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Senior Living & Senior Housing in Winter Haven, FL

Explore 21 senior living and senior housing options in Winter Haven, FL — from retirement communities and independent living to assisted living and memory care. Compare all 21 senior communities in Winter Haven using state-licensed data.

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All communities in Winter Haven, FL

Best for residents seeking assisted living with reliable on-site support, including 24-hour nursing and medication management. The medium-sized community offers social activities and physical therapy services to support an active lifestyle.

Assisted LivingMemory Care
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6110 Cypress Gardens Boulevard

Assisted Living
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6120 Cypress Gardens Boulevard

Memory Care
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6110 Cypress Gardens Blvd

Best for active retirees who enjoy outdoor spaces and regular social engagement in a medium-sized community. The restaurant-style dining, garden areas, and organized activities create an engaging environment for sociable residents.

Assisted Living
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6120 Cypress Gardens Blvd

Best for active residents seeking upscale amenities, restaurant-style dining, and outdoor gardens, with dedicated memory care services available on-site should needs evolve.

Assisted LivingMemory Care
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1601 Havendale Blvd NW

Independent Living
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500 Avenue L NW

Independent Living
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625 Overlook Drive

Assisted LivingMemory Care
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650 N Lake Howard Dr

Best for pet owners seeking a medium-sized, upscale community with flexible room options and restaurant-style dining. The combination of fitness amenities, garden spaces, and organized social activities appeals to residents wanting an engaged lifestyle.

Assisted Living
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391 Avenue O NE

Independent Living
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745 Avenue A SW

Independent Living
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3050 Woodmont Ave

Assisted LivingMemory Care
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Assisted LivingMemory Care
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2100 West State Road 540

Assisted Living
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2201 Ridgewood Rd NW

Independent Living
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1225 Havendale Blvd NW

Best for residents seeking a medium-sized community with comprehensive support services including 24-hour nursing and housekeeping. Restaurant-style dining and regular social activities round out daily life.

Assisted Living
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480 Avenue E, Southeast

Assisted Living
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140 Avenue A SW

Independent Living
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