
    • 2 Baths
    • 1,017 Sq Ft
    • Condo for Rent

    1005 Eagle Pond Dr, Winter Haven, FL 33884

    MOVE-IN READY Eagle Pond condominium in the highly desirable gated community of Cypresswood Golf and Country Club available beginning 12/1/2023. This meticulously-maintained condo features hard floors throughout (no carpet!), new interior paint, NEW kitchen appliances, interior laundry (with brand new front load LG washer/dryer provided), and so much more. The spacious master bedroom features an

    Kayly Malinas JOHN WOOD REALTY, INC.

    1005 Eagle Pond Dr, Winter Haven, FL 33884
  • /34

    $1,500 Per Month

    • 2 Beds
    • 2 Baths
    • 1,017 Sq Ft
    • Condo for Rent

    508 Eagle Pond Dr Unit 5H, Winter Haven, FL 33884

    Looking for a Country Club lifestyle?? Conveniently Located in Cypresswood Golf & Country Club. This Immaculate 2 bed/2 bath condominium offers an open concepts with a spacious kitchen open & great room. Both bedrooms feature walk-in closets. Pretty blinds and ceiling fans throughout, a full size washer & dryer, 10' ceilings, crown molding, ceramic tile and carpet. Outside storage closet for your

    Laura Barnes CHAIN OF LAKES REALTY INC

    508 Eagle Pond Dr Unit 5H, Winter Haven, FL 33884

Rental Home Trends

Number of Homes for Rent
8
Median Rent
$1,800
Median Single Family Home Rent
$1,895
Median Townhouse Rent
$1,350
Median Condo Rent
$1,350
How to Rent a Home