The best assisted living facilities in Winding Cypress, FL

    Explore 13 communities near Winding Cypress, FL

    1. Entrance to Discovery Village At Naples senior living facility with automatic sliding glass doors, large potted plants on either side, and a welcome mat with the facility's name. Inside, a round table with a floral arrangement is visible in a well-lit lobby area.
      4.6(175)
      $4,450 – $5,785+
      Shared • 1 Bedroom • Studio
      independent, assisted living, memory care

      Discovery Village at Naples

      8375 Sierra Meadows Blvd, Naples, FL 34113
    2. Front entrance of a multi-story residential building with palm trees, manicured shrubs, red flowers, and an American flag.
      4.9(92)
      Pricing on request
      suite
      independent, assisted living, memory care

      The Arlington of Naples

      7900 Arlington Cir, Naples, FL 34113
    3. Front exterior of a two-story white senior living building with palm trees, lawn, parked cars, and a driveway sign reading 'Beach House'.
      4.5(183)
      $3,450 – $4,485+
      Shared • 1 Bedroom • Studio
      assisted living, memory care

      Beach House

      1000 Airport-Pulling Rd S, Naples, FL 34104
    4. Covered walkway with a red and orange canopy leading to the entrance of a building. The pathway is paved with stone tiles and flanked by green shrubs and palm trees. Cars are parked in the parking lot on both sides under a clear blue sky.
      4.6(120)
      $2,670 – $3,471+
      Shared • 1 Bedroom • Studio
      continuing care retirement community

      Tuscany Villa of Naples

      8901 Tamiami Trl E, Naples, FL 34113
    5. Entrance of Terracina Grand senior living facility featuring a covered walkway with large columns, benches on either side, and a tiled floor leading to glass doors. The building has multiple balconies and is adorned with greenery and flowers.
      4.6(125)
      Pricing on request
      suite
      continuing care retirement community

      Terracina Senior Living

      6825 Davis Blvd, Naples, FL 34104
    6. Row of single-story senior living units with tiled roofs, palm trees, and a sidewalk.
      4.7(169)
      $1,900 – $3,600+
      Studio
      independent, assisted living, memory care

      Lely Palms - A ProMedica Senior Living Community

      1000 Lely Palms Dr, Naples, FL 34113
    7. Villa at Terracina Grand exterior with palm trees and a fountain.
      4.1(9)
      Pricing on request
      suite
      assisted living, memory care

      Villa at Terracina Grand

      6855 Davis Blvd, Naples, FL 34104
    8. Front view of a single-story manufactured home with a small porch, white railing, and steps leading up to a white front door. The house exterior is painted in green and beige with white trim. There is a small landscaped garden with a palm tree and shrubs in front of the house, and a paved driveway to the right. The sky is clear and blue.
      4.3(223)
      Pricing on request
      suite
      independent living, assisted living

      Naples Estates 55+ Community

      Naples Estates 55 Community, 400 Palm Haven Blvd, Naples, FL 34112
    9. Exterior view of The Vista at Hammock Cove, a yellow senior living facility with shrubs.
      4.6(174)
      $3,099 – $5,499+
      Studio • 1 Bedroom • 2 Bedroom
      assisted living, memory care

      The Vista at Hammock Cove

      5175 Tamiami Trl E, East Naples, FL 34113
    10. Exterior view of Woodside Health & Rehabilitation Center showing the entrance with a covered drop-off area, surrounded by palm trees, bushes, and a parking lot with several cars. A large tree is in the foreground.
      3.4(121)
      Pricing on request
      suite
      assisted living, memory care, skilled nursing

      Woodside Health & Rehabilitation Center

      3601 Lakewood Blvd, Naples, FL 34112
    11. Arden Courts sign in foreground with a single-story building and manicured landscaping.
      4.8(85)
      Pricing on request
      suite
      assisted living

      Arden Courts (Lely Palms)

      6125 Rattlesnake Hammock Rd, Naples, FL 34113
    12. Residential street with single-story homes, well-kept lawns, palm trees, and a clear blue sky.
      4.5(26)
      Pricing on request
      suite
      independent living, assisted living

      Riviera Golf Estates

      425 Charlemagne Blvd, Naples, FL 34112

    Cost of assisted living in Winding Cypress, Florida

    Studio1 Bd2 BdShared
    Independent Living$1,900$4,272—$3,560
    Assisted Living$3,499$4,465$5,000$3,560
    Memory Care$3,499$5,095$5,000$4,450

    * Prices shown are average monthly costs within a 20-mile radius

    Consider other types of facilities in Winding Cypress, FL

    • Independent Living

      For older adults who want to enjoy a carefree retirement in a community of their peers

    • Memory Care

      A safe, supervised community supporting people living with dementia

    • Skilled Nursing

      For seniors with more serious medical needs who require skilled care following a hospitalization, illness, or surgery.

    • Board And Care Homes

      Homes in residential neighborhoods providing daily care for a small number of residents

    • Continuing Care Retirement Communities

      For seniors who want to age in place as their care needs evolve, offering everything from independent living to full nursing care.

    Nearby Cities

    1. 13 facilities$4,063/mo
    2. 14 facilities$4,057/mo
    3. 18 facilities$4,607/mo
    4. 24 facilities$4,708/mo
    5. 1 facilities$8,290/mo
    6. 25 facilities$4,736/mo
    7. 35 facilities$5,029/mo
    8. 34 facilities$5,180/mo
    9. 1 facilities$8,290/mo
    10. 29 facilities$5,241/mo
    11. 1 facilities$8,290/mo
    12. 36 facilities$5,455/mo
    © 2026 Mirador Living